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Avenida de Mayo is a 4-bedroom, 3-bathroom Siesta Key house with room for up to eight guests to enjoy the island environment. From the moment you step in, you’ll feel as if you’ve stepped into your home away from home while being close to everything you want to see and do.

Highlights:

• Central A/C
• Master Bedroom Queen + ¾ Bath
• Canal Front
• Private Heated Pool
• Beautiful furnishings and finishes

Siesta Seclusion

Guests looking for a restful, relaxing, secluded stay on Siesta Key will find all they desire and more at Avenida de Mayo. Beautiful furnishings and finishes can be found at every turn, in bedrooms as well as living spaces. Avenida de Mayo is just moments away from all the fun and relaxation Siesta Key has to offer. Enjoy exciting activities, bars, shops, and other Siesta Key attractions to keep you busy during your stay.

Exterior Features

Arrive at Avenida de Mayo and your island paradise. Mature landscaping, including towering palm trees and green grass welcome you to the property. The sandy colored exterior with touches of white reflects the beach relaxation to come inside. French doors open to give you access to the beautiful island home. Once you’ve made yourself at home inside, begin your island adventure in the beautiful back yard. The large back yard relaxation center includes in-ground pool surrounded by seating. An overhang creates a covered sitting area featuring outdoor living set with couch, chairs, and coffee table to escape to when you want to get out of the sun. Grill up the catch of the day or another favorite meal on the provided grill or enjoy each other’s company around the gas fire pit. A small landscaped area divides the pool from the deck leading to the dock. If you rented a boat, kayaks, or other water vessel, you could float down the canal to deeper waters. If you’re done playing outside at the home, take the short walk to an access point for Siesta Key’s main beach.

Interior Amenities

Step into your island home away from home. Tile floors run throughout this Siesta Key house, with changing patterns and colors depending on the room. Wicker living room furnishings in the front living area, as well as island-theme wall art set the tone for a restful and relaxing island respite. Move down a short hall to the main living space. Open and bright, the space is perfect for everyone in the group to gather and have a good time. The living area features soft leather seating, including couch, love seat, and chair with ottoman surrounding a large coffee table. Lounge and read a book, play a group game, or watch your favorite show or movie on the flat screen TV atop an entertainment center. Multiple ceiling fans keep the air moving so everyone stays comfortable. Turn your gaze toward the ceiling to appreciate the wood feature ceiling. Large glass doors along the wall offer access to the outdoor space from three entrances. When it’s time to prepare a delicious home-cooked meal, turn to the fully equipped kitchen. Stainless steel appliances accompany everything you’ll need to prepare and serve a meal everyone will love. The skylight lets in plenty of natural light to brighten up wood cabinets. Several pendent lights hang above a raised bar with seating for two. Enjoy the meal in the dining area, featuring large rectangular table with seating for six people.

When you’re ready for a good night’s sleep or a nap between activities, head to a private bedroom. The master bedroom features a queen bedroom set, including tall dresser which plays host to a flat screen TV, multiple windows for natural light, and plenty of storage for all of your things. Pamper yourself in the en suite master bathroom. A Roman-style glass block walk-in shower with multiple heads accompanies a single-sink vanity with plenty of storage for your personal toiletries. A full-size stacked washer and dryer is conveniently located across from the vanity and near the master closet, making laundry easy. The second bedroom features queen size bedroom set, a comfortable chair for lounging and reading a book or relaxing, and a flat screen TV atop the tall dresser. The en suite bathroom features single-sink vanity with glass vessel sink, shower stall with multiple shower heads, and storage for your personal toiletries. The third bedroom features matching queen size bedroom set, windows for natural light, and plenty of storage for everything you brought with you as well as the souvenirs you’ll take home from your island adventures. The fourth and final bedroom plays host to a king size bed, matching dresser and night tables, and windows for plenty of natural light. The two rooms share a hall bath. The full bath has a luxury shower head over a large bath tub, and single-sink vanity with vessel sink. There truly is a place for everyone!

Contact Us

No matter when or how long you plan to stay on Siesta Key, Avenida de Mayo will give you all the fun, excitement, rest, and relaxation you’re looking for on your island getaway. Contact us today to book your memorable stay that will have you coming back for years to come!

The warmth and sun of Florida is an attraction any time of year. Pack your bags and prepare for fun in the sun, water, and even on land as you check out many of the exciting activities the area has to offer. While the weather may be perfect for the majority of your trip, you’ll want to prepare some activities for times when the weather doesn’t cooperate with your beach and outdoor schedule. There are many “rainy day” activities in Siesta Key to enjoy and pass the time when the weather is gloomy.

Siesta Key Village Shops

Touring a town is a great way to get to know its nooks and crannies as well as the locals. When the sun isn’t shining, that doesn’t mean that the exploration needs to stop, just take it indoors! The charming shops and restaurants found in Siesta Key Village will give you hours of fun, browsing, window shopping, and delicious food to keep your mind off of the pitter-patter of rain outside. You’ll score some great island-themed décor, clothing, and accessories to put on display once you get home and turn your home into an island getaway.

Siesta Key Wine Bar

An activity made especially for the adults of the group is a visit to Siesta Key Wine Bar. The self-billed “home for wine lovers,” the establishment at the north end of Siesta Key Village includes a tasting bar and sitting areas for you to enjoy a glass of terrific wine. The wine bar features local Florida wines, as well as reds, whites, and “bubbles” from across the globe. Visit the wine shop to take home your favorites or arrange to have your favorites shipped to your home. Keep in mind there is limited ability to ship to certain locales and yours may not be available.

Spa Day

While your outdoor relaxation plans may be canceled, that doesn’t mean the relaxation can’t take place indoors. Book yourself some time for rest, relaxation, and rejuvenation at a local spa. Choose from treatments like a mani/pedi, massage, body wrap, facial, and more. Staff will help you create a package just for you so you can fully relax your mind, body, and spirit. Some establishments may offer salon services, so you can get a new cut or style to go with your relaxed mood. Ask about treatments designed especially for the men of the group who need a recharge.

Relaxing Rental

You don’t need to go out on the town for a good time, indoors or out, rain or shine. You can always choose to relax around your Rent Siesta Key vacation rental home. Many rentals include books, a movie library, board games, puzzles, and other indoor activities to keep you busy. Staying right where you are can be just as engaging as a day out touring the town. If you have any personal favorite games from home, make sure they make the packing list so you can enjoy those, too, if the mood strikes.

