Vacation Condo Rentals By Owner In Siesta Key, FL

This two bedroom/two bath condo is clean, recently updated and waiting for your arrival! Centrally located on Midnight Pass in the gated community of the Sarasota Surf and Racquet Club, this unit has everything at your fingertips for the perfect vacation. Resort accommodations include two heated pools (one bordering the white Siesta Key sand), fitness center, private beach, business center, 24-hr security and office staff onsite to help with check-in and answer any questions you may have during your stay. You can walk the beach while watching the sunrise, or head one mile into the famously known Siesta Key Village. Available in this unit is a pack-n-play if you're traveling with a little one, a cooler on wheels to take your snacks and beverages to the beach, as well as a collapsible wagon to help carry your beach towels, toys, etc. The Resort provides lounge chairs at the pool and at the beach. Umbrellas are available to rent for a small fee.brbrThis ground floor unit is easily accessible through the front sliding glass doors or the main door with a grill and picnic table just outside for your grilling pleasure. For your convenience laundry facilities are available in the C Building as well.brbrDepending on when you visit, you may be able to take advantage of tennis lessons, free Yoga classes on the beach or nightly live music on the deck. Get this little piece of paradise booked for your next vacation!

Just Another Day in Paradise

Siesta Key, Florida, United States

3

Bed

Bath

Sleeps

$321.58

Welcome to Siesta Key!! Use the elevator to access the third floor, where you'll find your 2 bedroom condo offering bay views! This is an end unit, boasts a light and bright interior, and just steps from the Bayfront pool! There is a sleeper sofa in the living room to accommodate 2 as well. This condo has been beautifully updated and is one of the larger Palm Bay condos boasting 1270 square feet! Spacious open kitchen with driftwood cabinets, stunning quartz countertops and stainless steel appliances. Clean and modern wood-look plank ceramic tile flooring was installed throughout. Sit on your balcony with your wine and enjoy bay views and the serenely landscaped courtyard below. This is an amazing turnkey unit! Palm Bay Club is a recognized name for the best place on Siesta Key to stay, 3-day weekends or extended stays are welcome. This Gulf to Bay unit offers #1 beach in the US, 2 pools, tennis/pickleball, fitness center, boat docks and fishing pier. Catch the trolley to Siesta Key Village or Turtle Beach, it's free!brAmenities include:brbr2 heated poolsbrbrhot tubbrbrlighted tennis courtsbrbrfitness centerbrbrBBQ grillsbrbrfishing pierbrbrprivate beachbrbr24 hour securitybrbrlaundry facilities on each floorbrbrboat docks available for rental through the Palm Bay Clubbrbrfree shuttles to Siesta Village take the hassle out of driving and parkingbrbrNo smoking permitted in the unitbrbrNo pets permitted. Service animals require prior approval from the Palm Bay Club.brbrPets are not permittedbrbrCondos are only allowed one parking space. Parking passes must be picked up at the front office upon arrival. The Palm Bay Club does not issue visitor parking passes during Spring Break and Holiday weeks.

Siesta Key Bay Front Beauty

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$785.99

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savingsbrbrUnmatched Beachfront Views Await You! brbr brbrConsistently praised by our guests, the breathtaking, panoramic views from this 7th-floor Palm Bay Club condo are simply unforgettable. Whether you’re relaxing in the living room, waking up in the master suite, or lounging in the second bedroom, the stunning Gulf of Mexico and Siesta Key Beach will be your backdrop. Located in one of Siesta Key’s premier resorts, this condo combines unbeatable views, modern amenities, and private beach access for a vacation experience like no other. brbr brbrLOCATION HIGHLIGHTS: brbr- Centrally located on Siesta Key, close to Siesta Key Village with restaurants, boutiques, and gelato shops brbr- Private beach access right outside the bulding brbr- Access to the Siesta Key free trolley along Midnight Pass Road and into the Village brbr- Nearby activities: Drum Circle at Sunset, water sports, biking, fishing, and beach walks brbr- Two heated communal pools, one overlooking the bay, hot tub brbr- Tennis/pickleball courts, communal grills, fitness room, communal laundry brbr- Fishing pier, boat slip rental available brbr brbrPROPERTY FEATURES: brbr- 2 bedrooms. 2 bathrooms 7th floor condo (1300 sq ft) brbr- Elevator accessible building brbr- Dedicated WIFI and cable brbr- Free parking available on premise brbr- Work desk brbr brbrLIVING ROOM: brbr- Spacious area with large sectional sofa and Smart TV brbr- Wraparound windows provide unobstructed Gulf and beach views brbr- Perfect for relaxing with family or enjoying evening sunsets brbr brbrKITCHEN AND DINING: brbr- Fully equipped with stainless steel appliances and stocked with cookware and dishes brbr- Quartz countertops with ample prep space brbr- Dining table seats 6; bar seating for 2 brbr brbrBEDROOMS AND BATHROOMS: brbr- Master bedroom: king bed with water views, leather recliner, TV with cable, updated ensuite bathroom w/ tub/shower combo brbr- Guest bedroom: two queen beds, water views, connected bathroom with walk-in shower brbr brbrEXTRA PERKS: brbr- Complimentary beach items provided: a couple of beach chairs, a beach umbrella, and beach towels brbr brbrLOCAL FAVORITES: brbr- Siesta Key Village: restaurants from casual to fine dining, gelato shops, boutique shopping brbr- Beach & water activities: kayaking, paddle boarding, jet skis, and fishing brbr- Relax on the private beach, or rent cabanas and loungers with umbrellas brbr- Sunrise over the Bay and sunsets at the Gulf for unforgettable views brbr brbrIMPORTANT INFO: brbr- Complex rules: some units may restrict boats, motorcycles, trailers, jet skis, kayaks, golf carts, or oversized vehicles; check in advance brbr- One parking space per condo brbr- No pets. No smoking brbr brbrBOOK TODAY AND DISCOVER WHY SIESTA KEY IS ONE OF THE WORLD'S MOST BELOVED BEACH DESTINATIONS!brbrWe 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 (other members of the group can partake but will need to pay). 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.brbrbrbrimg src=https://admin.itrip.net/upload/360/marketingimageitripsarasota.1718820503.jpg alt=marketing /brbrbrbrFeel free to book for a month or longer but Xplorie is not available for booking 25 days or longer.brbrThe complex will begin a window replacement project on October 3, with completion dates still to be determined. We will do our best to block off the calendar during the scheduled installation for this unit. Please be aware there may be construction noise, dust, and scaffolding present during the work.brbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.

