Are you excited about your upcoming vacation in Siesta Key? Located on the southwest coast of Florida, this gorgeous family-friendly location is blessed with lots of natural beauty. Think of long stretches of white sand in front of the vast blue ocean. The waves, water, and sand create a breathtaking landscape where you can have a great time with your loved ones. Even if you choose to simply sit on the shore and admire the waves, you would feel extremely happy on a successful vacation. From plenty of gourmet restaurants to casual food joints, bars serving delicious cocktails to cafes with fresh coffee, this place has it all. You can find many activities in Siesta Key including family-friendly indoor and outdoor attractions for a fun experience. Get ready for lots of nature trips as Siesta Keys and surrounding areas have plenty of state parks and nature conservation areas.

When you plan a trip to Siesta Keys, you can find options for activities like fishing, camping, water sports, swimming, kayaking, paddle boating, snorkeling, scuba diving, sailing, and so much more. Many budget-friendly activities are still fun while traveling with your family. The vast outdoors is ready to welcome you for a relaxing trip. Spend time on the shore where you can enjoy picnics, fun games, and so much more with your loved ones.

Family-Friendly Activities for a Memorable Vacation

While traveling with a group, you would need to check out activities appropriate for all age groups. You would not come across any challenges in Siesta Keys as it has plenty of options. There is something unique, interesting, and engaging for both kids and adults so you can enjoy the experience to the fullest. If you enjoy hiking, you can head to many nature preserves where you also get an opportunity to admire the native flora and fauna.

You can visit the popular Siesta Beach which has a beach-facing park and lots of play areas. It is ideal while spending time with family where you can enjoy activities like kayaking, swimming, surfing, jet skiing, snorkeling, and much more. Kids can have a great time on the shore making sandcastles and fun sand structures. Head to the gorgeous Crescent Beach where you capture the gorgeous sunset. It is popular for long stretches of white sand and gorgeous ocean. For a quieter and more relaxing experience, you can head to Turtle Beach. As the name suggests, Point of Rocks is a scenic and unique geologic formation with big rocks as the central highlight. Located next to a scenic beach, it is a perfect spot to spend an afternoon admiring the waves. It is also a popular spot where locals and visitors arrive to see the local flora and fauna. You can see lots of birds and wildlife. If you and your group enjoy nature, you must visit the popular Marie Selby Botanical Gardens. Here, you can see a wide range of native, exotic, and unique plants. You can also see bamboo gardens, bonsai, and lots of tropical plants.

Another famous spot where you can enjoy a nature walk is the Myakka River State Park. Spread over a large area covering more than 37,000 acres, this attraction has many native birds and animals. You can enjoy hiking, fishing, kayaking, and boating. We can suggest the happening and popular Siesta Farmers Market where you can shop for a variety of local goods, produce, artifacts, and much more. It is also a great place to learn about the local culture and vibe of the area. The market hosts a wide range of local vendors covering a variety of goods. Many companies offer guided boat tours. You can admire the breathtaking beauty of the ocean while learning more about the area and its special features. One of the best ways to explore the different areas in the city is through biking. You can find many rental shops that offer bikes of varying sizes, colors, and styles. You can rent a bike and roam around the area while checking out different parks, shops, restaurants, and other attractions.

Rent the Right Accommodation for Your Stay

If you are excited to book your next trip to Siesta Key, you can check the excellent options of vacation rentals with us at Rent Siesta Key. From cozy condos for a romantic getaway to spacious beachfront houses with multiple rooms, we can offer it all. Stay at a luxurious, comfortable, and beautiful accommodation that can make you feel at home. Our fully furnished rentals have a wide range of convenient amenities including internet access, in-unit washer and dryer, central air-conditioning, parking, community amenities, and much more. The open-floor concept of the house can offer both private and common areas where you can have a great time with your folks. The vacation rentals may offer a swimming pool, hot tub, gas grill, and chairs in the outdoor area. Expect comfortable bedrooms with exceptional furnishing, modern décor, electronic appliances, full baths, cabinets, and much more. You can find rentals with a fully equipped kitchen so you can cook a quick breakfast or lunch before heading out for the day. The kitchen includes everything from cookware to utensils, appliances to cabinets, and other essential resources. Some of the appliances include a cooking range, oven, microwave, dishwasher, and refrigerator.

Get in touch with the team at Rent Siesta Key to book your accommodation with us. Our team can suggest the right choices based on your preferences and interests during your stay.

Fun, sun, sand, and warm temperatures year-round make Florida one of the best spots for a getaway any time of the year. If you’re looking for all that along with a bit of fall flair, you’ll find everything you’re looking for in Siesta Key this fall season. There are plenty of fall activities, festivals, and fun things to do in Siesta Key to keep you happy, busy, and in a crisp, fall mood throughout your stay.