Dining

Lift your spirits as the rain falls with a meal out on the town. There are many restaurants on Siesta Key that will satisfy any hunger or thirst you may have. From a casual lunch or dinner to a special date or celebration, you’ll find something delicious to fit the mood.

Sarasota

If the rain insists on lasting another day, or you’ve worn out all the things to do on-island, take a trip to the mainland for some fun. Sarasota is full of fun, with activities like museums, escape rooms, and aquariums, you’ll find something to do to battle the gloom and continue to enjoy your Florida getaway, no matter what the weather is like.

Rainy Day Fun Activities in Siesta Key

When you book your fun-filled getaway to Siesta Key, you won’t be short on activities to fill every minute of every day, even when the sun isn’t shining. With plenty of activities in Siesta Key to choose from, you’ll find something to do to keep the entire group entertained and happy without the sun. Spend some time in your accommodations if you don’t feel like going out. From a one-bedroom for your small family or a getaway with your sweetheart, all the way up to six bedrooms for a family or group reunion with everyone, you’ll find something by Rent Siesta Key to fit your vacation needs and style.

Instead of getting wet when heading out to eat, stay warm and dry and prepare a delicious home-cooked meal in your rental’s fully equipped kitchen. Recharge with a nap or a good night’s sleep in a private bedroom or spread out in the spacious living area to read a book or watch a movie. Indulge yourself in a premium unit for perks and upgrades like stainless steel appliances, double ovens, flat-screen TVs and much more.

Contact us now to book your stay full of all-weather memories!

As you beginning planning your Siesta Key vacation, your bucket list either has a long list of things you want to do or is short and too the point, but whichever list you are writing out, “go to the beach” is definitely included! How can you go to paradise without planning on spending time on some of the most beautiful beaches in the world? The sun, the sugar white sands, and the clear emerald waters of the Gulf offer up a recipe for fun, peace, and tranquility, and the only way to improve upon your sand time is by choosing Rent Siesta Key for your accommodations. Fill your daylight hours with sunscreen and sandcastles and come home every night to the cool luxury and comfort found inside spaces designed to pamper and spoil. This guide to Florida Keys beaches and our sensational sanctuaries will help you enjoy a vacation that is a dream come true!

Life’s a Beach

Rent Siesta Key properties can be found all over Siesta Key, but if you are planning a beach vacation, your first choice is probably one of our beachfront vacation rentals, injecting the beach into all aspects of your getaway! Offering kitchens that are the heart of the home, dining spaces where meals will be devoured and games will be played, and living spaces that are comfortable and relaxing, the comforts found inside our beachfront properties will make you feel right at home. Access to community amenities, including community pools and hot tubs, fitness centers, and game rooms, are all designed to give you the ultimate in vacation experiences.

It is the proximity of the beach, however, that takes these already wonderful properties and makes them extraordinary! Sit out on the balcony, listening to the waves crashing on the sand and feeling the Gulf breezes kiss your cheeks as you watch the sun set over the water in a kaleidoscope of colors. Wake up each morning, pour a cup of coffee, then sleepily making your way to “your chair” on the balcony to watch the beach below you come alive as hard-working men and women set up lounge chairs for the day’s rentals, senior citizens get in their steps along shore’s edge, and young parents start claiming their spot on the sand, kids, coolers, and beach toys in tow.
Beach chairs set up on the beach in Siesta Key
Each night, as you slide between the silky soft linens of our beds, feeling the sheets slide smoothly over skin that is slightly sunburned, falling into a deep and dreamless sleep will be the highlight of your day. These are the moments you will never forget, the memories that will hold close to your heart, and the dreams that will be realized during your fabulous Florida getaway on a Siesta Key beach!

This Way to the Beach

Siesta Key is only 8 miles long, with just 2.4 square miles consisting of land space, but the three beaches that take up this compact region are considered the most beautiful beaches in the nation! Start with Siesta Beach, where you may notice the pure white sands feel finer and softer between your toes. Composed of almost pure quartz, these sands are what make our beaches so popular and are your first hint that this beach getaway will be like no other. Siesta Beach is home to Drum Circles, held every Sunday evening, taking place an hour before sunset. Offering drum music, dance, and a celebration of nature’s most spectacular performance, we recommend adding this fun event to your vacation itinerary! Also offering two concession stands, tennis and volleyball courts, and a shaded playground for the youngsters, this beach can be crowded with tourists and residents, so be sure to arrive early and stake your claim on your piece of paradise.

After a long day spent playing on Siesta Beach, locals and residents alike often find themselves drifting to the back porch of Siesta Key Oyster Bar, located just steps away; it is often considered an important part of the beach experience! Tap your toes to live music, sip your favorite cocktails (Rum runners are a popular Florida cocktail, made with fruit juices, brandy, and of course, rum.) and fill up on oysters, tacos, or tasty grouper sandwiches!

Crescent Beach, which is just south of Siesta Beach, is a little quieter, tucked away in a setting that is secluded and sensational. This beach offers access to one of the more popular snorkeling and diving spots, Point of Rocks, which is an anomaly in a region known for its sugar sand beaches. The rocky shores of this spot lead to rocky waters where the undersea life thrives, hiding in crevices and niches created by the rocks. Ride and Paddle, located on Siesta Key, rents snorkel equipment as well as boogie boards, kayaks, paddleboards, and bikes, so if you need anything water related during your stay, this is the shop to explore!

After snorkeling with the fishes, your hunger for a good seafood dish intensifies, and Clayton’s Siesta Grille has exactly what you need. Located just 5 minutes from Crescent Beach and offering a menu filled with all your seafood favorites (and a few new ones you will have to try!), a dinner at Clayton’s is the perfect way to end a day of beach fun! Also featuring a strong land lubbers’ menu that includes pizza, filet mignon, and a vegetarian meat loaf guaranteed to make the veggie lover in your group ecstatic, we suggest you save room for the dessert sampler which offers a taste of all their desserts, including their uniquely wonderful vanilla lavender crème brulee!
Fliet mignon at a Siesta Key restaurant
Our final beach on Siesta Key, Turtle Beach is the furthest south on the Key and is one that offers an experience that kids and grownups will love. Play horseshoes with your teens, volleyball with new friends, and when your littlest travelers want to try something new, a playground in the shade will turn the sulks to smiles! Turtle Beach is also one of our favorite beaches to go searching for shells and the occasional shark teeth, and if you are traveling with your own children, the thrill of finding one is always memorable! The boat launch area allows visitors to continue their adventures on the water, so if you happened to travel by car and brought your own boat, this is a great place to visit. Take your boat out into deeper waters and troll for grouper, snapper, or speckled trout, but if you are landbound, it is ok. Blind Pass Lagoon is a popular fishing spot found here, so bring your fishing pole and gear and spend the early morning hours angling for your dinner; many of our Rent Siesta Key hideaways come with a barbecue grill in the backyards, and nothing tastes better than the catch of the day that you have prepared yourself!

