
Holiday 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.
Holiday rentals for every style
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Popular amenities for Gasparilla Island rentals with a pool
House rentals with a pool

3/2 Pool Home - Paradise Found!

Suite Sun

Green Bamboo - saltwater pool, great backyard.

Brandnew Villa - pool & spa at canal south facing

Waterfront Cape Coral Oasis+ Heated Pool | Kayaks

Waterfront Villa Shellflower with private pool

Gulf House with pool and generator.

Beautiful Floridian Oasis
Apartment rentals with a pool

Sunset Beach

Entire Beachside Condo! Don’t worry Beach Happy!

EBT 206C Exceptional Panoramic Gulf Views +2 Bikes

Studio, pool, private beach, boat dock shark teeth

Siesta Key Beach Front Condo

Stylish 2BR Sanibel condo amazing beach views 5C2

LGI Hideaway- Includes golf cart/ 2 kayaks, pool

Seaside 408 - Beachfront 2BR/2BA Sea La Vie on FMB
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- Siesta Beach
- Captiva Island
- Crescent Beach
- Turtle Beach
- Caspersen Beach
- Lido Key Beach
- Manasota Key Beach
- Clam Pass Park
- Lovers Key Beach
- Barefoot beach Bonita Springs,FL
- The Club at The Strand
- Myakka River State Park
- Marie Selby Botanical Gardens
- North Jetty Beach
- Worthington Country Club
- Seagate Beach Club
- Delnor-Wiggins Pass State Park
- South Jetty Beach
- Englewood Beach
- Gasparilla Island State Park
- Heritage Bay Golf & Country Club
- Lakewood National Golf Club
- Bonita National Golf & Country Club
- Boca Grande Pass