As the holiday season approaches, we at Rent Siesta Key have been sitting here thinking about Thanksgiving. It is a holiday meant for being thankful, but if you, like us, are wondering when was the last time you actually felt thankful, well, we think it may be time to start considering a Thanksgiving retreat to Siesta Key! Offering peace, beauty, and none of the chores or angst that often accompanies your at-home holiday, you can decide if want to do all the work or none of the work, and whichever you choose, we can assure you that you will be comfortable doing so and you will never regret choosing Siesta Key for your perfect Thanksgiving destination. This guide will reveal all.
Beach Days in November?
Although we who live here year-round find the water a little too chilly to swim in at Thanksgiving (We have thin blood!), we can tell you that many visitors from colder areas jump right in, reveling in temperatures in the 70s and the sunny days that they may not see at home for a few more months. And even if you choose not to swim, walking along shore’s edge, feeling the cool waters snake around your ankles as your toes sink into squishy sand is the ultimate in beach experiences. For those traveling with children, Thanksgiving Day is the perfect day to stake your claim on a section of the beach. Take time to build the most beautiful sandcastle your tiny travelers have ever seen, being sure to take plenty of pictures to help remind you of that year you were thankful from sunup to sundown.
A Feast to Remember
We are always grateful for the feast we enjoy every year, and in 2024, you can be grateful that you don’t have to cook! Restaurants on or near Siesta Key will be open, providing holiday meals that someone else cooks, serves, and clears away, something that makes all of us very happy.
- Duvall’s. Fresh. Local. Seafood. 1435 Main Street in Sarasota – Siesta Key is a smaller key, and as such, many of the restaurants may be closed, but that’s ok. Sarasota is just a short drive off Siesta Key, and many wonderful restaurants, including Duvall’s, will be open and serving feasts you will never forget. Offering the opportunity to enjoy a prix-fixe turkey dinner at the restaurant or to take it home and enjoy in the comfort of your Rent Siesta Key holiday haven, there is no downside to a meal from Duvall’s.
- Euphemia Haye Restaurant & Haye Loft, 5540 Gulf of Mexico Drive in Longboat Key – Fine dining is taken to new levels at Thanksgiving in this Longboat Key establishment, located just about 20 miles away from your Rent Siesta Key holiday hideaway and serving a fantastic three course meal that includes a choice of turkey or duck as well as still offering their standard menu if holiday food really isn’t your thing.
- Café Gabbiano, 5104 Ocean Boulevard in Siesta Key – Café Gabbiano has long been our go-to Italian restaurant, and on Thanksgiving, offering a selection of Italian classics as well as an all-American turkey dinner, it has become one of our favorite holiday restaurants! Open limited hours on November 28, this family restaurant serves upscale menu options at moderate prices.
Black Friday Shopping
Almost before you finish your last taste of pumpkin pie, it will be time for the Christmas festivities to begin, starting with our second favorite part of the holiday, Black Friday shopping. The stores have calmed down quite a bit over the last few years, and most stores will not be open on Thanksgiving, but be prepared to start your shopping bright and early Friday morning! Your Florida vacation is the perfect time to purchase unusual gifts for your family, and the stores listed below are some of our favorites.
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- Foxy Lady Siesta Key, 209 Beach Road
- Beach Bazaar, 5211 Ocean Boulevard
- Gidget’s Coastal Provisions, 5242 Ocean Boulevard
Looking for something a little more upscale? The shops at St. Armands Circle in Sarasota never fail to please. Rochelle’s on St. Armands is a fantastic boutique, and if you are looking for gifts that also serve as souvenirs Destination Florida will fit the bill perfectly.
Three young smiling friends shopping together. Man is behaving like a gentleman by carrying shopping bags for his female friends.
Happy Thanksgiving from Rent Siesta Key
On Thanksgiving and every other day of the year, our goal is to ensure that our guests enjoy a vacation experience in which they feel spoiled and pampered, and when your holiday journey brings you to our doorstep, you become a part of our family. Create the feast in our fully equipped kitchens, watch the parade on state of the art televisions, and know that on this Thanksgiving, we include you on our list of what we are thankful for. Contact us and reserve your favorite holiday haven today!
Traveling over the holidays can bring a lot of tension into families with young children, and questions will be asked. How is the Easter Bunny or Santa Claus going to know where we are? And at Halloween, where can we go trick-or-treating? The candy and the costumes are very important to your tiniest travelers, and if your journey brings you to the white sand beaches of Siesta Key for a stay in our Rent Siesta Key retreats over the Halloween season, this guide to the best places to trick-or-treat in the area will ensure that all holiday tensions will be relieved.
Goblin Gathering at GT Bray Park, October 11, 5-8 PM in Bradenton
The best thing about these early events, at least according to your children, is that they give them the opportunity to wear their costumes more than once and to enjoy double the candy load (sorry parents), and this early occurring trick-or-treat adventure is our first foray into the begging world. The Goblin Gathering at GT Bray Park in Bradenton is a free event featuring candy, costume contests, and a bounce house which will help your tiny travelers burn off their candy induced energy.
Haunted Trails at Oscar Scherer State Park, October 18-19, 1843 South Tamiami Trail in Osprey
This next activity, Haunted Trails at Oscar Scherer State Park, involves a short but scenic road trip to the colorful town of Osprey, where they offer a children’s trick-or-treat trail that promises not to be too spooky for the littles. Also providing booths with games, activities, a Little Monster Manor funhouse, and of course, enough candy to ensure they will be wired for a few hours, (especially if they spend any time at the S’mores Station, which is our favorite part of the event) this trick-or-treat experience covers all of the holiday basics.
Nathan Benderson Park Trick-or-Treat on the Lake, October 29, 5:30-8 PM in Sarasota
Amping up the excitement another notch, our next adventure takes us to Nathan Benderson Park for Trick-or-Treat on the Lake. Offering a candy trail created by booths that also offer games, music, art, and a variety of other Halloween themed activities, their storytelling area is always a big hit with the littles. The event also offers a not-so-scary Halloween movie playing on the large screen, and the music will be performed live. This trick-or-treating event is free, but it will cost $10 per car for parking.