After a day of fishing, horseshoe playing, or frolicking in the waves at Turtle Beach, your traveling party will definitely be ready for the happy hour specials found at Turtle Beach Grill, located just down the road and open for lunch, dinner, and happy hour every day of the week. Their menu is huge, offering everything from crab cakes to pizza and fried seafood baskets to chipotle barbecue ribs and if you are thirsty? Try a Strawberry Mojito or a Tropical Turtle (made with coconut rum, blue curacao, coconut vodka, and pineapple juice) and feel your muscles melt!

Adventures in the Area

Up to this point you have spent a lot of time playing at the beach, and if you can tear yourself away from the white sands, there is plenty of more to do! The Mote Marine Laboratory and Aquarium at 1600 Ken Thompson Parkway in Sarasota entertains and educates with exhibits that include alligators, otters, sharks, sea turtles, and the unofficial Florida mascot, the sweetly lovable manatee. Their virtual reality experience allows visitors to swim with humpback whales, dive with the largest sharks in the world, and dive deep into the undersea world to learn about the creatures that live there, all without leaving the aquarium!

On rainy days when the beaches are empty there is no need to feel bored or depressed, especially when you visit the Sarasota Classic Car Museum! This ode to the history of automobile making includes luxury cars from Bentley, Porsche, and Ferrari as well as the earliest “horseless carriages.” Billed as the second oldest continuously operating car museum, the displays are ever changing, but the 1922 Silver Ghost Rolls Royce once owned by John Ringling is always there to be seen!

In the mood to experience a little wildlife? The Sarasota Jungle Gardens has been a popular local attraction for nearly 100 years! Spend your time at the Jungle Gardens meeting colorful parrots, feeding the flamingoes, or even getting your picture taken with an alligator! Learn how a snake feels as it slides through your fingers, feed a giant tortoise, and walk along the Jungle Trails reveling in their tropical beauty and feeling as if you have just stepped into the Amazon; the simple beauty of the flora and fauna of the Sarasota Jungle Gardens is guaranteed to bring joy!

When you have the luxury of time, however, you may want to take a day at home to play! Hang out by the pool, enjoying water adventures that do not involve sand, grill the fish you caught during your fishing expedition at Blind Pass Lagoon, and enjoy the luxury of spending uninterrupted time with your family or friends. These moments are the ones you will always remember and we at Rent Siesta Key are happy that we are able to bring them to you!

Back to the Beach

We have mentioned the three beaches on Siesta Key, but this whole section of the Florida Coast offers a giant selection of beaches to enjoy, you just have to get in your car and go! Point your rental car in the direction of Anna Maria Island and discover the joys of Bean Point. This quiet public beach is just that, a beach with sand and water, which means no public restrooms, no lifeguards, and no concession stands. If you like pets and want to see the doggies play, Brohard Park has a fenced-in doggy area, allowing pups to enjoy a good romp in the surf. Brohard is also a great place to fish off the 700-foot-long Venice Fishing Pier; open 24/7 and free to access, the fishing pier is one place you will not need a fishing license! Venice is home to Sharky’s on the Pier, a restaurant and bar you may have heard of as it is an extremely popular hangout after a day at the beach! Caspersen Beach, also in Venice, is a must see, as the sands are filled with prehistoric shark teeth and fossils, so bring along a cooler, some chairs, and something to store all the teeth and shells you find, because these make amazing souvenirs!

The last beach we are going to talk about today, Lido Beach, offers quite a scandalous history as it was once one of the only nude beaches in the area! Today, however, clothing is NOT optional and rules ensure that you and your children will not come across anything you do not want them to see. This beautiful stretch of beach offers picnic tables and grills, but if you are just looking for refreshments, Lido Key Tiki Bar is close by! This thatched roof outdoor tiki bar is a Sarasota tradition, offering the perfect ending to another beautiful day in paradise as you sit, sip, and watch the world pass by.

Every Day Will Be the Best Day at These Florida Keys Beaches

Choosing Rent Siesta Key for your Siesta Key beach escape will give you a vacation filled with all the comforts of home and all the luxuries you deserve. Reserve yours today and discover how every day can be the best day when you spend it with us!

As much of the world is bundling up, putting on snow tires, and shutting the doors and windows to the brutal cold, in Siesta Key we operate at the other end of the spectrum. Winter is when we barbecue by the pool, work on our tans at the beach, and we spend as much time outside as we do inside. In other words, our lives pretty much go on the same as always, and if your winter journey does not look like ours, we at Rent Siesta Key are wondering why not? Your season of snow can turn to sunshine when you choose to spend your winter break on Siesta Key, enjoying the comfort, style, and luxury of our Rent Siesta Key seasonal sanctuaries! This guide to all you can expect from your Siesta Key winter away will help give you that gentle nudge that turns you in a southerly direction, heading right to our front doors!

Take It Easy

Winter in Siesta Key is the season when the action really starts to rev up, but when you choose one of our Rent Siesta Key vacation escapes, the pace begins to slow down immediately. Walk inside the air conditioned coolness and feel the tensions of job, school, and real life drop from your shoulders like a child tossing his jacket to the ground. Follow the paths of floors created from cool tiles, warm wood, or any combination of the high-end materials, exploring the nooks, crannies, and hideaways that make this vacation rental a comfortable home away from home. Starting with the kitchen, the heart of all homes, you can already envision the joy you will take in creating meals for your family in this space filled with updated appliances, custom cabinets, and a variety of different countertops. Each property we offer is decorated and styled according to the tastes of the homeowners, but the kitchens will all be cheerful, light, and bright and even if you only choose to use the room for reheating leftovers or whipping up batches of mojitos, just having options will bring you joy. The dining rooms, dominated by large tables, are multi-purpose spaces designed to easily fit all the members of your traveling party as you play competitive games of Monopoly, put together puzzles of varying degrees of difficulty, eat, talk, or even check in with the office. Wi-Fi is included with your rental fees, saving precious data and allowing for nearly glitch free Zoom meetings.

