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Siesta Key Vacation Rentals

We Have 1322 Vacation Rental Offers Available In Siesta Key. Average Price Per Night Is $379.81. Find Your Vacation Home Today.

Showing 100 Of 1322 Vacation Rentals
  • Property-1 Image 1
    LIVE THE LIFE! 2/2 across from Siesta Key Beach!
    Condo $228 / Nightly
    • 2 Bed
    • 2 Baths
    Siesta Key, Florida, United States

    Short walk to restaurants, shopping and putting your feet in thebrsparking white sands on Siesta beach. This ground floor condo has been highly upgraded and is just steps from the pool. Parking for you is beside your unit.brStarting In May we will be accepting minimum 2 week reservations. Read More

  • Property-2 Image 1
    Baydream Bungalow | Pet Friendly Home w/ Private Heated Screened-In Pool
    Private Vacation Home $499 / Nightly
    • (29) Wonderful
    • 3 Bed
    • 2 Baths
    Siesta Key, Florida, United States

    Welcome to Baydream Bungalow! This quaint 3 bedroom 2 bathroom vacation rental home located on Siesta Key's north end is perfect the ultimate Florida vacation. Here, you're able to catch up on your latest reads by the private heated screened-in pool, catch some rays at the beach, or grill out with the family! Not only is this home located less than 1 mile to Shell Beach, but is also just 2 short miles away from delicious restaurants, entertainment, and nightlife in the Siesta Key Village. Sit back, relax, and set your watch to island time during your tropical getaway at Baydream Bungalow!brbrCross the drawbridge from Sarasota to enter the serene island escape of Siesta Key, Florida! With clear blue gulf waters and powdery white sand, Siesta Key's world-renowned beaches are the perfect spot for wading in the warm, glassy waters or soaking up the sun. When you're not relaxing on the many miles of beaches, you can head toward the north or south villages for a local meal or a refreshing drink. Whether you are looking to vacation in a quiet suburban neighborhood or are looking to be near all the action, Siesta Key offers access to so many amenities for you and your family to enjoy.brbrExclusive Amenities Include:br• Private Heated Pool & Lanaibr• Less Than 0.6 Miles to Shell Beachbr• Less Than 3 Miles to Siesta Key Beachbr• 3 Bedrooms, 2 Full Bathsbr• 2 King Beds, 1 Bunk Bed With a Twin and Full Bed, 1 Queen Airbed With Linens Providedbr• Sleeps 8br• Private Carport & Garagebr• Free WiFi & 5 HDTV'sbr• Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer (Located in Garage), and Kitchen Essentials Providedbr• Beach Towels, Chairs, Cooler, & Caddy Providedbr• Outdoor Lounge Area with Sliding Service Window for Direct Access to Kitchenbr• Front Porch Seating Areabr• Gas Grillbr• Enhanced cleaning protocols provided by our CottageClean Teambr• Island Shuttle Transportation Availablebr• Dog-Friendly with a Fee (1 dog up to 25lbs)brbrBaydream Bungalow can accommodate up to 8 guests with a bedding configuration as follows:brbr• Bedroom # 1: King Bed (1) - Sleeps: 2br• Bedroom # 2: King Bed (1) - Sleeps: 2br• Bedroom # 3: Bunk Bed (1) - Sleeps: 2br• Extra: Queen Airbed (1) - Sleeps: 2brbrWe go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!brbrPLEASE NOTE: This property is registered as a vacation rental with the City of Sarasota with a Registration Number of VR22-00100. Due to City of Sarasota vacation rental code, this property must be rented for a minimum of 7 nights and have a maximum occupancy of 8 guests. This pool is heated from November 15th to April 15th. Read More

  • Property-3 Image 1
    Welcome to Siesta Dreams at Casa Mar!!
    Condo $158 / Nightly
    • (5) Exceptional
    • 1 Bed
    • 1 Baths
    Siesta Key, Florida, United States

    Welcome to Siesta Dreams at Casa Mar! This 1br/1ba fully equipped condo is perfect for your next beach vacation! This location requires a minimum one week stay.br Enjoy the resort's private beach in the provided lounge chairs while you dig your toes into the quartz sand. Need a break from the salt water? Take a swim in one of two pools on the property instead. Shuffleboard, tennis, or pickleball interest you? We've got it! The serene tropical vibe of this community is one you won't want to leave. The condo itself is well appointed with all the necessities. A king size bed in the bedroom, and sleeper sofa in the living room allow for up to 4 guests. Read More

  • Property-4 Image 1
    SHORT WALK TO VILLAGE, BEACH - HEATED POOL - LUSH LANDSCAPING
    Private Vacation Home $293 / Nightly
    • (10) Excellent
    • 2 Bed
    • 2 Baths
    Siesta Key, Florida, United States

    Located on the Voted number "#1 beach in America" famous Siesta Key in Sarasota, Florida, The Magnolia House offers the perfect vacation getaway.brRecently renovated in the Tommy Bahama style, The Magnolia House maintains that great 'Old Florida' flair with all of the modern-day amenities our guests expect. brOnce you arrive, simply park the car and let the good life begin. Walk one block to Siesta Key Village for a fresh tropical drink at the Daiquiri Deck, or have some oysters at the Siesta Key Oyster Bar. Ready for the beach? The Gulf is only steps away! Need some groceries or some new flip flops? You guessed it. Nearby! Don't feel like going anywhere? How about a dip in your heated pool? brGuests at The Magnolia House have it all! brWe hope you will cherish your Siesta Key beach memories, which many have been made at The Magnolia House for over twenty years. We hope you will join us to create your own!br*A SIGNED CONTRACT IS REQUIRED WITHIN ONE WEEK OF BOOKING TO CONFIRM.* EVERYONE MUST BE 25 YEARS OR OLDER OR ACCOMPANIED BY PARENTS, NO PETS ALLOWED, AND PLEASE NOTE PARKING IS LIMITED. Each unit has one off street covered parking spot. Read More

  • Property-5 Image 1
    Large & Comfortable Private Studio with Separate Entrance - Walk to Village
    Apartment $159 / Nightly
    • (21)
    • 1 Bed
    • 1 Baths
    Siesta Key, Florida, United States

    Relax, get away and enjoy Siesta Key's laid-back lifestyle! Surrounded by lush, tropical vegetation, and nestled in a quiet residential neighborhood, you’ll love this comfortable, 500 square foot, private Studio Apartment. The Studio accommodates 2 guests, and features a comfortable king bed, private bath, large, flat screen TV, and high-speed internet access. There's a small kitchenette, suitable for limited meal-prep only; there is no cook-top. The kitchenette includes a mini-stainless refrigerator (no freezer), toaster oven, microwave and Keurig coffee maker. The Studio has its own, private exterior entrance, and although connected to the owners' main house, access between the two is restricted, so your privacy is assured. Wake up on Siesta Key every day with the sun shining. Stroll the village, spend the day fishing, relax on the sugar soft sand of Siesta Key Beach or go seashell hunting in this beach-walker’s paradise. But whatever you do, do not miss Siesta Key's magnificent sunsets. Enjoy!br Read More

  • Property-6 Image 1
    Siesta Key's PREMIER LOCATION with amazing beach view!
    Condo $268 / Nightly
    • (55) Wonderful
    • 2 Bed
    • 2 Baths
    SIESTA KEY, Florida, United States