Beaches

Whether it’s the beat of the sun on a hot summer day or a crisp fall day, your island vacation won’t be complete without a visit – or two or more – to the beach. Pack your beach gear and make the short trip to the beach for some much-needed beach time and R&R. While swimming in the shimmering waves of the Gulf might not be on the list, you can still sit out in the sun and enjoy the weather by sunbathing or reading a book. Take a walk or run on the beach for some exercise or brave the cooler water for adrenaline-pumping activities like jet skiing, or parasailing.

Oktoberfest

When summer turns to fall, many locales across the country celebrate their own version of Oktoberfest. The festival, which started in Germany, spread around the globe and now people everywhere get together to share beer, music, games, festivals, and more. The island may celebrate a little differently from the mainland, but there are nearby mainland locales that may offer a bigger party.

Sand Sculpting Festival

There can’t be anything more appropriate to celebrate on an island than sand sculpting. The International Sand Sculpting Festival takes place every November in Siesta Key. These are not your average sandcastle built with a pail and a bucket at the water’s edge. From large, intricate castles with carved details including windows and doors to life-size replicas of famous people, sculptors go all-out to showcase their skills and talent. You can buy tickets for the event on their website. Afterward, try your hand at building your own sand sculpture.

Hiking

Stroll the streets of Siesta Key or hike its beautiful many trails. Fall is one of the best times, as the weather is cooling down but still warm enough to keep you comfortable. Explore everywhere your feet can take you that your rental car can’t. Pack your essentials – like water, sun gear, and whatever else you need, and set out on an adventure. Make sure one of those essentials is your camera, as you’re bound to spot some of the island’s wildlife while you’re out.

Bicycle Rentals

Keep the rental car parked at your accommodations and gather your loved ones for some exercise. Explore the many walking and biking trails leading to all the nooks and crannies of Siesta Key where your motor vehicle just can’t go. Bike rental companies offer an array of options, from cruisers or mountain bikes, adult-size tricycles for added basket space and balance, romantic bicycles built for two, children’s bikes, and adult bikes outfitted with baby seats. Ask about locks, extra baskets, other accessories, and safety gear like lights and helmets. There may even be perks like delivery to your accommodations.

Trolley

After you’ve walked, hiked, or biked your way around the island, hop on the free trolley for a different type of wheeled 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 to just about any destination on the island. Experience the fun, free, round-trip service from Siesta Key Village all the way to the southernmost part of the island, with many stops in between. Get on or off at any stop and spend as long as you like at the location before meeting the trolley at another stop or when it comes back your way.

Fall Fun in Florida

When you book a fall getaway with Rent Siesta Key, you won’t be short on fun 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 after a fun-filled day with loved ones. Enjoy a one-bedroom for your small family or sweetheart getaway, all the way up to six bedrooms for a larger group. If you don’t want to go out to eat, make a group meal in your unit’s fully equipped kitchen. 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. Opt for a premium unit that may include perks like a fireplace, double ovens, stainless steel appliances, flat-screen TVs, a private pool – some even screened in for added protection from the Florida sun and more. Include everyone by asking about select rentals that allow your fur babies to stay.

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

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 Halloween fun and excitement when you plan a fall break around one of the spookiest days of the year.

Siesta Key Safe Treats

Trick or Treat on Siesta Key is safe and fun, thanks to the Siesta Key Chamber of Commerce. The 37th annual Safe Treats for Kids is an event where merchants across the island will be handing out sweets and treats to costumed children. The afternoon event is a fun, relaxed event and the free Siesta Key Breeze Trolley can help you get between Siesta Key Village and Turtle Beach so you can maximize the fun. The free event is Saturday, October 30 from 1-4 p.m. at participating businesses across the island.

Sarasota Dog-O-Ween Costume Contest

If your furry friend made the trip with you, grab the leash and your fur baby’s costume and head to the Sarasota Annual Dog-O-Ween costume contest. Humans bring their canine companions to Paul Thorpe Park for some Siesta Key Halloween fun at the Sarasota Farmers Market Halloween Festival. Canines dress in their howl-o-ween best to compete for prizes including a complimentary exam donated by the Animal Medical Clinic at Rosemary, a gift basket full of toys donated by New Barker Magazine, and a $50 cash prize donated by the Sarasota Downtown Enrichment Association. The contest is Saturday, October 30. Registration is from 9-9:45 a.m. and the costume contest starts at 10 a.m. The cost is $5, and proceeds benefit the Donte’s Den Foundation. Keep in mind contestants must be leashed at all times and no retractable leashes are allowed. Make sure your dog visits the potty before the contest starts!