Living rooms with comfortable sofas and chairs, and state of the art televisions offer more opportunities to relax and recharge in between adventures in town, and on the beaches that make Siesta Key one of the more desirable keys to visit. From these rooms, you may be distracted by the views visible just outside the windows and arcadia doors making it the perfect time to explore what is out here. Screened-in patios filled with furniture, barbecue grills, and views that will take your breath away ensure that this outdoor space is something you will use quite frequently during your stay in paradise. Private homes may offer private pools and hot tubs, but if you rented one of our condos, do not worry; access to community amenities will give you the opportunity to swim and soak all you want! Fire pits in some properties offer the chance to gather round a roaring fire and enjoy the peace and quiet of another perfect Florida night on the Keys.
Enjoy a firepit on your night out in the keys
Long days spent playing at the beach, checking out museums, or shopping in cute boutiques can tire you out and crawling between the sheets of our cloud soft beds will help sleep come easily, leading to the ultimate luxury, a deep and uninterrupted night’s sleep. Waking each morning and not feeling tired may take some getting used to, but we have a feeling you won’t complain as you discover that you do!

Beach Time

As comfortable and inviting as our Rent Siesta Key properties are, you may be tempted to spend your time in Florida staying in and enjoying all the amenities as well as the peace and laidback vibes each unit offers, but you know there is so much else to do! The first place you might find yourself heading is, of course, the beach. The beaches on Siesta Key and surrounding areas are some of the most beautiful in the world, featuring sugary white sands that frame the edges of the turquoise waters of the Gulf of Mexico. Spend your days building sandcastles, frolicking in the waves, or learning Stand Up Paddleboarding, kayaking, or even surfing in the swells of the Gulf. Pack a cooler, beach towels, an umbrella or two and leave the real world behind for a few hours every day. The sounds, scents, and overall vibe of beach life settles in your soul and changes your essential being forever, and would you really want to have it any other way? We didn’t think so!

Fore!

Golf is a year round activity in sunny Florida, so spend a day or three exploring the courses in the area including Legacy Golf Club in nearby Bradenton. Designed by Arnold Palmer, this course is not intimidating but it does offer a challenge to low handicap golfers, making it fun to play. We are especially excited about this next course, Stoneybrooke Golf & Country Club, which as of June 1st of 2021 is open to the public after long being a membership-only country club! Designed by Arthur Hills and incorporating the natural landscape into its design, this special course brings joy to all who play there. The Serenoa Golf Club in Sarasota has been described as one of the top 100 golf courses in Florida—which means a lot considering there are over 80 courses in the Siesta Key area alone. It is a public course that feels like a private country club. Designed by Mark Alden, the course offers water obstacles on EVERY hole and is a challenging and exciting 18 holes for everyone who chooses to play there.

Something Different This Winter in Siesta Key

The typical Florida vacation generally involves beach time, golf time, shopping, and dining, and yes, we are going to talk a little about all of those activities, but it is time to experience some things you just would not expect from your Siesta Key escape! The circus was a big deal when we were younger (back in the days when we did not understand the harm that was being caused to the poor animals in the shows) and the Ringling Brothers Barnum & Bailey Circus was the biggest of all. Sitting under the big tents, watching acrobats fly through the air, listening to the lions roars, laughing at the antics of the clowns, and wishing the fun never had to end was a big part of our lives. Today, most circuses have closed, but you can still relive a bit of the magic when you stop by the Ringling Museum and explore the home of John and Mabel Ringling (Ca’ d’zan) and the museum of art which specializes in circus-themed art.

Something else we love to do on a warm winter’s day is visit the Mixon Fruit Farms where our state fruit will be ready for purchase! Florida oranges are famous all over the world, and although you can visit anytime of the year, winter is when the fruit is freshly ripened! Offering play places for the children, including the Children’s Magical Maze and the Amazing Play Place, Mixon Farms is more than just an ordinary fruit orchard. Destination weddings are popular experiences on Siesta Key and getting married at the Wedding Pavilion of Mixon Fruit Farms is an unforgettable experience. A wildlife refuge is connected to the farms, allowing guests to get up close and personal with the creatures who make their homes at the refuge, and daily tram tours take visitors on an in-depth tour of the farm. Of course, you can purchase freshly ripened oranges to enjoy in the comfort of your Rent Siesta Key seasonal sanctuary! We recommend visiting the farms at the beginning of your stay, so you can enjoy the fruits of their labors for the duration of your stay!

Siesta Key Shopping

Shopping is one of our favorite things to do on vacation, and Siesta Key and the surrounding towns offer lots of opportunities to exercise your credit card! Bring back something that will remind you of your fabulous Siesta Key winter vacation in Florida with a visit to Sea Pleasures & Treasures, where you will find all kinds of things you never knew you needed until now; the pint-sized Emergency Back-up Flask will make you giggle! The sea is a favorite place of artists and some of the most talented ones have made Siesta Key their home, so be sure to stop in one of the many galleries you will pass by during your shopping expeditions, including the Gallery on Siesta Key. Offering handmade clothing, art pieces for your walls, and some kitschy items guaranteed to make you smile (Who DOESN’T need a crocheted mermaid?), the gallery is tucked away in a collection of shops housed in colorful buildings, guaranteeing a fun time will be had here!
Enjoy shopping on your next Siesta Key vacation
Finally, when you realize that bringing just one swim suit for your fun in the sun was a woeful example of not thinking clearly about how much time you would spend at the beach, a visit to the Beach Bazaar will vamp up your swimwear game. Offering bikinis, tankinis, one pieces, and of course, trunks for the men in your life, they also supply souvenir tees, beach towels, hats, and a cute little selection of souvenirs, understanding that vacationers can never have enough coffee mugs that remind them of their vacation on Siesta Key!

Getting Hungry?