7th-Floor Oceanfront Palm Beach Club Condo | Stunning Views | Heated Pool | Prime Location!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$253.14

Welcome to Unit 104 at Crescent Royale | Your Siesta Key Beach GetawaybrbrJust 100 steps from the pristine sands of Siesta Key Beach, Unit 104 at Crescent Royale offers the perfect blend of comfort and convenience. Get ready to unwind and be mesmerized by the breathtaking sunset views from your private screened lanai.brbrThis cozy 1-bedroom, 1-bathroom condo features 820 sq. ft. of living space, including a beautiful granite kitchen, updated furnishings, and a comfortable King-sized bed. For extra guests, a sofa sleeper ensures everyone has a place to relax.brbrAmenities Include:brFully equipped kitchenbrbrPrivate poolbrbrOutdoor grill areabrbrShuffleboard courtsbrbrOn-site management for all your needsbrbrThis condo also includes beach equipment for your convenience: beach chairs, a beach umbrella, beach towels, beach wagon, and cooler.brbrWhether you're lounging by the pool or soaking in the ocean breeze, Crescent Royale Condominiums offers everything you need for the perfect beach vacation.brbrBook Your Stay Today!brDon't miss the chance to experience luxury, relaxation, and the beauty of Siesta Key. Reserve now and make lasting memories in paradise!

Cozy Coastal Getaway 1 Bed 1 Bath Siesta Key Condo Steps to Beach

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$339.79

Welcome to the magnificent Condo 306 at Crescent Royale! This exquisite residence boasts a spacious 2-bedroom, 2-bathroom floor plan that spans over 1225 sq. ft. of living space, providing ample room for relaxation and entertainment.brbrThe Master bedroom features a king-sized bed that exudes a regal air, while the second bedroom is equipped with two full beds, ensuring ample sleeping space. The fully equipped kitchen caters to culinary enthusiasts, and each room boasts a smart TV for your viewing pleasure.brbrThis condo combines beachside elegance with modern decor, making it an ideal vacation spot for those seeking comfort and luxury. But wait, there's more! If you're looking to take a break from the sandy shores, take a free trolley ride or a breezy stroll to the Village, where you'll find a plethora of dining, shopping, and nightlife options, all steeped in old Florida charm.brbrShould you prefer to unwind without leaving the condo, you'll be delighted to find on-site amenities like a heated pool, fitness center, and BBQ areas.brbrWhether you're planning a romantic getaway or a peaceful retreat, Condo 306 at Crescent Royale is your perfect vacation destination. With our friendly on-site team available 24/7, you can book with confidence, knowing that you're in good hands and that the ultimate Siesta Key Beach vacation experience awaits you!