    This new vacation rental is the 'Calm of Siesta', as you enter with a full view of the Gulf of Mexico and Siesta Key Beach. The property has just been newly transformed to accommodate our guests best welcome to Siesta. The property is equipped with a full service/ stocked kitchen, for all your cooking and bar needs. There is a granite island in the center that seats 4, with lots of other counter space if needed. The living room is furnished with a full size couch, love seat, Vintage Wine Bar with supplies, HD Television /cable and internet. Pass through here to the 'Main Attraction Room', the enclosed Lanai, overlooking the Gulf. The Lanai is enclosed with large Bay Windows to relax and watch the sunset and watch for Dolphins! The master bedroom is furnished with a King size Italian lacquer Bedroom set with plenty of drawer space. The full size master bath is surrounded by travertine tile, equipped with enclosed shower and plenty of cabinet space. The Guest Room is furnished with a queen size wicker bed , two dressers, and a tv. Both bedrooms have large walk in closets. The second bath is a travertine tiled, full size with shower enclosure and is adjacent to the guest room. Just outside the front door there is a storage closet equipped with 4 beach chairs, beach towels, beach toys for the little ones, umbrellas you can rent at beach concession and they put them in the ground for you or you can purchase. There is outdoor seating with a garden water fountain to sit or take a 'Siesta', if you prefer. The property has a carport and guest parking space right behind building. Additional parking would be subject for approval.. Read More

  • Property-7 Image 1
    Sits on Siesta Key Beach!, Private Beach Water Views, WiFi/Cable, Sundeck, Pool,Tennis, King Master
    Condo $211 / Nightly
    • (2) Exceptional
    • 2 Bed
    • 2 Baths
    Siesta Key, Florida, United States

    This could be the vacation of the decade! Come stay in one of Siesta Key's most beautiful resorts that resides on the Gulf of Mexico and Siesta Keys Crescent Beach. This gorgeous newly updated condo has great views of the beach as well as the lush, tropical, well- maintained grounds where you can't help but to take a lovely stroll amongst the natural vegetation.....You will love the PRIVATE BEACH strip just for Casarina members including many other amenities at your fingertips. You'll be sure to have the best vacation ever! brbrPrivate Beach with Beach ChairsbrLanai-Beach & Ocean Views.brUpdated and High EndbrKing Master w/Access to Lanai & ViewsbrHeated Community PoolbrWiFi/Cable IncludedbrBedrooms & Living Rm-Smart TV’s & CablebrCommunity BBQ Grills brTennis CourtsbrClubhouse w/TV & Pool TablebrPrivate Stacked W/DbrbrThe Casarina complex has an abundance of fine amenities sure to please you. This complex not only has private beach access & private beach but many amenities like a heated pool/spa, 2 lighted tennis courts, a viewing sundeck located off the private beach access, BBQ Grill area, a large Clubhouse with full kitchen, pool table, TV room, library and picnic tables near the fountain situated around water with an abundant of tropical birds to watch.brbrIt's located on Siesta Key just south of Siesta Key Village and Siesta Key Public Beach & Pavillon. Just less than 2 miles away from the Village with everything from burgers and beers to fine dining including surf and turf, oysters on the half shell, exotically prepared fish or roasted duck. Save room after dinner so you can enjoy some incredible homemade gelato at one of our fine ice cream shops while window shopping in the village. It’s all very close by. No need to take the car if staying on the key....just grab one of the many free shuttle rides on Siesta Key. One assigned covered parking spot is included.brbrThis updated and renovated condo is ready to go... 2 bedrooms, 2 baths with new flooring, 3 Smart TV's, includes cable and much more.brbrThe kitchen is beautifully updated with stainless appliances, light oak cabinets with gentle self closing drawers, solid stone dark quartz countertops and lots of them! Well stocked with dishes, silverware and basic appliances...most everything a kitchen needs....whip up home cooked meals just like at home. The kitchen is completely open so you won't miss a thing. There's a large dining table that seats 6 adults comfortably with a lovely chandelier above.brbrThe enclosed lanai is accessible from the living room. Has spectacular views and there's plenty of space to stretch out. Open up the sliders if you like as the lanai is screened too. The lanai has a bar height dining table for 4 plus extra seating for 2. brbrThe King master bedroom has sliding doors so you can access the lanai. Enjoy waking up to those spectacular beach and gulf views. No worried about too much light as there are California shutters covering the sliding doors. Enjoy the wall-mounted flat screen Smart TV to watch your favorite apps or cable shows and large custom walk-in closet. The ensuite bathroom is large with his/her sinks, separate soaker tub and a large walk-in tiled shower room. brbrThe second bedroom has a Queen bed, wall mounted flat Smart TV, cable with a closet and dresser. The guest bath is lovely and located just outside the guest bedroom. It has a step to tile shower and ample vanity space. brbrThe living room is decorated in lovely tan and cream with hints of soft blues.... a loveseat, a large sofa that is also a queen sleeper for 2 with a NEW wall mounted large 65” Smart TV plus cable, and WiFi throughout. New TV as of Mar. 2022.brbrSiesta Key public beach is less than a mile away with new shower facilities and concession stands and is only a 6 min bike ride. On Sunday's at SKB is the Drum Circle before sunset. Something you must experience! Siesta Key offers free trolley rides (tips appreciated) up and down Midnight Pass Road and into Siesta Key Village as well.brbrNon-smoking, Monthly Rental property. Assigned parking for 1 car only. According to the complex rules, tenants may have 7 nights of overnight guests per every 30 day period and the main renters must be present during this timeframe. Renters must be family members and two different families can't share a unit. They can, however come as guests for a week. All guests must be registered. brNo Pets Allowed. This complex requires a 30 day period to approve rentals so please plan accordingly. No last minute bookings for this reason.brThis property does not allow Emotional Support Animals in addition to their no pet policy. Read More

  • Property-8 Image 1
    Siesta Key Dreams Penthouse Studio (325) - Beach, Shopping, Dining, Entertainmen
    Apartment $312 / Nightly
    • (7) Exceptional
    • 1 Baths
    Siesta Key, Florida, United States