Your Rent Siesta Key winter escape does include a fully equipped kitchen that is fun to cook in and saves you money, but you don’t want to cook every meal, especially knowing all the amazing selections of restaurants that are available to you on Siesta Key and in the surrounding areas. The Blue Dolphin Café is one of our favorite breakfast spots, now offering two locations for easier access—one on Longboat Key and one in the shopping mecca known as St. Armand’s Circle! Pancake lovers will salivate over the thick and fluffy pancakes served here, piled high and stuffed with your favorite fruits, but don’t limit yourself; everything on the menu is delicious! Breakfast is served all day, but their lunch menu is worth trying out as well, featuring wraps, sandwiches, salads, burgers, and hot dogs. This is one of the few restaurants we recommend that does not have a seafood-centric menu, but that is ok. During your time on Siesta Key, you will have plenty of opportunities to enjoy some of the freshest and sweetest seafood you have ever tasted!

Soak in the tropical vibe of The Cottage, where a fusion of American and Japanese specialties expands your taste horizons, or drop by the Summer House Steak & Seafood restaurant for a surf turf explosion of flavor. The Summer House, located on Siesta Key, is a popular place, so reservations are recommended! Looking for a casual meal and an icy cold beer? The Island Tap House & Grill makes you glad it is not a law that tacos can only be eaten on Tuesdays and as you take part in a taste tour of their menu, you may find yourself coming back again and again, applauding their taco expertise, something you may not have expected from a Siesta Key establishment!

The Joy of Vacations

Your Siesta Key seasonal sanctuary promises to bring back the joy you used to feel during vacations, offering comfort, style, and a beach lifestyle that speaks to your soul! Contact us to reserve your stay today and discover that winter doesn’t always have to be cold, gray, and depressing—not when you choose Siesta Key and our Rent Siesta Key properties for your seasonal escape!

The sun and warmth of Florida is the perfect destination no matter what time of year you want to getaway. Beautiful Siesta Key is a choice that will give you unforgettable memories, sun, sand, and fun throughout your stay. When you search for your perfect place to stay, you’ll want something that reflects the fun, excitement, and relaxation you look forward to throughout your stay. Edgemere is a four-bedroom, three-bathroom Siesta Key rental with room for up to 10 guests. From the time you walk in, you’ll feel as if you’ve stepped into a home away from home where everything is taken care of for you. Wrap yourself in luxury and settle in for a large dose of island sun, sand, and fun.

Key to Relaxation

Guest looking to relax in style on a longtime respite to Siesta Key will find all they desire and more in Edgemere. Comfortable furnishings and stylish finishes can be found at every turn, in bedrooms and living spaces, too. Edgemere is just moments away from the beach and crashing waves of the Gulf of Mexico and everywhere else you want to be to enjoy the island. Enjoy exciting activities, bars, shops, beach gear and bike rentals, plus countless other nearby attractions are sure to keep you busy throughout your stay.

Exterior Features

From the moment you arrive, Edgemere exudes relaxation and calm. A mix of new and mature vegetation frame the home in front. A cool, beachy, blue-green vertical siding wraps around the home. Make yourself at home and head to the backyard. Access your island oasis through a sliding glass wall of windows that spans nearly the entire back of the home, or through a nearby door. Step out onto the deck of the in-ground heated pool and bask in the sun. Choose one of the many chaise lounges that surround the pool or splash around in its water. Escape the beat of the sun while still enjoying the outdoors in the screened and covered patio area. The room is accessed from inside the home as well as a screen door from the pool deck. Three ceiling fans keep the air moving so you can relax in the outdoor living furniture or enjoy a game or meal at the outdoor dining set for six. The spacious patio also includes space to dry your towels and pool toys, and an outdoor wet bar with a compact fridge and freezer. A small patch of green grass separates the pool deck from the canal dock. Sit on the dock in provided chairs and watch the traffic cruise by and enjoy the sun. Shove off for a kayak adventure. If you rented a boat or Jet Ski for the duration of your stay, the lift gives you the perfect place to store the watercraft between uses without the hassle of a boat launch each time you want to go for a spin on the water.

Interior Amenities

Feel island relaxation wash over you as you enter Edgemere through French Doors. Step into the tile-floor foyer and before venturing through the rest of the house. A set of hooks just inside the door gives you a space to hang your light jacket or other quickly accessed accessories. An accordion door closet is just steps away offering more storage. A large mirror on the wall opposite the entrance gives the foyer a larger feel. Explore the rest of the Siesta Key rental, starting in the living area. The open plan living, kitchen, and dining area gives everyone plenty of space to spread out as well as stay close to one another. Tile runs throughout the area. In the living area, a large sectional sofa surrounds a coffee table on a fluffy area rug and focuses on the entertainment center featuring a flat-screen TV. A hall bath is conveniently located off the living area.

The chefs of the group will love the beachy feel of the stunning fully-equipped kitchen. Stainless steel appliances assist chefs with creating delicious home-cooked meals, and plenty of storage space keeps everything close at hand. There is plenty of prep space with long counters and a kitchen island with storage and seating for five. The white wood cabinetry is broken up by windows that let in the light and offer a view of outdoor spaces. Enjoy the meal in the dining area, situated next to the sliding wall of windows leading to the pool deck. The long oval dining set offers seating for eight. If you’re looking for some quiet time away from others in the group, sneak over to the family room. The tile floor hosts a comfortable couch and chest-turned-coffee table focused on the fireplace. Stretch out and read or relax.

When the day is done or you need a refreshing nap between activities, drift off to dreamland in a private bedroom. The master bedroom is an indoor oasis. The wood floor hosts a king-size wood frame bed flanked by matching night tables with matching lamps. The bed faces a large wall-mounted flat-screen TV so you can watch a show before bed or the morning news. A large closet means plenty of space for everything you brought with you as well as your souvenirs from your island stay. A sitting area features a comfy chaise where you can lounge or sit and read, as well as the dresser with a mirror matching the bedroom set. Occupants can enjoy quick access to the outdoor space from the sliding glass door. Enjoy your morning and evening routines in the stunning master bath. The large space features a separate jetted tub and shower, and a double-sink vanity for all the space you need.

The second bedroom features wood flooring and two queen beds. A dresser and closet allow for plenty of storage and hosts the flat-screen TV, and each bed has its own night table. Large windows and a glass front door let in the light and allow for outdoor access to the side yard. The third bedroom features a wood frame California king bed, dresser, closet, and flat-screen TV. The two bedrooms share a full bathroom with a tub/shower combo and single-sink vanity. The fourth bedroom features a single queen size bed with a beachy-themed headboard and white bedding. A closet and dresser allow for plenty of space, and a flat-screen TV keeps you entertained. A ¾ pool bath with access outside to the pool features a shower stall and single-sink vanity. No matter where you go in Edgemere, you’ll find relaxation!