Safe Treats, Siesta Key Village, October 31, 3-6 PM in Siesta Key
It can be scary setting your children loose in an area that you don’t know, but the annual holiday tradition of safe treats in Siesta Key Village will absolutely ease the minds of worried parents. Local merchants will be providing candy for your precious ghouls, goblins, and princesses, signifying that they are participating in the event by hanging holiday balloons outside their door. The free Siesta Breeze trolley travels the entire loop, giving parents a break while allowing children to get their treats from all participating stores. Parents may also appreciate the opportunity to do a little window shopping while the kiddos are going about their very serious business!
Candy Carnival at Oasis Church, October 31, 6-8:30 PM, 5215 Lorraine Road in Bradenton
We’ve briefly mentioned all the excess energy your kiddos are going to exude when chowing down on all the sugary goodness found in their Halloween bags, and if you know, you know. Kids go wild on All Hallows Eve, something that the Candy Carnival at Oasis Church in Bradenton can help with. Offering trunk or treating for your costumed cuties, this fun festival also provides a variety of playground type of equipment to help them burn off some of the extra. A climbing wall, an inflatable obstacle course, inflatable slide, a toddler bounce house, even a bungie trampoline will be set up giving your kids the opportunity to run mild in safe environs, and if they fall asleep before you even get them to the car after, all the better!
Trick-or-Treat!
Your Rent Siesta Key holiday hideaway may be located in a family neighborhood where you will feel safe letting your kids do the whole begging thing—with you watching closely, of course. All streets lead back to our comfortable family homes and condos, ensuring that you won’t have far to go to take the loot after a successful night’s haul of candy, and when the kids finally pass out, you can grab your favorite pieces, pairing them with your new favorite Florida wines. (Did you know that a nice merlot pairs beautifully with Reese’s Peanut Butter Cup? Something to keep in mind.) Contact us and reserve your favorite Rent Siesta Key sanctuary today!
The end of the year holidays are just around the corner, and the noise that accompanies those holidays may already have you metaphorically holding your hands over your years—and no, we aren’t just talking about sound noise. We at Rent Siesta Key are discussing the noise that hurts your soul, such as ungrateful gift recipients at Christmas and the noise that takes over your heart when your adult kids can’t make it home for the holidays. All this noise may make you long for a quiet getaway to someplace where you can savor serenity and relax in preparation for the days that lie ahead, something that Siesta Key is well known for, especially during the quiet season. This guide will help you fill your moments with fun, peace, and, most of all, quiet.
The Best Months
Every vacation destination has a different time of year that is considered the “off season,” or in this case, the quiet season, and Siesta Key’s may surprise you. The off season runs from June to November. Summers can be a bit too sultry for many travelers, but if you are looking for the best months to visit, September through November takes that title. School is starting and families are often home dealing with all the hubris that accompanies the beginning of a new school year, meaning that less people are flying to our white sand beaches. The humidity begins to release its hold on us, the mercury starts to dip (but not so far as to make it too cold for a carefree beach day), and the prices in stores and restaurants begin to lower. Add in the fact that our Rent Siesta Key seasonal sanctuaries will be more available than during the peak times of the year, and well, we simply can’t imagine a better time to fly the friendly skies to our piece of paradise!
Festivals and Fun
With the cooler weather also comes the desire to spend more time outside and less time inside huddling close to the air conditioner, and some of our quiet season festivals and events are sure to add sparkle to your Florida adventures. The Sarasota Opera Annual Food and Wine Fest, taking place at 61 N Pineapple Avenue just over the bridge in Sarasota, is held on the last day of summer this year, offering visitors the opportunity to sip and savor the food and beverages provided by the best restaurants in town. And as we move deeper into the quiet season, you can rest assured that lines won’t be as long, waits will be shorter, and more exciting festivals begin to appear on our horizon, including the Sarasota Water Lantern Festival and Sarasota Pride Fest, both held in October. For fun closer to your home sweet vacation home (or condo), the much beloved Siesta Key Drum Circle takes place every Sunday on Siesta Beach, starting approximately an hour before the sun sets and providing a much cooler experience in these cooler months!
Your Own Private Beach
While we can’t promise that the wide sands will be absolutely people-free, this time of year the probability of their being more open spaces and less sun worshippers is very high. Expand your footprint on those soft and white sands, maybe setting out two beach blankets and multiple umbrellas, knowing you aren’t being greedy, there’s plenty of room to play. Feeling much the same way it does for the early risers who walk along shore’s edge at sunrise, but without all that unnecessary getting out of bed far too soon, your beach days will be filled with fun, peace, and a surprising amount of quiet during this wonderful time of year.
Siesta Key Farmers Market, 5211 Ocean Boulevard
There is one more event we think you will especially enjoy during your quiet season explorations, and that is a visit to the Siesta Key Farmers Market. Open on Sundays from 9AM until 2 PM and offering everything from art to zucchini, your Rent Siesta Key kitchen will be fully stocked with the freshest of goodies and the empty spots in your suitcase will begin to be filled with treasures that will remind you of the good times you had during your Siesta Key quiet season vacation.
Serene and Peaceful
When you step inside your Siesta Key escape for the first time, you will immediately notice the Rent Siesta Key difference. Serene and quiet, our peaceful spaces will fill a part of your heart you never knew needed to be filled. Sleep in late every day, watch the sun set from balconies that overlook turquoise waters framed by gleaming white sand beaches, and fall asleep every night knowing you have so much more comfort, luxury, peace, and quiet to look forward to. Contact us and reserve your favorite seasonal sanctuary today!
As we enter the final months of the year, in your hometown you may be wearing light jackets and drinking hot pumpkin spice lattes, but on Siesta Key, we are still wearing swimsuits and drinking our lattes iced. There are, however, a variety of fall events that remind us that our falls which feel more like spicy summers are not the norm, and if you are seeking some fall fun, we at Rent Siesta Key have provided this guide to our favorite seasonal events for you to enjoy during your stay. Coming home to our Siesta Key sanctuaries after a day filled with fun is just the cinnamon sprinkles on the whipped cream of your lattes, adding another layer of wonderful to your Florida vacation experiences.
Siesta Key Farmers Market, Sundays From 9AM until 1PM, 5211 Ocean Boulevard
The kitchen of your Siesta Key fall escape needs to be stocked and the Siesta Key Farmers Market offers a selection of fresh and local produce, seafood, even Florida wines and beers—get the connection? Also offering arts and craft vendors, local sauces, and so much more, your Sunday morning adventures will be idyllic and relaxing with a visit to the Farmers Market.