Breathtaking Views 2 Bed 2 Bath Siesta Key Steps to Beach

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$342.23

Happy Clam has just undergone a significant makeover and upgrade. It is better than ever! brbrAbsolutely, amazing condo in a perfect location! Welcome to Happy Clam! Attention to detail throughout, clean, and relaxing. Perfect in every way! This newly remodeled gem is 1 block from the pure white sands of Siesta Key Beach and 1/2 block from Siesta Key Village. Where the gulf waters meet the sand and the sand meets the Village. brbrSwim in a beautiful heated pool at the complex designated for guests only. It is rarely crowded and conveniently located directly behind the condo. brbrHappy Clam is small but spacious with a fully stocked kitchen, if you choose to cook. If cooking is too much work then you are a very short walk to 26 restaurants in the Village where music and fun accompany some of the best fresh seafood, ethnic delights, and amazing ice cream. brbrAnd the Beach, it is a very short walk down the street from Happy Clam. Siesta Key Beach has just been rated again by TripAdvisor as the #1 beach in the USA and the #4 beach in the world. The Ultra-white 99% quartz sand is the best in the world. Never hot on your feet and silk-like in feel. Beach chairs, cart and umbrellas provided.brbrMore fantastic restaurants a short drive away in Sarasota, just off the Key.brbrWorld-class shopping at St Armand's Circle, a quick 2O minutes away! It is an experience you will not want to miss. There is nothing like it! brbrVisit The Ringling of Ringling Circus fame. Sarasota has long been the winter home of the famous circus company. The Ringling facility includes eclectic collection of Baroque art, the Museum of the Circus, a thirty-room mansion, the historic Asolo theater from Venice, and some 60 acres of unparalleled gardens.brbrIf you decide that you would like to visit Walt Disney World, Happy Clam is just 2 hours away. You definitely can do it in a day trip! brbrJust one more thing: At the end of our neighborhood is a breathtaking beach and a lot of water...enjoy!

Perfect Local In Village,1 1/2 Block From #1 Beach In USA, Pool, Wifi, Sun & Fun

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$145.48

Welcome to our stunning two bedroom, two bath condo nestled in the serene community of White Sands Village. With a minimum stay of 14 nights year-round, this delightful vacation rental offers the perfect home away from home for extended escapes.brbrAs you step inside, you'll feel an instant sense of tranquility and relaxation. The tastefully furnished living area provides a cozy atmosphere to unwind after a day filled with sun, sand, and adventure. Sink into the plush sofas while enjoying your favorite movie on the flat-screen TV or simply take in the breathtaking views of the surrounding landscape through the large windows.brbrThe fully equipped kitchen is a chef's dream, featuring modern appliances and ample counter space to prepare delicious meals. Whether you're cooking for your loved ones or hosting a dinner party, you'll find everything you need to create memorable culinary experiences. Enjoy your meals at the dining table, where you can savor each bite while relishing the company of friends and family.brbrRetreat to the two comfortable bedrooms, both adorned with luxurious linens and offering a peaceful ambiance for a good night's sleep. The master bedroom boasts a king-sized bed, ensuring utmost comfort, while the second bedroom features a queen-sized bed. Wake up feeling refreshed and invigorated, ready to embrace all the adventures that await you.brbrBoth bathrooms are full bathrooms and provide walk-in showers, adding an extra touch of convenience and luxury to your stay. Start your day with an invigorating shower or wind down before bed with a tranquil moment of relaxation.brbrStep outside onto the private balcony and let the fresh ocean breeze envelop you. Sip your morning coffee as you gaze out at the lush greenery and vibrant community. White Sands Village offers an array of amenities, including a sparkling swimming pool, a well-equipped fitness center, and beautifully landscaped gardens.brLocated just moments away from pristine beaches and an abundance of outdoor activities, our condo at White Sands Village is the ultimate retreat for those seeking an unforgettable vacation. Whether you're exploring the nearby hiking trails, indulging in water sports, or simply basking in the sun, each day will be filled with adventure and serenity.brbrBook now to experience the perfect combination of comfort, style, and convenience at our two bedroom, two bath condo in White Sands Village. Your dream vacation awaits!

Updated Two Bedroom Two Bath at White Sands Village

Siesta Key, Florida, United States

Bed

Bath

5

Sleeps

$315.16

Enjoy stunning panoramic views of the Gulf of Mexico and Siesta Key Beach from this 5th floor spacious condo. Unit 5B, is a 2 bedroom/2 ensuite bath, modern unit with an open kitchen and breakfast bar. This unit is perfect for two couples with a new king-size Serta I-Comfort mattress in the primary bedroom and a newer queen mattress in the second bedroom. Enjoy gorgeous sunsets from lanai and primary bedroom that can only be found in the higher units at Crescent Royale. brbrThe condo is equipped with high-speed internet, 2 DVD players, a 65 HD smart TV in the main living area and includes a DVR. Bedrooms are also equipped with flat screen TVs. The kitchen has a Keurig Single Serve K-Cup and/or 12 cup Carafe Coffee maker.brbrFor a day at the beach, beach chairs, umbrellas and beach wagon are provided to guests and accessible in 5B storage unit on same floor. In addition to enjoying the beach or pool, Siesta Key Village, with its many shops and restaurants, which is just a short walk away or utilize the free trolley which stops directly in front of condo. brbrThe public beach just steps away features lifeguards, tennis/pickleball courts, children's playground, gift shops and concessions serving breakfast, lunch and dinner. The famous drum circle happens every Sunday prior to sunset, visible from the Lania. There is also instructor-led Yoga every Monday through Saturday at the public beach along with nightly sunsets that are second to none!