Contact Us to Book a Siesta Key Rental

No matter when or how long you plan to stay on Siesta Key, Edgemere will provide all the fun, island relaxation, and excitement you’re looking for and more. Contact us today to book a stay full of memories that will have you coming back for years to come!

The year-round Florida sun and warmth makes it an ideal destination any time of year, but add the red, white, and blue, and you can prepare for even more fun. Gather your friends and family and pack your bags with your most patriotic possessions for a fun and exciting vacation and an island-style 4th of July in Siesta Key Florida. Set your sights on Siesta Key and the many fun and unique offerings you’ll find here that will have you building a vacation that keeps everyone happy and busy and provides memories to last a lifetime.

Siesta Key Fireworks

Celebrate Independence Day with some fun and fireworks. The show is located off the shores of Siesta Beach, just north of the volleyball courts, but there are other great vantage points like Crescent Beach, the Public Beach, or board a vessel and head out into the waters of the Gulf of Mexico or the Intracoastal Waterway. The free, family-friendly show takes place July 4th at dusk. Please leave your pets and personal fireworks at home.

Beaches

While you’ll have to wait until the sun goes down to enjoy a fireworks display, the beaches of Siesta Key are open all day. Stake your claim on the beach for a day of sun, sand, and fun that ends with the fireworks. Gather your group, your beach chairs, and sand toys and head to the beach for a swim in the Gulf of Mexico or just to work on your tan. To make the day more festive, wear your red, white, and blue, pack a picnic lunch, and celebrate independence, island-style.

Trolley

Hop on the trolley, which may be showing it’s best red, white, and blue, for a visit to the many businesses and sites along the route. Save the gas in your rental car for an off-island trip and conserve your own energy and spare the bike ride or walk between destinations for the fun you’ll have at your destination when you take the Siesta Breeze Trolley. Check out boutiques, shops, and restaurants. Many will be decorated in red, white, and blue for the patriotic holiday, and some even offer special events and menus to mark the country’s independence. Experience fun, free, round-trip service from Siesta Key Village all the way to the southernmost part of the island, with many stops in between.

Island Hopping

Siesta Key’s size, it’s only 2.4 square miles of land, means there’s not a lot of room for a large-scale 4th of July event. Get your fill of patriotic events when you do a little island hopping. Longboat Key, Bradenton Beach, and Anna Maria Island are all hosting large 4th of July events, many of which include parades, fireworks, cookouts, and more. The Sarasota P1 Offshore Boat Races take place off of the shores of Lido Key. Mainland Sarasota is also going all-out for the holiday.

Other Activities

There are plenty of activities to keep you busy on your island respite. Many businesses will be decked out in red, white, and blue, and may even be offering special patriotic themed services. Take a cruise through the water surrounding Siesta Key and try to spot dolphins, manatees, rays, and more. Keep with the water activities and go SCUBA diving and snorkeling, paddleboarding, kayaking, or just go for a swim in the waves with your group. Florida is known for its world-class fishing, so get yourself a Florida fishing license and head out on an adventure. Take to the skies with a parasailing experience, or stick to shore with an electric bike tour, or pamper yourself with a massage or facial at a spa.

Fourth of July Fun in the Florida Keys

When you book a 4th of July getaway with Rent Siesta Key, you won’t be short on fun and patriotic activities to fill your time while you’re here. You’ll be able to design a getaway that is uniquely yours with memories to last a lifetime. Relax and unwind in a private rental after a fun-filled day with your group. Enjoy a one-bedroom for your small family, all the way up to six bedrooms for a larger group or red, white, and blue reunion. For more privacy, choose a single-family home with garage. Make a group meal in your unit’s fully equipped kitchen, which may include stainless steel, high-end appliances. Enjoy the meal in the dining area, or in a private outdoor space like a patio or balcony. At the end of the day, relax in a private bedroom, or gather the group for a TV show or movie. Opt for a premium unit which may include perks like a fireplace, double ovens, flat screen TVs, private pool – some even screened in for added protection from the hot Florida sun. Include everyone by asking about select rentals that allow your fur babies to stay.

Contact us today to book your 4th of July getaway to Siesta Key!

The year-round sunny and warm weather of Florida makes it the perfect destination no matter what time of year you need a break. Siesta Key is a choice that will give you unforgettable memories, sun, and fun throughout your stay. The Garden House is a three-story, three-bedroom, two-bathroom home rental in Siesta Key with room for up to six guests. From the moment you step into the main living level, you’ll feel as if you’ve stepped into a home away from home while being close to all the things Siesta Key has to offer.

Siesta Seclusion

Guests looking for a restful, relaxing, secluded stay on Siesta Key will find all they desire and more at the Garden House. Beautiful furnishings and finishes can be found at every turn, in both the bedrooms and living spaces. The Garden House is just moments away from everything Siesta Key has to offer. Enjoy exciting activities, bars, shops, and other Siesta Key attractions to keep you busy during your stay.

Exterior Features

Arrive at the home that exudes rest and relaxation. There is room for your rental vehicles in the two carport parking spaces that keep it shaded from the beat of the warm Florida sun. A gray-blue exterior projects calm and comfort and pops out against the white of balconies, doors, and windows. Enter the yard and back of the home through one of three gate entrances. You can choose to explore more of the yard, which features the heated in-ground pool or lounge in the chaise lounge chairs on its deck. Once you’ve settled in and it’s time to eat, you can grill something on the provided BBQ grill. There is a covered patio space featuring outdoor seating for four around a coffee table-style outdoor table.

If you’d rather settle in, you can climb up the steps and through the gate to the expansive balcony and deck. Head straight to the expansive deck that plays host to plenty of space to relax as well as the entry to the home. Another gate leads to a set of stairs leading down into yard. Enjoy some time on the balcony facing the street and sit at the outdoor table and chairs for two. This street-facing balcony features glass-paneled doors for access into the home along with outdoor seating for two. There is a second balcony on the third level of the home that is accessed by the bedroom. There are plenty of mature palm trees and other vegetation that make the Garden House your own private oasis on the island.