Ringling Underground, October 3, The Courtyard at the John & Mabel Ringling Museum of Art
Sometimes you just want to listen to good music, and on this early fall night in Sarasota, Ringling Underground may be where you want to be. Offering an evening filled with live music performed by up and coming musicians that you may soon hear gracing the radio waves, tickets cost $15, but students are free. Ringling Underground is a monthly event, so if you miss the October 3 act, this special event takes place again on November 7.
Hunsader Farms Pumpkin Festival, 2nd, 3rd, & 4th Weekends in October, 5500 CR 675 in Bradenton
The joy of a pumpkin festival is can never be overrated, and the Hunsader Farms Pumpkin Festival is one of the best in the region. Offering hayrides and pony rides, corn mazes and scarecrow displays, delicious food, refreshing beverages, pumpkins, and pumpkin games, pretty much every fall activity you can think of can be enjoyed at this fun festival. The food choices include farm roasted sweet corn, pumpkin pie, homemade ice cream, and a huge selection of other fall favorites, and because hay and pony rides simply aren’t enough excitement for one festival, there will also be big and little train rides. Live music, arm painting, and a beautiful butterfly experience helps make this event one you won’t soon forget.
American Vintage Markets Present Falling for Vintage, October 11 & 12, Sarasota Fairgrounds
We can’t help it. We love a good bargain and in a world of excess, recycling and reusing is important, making Falling for Vintage one of our favorite fall events. Everything for sell is recycled, reused, and reinvented, with vendors selling everything from jewelry to clothing to home décor and as you explore all the aisles of this annual event don’t be surprised if your arms are soon full of merch you can’t pass up on; hopefully you packed light knowing that your Rent Siesta Key seasonal sanctuaries has a fully equipped laundry room where you can wash the clothing you did bring. Tickets cost $8 and children 16 & under are free.
Sarasota International Chalk Festival, November 8-10, Downtown Burns Square, Sarasota
We appreciate the arts in Sarasota, and this unique festival celebrates an unusual medium, that of chalk. Chalk artists from all over the world come to Burns Square in downtown Sarasota creating the most spectacular masterpieces from colorful pieces of chalk while also offering live entertainment (fire walkers have been known to make an appearance) food truck delicacies, and all the color your world has been missing all your life. There is an interactive area where budding artists in your family can participate in making chalk art, a puppet parade, and a 3D Pavement Art Exhibition that will stun, ticket prices start at $5 for children.
Family Pool Parts with Rent Siesta Key
Yes, the weather during your balmy fall visit is destined to be warm enough for pool parties with the family, adding a summer’s gentle touch to all your autumn adventures. Whether you are staying in a condo with a community pool (usually heated against any potential cool fall weather) or in a standalone home with a private pool in the backyard, the moments you spend with your family enjoying a lazy fall day poolside will be the memories you will never forget. Contact us and reserve your favorite seasonal sanctuary and enjoy a fall getaway to one of the most beautiful places on earth, falling in love with fall in all the best ways. We hope to see you soon!
Every summer, we promise ourselves that we will take that magical vacation, the one we have been dreaming about for years, and every summer we find ourselves wondering where the time went as the kids start back to school and the best we managed to do was enjoy a couple of weekend getaways. But this year, we at Siesta Key are making a pact to do things differently, and we invite you to join us in this pact, perhaps by starting to plan a back-to-school vacation to Siesta Key. You have dreamed about a beachy escape for years and our white sand beaches will bring the peace you need to quiet the chaos of your life, offering one final fling with summer before stepping back into real life where school events, work meetings, and endless honey-do lists exist.
A Taste of Siesta Key
Our Rent Siesta Key sanctuaries do offer fully equipped kitchens that may be used to save some money by cooking at home, but no one expects you to eat every meal at home, especially as the restaurants of Siesta Key provide delicious meals that are sustainable and locally sourced! Breakfasts at Sun Garden Café, lunches at the Cottage, and dinners at Siesta Key Summer House Steak and Seafood are just a few spots we think represent an authentic taste of our hometown and should definitely be explored.
Beach Days and Nights
The beaches of Siesta Key are always the prime enticement for travelers from all over the world and you know that they will be the first place you explore after unpacking your bags. Spending long days relaxing on colorful beach towels while the waves crash against the shores, the sun shines down on shoulders that will be nicely tanned by the time you return to real life, and your soul does a happy dance for this vacation dream come true. Maybe you will walk along water’s edge as the sun sets, totally in awe of the fire in the sky or maybe your walks will take place after the moon has risen, realizing that the peace of the sea is contagious, burrowing its way into your heart, brain, and soul.
Shopping at Siesta Key Village
Every vacationer loves doing a little shopping during their travels and Siesta Key Village offers a variety of shops and boutiques for guests to explore. Located along Ocean Boulevard, guests can drive and park for free or can take the free trolley and stop in one of the restaurants for a glass of wine. Shops such as Siesta Key Outfitters (souvenirs) CaliFlorida Surf and Skate Shop (self-explanatory) and Foxy Lady Siesta Key (women’s clothing) offer something for everyone ensuring that your shopping needs will be wonderfully fulfilled.
Siesta Key Drum Circle
The Siesta Key Drum Circle is something we share a lot with our friends and guests, offering a celebration of music, community, and the beauty of the Florida sunset every Sunday evening. Everyone is invited and this wonderful ceremony promises to take center stage in your memories of this back to school vacation and will be something that your children will remember forever. Held at Siesta Beach between Lifeguard Stations 3 and 4, the drum circle begins about an hour before sunset (approximately 8:30 PM during the month of July) and costs absolutely nothing. Entertainment can include sword acts, fire dancers, and belly dancers in addition to the drums that beat with perfect rhythm in celebration of all the things that make life sweeter.
Big Cat Habitat, 7101 Palmer Boulevard in Sarasota
Combining education, entertainment, and soft and fluffy animals with very large teeth and claws, the Big Cat Habitat is an animal sanctuary dedicated to protecting well, the big cats, and some other species of wild animals. Home to over 300 animals and offering tours, encounters, and wild yoga sessions that are serene and peaceful, even as the flexible stuff is taking place in front of their habitats. Their animal encounters allow guests to get up close and personal with wallabies, foxes, and wolves, (and other animals as well) providing 3-minute shows that allow guests to feed or pet the animals they are encountering.