    The Space:brSiesta Key Dreams Penthouse Studio (325) - Beach, Shopping, Dining, Entertainment! 90 steps to Beach and Village!brbrThis is the Siesta Dreams Studio apt, a Gertrude Rentals property!  Leave the car behind! Perfectly located steps to the best beaches, shopping, dining, and entertainment on Siesta Key. Bright and Sunny 3rd Floor unit with Private Deck, Free parking, Al-fresco dining and grilling, but just 90 steps to the Access 7, Siesta's Top Beach.  Sure to provide a combination of fun and relaxation you can't get in other getaways. *Queen bed!brbrThe Location - This will be “easy” just like vacations are supposed to be. It’s just a one-block walk to all the best of the Siesta Village - fresh oysters, seafood, tropical drinks, ice cream, entertainment, and even gourmet donuts. The beaches here are the widest on the island, have panoramic views of the gulf to the North-West-and-South, and are the top spot in North America for viewing sunsets. The water is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing. You can swim or “often” wade to Sand Dollar Island, a naturally occurring white sand cay popular with dolphin’s sand-dollars and “occasionally” giant-conch. This is the only spot on Siesta where you can go from the water to lunch or dinner and back to the sand without putting on your shirt and shoes.brbrSupport Post Booking - I understand vacation time is precious and my job is to make sure you get the most out of it. My number is the only contact information you need. My units are already at the top attractions on the island. Cars are never required, but you will have private parking near the unit. Check-in any day of the week at any time using your private door-code.  No requirement ever at checkout.  Free early/late check-in/check-out, whenever possible.  Never hidden fees or solicitations of any kind. No paper contracts and easy booking.   I’ll phone you to touch base after booking and the week vacation starts. Five days before arrival I’ll email instructions including your door-code address and guidebook. One day prior to arrival I’ll send you a “Reminder” email with all the same information.brbrWhen you book with me you get a fully accessible and knowledgeable owner/host and reliable advice from a Google approved local expert. I can recommend the best spot for fishing or fresh fish, Michigan or Ohio State games, romantic-dinners marriage-proposals or singles, Eco-tourism, family friendly activities, or safe ways to lose your kids when you need a break. For the less extroverted, every booking comes with an unabashed guidebook detailing the property, all my favorite things to do in the area, and never any advertisements or solicitations. This is the only rental offering of its kind on the key.brbrTerms - *We do not allow cancellations and all reservation payments are non-refundable, however travel insurance is available to address any issue you might have.  *Events or gatherings involving outside vendors or a headcount in excess of the combined occupancy rate are allowed with prior owner approval and payment of event fees.brbrEvents - Many of our properties are wonderful locations for gatherings. Gatherings involving third party vendors or visitors outside your occupancy limit ""might"" be permitted, but only with prior authorization. Event fees will apply including location fees of between $1000 and $3000 and guest fees of $19 per person in excess of your occupancy limit. Out of consideration for all our travelers, hosting an event requires booking every unit at your property location."brbr"Terms - *We do not allow cancellations and all reservation payments are non-refundable, but travel insurance is available for purchase. *Events or gatherings involving outside vendors or guests are allowed with prior owner approval and event fees. *At properties containing shared areas, Guest agrees to keep them beautiful, peaceful and clean. *Guest agrees to hold the Property Manager and Owner harmless from any liability for injuries while on vacation." Read More

  • Property-9 Image 1
    Siesta Villa | Luxury Condo on Siesta Key w/ Heated Pool, Walking Distance to Beach & Village!
    Private Vacation Home $300 / Nightly
    • (2) Very Good
    • 2 Bed
    • 2 Baths
    Siesta Key, Florida, United States

    Welcome to Siesta Villa! This luxurious 2 bedroom/2 bathroom condo is a short walk to Siesta Key Village and just minutes from Siesta Key Beach, voted the # 1 beach in the USA! This home is the ideal vacation rental for small families and groups alike.brbrCross the drawbridge from Sarasota to enter the serene island escape of Siesta Key, Florida! With clear blue gulf waters and powdery white sand, Siesta Key's world-renowned beaches are the perfect spot for wading in the warm, glassy waters or soaking up the sun. When you're not relaxing on the many miles of beaches, you can head toward the north or south villages for a local meal or a refreshing drink. Whether you are looking to vacation in a quiet suburban neighborhood or are looking to be near all the action, Siesta Key offers access to so many amenities for you and your family to enjoy.brbrExclusive Amenities Include:br• Semi Private, HOA Maintained, Heated Pool & Spabr• Multiple Balcony Views br• Located In Siesta Key Villagebr• A Quick 3 Minute Walk to Siesta Key Beachbr• 2 Bedrooms, 2 Full Bathsbr• 1 King Bed & 1 Queen Bed (Sleeps 4) with linens providedbr• 3 Balconies With Dining & Lounge Areasbr• Poolside Dining & Lounge Spacebr• Private Garagebr• Gated Entrancebr• Free WiFi & 3 HDTV'sbr• Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Providedbr• Beach Towels, Chairs, Cooler, & Caddy Providedbr• Gas Grillbr• Enhanced cleaning protocols provided by our CottageClean Teambr• Island Shuttle Transportation AvailablebrbrSiesta Villa can accommodate up to 4 guests with a bedding configuration as follows:brbr• Bedroom # 1: King Bed (1) – Sleeps: 2br• Bedroom # 2: Queen Bed (1) – Sleeps: 2brbrWe go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!brbrNEED TO KNOW: This home is a part of a condo unit, meaning that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with another unit(s). When renting this unit, you will have access to the 1st and 2nd floors of the building, left most garage, along with the shared outdoor and pool areas . Contact us directly for more information regarding any shared space for this vacation home.brbrPer HOA requirements:br• Garages can fit a vehicle no bigger than 72 inches in height.br• Guest vehicle height will be needed before arrival as to prevent any missed expectations or negative affects to your experience.br• One parking pad per side of the building can be used as a first come first serve basis.br• Oversized or extra vehicles to be parked on the street just outside the gates of the property.br• Grills may only be used on ground level, pulled 10 feet from the building. No grills, hibachi, or any open flame cooking device or fire pit may be used on balconies or patios. Read More

  • Property-10 Image 1
    Beachy Condo w Private Balcony, Resort Amenities
    Condo $212 / Nightly
    • (5) Very Good
    • 2 Bed
    • 2 Baths
    Siesta Key, Florida, United States

