
Vacation rentals with a pool in Gasparilla Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Gasparilla Island
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Gasparilla Island rentals with a pool
House rentals with a pool

Tropical Oasis, pool, pelaton, golf, dog friendly

Waterfront Villa Shellflower with private pool

Family Fun-Relaxing Home w/heated Pool & Game Room

Intervillas Florida - Villa Xanadu

Boaterâs Paradise-Stunning Sunsets! Games Room!

" Here Comes The Fun" Absolutely Magnificent! Home

2/2 SandDollars, CLUB, Boat Slip

Lux Canal Front | Pool, Kayaks, Bikes, & Boat Dock
Condo rentals with a pool

Sunset Beach

Rare walkout condo on Sanibel beach-Fully Restored

Entire Beachside Condo! Donât worry Beach Happy!

Gulf Views & Sunsets | Estero Beach Tennis 206C

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

On the Beach; Siesta Key SunBum Studio

Studio, pool, private beach, boat dock shark teeth

Sunshine Swimmers Casita, 206
Other vacation rentals with a pool

Paradise Found! - 3/2 Pool Home

Luxe Riverfront Retreat~Pool~Spa~Bar~Tropical Yard

Brandnew Villa - pool & spa at canal south facing

Vry Private 3/3 Ensuite + Pool/Spa Outdoor Kitchen

Newer 4bd/2ba Canal Pool House, Hot Tub & Game Rm!

Beautiful Floridian Oasis

Cape Escape | Hot Tub | Heated Pool | Game Room

Villa Sunset Serenade II
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