Spend Comfortable Hours at Home with Rent Siesta Key
As the first day of school draws ever closer the tension in your home will increase, but this last week of beach days and comfortable adventures will help you prepare for the year that is about to begin. Sleep in late on the most comfortable beds in the state, binge watch your favorite streaming movies on smart televisions with supersized screens, and sit out on decks, patios, or balconies that overlook the turquoise waters of the Gulf of Mexico, watching the sun set with your favorite beverage in hand. Reserve your favorite escape today!
As schools are letting out all over the world, summer makes its entrance onto the seasonal scene and the first summer vacations are beginning, with many travelers making their way to the white sand beaches of Siesta Key. Offering that laidback sea vibe, sunny days, and endless minutes just waiting to be filled with fun, our island hometown is a popular vacation destination and our Rent Siesta Key seasonal sanctuaries are a part of the reason, as are some of the events and festivals that take place every June. This guide to the top events will give travelers visiting for the first time a sneak peek into all the ways this Florida getaway will shine brighter than all others.
Kid’s Summer Beach Runs, Tuesdays in June and July, Siesta Key Beach
The imaginary starting pistol is shot off at 6:30 PM for the 1 mile fun run we call Kid’s Summer Beach Runs, allowing your littles to burn off some excess energy, while also ensuring that even during the summer months they are staying active. Meant for kids ages 1-17, there are no winners or losers, just a gaggle of youngsters having a great time and if you happen to be staying on Siesta Key for an extended visit that lasts at least a month, your kids will receive a participation ribbon and tee shirt after completing four runs.
Savor Sarasota, June 1-14, Various Restaurants
The meals we eat on vacations nearly always play a big part in our memories later on and when you want to experience an authentic taste of Siesta Key and the entire Sarasota area, Savor Sarasota offers the perfect opportunity to do so. Nearly 30 restaurants are participating in this fun event, offering multi course prixe fixe meals prepared by the best chefs in town and the participating restaurants this year will even offer wine pairings, cocktail flights, or upgrade options that will enhance the experience. Café Gabbiano, 5104 Ocean Boulevard on Siesta Key, is preparing a special Italian meal with a variety of choices in each course, so why not encourage your traveling party members to each order something different and you can all sample everything with bites off each other’s plates?
Grand Carnival in Bloom, June 1, The Circus Arts Conservatory, 2017 Bahia Vista in Sarasota
First of all, you may notice that we use Sarasota and Siesta Key interchangeably, as they are so close to each other it doesn’t make sense not to share Sarasota’s events with our guests. And now that we have that out of the way, let’s talk about the Grand Carnival in Bloom, Project Pride SRQ’s kickoff to Pride Month. Offering an evening of flowers, music, beautiful people, and delicious food and drink, this wonderful event will be filled with fun, color, and love. VIP and early bird tickets are on sale, allowing guests to enjoy even more of this grand night to remember.
Siesta Key Drum Circle, Sundays, Siesta Beach
If this is your first time visiting Florida, you will soon understand that you have never experienced a sunset as spectacular as the ones that happen over our white sand beaches, and on Siesta Key we even have a weekly event that celebrates the sun, music, and the beauty of people from all over the world. The Siesta Key Drum Circle takes place every Sunday evening about an hour before sunset, inviting everyone to participate as the drums beat, the people dance, and the sun sets the sky on fire. Hula hoops, exotic costumes, and a beautiful feeling of togetherness makes this event one of the most popular in the state and it is free to attend.
Dad’s Day Block Party, June 15, University Town Center in Sarasota
You may have noticed that we don’t tend to celebrate dad as much as we do mom, but the Dad’s Day Block Party at University Town Center is about to change all that. Offering a variety of fun activities your dad will love as well as the chance to meet and greet some of their favorite sports stars, food, drink, and vendors selling stuff just for dad will ensure that he feels loved in ways he probably has never thought of. Raffles and giveaways continue the good times and who knows? Maybe this will be the year dad discovers that he is a lucky guy!
Barbecues, Pool Parties, and Movie Nights at Home with Rent Siesta Key
Not all events have to be officially sanctioned by Siesta Key, especially when you choose Rent Siesta Key for your summer sanctuary. Enjoy family barbecues and pool parties every night of your stay, binge watch summer themed movies on state of the art televisions, and revel in spending all this wonderful time with your wonderful family. Contact us and reserve your favorite escape today!
Our dads are perhaps the easiest and yet most difficult people to buy gifts for. They are easy because they will like pretty much anything we get them and they are the most difficult because they tend to buy the things they need for themselves before we get a chance and they wouldn’t tell us if something we bought did not make them happy. Rent Siesta Key, thinks a Florida vacation on Siesta Key is a one size fits all gift that not just Dad, but the entire family will enjoy. This guide to all the fun dad can have and all the comforts you will love when you choose Rent Siesta Key for your home sweet vacation home during your Florida Father’s Day getaway!
Under the Sea
Life on Siesta Key is a serene and peaceful one and the world under the waters that surround our little piece of paradise are destined to add another level of serenity to Dad’s vacation activities, especially when snorkeling around Point of Rocks just off Crescent Beach! The limestone rock formations found here create a habitat of sea creatures of all kinds and on a lucky day during your almost summer adventures on Siesta Key, Dad may even get to see both of the friendliest creatures in the water, manatees and dolphins. Snorkeling gear can be rented or purchased at Ride & Paddle by Siesta Sports Rentals, located at 6551 Midnight Pass Road.
The Quickest Way to His Heart
It is true that men seem to be ruled by their stomachs and although Dad may be more drawn to heavier meals of meat and potatoes instead of the seafood that we can’t get enough of, we think there will be more than a few restaurants on Siesta Key and in the surrounding areas that he will want to make his own. Village Café, 5133 Ocean Boulevard, is where the locals eat, offering a delicious breakfast and lunch menu every day of the week. Casual and colorful, guests are greeted with a clear glass cabinet showing off the best of the daily baked goods, but the bottom shelf may be what attracts your dad as it offers an example of the wine and beer that are served here. Their Belly Bustin’ Burgers are sure to please at lunch, while their breakfast burritos will be what Dad starts to crave for breakfast every day.