    Taking time out of a busy schedule to kick back, relax, and really enjoy the best that life has to offer is easy to do for those who make their way to sunny Siesta Key, Florida. This endlessly appealing vacation destination is one that beckons to travelers from across the map looking to step away from the demands of the daily routine and instead, focus on the sand, sun, and fun for a while! Whether you're one for time on the shoreline, can't wait to get out on the water or are looking forward to shopping and dining your way through a stay, Siesta Key has something exciting waiting for you. The only way to make the experience even more thrilling is to be sure you've booked a vacation rental that keeps you close to the fun while living in style and luxury as well. That's where a stay in 6415 Midnight Pass Road #205 comes in! This inviting 2-bed, 2-bath condo can easily accommodate 6 guests at a time and is ideal whether you're in town with family or looking forward to a fun vacation with friends. Those who boo ka stay here will find they are never more than a few minutes from sugar-white sands and can enjoy great views day and night from inside a space that defines comfort, quality, and convenience.brbrExterior Features and Community ExtrasbrOne of the great benefits for those who book a stay in 6415 Midnight Pass Road #205 is the option to access outdoor fun, fresh air, and views without having to travel far at all. In fact, when a peaceful moment of tranquility is top of mind, guests only have to step through the sliding glass doors of the living room to find themselves on a private patio. Overlooking lush foliage and equipped with an outdoor table and chair set as well, this patio is the perfect place to greet the sunrise with a cup of coffee each day or wind down at night under the stars with a glass of wine in hand. Either way, guests will find that they appealing moments are always within reach. When you're looking for even more in the way of outdoor fun, booking a stay here provides access to great community features too! Guests can spend time swimming or lounging by the community pool or make the most of time in the luxurious on-site sauna.brbrInterior Amenities to EnjoybrWhen an elegant aesthetic that also incorporates comfort and convenience is just your style, a stay in 6415 Midnight Pass Road #205 is bound to please. This property provides guests with an open floorplan to enjoy from the moment they step through the front door. This spacious floorplan is paired up with tall ceilings and large windows and sliding glass doors throughout. The combination not only enhances the sense of space available to guests but puts a frame on a great view and allows Florida sunshine to flood the floorplan during the daytime hours as well.brbrThe living room in 6415 Midnight Pass Road #205 is spacious and welcoming. Here, guests will find a plush brown leather sofa and matching loveseat settled around a dark wood coffee table and on top of a decorative floral-patterned area rug to offset the sleek tile below. The furnishing set in the living room is situated in front of a large entertainment center that hosts a 50" Smart TV as well for those nights when streaming movies and shows sounds just right. To top off the inviting ambiance, guests will love the elegant gold-speckled draperies that line the sliding glass doors in the living room.brbrWhen not dining out across Siesta Key, those who book a stay here will find its just as simple to serve up a home-style meal thanks to the fully equipped kitchen. The living room opens up seamlessly to the dinging and culinary space where breakfast, lunch, or dinner can be crafted with ease. The kitchen hosts a collection of modern appliances, plenty of counterspace and custom white cabinetry stocked with cookware as well. When it's time to dine, guests can gather around the round glass dining room table suitable for 5 at a time or snuggle up to the breakfast bar that connects the kitchen and dining room too.brbrGetting a good night's rest is easy to do in this property. Both spaces offer up peaceful places where guests can indulge their senses and take time to restore. The master bedroom hosts a king bed and private patio access. The second bedroom hosts two double beds, en suite bathroom, as well as balcony access.brbrBook Your Florida Stay TodaybrThere's never been a better time to book your trip to scenic Siesta Key! Reach out to Global Resort Homes today to learn more about booking a stay in 6415 Midnight Pass Road #205 the next time your travel plans bring you this direction.brbrBedroom / Bed SizesbrbrMaster Bedroom - One King Bed / 42" TVbr???????Guest Bedroom - Two Double Beds / 42" Smart TVbrbrTo make your arrival a little easier on you, our starter welcome packet includes:br1 Paper Towelbr1 Pack Dishwasher Detergentbr1 Sm Bottle Dish Soapbr2 Rolls Toilet Paperbr4 Bars of SoapbrAny supplies beyond this are up to the guest to stock and replenish, we do not restock these items. brThis is an industry-standard practice.brNo salt/pepper or cleaning supplies are stocked due to safety issues.brbrGuest must be 25 and up to rent this condo. ID is checked upon check in to the resort.br January 1 until April 16, 2023brper HOA rules only Saturday to Saturday stay is allowed. brNo other departure or arrival date can be accommodated.brDates outside of those listed above we can accommodate shorter stays and different arrival and departure dates.brbrFOR GUESTS WHO BOOK 30 NIGHTS OR LONGER STAYS, WE WILL COLLECT A $1,500.00 DEPOSITbrBalance is due 60 days prior to arrivalbrIf canceled 91 days or more prior to arrival - $250 is refundable.brIf canceled 89 - 61 days prior to arrival - entire $1,500 is non-refundablebrNo cancellation or modification 60 or less prior to arrival. Read More

  • Property-11 Image 1
    Palm Bay on Private Beach w/Access, WiFi, Full Beach Views from 7th Fl, Pools, BBQ, Tennis, Gym
    Condo $438 / Nightly
    • 2 Bed
    • 2 Baths
    Siesta Key, Florida, United States

    This won't be just another beach vacation, this will be THE BEACH VACATION! Come stay in one of Siesta Key's most luxurious resorts that resides on the Gulf of Mexico and Siesta Key Beach. This Palm Bay Club condo has FULL views of Siesta Key Beach with private access to your PRIVATE BEACH along with many amenities at your fingertips. You'll be sure to have the best vacation ever! Imagine the spectacular view from your 7th floor condo of windows overlooking the ocean....all waiting for you. New Updates 2021 !!brbrThe Grand Tower is having its Elevator Lobbies Renovated to enhance your Vacation Experience. This will take place from August 8th thru September 30, 2022, floor by floor.br brFull Beach/Ocean Views from Bedrooms & Living AreasbrKing Master with FlatscreenbrTwo Queen beds in 2nd Bedroom with FlatscreenbrWiFi/Cable includedbrTwo pools and a hot tub...one on the Bay side overlooking the water, other on the gulf sidebrTennis/pickleball courtsbrFishingbrNew Fitness Center brBBQ Grills under shadebrPrivate beach with beach chairsbrReserve beach cabanas with loungers for a feebrThis condo is without private laundry but has a washer/dryer on the floorbrbrThis beach to bay resort condominium community has an abundance of fine amenities sure to please you. This complex provides a Private Beach with Private Access, beautifully manicured grounds and a tropical courtyard, fishing pier, boat slip for rent, a heated pool on the Gulf side and another heated pool overlooking the Bay and large custom spa overlooking the serene bay as well (just walk across the street), a state of the art fitness center, recreation lounge, and 2 lighted tennis/Pickleball courts and finally BBQ charcoal grills for reserve on the beach. Vacationing at Palm Bay Club will provide many memorable moments with picture perfect Bay sunrises and picture perfect Beach views. You’ll never want to leave this fine resort! Rent a cabana on your private beach and bask in the shade by the pristine waters of the Gulf of Mexico with beautiful white powder quartz sand.brbrPalm Bay Club is centrally located on Siesta Key and close to Siesta Key Village where you will discover many incredible restaurants. Everything from burgers and beers to fine dining including surf and turf, oysters on the half shell, exotically prepared fish or roasted duck. Save room after dinner so you can enjoy some incredible homemade gelato at one of our fine ice cream shops while window shopping in the village. It’s all at your fingertips so no need for a car. One parking space is available for each condo. brbrThis Beachfront condo on the 7th floor has been renovated and is ready to go... 2 bedrooms, 2 baths with new flooring, new kitchen, new furniture, 3 TV's, new bedding and more. New wood laminate flooring in bedrooms plus closet doors replaced, new solid stone vanity and cabinet replaced in guest bathroom. brbrThe kitchen is beautifully updated with stainless appliances and solid stone quartz countertops. All stocked with everything you need to make home cooked meals. The kitchen is completely open so you won't miss a thing. There's a large dining table that seats 6 adults plus bar seating for 2. Off the dining/kitchen is a bar space with a new wine refrigerator countertop and soft close drawers. brbrThe King master bedroom has FULL amazing Siesta Key Beach views, a flat screen TV, a leather reclining chair with ottoman, tons of closet space and connected bathroom with step-in shower/tub combo newly tiled with sliding door. The second bedroom with new flooring, 2 Queen beds also has crazy great Beach and Ocean views, cushioned chair to relax on and stare at the ocean..... a flat screen TV and connected bathroom with step to shower with updates mentioned above.brbrThe living room is decorated in ocean blues with wrap around views of Siesta Key Beach and Siesta Key itself. The large corner sofa is very comfortable and sits where you can enjoy the beach in comfy A/C. Enjoy movie night with family...the wall mounted flat screen is huge! WiFi is included and is not shared with other units.brbrThe bay with it's incredible sunrises and fishing is just across the street with a crosswalk and flashing signs for your safety. brCheck out the lit dock over the intracoastal in the evening...look for the Dolphins and Manatees! brbrSiesta Key public beach is a short walk away with new shower facilities and concession stands or a 3 min bike ride. On Sunday's at SKB is the Drum Circle before sunset. Something you must experience! Siesta Key offers free trolley rides (tips appreciated) up and down Midnight Pass Road and into Siesta Key Village as well.brbrAvailable is an upscale rental company for double beach loungers with turtle tops, umbrellas, and paddle boards right on this complex beach which are available for daily or weekly rental if interested. brbrBoats, motorcycles, trailers, jet skis, kayaks, and golf carts are NOT allowed. Ask prior to booking to confirm if your special vehicle will be allowed including commercial vehicles, over-sized vehicles, or vehicles with signage. Please note that the windows in the tower building are not designed to open for safety reasons.brWe help make the most of your vacation by providing Xplorie's Free Admission to some of the area’s top attractions each and every day including a choice of a free bike rental, kayak rental, a dolphin cruise tour, or admission to the Ringling Museum ! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA with advance reservation. The fare is free but please tip the driver. Limited to one activity for just one person each day. Create exciting memories, have more fun, and truly experience the Beaches of Sarasota! Book now for an amazing vacation experience! Activities are subject to change and based on availability; non-cumulative and non-transferrable. brbrbrbrFeel free to book for a month or longer but Xplorie is not available for booking 25 days or longer. Read More