Siesta Key Beach Gulf Views 2 Bed 2 Bath Walk to the Beach

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$223.59

VILLAGE WEST - Deluxe Ground Floor Vacation Condo in Siesta Key Village with Heated PoolbrbrLocated right in the Heart of Siesta Village, Sarasota FL - Short Walk to Crescent BeachbrbrVILLAGE WEST: This Siesta Key one bedroom ground floor condo vacation rental is located right in the heart of Siesta Village - just steps to all the shops and restaurants and only a three minute walk to world famous Siesta Key Crescent Beach! Siesta Village has dozens of shops, fine or casual dining, pubs and clubs, shopping, and more, placing this property in one of the most sought after locations on Siesta Key. This Siesta Key condo is well equipped with amenities rarely found in a Siesta Key vacation rental – everything you need to make your stay memorable.brbrThe one bedroom unit is a ground floor condo, approximately 675 square feet with a fully equipped kitchen featuring a glass top range and oven, refrigerator, and microwave. The living room has a large flat panel LCD HD TV. The bedroom has a king-size bed with ensuite bathroom. The bedroom also has a flat panel LCD HDTV. A queen-size sleeper sofa accommodates an additional two guests. The dining room table seats four. The dining room table seats four. Whether you're looking for a romantic getaway, family vacation, or getting away by yourself, this is the perfect hideaway for your vacation! brbrNote: Rates based on occupancy of 2 - additional occupants $105/week up to max occupancy.

One Bedroom - Ground Floor Condo - Heated Pool - Siesta Key Village

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$646.93

Immerse yourself in Bayfront Bliss: Luxe 4-Bed, 3-Bath Retreat just minutes away from the famous #1 beach in America...Siesta Key. This is our newest listing, for our other smaller units and reviews of our other listings, please see Property IDs 2787297, 3223916, and 2946417. Nestled on the picturesque bay, this newly renovated condo offers an idyllic retreat for those seeking relaxation and rejuvenation. With its unbeatable location directly overlooking the tranquil waters, this vacation rental promises breathtaking views and unforgettable experiences for guests of all ages. Whether you're planning a getaway with friends or a memorable family vacation, this waterfront haven has everything you need to create cherished memories that will last a lifetime. As you step inside, you’ll be greeted by a bright and airy living space adorned with contemporary furnishings and stylish decor. The open-concept layout seamlessly connects the living, dining, and kitchen areas, providing ample space for socializing and entertaining. Large windows frame panoramic views of the bay, inviting you to unwind and soak in the natural beauty that surrounds you.brbrThe newly renovated kitchen is a chef’s dream, boasting modern appliances, sleek countertops, and plenty of cabinet space for all your culinary essentials. Whether you’re preparing a gourmet feast or simply brewing a cup of coffee to enjoy overlooking the views, you’ll find everything you need right at your fingertips.brbrWith three bedrooms and two bathrooms, this condo comfortably accommodates up to eight guests, making it ideal for families or groups of friends traveling together. Each bedroom is thoughtfully appointed with plush bedding, cozy linens, and ample storage space, ensuring a restful night’s sleep after a day of adventure.brbrThe master suite is a true oasis of comfort, featuring a luxurious king-sized bed and an en-suite bathroom complete. Wake up to the gentle sound of waves lapping against the shore and sit down to savor your morning coffee as you watch the sunrise over the bay.brbrOutside, utilize the gazebo or pool area to unwind and soak up the sunshine while savoring panoramic views of the bay. Whether you’re enjoying alfresco meals with loved ones or simply lounging with a good book, this outdoor oasis provides the perfect backdrop for relaxation and leisure.brbrOne of the highlights of this vacation rental is its unbeatable location just a five-minute walk from America’s #1 beach. Spend your days basking in the sun on the pristine shores of the Gulf Coast, swimming in the crystal-clear waters, or embarking on exciting water sports adventures such as kayaking, paddleboarding, or jet skiing.brbrBack at the condo, guests will find everything they could ever need or want for a comfortable and enjoyable stay. From beach chairs and umbrellas to beach wagons and beach toys, all the essentials for a fun-filled day by the shore are provided. Additionally, complimentary Wi-Fi, cable TV, and a selection of board games ensure that entertainment options abound for guests of all ages.brbrWhether you’re seeking relaxation, adventure, or a bit of both, this bayfront retreat offers the perfect blend of luxury, convenience, and natural beauty. Book your stay today and discover why this vacation rental is the ultimate destination for your next getaway.