Siesta Key Oyster Bar, 5238 Ocean Boulevard
Every beach town needs its own beach bar and on Siesta Key, that bar is Siesta Key Oyster Bar. Open various hours every day of the week, their happy hour specials will please even the tightest of penny pinchers and live music ensures that as dad eats oysters, sips beer, and relaxes in ways that just doesn’t seem possible at home, he will find the peace he was looking for when the Siesta Key journey began. On Sunday, the SKOB brunch menu is an elevated one, filled with classic breakfast dishes and some new ones that will be dreamed about long after this vacation has ended.
Angler’s Delight
There is no greater pleasure than the simple one enjoyed at the opposite end of a fishing pole and your dad may prefer to just hang out at the beach with a cooler and his pole, but for this adventure, we recommend you give him the thrill of a lifetime with a deep sea fishing expedition. The captains that offer charters off Siesta Key are all happy to take Dad out to where the fish are biting the most. Siesta Key Fishing Charters, (941) 244-3474, and Off the Grid Fishing Charters, (941) 201-9418, are two local ones that we can recommend, offering reasonable prices, knowledgeable captains, and the opportunity for Dad to catch his limit.
Our Holiday Hideaways
Some of the best memories, however, will be created at home with Rent Siesta Key. Living rooms with state of the art televisions and the comfiest couches in the state of Florida will be where his best naps are taken. Dining rooms with large tables are more than just a place to eat a meal, they are where Dad will tell countless dad jokes, where board games are played, and happy memories are shared as you reminisce about vacations taken over the years. The balconies of our seaside escapes are designed for more lounging, inviting guests to sit, relax, and let the serenity of the sea burrow its way into our soul. And at night, when the moon is casting its ethereal glow on the waves of the water that surrounds Siesta Key, Dad will fall asleep with a smile on his face, waking each morning feeling rested and ready to face a new day of adventures. Contact us and reserve this favorite escape today!
Vacation rentals have steadily become the go-to accommodation option for modern vacationers, overtaking conventional hotel stays. The main reason for this rise is that vacation rentals offer numerous amenities, delivering home-like lodging in a cozy and functional space. With the increased demand for vacation rentals comes stiffer competition among rental owners. If you’re a vacation home rental owner, here are 10 ways to improve your Siesta Key Vacation home‘s occupancy rates.
Utilize Check-In/Check-Out Automation
After a long flight or drive, guests want easy access to their vacation rental without the hassle of dealing with a third party to hand them their house key. Implementing a self-check-in and check-out system allows seamless access to the property, regardless of what time guests arrive. The technology took off during the pandemic era as more rental owners adopted it to eliminate the need for human-to-human contact. Many guests actively search for rentals featuring self-check-in systems, highlighting how vital it is to the modern vacationer. As a rental owner, a self-check-in and check-out system generates more revenue since it smoothens late admissions or last-minute bookings. The most common systems utilize electronic locks controlled via an electric impulse triggered with a keypad, electronic card reader, or remote sensor.
Remember that not all guests are tech-savvy, so kindly consider adding a short video on your rental’s web page to help illustrate how the system works. If possible, implement a system that generates different security codes after each stay, enhancing your guests’ security during their stay. Another massive merit of automation is guests don’t have to worry about losing the house key while out and about, giving them that extra bit of peace.
Implement a Guest Review System
In today’s digital age, reviews can make or break your reputation. Aside from your property description, many guests jump to the review section to see what previous vacationers say about your rental. Implementing a guest review system goes a long way in boosting customer confidence by providing a platform where potential renters can evaluate others’ experiences. Encourage guests to leave reviews after each stay to help boost your review section. While more five-star reviews are a massive plus, the occasional two or three-star review isn’t the end of the world. A negative review helps identify which sections of your rental need sprucing up and what you can adjust for a better lodging experience. Note that only five-star ratings can hurt your rental’s performance, since guests may doubt the credibility of your listing.
Make an effort to respond to each review, which helps show that you’re caring and committed to providing the highest comfort and convenience. Showcase guest reviews on your web page where potential vacationers can easily access the feedback. Aside from the five-star review format, you may implement the 10-point system, where guests can rank their accommodation experience from one to 10.
Optimize Pricing for Your Siesta Key Vacation Home
Prices dictate demand, and ensuring the right price point for your vacation rental goes a long way in determining whether guests choose your property over the competition. When deciding what to charge, consider seasonality and which months see the peak number of guests. National holidays and events draw larger crowds, so adjust your prices upwards to maximize your income. Additionally, compare what competitors charge for similar listings and try to match their price points to avoid undervaluing your property.
Be Keen on Finer Details
Most guests choose vacation rentals over conventional hotel rooms because of the abundance of amenities. Things like well-furnished living rooms, fully equipped kitchens, plush bedrooms, and modern bathrooms give vacationers a unique home-away-from-home feel. As a vacation rental owner, be mindful of your property’s amenities to ensure your guests enjoy an stress-free stay. Ultimately, these small details add up, giving your rental an edge over the competition. When choosing the right paint color for indoor spaces, go for something warm and neutral, as it confers a serene ambiance.
Provide necessary electricals, including TVs, a washing machine and dryer, and kitchen appliances, to give vacationers full access to all their favorite gadgets. Wi-Fi has become a modern-day staple, and having a reliable internet connection always scores massive points with guests since it allows them to maintain an online presence throughout their stay. Consider adding air conditioning, especially if your rental is close to the ocean, and create delightful outdoor spaces where guests can unwind after a long day. If you have the space, consider adding a game room for recreational purposes. Pay attention to your outdoor area by including cozy seating and extras such as a trampoline or a jungle gym for kids. You can go the extra mile by incorporating a welcome basket or a simple note on the fridge wishing your guests a peaceful and memorable stay.
Upgrade Security Systems
Vandalism is one of those things you’d prefer not to think about, but the potential for a break-in always exists. A robust security system is essential for your vacation rental for the safety of guests and property. A quality security system should have fundamental components, including security cameras, sensors, and alarms to help monitor movement around your property and notify you or the occupants of suspicious activities. Consider incorporating a home automation system for wireless communication and real-time monitoring of your rental from the comfort of your phone. Add a modern smoke detector, with current models featuring state-of-the-art temperature and carbon monoxide sensors that monitor the property’s air quality, helping keep air quality in check. Another element worth incorporating is a redundant power supply, guaranteeing continual power supply in an outage. A comprehensive security system gives guests extra comfort and peace of mind, knowing there are checks in place to ensure their safety. Quality security systems cost roughly $600 to install, with an activation fee of about $200 and monthly monitoring fees between $20 to $60. It’s a small investment but offers massive returns.