  • Property-12 Image 1
    Idlewild South at Siesta Key, right across the st. from Siesta Beach Pavillion,
    Condo $186 / Nightly
    • (5) Exceptional
    • 2 Bed
    • 2 Baths
    Siesta Key, Florida, United States

    Ideally located across the street from beach, the corner is the trolley stop, and less than1 mile walk via beach to village and Patriots Pier. newly renovated, 65" TV, Beach equipment, everything you'll want. Read More

  • Property-13 Image 1
    Two bedrooms, two baths, 35 ft. enclosed lanai, new appliances and newly renovated d
    Condo Select Dates for Price
    • 2 Bed
    • 2 Baths
    Siesta Key, Florida, United States

    Whispering sands is a fifty five and over well manicured community that is located in the gut of of Siesta Key. It is a hop skip and a jump to the beach and on the other side you can simply walk out the gate and you will be immediately consumed by a jovial crowd as they are mesmerized by the tropical aura this town generates. The sunsets are simply divine and it is a local ritual to witness the sunsets every night because of its dynamics that makes it a genuine tropical paradise. Another great feature is that if you don't want to leave the Key one really doesn't have to because we have a supermarket and other stores that will yield you all you need.There is also free Trolley and taxi service available I have been coming down here for vacations for the last twenty five years, i literally have to pinch myself in the morning to feed me the reality that i actually live here. Read More

  • Property-14 Image 1
    Walk to #1 Siesta Beach, Pool. Sleeps 2 + Child.
    Condo $149 / Nightly
    • 1 Bed
    • 1 Baths
    Siesta Key, Florida, United States

    White Sands Village Condominium is the ideal place to enjoy your stay on tropical Siesta Key, Florida. Situated just a short walk from the world-renowned Siesta Key Public Beach, it’s a great place for a two-week vacation or for an extended stay.brPlease note: THE MINIMUM RENTAL PERIOD IS 14 DAYS.brOur condominium is privately owned and decorated, unique and beautifully maintained. Check out the amenities and photos!brOur unit has an assigned carport. brWhy just go to Florida when you can visit the #1 Beach in the USA! White Sands Village is a short 0.3 mile from Siesta Public Beach. No need to worry about Beach Parking while staying here at White Sands Village.brbrSiesta Beach: Rated 2021 #1 beach in Florida by Holidu https://www.bizjournals.com/tampabay/news/2021/06/23/siesta-key-beach-named-no-1-beach-in-the-state.html, 2020 Tripadvisor #1 beach in the USA https://www.sarasotamagazine.com/news-and-profiles/2020/08/siesta-key-beach-named-no-1-in-the-country-again-tripadvisor , Dr Beach 2017 #1 beach in the USA https://www.drbeach.org/2017-siesta-beach-sarasota-floridabrbrSORRY, NO PETS.brbrThe condo is NOT ADA ACCESSIBLE. NO SMOKING.brbrThe first sign that White Sands Village is the right place for you are the grounds, seven acres beautifully landscaped with palm trees, live oaks, flowering shrubs and tropical flowers.brOur pool is heated year-round to a warm 86º, so you can enjoy a swim even during the cooler months. Catch a bit of sun on a lounge chair, or sit in the shade and enjoy a bit of vacation reading.brPublic tennis/pickleball courts are just across the street.brFour lighted gas grills, on the White Sands property, are available for your use.brOne covered parking space is provided for each unit, with additional parking available.brLaundry facilities are available at four locations.brLinens are supplied and kitchens are fully equipped in each of our one- and two-bedroom rental units.brSit by the peaceful lagoon connected to the Intracoastal Waterway.brIn addition to the stunning Siesta Key Public Beach, there are two additional Gulf of Mexico beaches on Siesta Key, as well as great little shops and restaurants. You’ve got easy access to boat rentals, jet ski rentals, parasailing…recreation awaits you!brCrescent Beach, just south of the public beach, is a quieter and more private beach, with only one public access road. Its southern tip is the Point of Rocks, a great snorkeling and diving area with coral reefs that often harbor abundant marine life.brTurtle Beach, south of Crescent Beach, is a great family play area, with a playground, horseshoe pit, boat launch, volleyball court and picnic tables. It’s also a good place for finding shells and perhaps some shark teeth. Here you can launch your boat, fish in Blind Pass Lagoon, or eat in a nearby restaurant.brSiesta Key Village is full of shops and restaurants. You can buy just about everything you need to enjoy your beach vacation, including beachwear, sun products, and toys. There are also little boutique shops where you can indulge your love of unique clothing, jewelry, flowers and scented lotions. Several local restaurants offer patio dining, which you can enjoy from breakfast spots to dinner and evening entertainment. Read More

  • Property-15 Image 1
    Bright & Beachy - Steps to the water!
    Condo $667 / Nightly
    • 2 Bed
    • 1 Baths
    Siesta Key, Florida, United States

    Light, bright, beachy and welcoming! A slice of old Florida just steps away from private beach access. Nestled behind the dunes is this hidden gem and slice of paradise. 2nd Fl unit with all the comforts of home, and recently updated with new paint, furniture, flooring, and ceiling fans. Spend your days at the #1 beach in the US or explore all there is to do in Siesta Key Village, Sarasota, St. Armand’s Circle, Lido key and Longboat Key.brbrBeach chairs are provided for our guests at the beach - Umbrellas, beach towels and soft-sided cooler are in the unit. The community has a pool, shuffleboard and a Laundromat (located on ground floor). High speed internet, cable TV and smart TVs in all of the rooms. Alarm clocks in both bedrooms have 2 USB outlets for charging your devices. There is a charcoal grill located out front of the bldg, as well as common area table/umbrella space for hanging out. Full kitchen including a dishwasher and microwave for those nights you want to stay in, Keurig, as well as drip coffee makers (byo Kcups), and sheets and bath towels will be provided to our guests. brbrThere are 2 bedrooms, the first with a king bed, and the second with a queen and single bed. The family room has a queen-sized pull out couch. brbrThere is parking in front of the unit, but you can get around the Key using the Free Trolley system that runs from from 9:00 a.m til 10:00 p.m every 15 minutes. There are other free methods of transportation too that you can contact for pick-up (tips appreciated). And of course, Uber is always an option. Our unit is about 1.5 miles from the north Village and about 1 mile from the South Village. Very central location. Read More