STUNNING Bay View SK Retreat: Newly renovated 4-Bed, 3-Bath Vacation Rental

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$188.94

This is the perfect location on Siesta Key where by day you can walk to, and enjoy, the sun and beach, as well as children’s playground, volleyball, tennis and pickle ball courts. Walk or drive one mile to shopping and dining in nearby Siesta Village. Then, retreat and relax with great evening views from your private lanai overlooking tropical greens, or walk to the beach to see an amazing sunset! After dark, the culture, dining and nightlife of Sarasota are just getting started. Don’t miss it!brbrThe condo is newly renovated and decorated, every detail, right down to the Tommy Bahama queen bed, Ethan Allen king bed, TV’s and fully stocked kitchen. Enjoy the heated pool, four outdoor grilling stations, clubhouse and lush manicured tropical landscaping. Your second floor, two bedroom, two bath condo sleeps six, and is equipped with everything you may need throughout your stay, including beach and pool gear. Laundry facility on site. Simply pack your bags and head to the beach. brbrYour assigned, covered parking space is next to your condo, with easy guest parking nearby. brbrMinimum 14 day stay required. Sorry, no pets/smoking.brThe unit is not ADA accessible.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.

White Sands is steps away from the cool quartz sand of #1 Siesta Key beach.

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$262.18

Siesta Key Beachside rental on one of the widest and most beautiful stretches of beach in the world. See why Siesta Key’s beach has been rated #1 in the USA! There is a one month minimum for this property. You can be one of the first to stay here after a newly renovated kitchen, paint, floors, tongue and groove ceiling throughout and all new light fixtures and fans. All new furniture throughout the unit. This one bedroom one bathroom villa is only a couple hundred yards to the white sands of siesta beach. No having to cross a busy street, the private beach is yours to use as you please. Use the provided beach chairs for a relaxing day in the sun. This condo has a beachside pool that is unique in Siesta Key and sets this property apart from all the others on the key. One car parking in the carport right next to your kitchen. No having to haul groceries up stairs or on elevators. Very convenient! No pets, no smoking. This is truly a unique property on Siesta Kay. We also own a larger unit right next door! Property ID 934793. Rent both for larger gatherings!brbrPAYMENT SCHEDULEbrbrRefundable security deposit of $500.00 due within 14 days from the date you receive the contract plus $300 for each rental month.brbrBalance of total rent is due 90 days prior to arrival.brbrRates are discounted 5% for the third or more consecutive monthsbrbrStay must be continued occupancy in the same villa.brbrCANCELLATIONbrbrIf cancellation is 90 days or more prior to the rental start date, all monies will be refunded less $50.00 clerical fee.brbrIf cancellation is less than 90 days of rental start date, no refund of monies collected shall be made.brbrNo refunds for early departures.brbrSecurity deposit ($500.00) will be refunded in full for all cancellations. Any changes to the initial contract will be a charge of $50 per changebrbrOccupancy Rates quoted are for:brbrfour (4) people for a two (2) bedroom villabrbrMaximum Occupancybrbr2 bedroom villa - 6 peoplebrbrMust be 21 years of age to rent a villabrbrRecycling Guidelines and Rules & Regulations will be available in each villa. Cleaning fee included in rent.brbrNO PETSbrbrNO SMOKING IN VILLAbrbrTop 10 Beaches in the World 2017 Traveller's Choice Awards! Siesta Key #1 and only beach in the United States recognized!brbr1. Baia do Sancho, Fernando de Noronha, Brazilbrbr2. Grace Bay, Providenciales, Turks and Caicosbrbr3. Eagle Beach, Palm - Eagle Beach, Aruba, Caribbeanbrbr4. Playa Paraiso, Cayo Largo, Cubabrbr5. Siesta Beach, Siesta Key, Florida, United Statesbrbr6. La Concha Beach, San Sebastian - Donostia, Spainbrbr7. Playa Norte, Isla Mujeres, Mexicobrbr8. Radhanagar Beach, Havelock Island, Indiabrbr9. Elafonissi Beach, Elafonissi, Greecebrbr10. Galapagos Beach at Tortuga Bay, Puerto Ayora, Galápagos Islands

The “Petite Suite” on the #1 Beach in America

Siesta Key, Florida, United States

1

Bed

1

Bath

4

Sleeps

$148.65

Sandy Cove is a newly remodeled coastal condo offering stylish comfort, warm natural light, and an easy, welcoming layout that feels relaxing the moment you walk in. The updated interior features fresh finishes, comfortable seating, thoughtful touches, and everything you need for a simple, enjoyable stay. Step outside to a sparkling community pool, beautifully maintained grounds, and convenient beach access that lets you enjoy the shoreline without the crowds. The condo is just a short walk from Siesta Key Village, where you can explore local shops, casual and upscale dining, live music, coffee spots, and the lively island atmosphere. Spend your days at the beach, unwind by the pool, or stroll through the village before returning to a bright, modern retreat designed for a carefree Florida getaway. Whether you’re visiting for rest, adventure, or a little of both, Sandy Cove offers a comfortable home base close to everything Siesta Key is known for.