Develop an Effective Marketing Strategy
As more people jump aboard the vacation rental bandwagon, marketing is a powerful tool to stay ahead in today’s competitive space. Social media is one of the most effective marketing strategies, offering multiple channels to post your property. Facebook is one of the US’s most used social media platforms, boasting roughly 240 million users, with about 70% of internet users frequenting the site. Join relevant Facebook groups or communities to expose your rental to multiple potential guests or take the Facebook Ads route to reach more people via direct advertising. Instagram is another juggernaut platform in the US, hosting over 158 million users. Create a professional account to post pictures, reels, or stories and run ads directly from your page. Post high-resolution videos of your location’s best attractions on YouTube or create a Pinterest board on exciting activities around your city. Another popular marketing strategy is partnering with a travel influencer to help reach a larger crowd. If you’re unsure how to go about your marketing strategy, employ a professional team and let them handle the process.
Study the Competition
Competition is part and parcel of every niche, and understanding your competition can help propel your business’s performance. Take time to observe your competitors’ strengths and weaknesses and gain insight into what works for them and what doesn’t. Once you’ve figured out how they operate, develop strategies around their successes and failures to boost your rental’s performance and grow your customer base. One of the best ways to study your competition is by visiting their websites and social media pages and checking out what they offer. Identify what past guests say in the review section and implement that in your rental. Learn what competitors charge for similar properties to help evaluate a decent price point for your rental. Evaluate their marketing strategies and see how they conduct their promotions to garner better guest numbers. Sometimes, competitors will be quicker to spot specific vacationer needs and work quickly to implement them in their rentals. After a study, you’ll pick up on those needs and decide how to apply them to your property to draw more crowds.
Embrace a Well-Drafted Cancellation Policy
Cancellations are part of the vacation rental business experience, and learning to accept such instances goes a long way in giving your renters peace of mind. Customers cancel reservations for multiple reasons, including medical emergencies, missed flights, or simply because they found a better deal elsewhere. Cancellation policies are essential for recouping lost income from a canceled stay and typically include a fixed fee or a percentage of the total charge of the service.
When creating a cancellation policy, clearly define the consequences of cancellation while remaining reasonable. As you draft your cancellation policy, use a professional tone and etiquette to keep guests motivated to honor their appointments while refraining from overwhelming them. Use a definite time frame (typically 24 or 48 hours) to notify them of the permitted cancellation period and clearly explain the penalties accrued for canceling. Indicate whether guests will be entitled to a full, partial, or zero refund after cancellation.
Once you’ve drafted your policy, post it on your web page to ensure efficient and clear communication. Cancellation policies enhance your professionalism while lowering the rates of last-minute cancellations.
Extend Your Maximum Stay
Guests are diverse and choose to rent for different reasons and periods. A family may be looking for a decent place to stay for a gathering, a company from out of town may be running a week-long seminar, or a new worker may be hunting for a home before finding a suitable place. All these groups will need long-term accommodation. Incorporating an extended maximum stay caters to the needs of diverse groups, giving them peace of mind as they go about their affairs. Extending longer stays benefits your business by enabling you to fill more days and nights, generating better income. Make your rental more attractive by offering discounts for extended stays, say charging ten percent less for a fortnight or providing three nights off for a monthly booking. These discounts become more relevant for festivities or summer when families or groups plan longer stays. Always note return guests and offer special discounts to honor their commitment and loyalty.
Hire a Property Manager
Owning and running a vacation rental is a full-time task that requires care and commitment. You’re free to go on your own, but for easy management, contact a property manager and enjoy professional property oversight. You may implement all the steps above, but without proper running skills, your vacation rental may not yield fruitful returns. More vacation rental owners in the US are turning to property management companies for stress-free handling of their properties. If you’re a property owner on the scenic barrier island of Siesta Key, Rent Siesta Key is the go-to for the best rental management services. Choose from one of the impressive management packages or create a custom plan tailored to your needs to maximize your profit levels. Enjoy numerous benefits, including credit card processing, large-scale web-based marketing, repair and maintenance scheduling, damage protection, and email campaigns to more than 250,000 prior Sarasota guests.
Siesta Key beckons with its world-famous quartz sand beaches, but did you know summer explodes with vibrant events too? Now that you’re in the know, you can unpack your swimsuit and your sense of adventure for these Siesta Key summer events, because we’ve curated the top 10 festivals, shows, and celebrations that will keep your Siesta Key 2024 vacation calendar sizzling all summer long.
Make a Splash at the Suncoast Summer Fest
You can kick off your summer with the vibrant Suncoast Summer Festival. This energetic series of events stretches across the entire season, offering something for everyone.
You can tee off for charity at the scenic golf classic or cast your line in the exciting fishing tournament. Get ready to feel the rhythm at the lively kickoff party, featuring a phenomenal local band and delicious food stations.
Additionally, you can celebrate America’s birthday in style with the dazzling Bayfront Fireworks Spectacular. Be ready to witness a breathtaking display of pyrotechnics illuminating the night sky, painting an unforgettable memory on your Siesta Key getaway.
Don’t miss your chance to be a part of the fun and support a worthy cause. The Suncoast Summer Fest benefits Suncoast Charities for Children, ensuring your vacation has a positive impact on the local community.
Find Sunshine, Crafts, and Well-being at Siesta Key’s Summer Fair
Calling all art lovers! Don’t miss the Craft & Vendor Market and Health Fair, a vibrant community event perfect for soaking up the local flavor. This free fair takes place on June 20th, from 9 am to 1 pm, offering a delightful morning under the sunny skies.
You can browse through the booths of over 45 vendors showcasing their unique creations. Here, you’ll discover handcrafted treasures, one-of-a-kind art pieces, and locally made souvenirs, the perfect mementos to bring a touch of Siesta Key magic back home. Alongside these artistic finds, you can tantalize your taste buds with delicious food options.