Ghost Stories & Tours at The Point

You’ll have to take a short trip to the mainland for this ghostly fun. Marie Selby Botanical Gardens historic Spanish Point campus in Osprey is leading spooky stories and ghost tours at Spanish Point. Take a tour led by storytellers as they reveal the spookier history of the Spanish Point campus. Tours take place from 7:30-9 p.m. October 28-30. Admission is $15 for all Selby Gardens members and $20 for non-members. Guests must be 8 years old or older to participate.

The Monsters Cruise

An adults-only party, the Monsters Cruise invites all witches, ghouls, zombies, monsters, and other scary spirits aboard the LeBarge. There will be a full bar and snacks available throughout the night for purchase aboard the vessel. Come in your Halloween best. There will be plenty of adults-only Halloween fun on board, including a drag show. The cruise sets sail Saturday, October 30 and sails from 9-11 p.m. This event is for guests 21 years old and up. If you don’t want the fun to end, look for other events at local restaurants and bars that take place before or after the cruise.

Choose Your Own Adventure

Don’t forget you came to Siesta Key to rest and relax in the Florida sun as well as to have some Halloween fun. There are plenty of indoor and outdoor activities that don’t necessarily have a spooky theme. Gather your group and head to the beach for swimming, stand-up paddleboarding, sandcastle building, and more. Get out to some of the indoor attractions like escape rooms, museums, galleries, restaurants, shopping and an endless number of other activities. You can also choose to decorate your rental with removable, non-damaging decorations or create a Halloween-themed scavenger hunt or other activity that keeps you closer to home and away from the larger crowds of official events.

Siesta Key Halloween

When you book your spooktacular Halloween getaway to Siesta Key, you won’t be hard pressed to find something to fill every minute of every day of your trip. 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 spooky fun is done for the day, 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 or soaking up the Halloween fun, 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 spookily romantic getaway all the way up to six bedrooms for a Halloween reunion with friends or family.

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

Fun, sun, sand, and warm temperatures year-round make Florida one of the best spots for a getaway any time of year. If you’re looking for all that along with a bit of fall flair, you’ll find everything you’re looking for at Siesta Key this fall season. There are plenty of fall fun and festivals to keep you happy, busy, and in a crisp, fall mood throughout your stay. Check out some of the best fall activities in Siesta Key:

Sand Sculpting Festival

There can’t be anything more appropriate to celebrate on an island than sand sculpting. Each November, Siesta Key hosts the International Sand Sculpting Festival. These are not your average sand castle built with a pail and a bucket at the water’s edge. From large, intricate castles with carved details like windows and doors to life-size replicas of famous people, the sculptors go all-out to showcase their skills and talent. You can buy tickets for the event on their website.

Beaches

Whether it’s the beat of the sun on a hot summer day, or a crisp fall day, your island vacation won’t be complete without a visit – or two – to the beach. Pack your beach gear and make the short trip to the beach for some much-needed R&R. While swimming in the shimmering waves of the Gulf might not be on the list, you can still sit out in the sun and enjoy the weather. You might try your hand at building your own sand castle like one you saw at the festival.

Oktoberfest

When summer turns to fall, many locals across the country celebrate their own version of Oktoberfest. The festival with German roots spread around the world and now people everywhere get together to share beer, music, games, festivals, and more. The island may celebrate a little differently from the mainland, but there are nearby mainland locales that may offer a bigger party.

Bicycle Rentals

Keep the rental car parked 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 all the nooks and crannies of Siesta Key where your motor vehicle just can’t go. 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, other accessories and safety gear like lights and helmets. There may even be perks like delivery to your accommodations.

Hiking

Stroll the streets of Siesta Key or hike its beautiful trails. Fall is one of the best times, as the weather is cooling down but still warm enough to keep you comfortable. Explore everywhere your feet can take you that your rental car can’t. Pack your essentials – like water, sun gear, and whatever else you need, and set out on an adventure. Make sure one of those essentials is your camera, as you’re bound to spot some of the island’s wildlife while you’re out.

Trolley

After you’ve walked, hiked, or biked your way around Siesta Key, hop on the free trolley for a different type of transportation on wheels. 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 to just about any destination on the island. Experience the fun, free, round-trip service from Siesta Key Village all the way to the southernmost part of the island, with many stops in between. Get on or off at any stop and spend as long as you like at the location before meeting the trolley at another stop or when it comes back your way.

Fun Fall Activities in Siesta Key, Florida

When you book a fall getaway with Rent Siesta Key, you won’t be short on fun activities in Siesta Key to fill your time while you’re here. From spending time celebrating the season at your rental to celebrating with visitors and locals alike at a festival, you’ll be able to design a getaway that is uniquely yours with memories to last a lifetime. Relax and unwind after a fun-filled day with your group. Enjoy a one-bedroom for your small family or sweetheart getaway, all the way up to six 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. 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, stainless steel appliances, flat screen TVs, private pool – some even screened in for added protection from the Florida sun. Include everyone by asking about select rentals that allow your fur babies to stay.

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

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!