Luxury Beachfront Apartment

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$270.07

Gulf and Bay Club Unit C209 by Tropical Sands AccommodationsbrbrWelcome to Gulf and Bay Club Unit C209, a spacious two-bedroom condo in the heart of Siesta Key, located within the beloved Gulf and Bay Club community. This updated coastal retreat offers a bright interior, comfortable furnishings, and convenient access to top resort-style amenities. With a 5-minute walk to Siesta Beach, one of the most beautiful beaches in the United States, this 28-night extended-stay condo is ideal for guests seeking relaxation, comfort, and an unbeatable location near Siesta Key Village and Sarasota’s shopping, dining, and cultural attractions.brbrHighlightsbr• 5-minute walk to Siesta Beachbr• 2 Bedrooms / 1–4 Bathroomsbr• 1 King, 1 Queen, 1 Fullbr• Located in Gulf and Bay Clubbr• Resort-style shared amenitiesbr• Shared pools, hot tub, and spabr• Shared fitness centerbr• Shared tennis and pickleball courtsbr• Washer and dryer in unitbr• One parking spacebrbrGuests of Gulf and Bay Club Unit C209 enjoy access to an impressive selection of resort-style shared amenities that elevate the extended-stay experience. Lounge by one of the sparkling community pools, unwind in the shared hot tub and spa, or keep active in the fully equipped fitness center. Spend sunny afternoons playing tennis, pickleball, shuffleboard, or cornhole, and enjoy access to the expansive clubhouse and recreation facilities throughout the complex. All amenities are located within the Gulf and Bay Club community and available for guest use.brbrThis condo features a welcoming open layout designed for comfort during long stays. The living room includes plush seating and a large TV for relaxing evenings at home. The fully equipped kitchen offers everything needed for easy meal preparation, including a refrigerator, stove, oven, microwave, toaster, dishwasher, and regular drip coffeemaker. Enjoy sit-down meals at the dining area or casual breakfasts before heading to the beach.brbrThe primary bedroom provides a serene retreat with a king bed, ample storage, and access to nearby bathroom spaces. The second bedroom is perfect for families or visiting guests, furnished with a queen bed and full bed for flexible sleeping arrangements. Bathrooms within the unit are conveniently located and designed for comfort, with walk-in showers or tub/shower combinations depending on the configuration.brbrRoom Detailsbr• Primary Bedroom: King bedbr• Second Bedroom: Queen bed and Full bedbrbrThe condo includes a washer and dryer, Wi-Fi access, and all standard household comforts. Outdoor grills, community recreation areas, and beachfront access points are located throughout the Gulf and Bay Club grounds for guest enjoyment.brbrExperience the ease of Siesta Key living at Gulf and Bay Club Unit C209, where resort-style amenities, a comfortable condo layout, and a prime location near world-famous Siesta Beach create the perfect extended-stay getaway. Secure your dates today with Tropical Sands Accommodations.

Gulf and Bay Club Unit C209

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$411.39

One of a kind at Crystal Sands just steps from one of our two heated pools and only 100 yards from the white sand of Crescent Beach! This well appointed 3 bedroom 2 bath second floor villa sleeps 6 privately boasting beautiful hardwood floors throughout all complimented by the furnishings. brbrVilla 12A offers fantastic privacy and comfortable design, perfect for a group or multiple families.brbrSiesta Key is famous for beautiful turquoise water full of sea life and white powdery crystal sand beaches. Enjoy all our unique features with the convenience of being steps from our own private beach or relax in one of our two heated swimming pools.brbrOur Accommodations are just 2 miles from the popular Siesta Key Village with shops, restaurants, bars, coffee shops and more or a short walk to nearby restaurants, convenience stores, and water sports rentals!brbrIf you are looking for a family vacation or a romantic getaway Crystal Sands is the perfect place for you. Come stay with us at the most exclusive resort on Siesta Key that offers the best beachfront and sunset views on the island!

Crystal Sands Villa 12A

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$246.46

Our beautiful and spacious townhouse is located across the street from Siesta Key Beach. How close is the beach The condo/townhouses complex is on Beach Rd. You only need to go across Beach Rd and walk across the open space public parking, and you will be at the beach. Siesta Key Beach is voted #1 beach in the world, and is known for its white, fine, powdery quartz sand and amazing sunsets. The famous Siesta Key drum circle occur every Sunday 1 to 2 hours before sunset.brAll brand new flooring in the unit were installed Fall 2017.. Kitchen were updated with all new appliances in 2018. Freshly painted in 2019. Our spacious second floor unit is approximately 1400 sq ft. It has a large living room with high ceilings that makes it feel homey. The living room has a floor to ceiling sliding glass door that open to a large balcony with outdoor seating areas that overlooks the emerald green lake, home to some local turtles. brThe elevated formal dining room comfortably seats 6 and has a brand new wood looking porcelain tile floor.brThe master bedroom also has high ceilings and floor to ceiling sliding glass doors to the balcony that overlooks the lake. The master bedroom has a king size bed, new carpets, and a huge walk in closets. The master bath has recently been remodeled with stone tile, walk in shower, granite vanity sink, granite powder room vanity.brThe second bedroom has 2 twin beds that can be combined into a king bed. The second bath is located next to the second bedroom has been remodeled and updated with stone tile & granite vanity sink.brThe fully equipped eat in kitchen has brand new wood looking porcelain floor, and fully stocked with almost everything that you may need. The unit also offers a laundry closet with a stackable washer/dryer.brThe townhome includes a private one car garage (with garage door opener) that is located right below the unit. We provide some beach chairs and beach toys in the garage for your use.brOur House At The Beach offers a large heated pool, two tennis courts, large open gazebo with tables/chairs and a grill. brThis is a non-smoking unit. Smoking permitted on the two outside balconies only.brThe condo has all the towels, linens, beach towels, beach toys, cooler, 10x10 shade, stroller to brings everything to the beach.br