The Health Fair component offers a chance to focus on your well-being while on vacation. Get ready to connect with healthcare professionals, learn about healthy living resources, and pick up tips to maintain your summer glow. With live music filling the air, this fair promises a fun-filled and enriching experience for the whole family.
Prepare to Rev Up Your Siesta Key Vacation with Cars & Coffee
You can take a break from the beach and head to Sarasota, which is approximately seven miles east of Siesta Key. Here, you can indulge in the town’s vibrant car culture at the Sarasota Cars & Coffee. Held the second Saturday of every month, this free event transforms the UTC mall’s west district into a haven for gleaming automobiles.
Get ready to feast your eyes on hundreds of classic, exotic, and sports cars. From vintage beauties to the latest high-performance marvels, there’s something to spark the imagination of every car lover. You can mingle with owners, listen to live music, and fuel up on complimentary coffee and treats. It’s a perfect way to spend a relaxed Saturday morning and experience a unique slice of Sarasota’s energy.
Time for a Musical Odyssey With These Siesta Key Summer Events
Siesta Key also promises travelers a world of musical magic this summer. Siesta Key boasts sugar-white sand and turquoise waters, but as from June 1st to 23rd, the Sarasota Music Festival adds another layer of enchantment to your vacation.
For three glorious weeks, internationally acclaimed musicians transform Sarasota and its environs into a concert hall unlike any other. Get ready to hear heart-stopping orchestral performances, witness rising stars take center stage, and be captivated by electrifying chamber music. This festival offers something for every taste, from beloved classics to innovative contemporary works.
Imagine strolling along the beach in the afternoon, then settling into a comfortable seat that evening, enveloped by a symphony beneath the stars. That’s the Sarasota Music Festival experience waiting for you. Don’t miss out on turning your Siesta Key summer getaway into a symphony of memories.
Get Ready to Enjoy and Marvel at the Events Lined Up for the Fourth of July
Picture sugary sand between your toes, warm Gulf waters lapping at your ankles, and a breathtaking fireworks display illuminating the inky night sky. Siesta Key invites you to celebrate America’s birthday in style.
You can spend your day soaking up the sun on the world-famous crescent beach, consistently ranked among the finest in the country. While you’re here, you can build sandcastles with the kids, take a refreshing swim, or grab a paddleboard and explore the turquoise waters. And as dusk settles, vibrant hues paint the sky, and the festive atmosphere crackles with anticipation.
Additionally, you can unwind with a delicious picnic dinner on the beach or grab a bite at a local eatery. Afterward, you can don your red, white, and blue, find your spot on the sand, and let the dazzling fireworks display captivate you. Siesta Key’s 4th of July promises an unforgettable summer celebration under the stars.
Get Ready to Lose Yourself in the Vibrant Rhythm of Beating Drums
As the sun dips towards the horizon, casting a warm glow over the world-famous white sand beach, the Siesta Key Drum Circle comes alive. This weekly tradition, held every Sunday evening, is your chance to connect with the heartbeat of the island.
Prepare for an infectious energy as local musicians and enthusiastic visitors weave a tapestry of sound. Drums of all shapes and sizes create a base beat, inviting you to tap your feet or join the circle with your own instrument. You can let the rhythm wash over you as the sun dips below the horizon, painting the sky in fiery hues.
This is a free event, perfect for families or couples seeking an unforgettable experience. Get ready to sway to the music, lose yourself in the moment, and create memories that will last a lifetime. If you’d like to be part of the Siesta Key magic, you can join the Siesta Key Drum Circle this summer.
Unveiling Paradise Through Siesta Key Kayak Tours
Siesta Key kayak tours unlock a hidden world for your summer vacation. Get ready to escape the ordinary and delve into an unforgettable Florida adventure.
The guided tours available in this barrier island cater to all experience levels. Get ready to navigate the tranquil waters of the Jim Neville Marine Preserve, a haven for dolphins, manatees, and a dazzling array of birdlife. Your expert guide will unveil the wonders of the ecosystem, transforming your kayaking trip into an immersive nature lesson.
After weaving through the mangroves, you’ll discover a secluded beach, accessible only by kayak. You can bask in the warm sunshine, cool off with a swim, or explore the shoreline’s hidden treasures. So, ditch the crowds and create lasting memories on a Siesta Key kayak tour. It’s the perfect blend of adventure, exploration, and serenity, making it the ultimate summer escape.
Get Your Hands Dirty by Taking Part in Conservation Activities
While unwinding on Siesta Key’s world-famous beaches this summer, get ready to witness the wonder of nature. Embark on a guided turtle walk and witness firsthand the magic of sea turtle nesting season.
As twilight paints the sky, expert guides will lead you on an unforgettable exploration. Prepare to learn about the fascinating lives of these ancient mariners and watch in awe as mama turtles lumber ashore to lay their eggs in the cool, white sand.
It’s a once-in-a-lifetime experience for the whole family, fostering respect for these gentle giants and creating memories that will last a lifetime. So come join us this summer on Siesta Key for a turtle walk unlike any other.
Savor Summer’s Bounty at Siesta Key Farmers Markets
Get ready to embrace the sunshine and local charm at Siesta Key’s vibrant farmers markets. Every Sunday morning, you can stroll through the Siesta Key Village and discover a treasure trove of fresh, seasonal delights. Local farmers bring the freshest fruits and vegetables, bursting with flavor and sunshine. You can stock up on juicy mangoes, crisp lettuce, and plump tomatoes for the perfect beach picnic.
Beyond the bounty of the harvest, these markets offer a taste of local life. You can browse stalls overflowing with homemade jams and jellies, fragrant with the essence of summer. Local artisans showcase their talents, with handmade crafts, jewelry, and artwork waiting to be discovered. Don’t forget to take home a unique piece or a delicious treat, a perfect memento of your Siesta Key getaway.
While visiting these markets, you can soak up the lively atmosphere and mingle with friendly vendors. You can listen to cheerful music as you shop and savor the taste of summer at its finest. The Siesta Key Farmers Markets are the perfect way to experience the island’s authentic charm and fill your vacation with fresh, local flavor.
More Water Exploration
Imagine yourself gliding effortlessly across the turquoise waters of Siesta Key, the sun warming your back and a gentle breeze carrying the scent of salt air. Stand-up paddleboarding (SUP) is the perfect way to experience the magic of Siesta Key this summer.