  • Property-16 Image 1
    Clean Beautiful Condo, Private Beach in Siesta key No check-in date restriction
    Condo $199 / Nightly
    • 1 Bed
    • 1 Baths
    Siesta Key, Florida, United States

    Super clean (before it was a thing....look at the reviews) One bedroom, one bath, full kitchen, (remodeled January 2021) living room with pull out sofa (comfortable memory foam mattress, and no uncomfortable bars down the middle). brbrLocated at Sea Club 2, 5955 Midnight Pass Road. Sleeps 4. Free parking, front and back porches. 2 Smart TVs: in bedroom and living room. Free secure Wi-Fi. Laundry facilities on the premises. Located between the bay and the beach. Fishing pier with cleaning station, boat access and pier. Have a boat? Rent a boat? Our condo allows you to dock your boat right there on the premises during your stay! Located on the bay side of the island, easy access to the ocean on the boat or across the street by foot. Easy 2 minute walk. brbrThis condo has access to a private beach, so you don’t have to worry about the crowds or the beaches closing during the COVID-19. This beach is open and NOT crowded like the public beaches! Digital lock box and no need to contact anyone for access, so you can easily maintain social distance. brbrHeated pool and brand new beautiful outdoor grill facilities by the Tiki hut, next to the pool and amazing Bay views. Just walk across Midnight Pass to private deeded beach access to beaches, ranked #1 in US. Just one mile from Siesta Village. Non-smoking. As little as 3 night minimum stay. This place is recently beautifully remodeled and very comfortable, you will feel like you are home. The nicest unit in this complex. brbrThe unit is equipped with a very comfortable beach cart and beach chairs for easy transport to the beach. We also have a cooler. Beach towels also provided for your convenience. brbrLooking to book an excursion? Part of the advantage of booking with me, is that I am local and I want to you have an unforgettable time in Siesta. I have lived here for 30 years and I can help you book fun excursions, like fishing, kayaks, biking, sunset cruises. Want to rent a golf cart while you are here? I can help you with that too!brbrDon't delay look no further. See our reviews. They are all true. Read More

  • Property-17 Image 1
    1/2 block to Siesta Key Village/Beach, Shared Pool, Private Patio
    Private Vacation Home $200 / Nightly
    • (16) Excellent
    • 2 Bed
    • 2 Baths
    Siesta Key, Florida, United States

    Villa Marina by Siesta Key Luxury Rental Properties brTownhome in Siesta Key, FLbrbrAt A Glancebr• Adorable 2 Bedroom 2 Bathroom Townhousebr• Property Manager Program - Let us Help You Vacation the Right Waybr• Sleeps 6 in beds - 1 King Bed, 2 Twin Beds, and Queen Sleeper Sofabr• Part of our Professional Linen Programbr• Steps to a Siesta Key Beach - Includes Free Beach Chairs, Wagon, Coolerbr• Steps to Siesta Key Villagebr• Community Heated Poolbr• Full Kitchen with Supplies and Washer/Dryer,br• 2 Car Garage and 1 Reserved Parking Spacebr• Free WiFi and HDTVbrbrThis amazing Townhouse, which has just finished an interior remodel, is located in the Village West complex in the heart of Siesta Key Village. This adorable townhome is one of only a handful of townhomes in this complex, and you'll have access it's heated community pool. This Townhouse, with a relaxed coastal vibe, is just steps from the beach, the pool, Siesta Key Village and so much fun! This home is also part of our Property Manager Program, so one of our dedicated Property Managers will assist you during the entire reservation and vacation process. We are here to help you vacation the right way and ensure you have everything you need, including any recommendations or advice to help improve your vacation!brbrThis vacation home features 2 bedrooms and 2 baths, and comfortably sleeps 6. On the ground level you will find a 2 car garage, beach equipment, and a BBQ. The townhome is elevated and does require a few stairs to enter the home. The first level of the home features a large great room with vaulted ceilings that opens up the space perfectly! The great room contains the Kitchen, Dining Room, Living Room and a Balcony. The fully stocked kitchen also has a large island with bar top seating for 3. The dining area has seating for 5 people as well, for a total of 8 persons. The living room is the perfect size with plenty of seating. The couch doubles as a Queen Sleeper Sofa in case you need the extra sleeping capacity. You can enjoy the TV with HDTV Comcast service, as well as WiFi throughout the home. There is also a washer and dryer inside the unit.brbrUp the stairs, you'll find the homes 2 bedrooms and 2 full bathrooms. The master bedroom features a King Bed, plenty of closet space, and an en-suite bathroom with a walk in shower. The 2nd Bedroom features 2 twin beds. Just off this bedroom, is the 2nd Full Bathroom.brbrJust a short one-minute walk to the beach and you'll be enjoying the #1 Beach in the USA and #3 Beach in the World according to Trip Advisor. 2 Beach chairs are provided to guests to use at the beach at no cost. No need to carry your chairs to the beach here, this home also has a beach wagon and a beach cooler.brbrThe condo is literally located one street off of Ocean Boulevard, and it is just steps to Siesta Key Village where you can find top notch restaurants, shopping, and nightlife. There is a free trolley to this area, or we can help you catch a "Free Ride" on one of the "tip only" golf cart shuttles on the island.brbrThis property participates in our Professional Linen Program. This ensures high quality linens and towels are Always included for your stay. These are professionally laundered at a commercial facility for every guest.brbrWant to stay with us longer than 2 weeks? Great! We just ask that you coordinate a day and time with us so we can have an additional clean done during your stay. There is an additional cleaning fee required for this and we would be happy to provide you with a quote. If you want to have your linens and towels replaced during this clean, we can do that too, just let us know. We are passionate about maintaining our homes and keeping them clean so we appreciate your cooperation on this. We will require an additional clean for every 2 weeks that you are in our home.brbrWe provide starter package of laundry detergent and dish washer liquid. Toilet paper, paper towels and hand soap in all the bathrooms are also provided.brbrFor additional information or discounts, please inquire today. You are a couple of clicks away from paradise, and we look forward to seeing you soon and showing you why a Siesta Key Luxury Rental Properties vacation is the best type of vacation! Read More

  • Property-18 Image 1
    Peppertree Bay, Gulf Side Condo on Siesta Key
    Condo $162 / Nightly
    • (1) Very Good
    • 2 Bed
    • 2 Baths
    Siesta Key, Florida, United States