2B/2B 1400sf Siesta Key Townhouse With Parking Garage Across From Public Beach

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$206.56

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savingsbrbrCharming Ground Floor Condo in Bay Oaks | Walk to Crescent Beach brbr brbrJust 0.7 miles from Crescent Beach Public Access, this updated 2-bedroom, 1-bath condo in the desirable Bay Oaks community offers the perfect mix of comfort and coastal charm. With 789 sq. ft. of modern furnishings, a screened patio, and access to resort-style amenities, it’s an ideal island escape. brbr brbrLOCATION HIGHLIGHTS: brbr- Located in popular Bay Oaks, featured on HGTV multiple times- Private fishing pier – perfect for sunrises and dolphin watching brbr- Heated community pool and tennis court brbr- Billiard room & clubhouse, BBQ grills & picnic tables brbr- Free covered parking space brbr- Communal laundry facilities (no in-unit washer/dryer) brbr- Just 0.7 miles to Crescent Beach, 7-minute bike ride to Siesta Beach brbr- 0.7 miles to Crescent Beach Public Access brbr- 7-minute bike ride or FREE shuttle to Siesta Key Beach (#1 in the U.S.) brbr- Close to: Restaurants, shops, and entertainment in Siesta Key Village brbr brbrPROPERTY FEATURES: brbr- 2 Bedroom/ 1 Bathroom Condo (789 sq ft) brbr- Dedicated wifi with a smart TV for streaming brbr- Central A/C brbr- Screened patio and outdoor furnishing brbr- Linens and towels provided brbr brbrLIVING ROOM: brbr- Smart TV for streaming brbr- Dedicated wifi brbr- Blu-ray DVD player brbr- Access to screened patio with outdoor dining set brbr- Open living/dining area makes entertaining easy brbr brbrKITCHEN AND DINING: brbr- Open concept layout brbr- Full kitchen with granite countertops, built-in microwave, stainless stove/oven, fridge and dishwasher brbr- Fully stocked with cookware, pots, pans, utensils (no consumables provided) brbr- Dining table for 4 + breakfast bar for 2 brbr brbrBEDROOMS AND BATHROOMS: brbr- Master Bedroom: Queen-sized bed with new white wood furniture, two closets, ceiling fans, smart TV for streaming apps (23) brbr- Guest Bedroom: Solid wood bunk bed (twin top, full bottom), bonus extra twin mattress (stored under bed), wardrobe armoire (no closet) brbr- Bathroom: Updated with Corian countertop, large, step-in tiled shower brbr brbrEXTRA PERKS: brbr- Fishing poles provided brbr- Complimentary beach items provided: a couple of beach chairs, beach umbrella. and beach towels brbr brbrNEARBY FAVORITES: brbr- Clayton’s Grill, Miguel’s, Captain Curt’s, Anna’s Deli, Orange Octopus, Crescent Beach Grocery, and more within walking distance brbr- Boat & water sport rentals nearby brbr- Post office close by for sending postcards home brbr brbrIMPORTANT INFO: brbr- Smoke-free, pet-free property brbr- No in-unit washer/dryer (community laundry available) brbr- Rental registration form required brbr- HOA restrictions apply: brbr - No boats, trailers, motorcycles, jet skis, golf carts, or oversized/commercial vehicles unless approved brbr- No access to the private beach entrance across the street brbr brbrBOOK YOUR STAY TODAY AND START MAKING MEMORIES BY THE SHORE!brbrWe 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 (other members of the group can partake but will need to pay). 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.brbrbrbrimg src=https://admin.itrip.net/upload/360/marketingimageitripsarasota.1718820503.jpg alt=marketing /brbrbrbrFeel free to book for a month or longer but Xplorie is not available for booking 25 days or longer.brbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.brbrIMPORTANT: brbrCarport repair and paving project scheduled to start end of April/early May, 2026. Parking will be disrupted. Please each out for more info.

