Pool Rentals
375 properties available
Welcome to Midnight Cove II 714F! Located in the heart of Crescent Beach on Siesta Key, our community is alive with shopping, dining, art, and culture. Enjoy the convenience of the FREE Siesta Key Breeze Trolley, which eliminates the hassle of parking while you explore. Stroll to our dedicated beach access and treat yourself to the famous sand-in-y
Midnight Cove II 714F
Condo
2
bedrooms
2
baths
4
guests
Welcome to Midnight Cove II 822F! Crescent Beach and our charming community are overflowing with shopping, dining, art, and culture. Enjoy the convenience of the FREE Siesta Key Breeze Trolley, so you can explore without the hassle of finding parking. Take a leisurely stroll to the beach via our dedicated access point and indulge in the delightful
Midnight Cove II 822F
Condo
2
bedrooms
1
baths
1
Half baths
4
guests
Welcome to Midnight Cove II Unit 333F! Experience a luxurious getaway in this newly renovated 3rd-floor condominium, featuring premium finishes and stunning views from the spacious lanai. Perfect for families or friends, this inviting 2-bedroom, 1-bath unit boasts beautiful coastal decor, comfortable seating, and a dining table that comfortably sea
Midnight Cove II 333F
Condo
2
bedrooms
1
baths
1
Half baths
6
guests
Jamaica Royale 076 by Tropical Sands AccommodationsWelcome to Jamaica Royale 076, a newly renovated two-bedroom, two-bath garden villa located just steps from Siesta Key Beach, consistently ranked the #1 beach in the USA. Nestled beside Pool #2 within the beautifully landscaped Jamaica Royale complex, this modern coastal retreat features a complete
Jamaica Royale 076
Condo
2
bedrooms
2
baths
6
guests
Welcome to Midnight Cove II 620D! Stroll to the beach via our dedicated access point and indulge in the sand-in-your-toes experience at the world-renowned Crescent Beach on Siesta Beach, famous for its sugar-fine, quartz-white sand.Highlights • Private Beach Walkway• 10-15 min walk to the beach via private path, plus 0.2 mile to Public Beach Access
Midnight Cove II 620D
Condo
3
bedrooms
2
baths
1
Half baths
6
guests
5
(1)
Harbor Towers 408 by Tropical Sands AccommodationsWelcome to Harbor Towers 408, a spacious two-bedroom, two-bath Siesta Key vacation rental located in the gated Harbor Towers Yacht and Racquet Club on Midnight Pass Road. Designed for extended island stays with a 13-night minimum requirement, this comfortable and well appointed condo offers generous
Harbor Towers 408
Condo
2
bedrooms
2
baths
6
guests
Jamaica Royale T22 by Tropical Sands Accommodations Enjoy spectacular sunset views and refreshing Gulf breezes from the comfort of Jamaica Royale T22, a charming two-bedroom, two-bath beach condo perfect for a couple's retreat or a small family getaway. Just steps away from the sandy shores and a short walk to the Siesta Key Breeze Trolley, you'll
Jamaica Royale T22
Condo
2
bedrooms
2
baths
6
guests
5
(1)
Harbor Towers Unit 410 by Tropical Sands AccommodationsWelcome to Harbor Towers Unit 410, a bright and inviting two-bedroom, two-bathroom condo in one of Siesta Key’s premier gated waterfront communities. Ideal for seasonal guests and extended stays with a 13-night minimum requirement, this beautifully maintained fourth-floor retreat offers peacefu
Harbor Towers 410
Condo
2
bedrooms
2
baths
4
guests
Bay Oaks E-93 by Tropical Sands Accommodations Discover your perfect escape at Bay Oaks E-93, a coastal-inspired Siesta Key condo for rent, nestled just a short walk from the soft sands of Siesta Beach! This charming two-bedroom, two-bathroom retreat in Sarasota offers a relaxing oasis ideal for families or groups. Enjoy days sunbathing and swimmin
Bay Oaks E-93
Condo
2
bedrooms
2
baths
8
guests
5
(3)
Just across the street from the acclaimed #1 Beach in the US. This beautiful 2 bedroom/2 bath condo has all the comforts of home! This condo offers a fully equipped kitchen, spacious living room, dining area, washer and dryer and balconies off of both the living room and dining room. Linens and towels are also provided. The facilities include a hea
Our House at the Beach E-603
Condo
2
bedrooms
2
baths
6
guests
5
(6)
Newly remodeled unit with a large open area kitchen (includes desk/workstation), remodeled bathrooms and very nicely decorated. Living Room has been extended to include the lanai area which does have table and chairs with a beautiful view of the lush tropical courtyard. Enjoy many quiet evenings on this lanai listening to the tranquil sound of the
Gulf and Bay Club- A207
Condo
2
bedrooms
2
baths
4
guests
Beautifully updated and furnished property with everything you would expect from a resort on Siesta Key. Enjoy the state of the art fitness center, saunas/spas, 3 heated swimming pools, 8 tennis courts (2 converted for pickleball), shuffleboard, basketball/racquetball, tiki huts, grilling areas, 2 clubhouses, and if you like, Americas #1 beach is w
Gulf and Bay Club- B508
Condo
2
bedrooms
2
baths
6
guests
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