    Summary:brThis beach-to-bay condo offers relaxed comfort, central Siesta Key location and the indoor/outdoor living ideal for a beach getaway. You can enjoy breakfast or evening glass of wine on your private screened-in patio overlooking the beautiful outdoors. Whip up a meal in your own full kitchen or venture a short 1 1/2 miles to Siesta Key Village for dinner, drinks and entertainment. You can't beat the location. Your home-away-from-home is on the Gulf side of Peppertree Bay and a short walk to the long stretch of powdery, white sand of Siesta Beach.brbrThe Space:br2 Bedroom / 1.5 BathbrFull KitchenbrScreened-in PatiobrFull LaundrybrbrGuest Access:brGuests will have full access to this unitbrPeppertree Bay's two swimming poolsbrFitness RoombrViews of the intracoastal waterwaybrFishing pier brPrivate beach access and beach chairs brLush tropical landscaping, private walk paths and BBQ's with quiet seating areasbrbrThe Neighborhood:brFrom sunrise to sunset, Siesta Key's 2.4 square miles packs a punch with its casual charm and unsurpassed beauty. Its world-famous beach will captivate you the moment you step onto its powdery white sand. Siesta Key is made up of four main districts: Siesta Beach, Crescent Beach, Turtle Beach and Siesta Key Village which offers fine dining, a vibrant bar scene, retail shops, galleries and more.brbrGetting Around:brSiesta Key Breeze TrolleybrShort walk to beach and fishing pier.brbrOther Things to Note:brPlease read House RulesbrbrInteraction with Guests:brInteraction with guests is on a case-by-case basis. Read More

  • Property-19 Image 1
    Tropical Siesta Key Vacation Villa!
    Villa $162 / Nightly
    • (1) Very Good
    • 2 Bed
    • 2 Baths
    Siesta Key, Florida, United States

    Summary:brThis tropical 2 bedroom, 2 bath, villa allows you to enjoy all that beautiful Siesta Key has to offer. The white sands of Crescent Beach are just across the street. You may enjoy swimming in the Olympic size pool at Aloha Kai. Spend the evenings relaxing in your private courtyard or enjoy the Intracoastal Waterway wildlife from the pier. Siesta Key Village is only a trolley ride away. brTurnkey furnished. Come and enjoy another day in paradise.brbrThe Space:brTurn Keybr 2 beds /2 bathsbr full kitchenbrwasher/dryer in unitbrliving roombrdining areabrscreened in patiobrbay accessbrbeach accessbrbrGuest Access:brEntire UnitbrBeach to Bay accessbrPrivate access to beachbrIntracoastal waterway accessbrKayak launchbrbrThe Neighborhood:brFrom sunrise to sunset, Siesta Key's 2.4 square miles packs a punch with its casual charm and unsurpassed beauty. Its world-famous beach will captivate you the moment you step onto its powdery white sand. Siesta Key is made up of four main districts: Siesta Beach, Crescent Beach, Turtle Beach and Siesta Key Village which offers fine dining, a vibrant bar scene, retail shops, galleries and more.brbrGetting Around:brSiesta Key Breeze trolley stop is at the end of the streetbrSiesta Key Frog HopbrUberbrbrOther Things to Note:brTurn Key, 2 beds /2 baths, full kitchen, with a screened in patio outside!brbrInteraction with Guests:brVery little Read More

  • Property-20 Image 1
    Premier Condo with Private Beach & Indoor/Outdoor Pool atTortuga Club in Siesta Key 203A
    Condo $166 / Nightly
    • 2 Bed
    • 2 Baths
    Siesta Key, Florida, United States

    Stay On The Beach at Exclusive Tortuga Club in Siesta Key. Private Beach, Indoor/Outdoor Pool & More.brbrTortuga is truly a special Siesta Key property and only a few units are available for rent. Expect a casual, friendly atmosphere, and impeccable facilities and grounds. Tortuga is located on the quieter, Southern end of the island.brbrEnjoy spectacular views of the Gulf and the Beach from almost every room of this beautifully decorated premier condo! Large, updated unit with 2 bedrooms, 2 bathrooms. Features a roomy screened & glassed lanai with gorgeous Gulf views & a well-stocked kitchen with upper-end appliances. Plenty of space to relax in the comfortable living room and on the lanai. Features 2 dining areas; a dining area near the kitchen as well as a dining area on the lanai with Gulf views. Bedrooms are on opposite sides of the unit for added privacy, and both bedrooms have ensuite bathroooms and TV's. Free WiFi & cable are provided. Laundry facilities are next door, as well as a laundry room on the first floor. Beach chairs, beach towels & water toys are provided for your use.brbrThe private beach area for Tortuga is just a short stroll from the condo. On-site amenities include the only heated indoor/outdoor heated pool on Siesta Key, secure parking garage, secure building, newly remodeled clubhouse, library & movie room. Across the street at Turtle Bay, there are boat docks along with full access to Turtle Bay’s tennis facilities.brbrMany social activities are planned and everyone is welcome to attend. These range from pool aerobics to dominoes to monthly movie and other social events. If just watching the sun set is what you love, then Tortuga is the place to be with regular gatherings on the beach for cocktails.brbrHop on the free Siesta Key Breeze Trolley in front of the complex and explore the island. Take a ride to Siesta Key Village, Crescent Beach, Siesta Key Public Beach Pavilion, and everywhere in between.brbrRental Terms: NOVEMBER & DECEMBER, 2022 - 1 month minimum (can be mid-month to mid month)....JANUARY, FEBRUARY, MARCH, APRIL 2023 - 2 month minimum, must be first day of the month to last day of the month....MAY - DECEMBER, 2023 - 2 month minimum. Read More

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Information about vacation rentals in Siesta Key

houseNumber of available properties in a Siesta Key

1322 properties

pricePrices starting from

$4.00

petsNumber of properties with pets allowed

243 properties

spaNumber of properties with pool/spa

1129 properties

kidsNumber of Children welcome properties

1259 properties

beachNumber of properties near beach/ocean

1096 properties

Siesta Key Tourist guide :

What are the most popular tourist destination in a SIESTA KEY ?

Siesta Key, located on the southwestern coast of Florida, is a popular tourist destination known for its gorgeous white sand beaches, crystal clear waters and vibrant nightlife. Visitors to this stunning coastal paradise will find an array of activities to enjoy, from water sports and beachside sunbathing to exploring the local shops, restaurants and historical landmarks.

One of the most popular attractions in Siesta Key is its famous Crescent Beach. This stunning stretch of sand is lined with beach bars, restaurants and cafes, and is perfect for swimming, sunbathing, and picnicking. For those looking for a more secluded beach experience, nearby Turtle Beach offers a quieter atmosphere, miles of hiking trails, and fishing opportunities.

Another must-visit spot in Siesta Key is the Siesta Key Village, a charming strip of shops, art galleries, and restaurants that offers something for everyone. Visitors can browse local beachwear and souvenir shops, enjoy fresh seafood and other local delicacies, and take in the beautiful coastal scenery.

For those seeking a bit of history and culture, the Siesta Key Historical Society offers guided tours of the island's many historic landmarks, including the Siesta Key Chapel and the historic Siesta Key Beach Pavilion. The area is also home to several art galleries and small museums, showcasing the works of local artists and the area's rich cultural heritage.

Those looking for adventure will also find plenty to do in Siesta Key, from kayaking and paddleboarding to fishing and boat tours. Visitors can also explore the area's many nature preserves, including the beautiful Myakka River State Park, which offers miles of hiking trails, birdwatching opportunities, and stunning views of the area's unique wildlife and ecosystems.

