
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
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Popular amenities for Gasparilla Island rentals with a pool
House rentals with a pool

2 King Suites-Heated Pool-Beaches-EV Charger

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

Welcome to Paradise at CollinsCoveCaptiva!

My Sea Shack~ 1 minute to beach, SH Club, G-Cart

Pool, Hot Tub, Kayaks, Dock & Canal w/ Gulf Access

Luxury Retreat: Oasis with Pool & Putting Green.

Sandy Toes Villa - North Captiva - Water Views

Beautiful River Front House with Pool and Hot Tub
Condo rentals with a pool

Bay Breeze @ManasotaKeyCondos

Rare walkout condo on Sanibel beach-Fully Restored

Beachfront fully equipped apartment

Entire Beachside Condo! Don’t worry Beach Happy!

Ocean Oasis on Manasota Key - Ocean View

Oceanfront Views + Balcony Sunsets Bikes Included

On the Beach; Siesta Key SunBum Studio

Vintage Villa, Thirty-Five
Other vacation rentals with a pool

Paradise Found! - 3/2 Pool Home

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

Villa Sunset Beach – Heated Pool+Spa | Gulf Access

Beautiful Floridian Oasis

Luxury long waterview w/pool-kayaks-clubs-bikes!

Free Heated Pool! Mins from Beach! Private Oasis!

Bali Bliss Villa • Pool • 6 Min Drive to Beach

AquaMarineVilla/Spa/beaches/luxury/BocaGrande/new
Destinations to explore
- Seminole Vacation rentals
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- Siesta Beach
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- Turtle Beach
- Caspersen Beach
- Lido Key Beach
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- Lovers Key Beach
- Barefoot beach Bonita Springs,FL
- Clam Pass Park
- The Club at The Strand
- Point Of Rocks
- Englewood Beach
- Seagate Beach Club
- Marie Selby Botanical Gardens
- Lakewood National Golf Club
- North Jetty Beach
- Heritage Bay Golf & Country Club
- Worthington Country Club
- Stump Pass Beach State Park
- Blind Pass Beach
- South Jetty Beach
- Spanish Wells Country Club
- Gasparilla Island State Park