Poolside Bliss & Powder Sand: Your Gateway to Siesta Key Living at Bay Oaks

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$493.02

Palm View UnitbrTop floor bayside unit with 40-foot balcony, tennis/pickleball courts, elevator, private beach and complimentary beach chaises, two heated pools, bay-front lounging area, hot tub, causeway on inter-coastal, boat moors, fitness center, fishing pier, and beautifully manicured grounds stretching from Beach to Bay. Enjoy resort amenities in the heart of Siesta Key. Book a getaway now! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiestabrbrWhat Guests Lovebr∙ Resort Amenities – heated pools, jacuzzi, gym, pickle, tennis, and boat moorsbr∙ The Balcony – royal palm views from balcony connecting bedrooms and living areabr∙ The Grounds – fishing causeway, private bay and beach access, lined by royal palmsbr∙ Private Beach – 4-min walk to private beach and Siesta Key's widest whitest sandsbr∙ Restaurants – 2-min walk to free trolley to all Siesta's shopping dining and entertainmentbr∙ Sunsets –walk 4-min to best sunsets in America or just enjoy from your balconybr∙ Activities – scooter, golf cart, bike and kayak rentals nearby br∙ Exploring - sand dollars, shells, dolphins, occasionally manatees and live conchbr∙ The Fun - live music, daiquiris, oysters, stone crab, craft beer, ice cream, fresh donutsbr∙ The Memories – perfect fit for all with resort amenities and trolley to all top attractionsbr brbrThe BeachbrOur beach is a private Siesta Key beach with the widest whitest sands, free chaise lounges, and umbrella rentals. The water is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing.brbrThe LocationbrWith so many amenities, and all of it free of charge, a 3-night stay here will feel like a two-week getaway. If you get the most from a vacation when you don't have search or worry about anything, this unit is not a plus for you it's a must! Although you could easily take a free trolley 1-mile any direction to dozens of shops and restaurants, you can also satisfy every vacation desire without ever putting on your shoes or leaving this resort. You can swim in pools or in the Gulf, fish the inter-coastal, exercise in the gym, sleep in the sun, explore Siesta Key's best beach, make Sandcastles, and even sightsee all in a safe environment and right on your property. The beach here has the whitest sand on the island, but some of the best moments are watching boats and dolphins pass from the private balcony or nearby bay-front pool.brbrBedroom DetailsbrThis is a 3rd-floor (top) unit with an elevator. This two-bedroom unit has a king bedroom, a queen bedroom, and a sofa in the living room. You can sleep up to 6. If you need more space, I can get an additional unit nearby. brbrBeach Gear ProvidedbrWe provide beach towels, and the resort provides free chaise loungers and umbrella rentals. If you have any issues just reach out and we will do whatever we can. Correction for Air-b-n-b listings this location doesn't provide snorkeling gear but this and anything you need can be rented or purchased nearby.brbrImportant Resort Limitsbr1) Expect a special experience where each visitor's peaceful enjoyment is respected. The minimum age for visitors not accompanied by a parent or guardian is 25 years. Stay up as late as you want, but the “quiet neighbor times” begin 10 PM. After 10 PM relocate the party to nearby Siesta Village or the Crescent Beach area. 2) Just one parking space per unit. However, cars are not necessary and an additional emergency parking space is available 1 mile away. If any of these limits are not a fit for you, please let me know, I have other properties available.brbrHousehold Items ProvidedbrWe provide bedding, kitchen items, private laundry, most major and minor appliances, blow dryers, and hangers. Simple soaps and paper products come in starter-supply that will get you through a short stay and anything you need can be purchased nearby.brbrWhat to BringbrIt's a laid-back island so pack as lite as you like. Our fashion is casual, wash and wear, and all units have laundries. Also, anything you forget to bring can be found nearby in good supply and fair prices.brbrPost Booking SupportbrWe understand vacation time is precious and will make sure you get the most out of it. Our number is the only contact information you need. All units are at the top attractions on the island. Cars are never required, but you will have private parking near the unit. No check-in restrictions, check-in any day of the week at any time using a private door-code. Never a cleaning requirement at checkout. Free early check-in when possible. No hidden fees or solicitations. Every unit including this one is available for instant booking. We 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(they) need alone time. brbrTravel InsurancebrIf you prefer insured bookings, we also offer travel insurance. Basic Travel Insurance- cost is 7%, covers 30 different issues, coverage begins only after protection has been purchased. CFAR (cancel for any reason) insurance is available in states applicable- cost is approximately 11% (7% basic plus additional 3.8% to add CFAR). Basic and CFAR must be purchased together as CFAR cannot be purchased individually. CFAR covers 60% of the trip cost with no questions asked. Travel insurance must be purchased within 14 days of booking and 30 days before check-in. Claim must be filed two days prior to arrival, available to U.S. citizens only. brbrTermsbrPayments are 50% refundable when canceled at least 60 days before arrival. Payments are not refundable when canceled less than 60 days before arrival. Events or gatherings involving outside guests are only allowed with prior approval from the management. Guest agrees to hold the Property Manager and Owner harmless from any liability for injuries while on vacation. Sorry but events involving guests in excess of your unit occupancy limit are not permitted at this location.

Gertrude's Siesta | Palm View Unit, Balcony, Private-Beach, Heated Pools, Pickle, Hot-tub, Tennis

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$678.44