No prior experience? No worries, SUP is incredibly beginner friendly. With calm, protected waters and stunning scenery, Siesta Key offers the ideal environment to find your balance and discover the joy of paddling.
Get ready to cruise along the shoreline, marveling at the world-famous quartz sand and spotting playful dolphins in the distance. You can also explore hidden coves and mangrove tunnels teeming with vibrant marine life. For the adventurous, you can head out to the open bay and challenge yourself with a longer paddle.
You can then end your day with a breathtaking sunset, casting a warm glow over the water as you make your way back to shore. SUP in Siesta Key promises an unforgettable summer adventure, so grab a board and get ready to make memories that will last a lifetime.
Enjoy Your Summer Stay at Our Breathtaking Holiday Rentals
Picture waking up to the gentle rhythm of waves lapping at the shore. You step out onto your private balcony, breathing in the fresh, salty air and gazing out at the endless turquoise expanse of the Gulf of Mexico. This is the quintessential Siesta Key experience, and our vacation rentals can make it your reality this summer.
Our collection boasts a variety of stunning properties, each meticulously designed to cater to your specific needs. Whether you’re a couple seeking a romantic escape or a family yearning for quality time together, we have the perfect space for you.
Imagine relaxing in a spacious living area, unwinding after a day of adventure. Large picture windows bathe the room in golden sunlight, while plush sofas and comfy armchairs invite you to sink in with a good book.
Speaking of convenience, our rentals boast prime locations. Most of them sit directly on the beach, offering unparalleled access to Siesta Key’s world-famous quartz sand. Other rentals lie just steps away from the vibrant Siesta Key Village, where you can browse charming shops, indulge in delectable treats, and soak up the lively atmosphere.
No matter which rental you choose, you’ll be greeted with a sense of comfort and convenience. Most of our properties also feature sparkling swimming pools, perfect for a refreshing afternoon swim. Patios and decks with comfortable seating provide the ideal spot to unwind and enjoy a breathtaking sunset.
Book Your Siesta Key Summer 2024 Stay in One of Our Stunning Rentals
With events to tantalize every taste bud and ignite every interest, Siesta Key promises a summer unlike any other. Get ready to indulge in art, ignite your competitive spirit, or simply relax on the beach and soak up the sunshine. And if you don’t want to miss out on creating unforgettable memories in this island paradise, you can contact us to book your stay in one of our stunning Siesta Key vacation rentals.
What’s not to love about a local farmers market, or for that matter, a crafts market or fair? Offering an authentic look into the area in which you are choosing to vacation, these hometown events can help travelers fill their vacation homes pantries with healthy foods mom approves of, provide the most unique gifts for the friends left behind who may be holding down the fort by walking your dog, gathering your mail, and watering your plants, and are also relaxing ways to enjoy a few hours of fun in the sun. For those planning a Siesta Key getaway, we at Rent Siesta Key have provided this ultimate guide to the local farmers and craft markets, most of which we are happy to announce are open year round and will be filled with treasures you may not find in your own hometown ones.
Siesta Key Farmers Market, 5211 Ocean Boulevard, Open Sundays from 9 AM until 2 PM
One of the first thing veteran travelers learn is that eating at restaurants for every meal can take a big bite out of your vacation budget, and when you choose our Rent Siesta Key rentals, you don’t have to. Beautifully appointed kitchens make cooking fun and a stop at the Siesta Key farmers market will ensure that you can fill the refrigerator with fresh produce, local juices, even homemade baked goods. Live music in the form of a local performer is usually playing accompaniment to your wanderings and in addition to gifts and crafts, you may even find some local rums or wines being sold as well.
22nd Annual St. Armands Circle Art & Craft Festival, 1 St. Armands Circle, May 4th & 5th from 10 AM – 5 PM
The shopping at St. Armands Circle is known to be the finest in town and as you can imagine, its Arts & Crafts festival is looked forward to every year. Offering a stunning selection of art masterpieces from most art genres including, painting, pottery, photography, and jewelry, this event is the best way to find unusual gifts for those you love the most, including yourself! Admission is free, enabling travelers to save a few bucks to put towards their favorite creations and when you fall in love with that piece of colored art glass, bringing it home and placing it where you can look at it often will remind you of the wonderful times you had during your unforgettable Siesta Key vacation.
Sarasota Farmers Market, N Lemon Avenue, Saturdays from 7 AM until 1 PM
The proximity of Sarasota to Siesta Key makes it an easy jaunt and a great way to extend your farmers market adventures another day, and the Sarasota Farmers Market is where we are sending you next. Located in downtown Sarasota, cobblestone streets, palm trees swaying in the breeze, and colorful canopies will add charm to your experience. This market offers a great place to pick up some fresh seafood from Maggie’s Seafood, adding another element of yum to your cooking experiences at home with Rent Siesta Key, and because the Sarasota Farmers Market offers over 80 vendors selling amazing wares, you may want to make sure you arrive at 7 on the dot to ensure you get to explore everything.
4th Annual Downtown Sarasota Spring Craft Fair, 1 Central Avenue, June 8th and 9th from 10 Am- 4 PM
This part of Florida is known for attracting the world’s best artists and artisans, many of which will be displaying their masterpieces at this relatively new craft fair that takes place in June. Featuring a mixed selection of a variety of mediums, it will provide the perfect opportunity to pick up some designer soaps, bohemian clothing, even some stunning paintings that will add drama to the wall above your desk in your office back home. This fascinating fair displays an intriguing selection of arts, crafts, and foods, and with prices ranging from $15 to $3000, you will be sure to find something wonderful that easily fits into your vacation budget. Admission is free, so save your money for the cool stuff being sold.
Take a Look Around Your Rent Siesta Key Sanctuary
Chances are when you take a look at the décor that makes your Rent Siesta Key hideaway most appealing, many of the art pieces will have come from these farmers markets and craft fairs, so it should give you an idea of what you can expect. The comfortable furnishings, modern conveniences, and views that will take your breath away, however, will not be found anywhere else on earth, ensuring that this vacation is one that will rise up above all others you have taken. Contact us and reserve your favorite Rent Siesta Key sanctuary today and discover how our homes reflect the heart of Florida!