Interior Amenities

Step into relaxation. The calm and relaxing light green a white color immediately soothe while bringing the feel of the ocean inside. Light from large windows pours over the reclining sofa, white end tables, and beach-themed lamps. Sit back and watch a movie or TV show on the wall-mounted flat screen TV or admire the beach décor. Prepare a home-cooked meal in the cozy kitchen that features stainless steel appliances, granite counters, and white cabinetry with plenty of storage for everything you’ll need. The nearby dining area features a white rectangular table that seats six and is spotlighted by a modern chandelier.

After a day of island fun, or to recharge before the next adventure, choose one of the private bedrooms. The master bedroom on the main living level featuring wood floors, a queen size bed, as well as matching night tables and lamps. Large beams span the length of the room and draw the eye. A convenient en suite bath includes a tub/shower combo and single-sink vanity. The first guest room is on the third floor and features a matching bedroom set including queen bed, two night tables, and dresser. The wood gray floors are highlighted by blue and beach-themed area rugs. A wall-mounted flat screen TV can swing out from the wall so you can enjoy a show from the comfort of the bed. A glass-paneled door leads out to the private balcony off the front of the home. The vaulted ceiling features the same white beams as the master and draw the eye up. A large closet with natural wood barn-style doors offers plenty of storage for the things you brought with you as well as the items you’ll pick up during your island adventures. The second guest bedroom features gray wood floors, beach theme décor, and two single beds with a shared night table. The vaulted ceiling features the same wood beams carried over from the other bedroom on this level. A wall-mounted flat screen TV faces the bed so occupants can watch their favorite show from the comfort of their bed. Drawers below each bed and a toy box-style cabinet offer storage for everything you need. These two rooms share a hall bath that includes shower stall and single-sink vanity.

Contact Us

No matter when or how long you plan to stay on Siesta Key, the Garden House will give you all the fun, excitement, rest, and relaxation you hope for. Contact us today to book your memorable stay that will have you coming back for years to come! Contact us today!

The warmth and sun of Florida is a major attraction any time of year. Lounging in the sun or splashing around in the water of the Gulf of Mexico is a fun and relaxing way to while away the time on a Florida getaway, but you’ll want to make sure to experience some of the Siesta Key tours and activities the area has to offer. Pack your bags and prepare for fun in the sun, water, and even on land as you check out many of the exciting activities there are to do and see.

Trolley

If you’re unsure of where to start with the Siesta Key tours and experiencing everything Siesta Key has to offer, hop on the trolley. Save the gas in your rental car for an off-island trip and conserve your own energy for the fun you’ll have at your chosen destination when you take the Siesta Breeze Trolley. Experience fun, free, round-trip service from Siesta Key Village all the way to the southernmost part of the island, with many stops in between. Hop on and off as you spot a new place to go explore.

Dolphin Cruise

Head down to Siesta Key Marina and you’ll see the many charter boats and cruises that aim to give you a special experience on the waters surrounding Siesta Key. Fishing excursions, snorkeling or scuba, and more are available for thrill- and adventure-seekers. For something a little less adrenaline-pumping, choose a dolphin cruise. Of course, you can ‘ooh’ and ‘aah’ at dolphins and other marine wildlife safely from the shores of Siesta Key. An up-close look from a chartered tour boat will give you new appreciation for these majestic mammals. You’ll see more than dolphins! Keep your eyes open and your camera ready to capture glimpses of manatees, rays, and even whales at certain times of year. Any of these beautiful sea creatures might even come near the boat to swim alongside!

Parasailing

Gain a whole new perspective on where you’ve chosen to spend your time of relaxation and sail high over the water with Parasail Siesta. You’ll take off from the deck of their specially designed and USCG-approved parasailing boat to fly high above the waters of the Gulf of Mexico. Reach heights up to 500 feet in the air! Keep watch on the water from your bird’s eye view for dolphins, turtles, manatees, stingrays, and other sea life. You can choose to stay dry throughout the flight or wear your bathing suit for a refreshing dip in the water before flying up again to come down safely on the deck. Bring your waterproof or disposable camera to capture the memories from your in-flight perspective. Parasail Siesta takes several professional digital camera pictures of your flight from the boat’s perspective and will provide you with a memory card at the end of the trip so you can develop your pictures at a later time. Rides are approximately 15 minutes of air time, but the whole excursion duration depends on the number of fliers.

Sunset Electric Bike Tour

Renting a beach cruiser or mountain bike from a bicycle rental company on the island is a great way to get around and add a little daily exercise to your vacation plans. Take a sunset ride to wind down for the evening. For a unique experience, trade that ‘regular’ bicycle for an electric bike! Endless Summer Eco Tours and Rentals offers a sunset electric bike tour of Siesta Key. The bikes have five-level pedal assist and on-demand throttle so you can give yourself as much or as little of a workout as you want as you ride along the shores of Siesta Key past Siesta Beach and Siesta Key Village to Patriot’s Point. Stop and view the flag-lowering ceremony conducted nightly by a local resident. Call out the name of a loved one in the armed forces and hear a bugle rendition of taps. After the ceremony, turn around and head back to the starting point. Book a private tour for your group or join others for a small-group public tour. All skill levels are welcome.

Experiences on Siesta Key Tours

When you book your fun- and tour-filled getaway to Siesta Key, you won’t be hard-pressed to find something to fill every minute of every day while you’re here. Fuel up for the day or bring the group together with a delicious home-cooked meal prepared in your unit’s fully equipped kitchen. When the day is done, relax in a private bedroom, or spread out in the open living area for a game, movie, or TV show. When you’re not at the beach, enjoy some outdoor time on a private patio or balcony. Choose a premium unit for stainless steel appliances, double ovens, flat-screen TVs, and more. Rent Siesta Key has a rental to fit your needs, from one-bedroom units for your small family or romantic getaway all the way up to six-bedrooms for a reunion with friends or family.

Contact us today to book your getaway and make memories to last a lifetime!

When you’re looking for a break, the year-round sun and warmth of Florida is the perfect destination for your no matter what time of year. The beautiful single level home at Big Pass Hideaway is a 3-bedroom, 2-bathroom Siesta Key vacation home with room for up to six guests. From the moment you step inside, you’ll feel an immediate lift of mood and release of all of your cares and worries. Only moments from the sand and water of the Gulf, you’re sure to have everything you need.