Overall, Siesta Key is a must-visit destination for anyone looking for sun, sand, and fun in the beautiful state of Florida. With its stunning beaches, rich cultural heritage, and endless opportunities for adventure and exploration, it's no wonder why so many visitors return to this coastal paradise year after year.

What is the average price per night in SIESTA KEY ?

Siesta Key, Florida is a dream destination for many travelers. With its white sandy beaches, crystal clear waters, and plethora of outdoor activities, there's no wonder why. If you're planning a trip to Siesta Key and are wondering about the average price per night for a vacation rental, here's what you need to know.

The average price per night for a vacation rental in Siesta Key varies depending on a number of factors. The time of year you visit, the location of the rental, and the size and type of rental you choose all play a role in determining the cost. However, on average, you can expect to pay around $250-$300 per night for a vacation rental in Siesta Key. Keep in mind that this is just an estimate, and prices can go up or down depending on the factors mentioned earlier.

Ultimately, Siesta Key is a wonderful place to vacation, and there are plenty of affordable vacation rental options available. When planning your trip, do your research and book in advance to ensure that you find the perfect rental that fits within your budget.

When is the best time to holiday in SIESTA KEY ?

Siesta Key is a picturesque barrier island located on the Gulf of Mexico in Florida. It's renowned for its crystal-clear waters, powdery white sand, and breathtaking sunsets. The climate in Siesta Key is classified as humid subtropical, meaning hot summers and mild winters. The best time to visit Siesta Key is from late October to mid-May when the temperatures are moderate and the crowds are thin.

Winter in Siesta Key is a perfect time to escape the cold weather up North as temperatures range between 60-70°F. The sea is still warm enough for swimming, making it an ideal winter escape. During spring and autumn, Siesta Key has mild temperatures with minimal rainfall, making it the perfect time for outdoor activities like kayaking, fishing, and hiking.

Summer in Siesta Key is hot and humid, with average temperatures ranging from 80-90°F, but the island ambiance, beach activities, and refreshing sea breeze make it a favorite time for tourists. Ensure to bring light clothing, sunscreen, and drinking water when coming between June and September.

In conclusion, Siesta Key is a year-round destination, but the best times to visit are from October to May. The mild temperatures, fewer crowds, and affordable prices make it the perfect place to relax and unwind.

What are the most popular things to do in SIESTA KEY ?

Siesta Key in Florida is known for its crystal-clear turquoise waters, white sand beaches, and easy-going vibes. It is an ideal destination for those looking to relax and unwind. Apart from soaking up the sun and sea, there are various other things to do in Siesta Key. Here are the top activities that will make your vacation both fun and enjoyable.

Beaches- The top thing to do in Siesta Key is to visit its pristine beaches, and they are even a winner of many awards. Siesta Public Beach is one of the most popular beaches. With its wide coastline, clear water, and beautiful sunsets, it's an ideal place for swimming, sunbathing, or a game of frisbee.

Water Sports- Siesta Key is famous for its water sports. There are several water sports activities available such as kayaking, paddle-boarding, parasailing, and jet skiing. These activities are suitable for both beginners and experienced adventurers.

Fishing- Fishing is also a fantastic experience in Siesta Key. It's a great place to do some fishing with friends and family. Whether fishing from the beach or going on a charter trip, Siesta Key offers amazing opportunities for deep-sea fishing.

Walking Tours- Walking tours are a great way to see Siesta Key and gain knowledge about its history and culture. Walking tours take you through the village and offer you a glimpse into the lifestyle of the locals. Island Walks, run by local residents, is one of the best walking tours in the area.

Restaurants- Siesta Key's dining scene is famous for its seafood dishes and local delicacies. You will find a wide variety of restaurants, bars, and cafes offering everything from casual to fine dining experiences.

In conclusion, Siesta Key offers something for everyone, from exciting water activities to relaxing beach lounging and amazing culinary experiences. Come to Siesta Key and have a memorable vacation.

Most popular vacation rentals in Siesta Key

  • thumb
    $ 355.00 avg/night
    4
    • 2 Beds
    • 2 Baths
    • 4 Guest(s)
    Siesta Key Beach - Luxury 2 BR 2BA 5th Flr. Condo - Crescent Royale Condominiums Siesta Key, Florida, United States

    Stunning views of the Gulf of Mexico's Siesta Key Beach. Dr. Beach's #1 rated beach in the U.S."... Read More

  • thumb
    $ 293.00 avg/night
    3
    • 2 Beds
    • 2 Baths
    • 6 Guest(s)
    SHORT WALK TO VILLAGE, BEACH - HEATED POOL - LUSH LANDSCAPING Siesta Key, Florida, United States

    Located on the Voted number "#1 beach in America" famous Siesta Key in Sarasota, Florida, the... Read More

  • thumb
    $ 159.00 avg/night
    4
    • 1 Beds
    • 1 Baths
    • 4 Guest(s)
    Beachaven #6. Newly renovated. Coastal elegance. Best reviews. #1 condo #1 Beach Siesta Key, Florida, United States

    Here's your family's perfect opportunity to enjoy Siesta Key, the country's best beach, within... Read More

  • thumb
    $ 150.00 avg/night
    3
    • 2 Beds
    • 2 Baths
    • 4 Guest(s)
    Serenity on Siesta Key with access to beautiful gulf waters and close to Village Siesta Key, Florida, United States

    Welcome to our little piece of paradise in the botanical setting of Sandy Cove. There are two... Read More

  • thumb
    $ 200.00 avg/night
    12
    • 3 Beds
    • 2 Baths
    • 6 Guest(s)
    Spectacular Waterfront - Panoramic Views of Intercostal 3Bed- 2 Bath Siesta Key, Florida, United States

    This spacious first floor waterfront condo has over 1879 sq. of indoor/outdoor living space.... Read More

  • thumb
    $ 280.00 avg/night
    6
    • 2 Beds
    • 2 Baths
    • 6 Guest(s)
    ?? Updated 2/2 Condo ~ Wifi Pool Private beach access! Siesta Key, Florida, United States

    Welcome to Palm View at Siesta Dunes! Kick off your shoes, grab a drink and enjoy the palm view... Read More

  • thumb
    $ 334.50 avg/night
    1
    • 1 Beds
    • 1 Baths
    • 4 Guest(s)
    Sea Dream | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach! Siesta Key, Florida, United States

    Welcome to Sea Dream! This private 1 bedroom 1 bathroom unit is perfect for small families, with... Read More

  • thumb
    $ 125.00 avg/night
    1
    • 1 Beds
    • 1 Baths
    • 2 Guest(s)
    1.3 miles to the number one beach in the USA Siesta Key, Florida, United States

    Quiet residential neighborhood. Excellent location for this spacious one bedroom home located on... Read More

  • thumb
    $ 350.00 avg/night
    1
    • 3 Beds
    • 5 Baths
    • 7 Guest(s)
    Beachfront Home with Gulf Views Siesta Key, Florida, United States

    Our beach house located on the gulf side of Beach Road is directly on Crescent Beach with gulf... Read More

  • thumb
    $ 334.50 avg/night
    1
    • 1 Beds
    • 1 Baths
    • 4 Guest(s)
    Sea Escape | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach! Siesta Key, Florida, United States

    Welcome to Sea Escape! This private 1 bedroom 1 bathroom unit is perfect for small families, with... Read More

 

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