Island Relaxation on Siesta Key

Guest looking for a fun and relaxing island getaway in Siesta Key will find everything they’ve dreamed of and more at Big Pass Hideaway. Stylish furnishings and finishes can be found at every turn, throughout living spaces and bedrooms. Enjoy a resort-like home without the resort fees and still be just moments away from all the fun activities and attractions you came to experience. Make sure to spend time at the nearby shops and entertainment venues, and countless other ways to keep you busy during your stay.

Exterior Features

Arrive at your own private oasis. The single-level Siesta Key vacation home is tucked into mature tropical plants and trees offering extra privacy and a beach ambiance like no other. Drive up and shield your rental vehicle from the harsh Florida sun under the carport. A bricked pathway leads from the sidewalk to the front of the home and surrounds a beautiful fountain at the center. You’ll want to spend most of your time outside in the back of the home. A screened-in patio features outdoor furnishings to sit and read or enjoy the company of friends and family while keeping bugs away. The focal point of the outdoor space, however, is the private lap pool. Take a refreshing dip or keep up on your exercise routine while still enjoying vacation. The tropical forest that begins in the front circles the entire property and offers shade to swimmers and loungers out enjoying the island breeze.

Interior Amenities

Step inside to relaxing luxury. Relax on a couch of quiet gray or one of the comfortable blue chairs around the large wood-burning fireplace and enjoy conversation with friends and family. The space flows into a dining area that seats eight at the long rectangular wood table, spotlighted by a modern chandelier. The chef of the group will enjoy preparing a meal in the fully equipped kitchen. Modern stainless steel appliances accompany plenty of storage for everything you’ll need to make a delicious home-cooked meal. For your convenience, the in-unit laundry room is located just off the kitchen and features everything you’ll need to care for your favorite outfits. Once all the housework is done, relax in the large living room. A comfortable couch and chairs are situated so everyone can watch a movie or TV show together on the large, wall-mounted flat screen TV. A small bar with mini-fridge and sink keeps cold drinks and snacks within reach.

When the day is done or you just need to relax a little before the next activity, retreat to a private bedroom. The master suite features beautiful furnishings including a king size bed. Natural light from multiple windows makes early morning wake up calls refreshing. Get ready for the day or rinse off the sand and salt in the attached ¾ bath featuring a large shower stall. A second bedroom continues the relaxing beach atmosphere and features a queen bed with matching night tables and dresser. The final bedroom is great for kids, with two twin beds and a beachy theme that includes a seahorse-shaped lamp on the shared nightstand and fun turtle and crab patterned pillows. The two bedrooms share a hall bath that includes a tub/shower combo with frosted glass door and subway tile on the walls.

Contact Us

No matter when or how long you plan to stay in Siesta Key, Big Pass Hideaway will give you all the excitement, fun, and relaxation you’re hoping for and much more. Contact us today to book a memorable stay!

The year-round Florida sun and warmth makes it an ideal destination any time of year. Heading there in early summer means getting some of the best of it, so as spring turns toward summer and the heat steadily rises, those looking for a break before the high point of summer vacation season will enjoy an early summer getaway to Siesta Key. Gather your friends and family and pack your bags for a fun and exciting vacation. Then set your sights on the keys and the many fun and unique offerings you’ll find there that will have you building a vacation that keeps everyone happy and busy and provides memories to last a lifetime.

Paddleboard Lessons

A major part of an island vacation is the sun, sand, and water. Spend some time on the water getting to know a popular water sport. Stand up paddleboarding is an activity the entire group can enjoy. If you’ve never done it before, a lesson with Siesta Key Paddleboards is in order. They offer paddleboard rentals as well as daily lessons at Turtle Beach Park. Once you’re confident in your skills, book a guided tour of various waters around the island, both Sarasota Bay-side and Gulf-side.

Beaches

If your paddleboard lesson didn’t give you enough time in the sun, sand, and water of Siesta Key, a day – or several – at the beach is bound to make up for it. Pack your beach gear and make the short trip to the beach for some much-needed R&R. Swim in the shimmering waves of the Gulf, stretch out to work on your tan, help the kids of the group build sandcastles.

Snorkeling

There are plenty of beach gear rental companies that have the necessities of snorkeling on hand if you want to strike out on your own to explore the underwater world surrounding Siesta Key. A good starting point for your self-guided tour is Point of Rocks, where you’ll find numerous tide pools, moss-covered rocks, and sea life in an easily navigable area that’s only five feet deep. If you’d rather take a tour or trip, Key Life Charters offers an experience like no other. You can even bring your own snacks, including adult beverages. Customize your experience – choose a day of snorkeling, or add on fun like area sightseeing, dolphin and wildlife spotting, and more.

Bicycle Rentals

Park the car at your accommodations and gather the group for some exercise and a different way to explore Siesta Key. There are many walking and biking trails that take you to the nooks and crannies of Siesta Key where your motor vehicle just can’t fit. Many rental companies offer an array of options, from single-seat bikes with or without gears, adult-size tricycles for added basket space and balance, romantic bicycles built for two, children’s bikes, and adult bikes outfitted with baby seats. Make sure to ask about locks, extra baskets, and safety gear like lights and helmets, and even perks like delivery to your accommodations.

Trolley

After you’ve walked or biked your way during summer in Siesta Key, hop on the trolley for a different type of transportation. Save the gas in your rental car for an off-island trip and conserve your own energy for the fun you’ll have at your destination when you take the Siesta Breeze Trolley. Experience fun, free, round-trip service from Siesta Key Village all the way to the southernmost part of the island, with many stops in between.

Early Summer in Siesta Key

When you book a getaway with Rent Siesta Key, you won’t be short on fun activities to fill your time while you’re here. From spending the day lounging in the sun at the beach to spending the day lounging in your rental, you’ll be able to design a getaway that is uniquely yours with memories to last a lifetime. Relax and unwind in a private rental after a fun-filled day with your group. Enjoy a 1-bedroom for your small family, all the way up to 6 bedrooms for a larger group or reunion. For more privacy, choose a single-family home with garage. If you don’t want to go out, make a group meal in your unit’s fully equipped kitchen, which may include stainless steel, high-end appliances. Enjoy the meal in the dining area, or in a private outdoor space like a patio or balcony. At the end of the day, relax in a private bedroom, or gather the group for a TV show or movie. Opt for a premium unit which may include perks like a fireplace, double ovens, flat-screen TVs, private pool – some even screened in for added protection from the hot Florida sun. Include everyone by asking about select rentals that allow your fur babies to stay.

Contact us today to book your early summer Florida getaway in Siesta Key!