
Vacation rentals with a pool in Little Gasparilla Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Little 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 Little Gasparilla Island rentals with a pool
House rentals with a pool

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

Brandnew Villa - pool & spa at canal south facing

Tropical Oasis, pool, pelaton, golf, dog friendly

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

Luxury Retreat: Oasis with Pool & Putting Green.

Waterfront Key West Style Home, Heated Pool

Intervillas Florida - Villa Xanadu

Boater’s Paradise-Stunning Sunsets! Games Room!
Condo rentals with a pool

Sunset Beach

Bay Breeze @ManasotaKeyCondos

Entire Beachside Condo! Don’t worry Beach Happy!

Ocean Oasis on Manasota Key - Ocean View

Vintage Villa, Thirty-Five

Spacious 2BR 2BA Beach Condo for Perfect Vacation

Beachfront Venice Villas 1-bed Condo

Stunning Views Penthouse-Waterview King Suite Golf
Other vacation rentals with a pool

Villa Riverside for 6 people with private pool

Rotonda River Villa pool home #1125

Stunning Sunrise Deluxe Villa-Heated Pool & Spa

Amalfi | Lake front | 2 Masters | Pool | Spa

Waterfront! Sunset Views Nightly!

Secluded Paradise,Heated Pool,Beaches and Golf n.

Xanadu Luxury|Fishing Dock|Kayaks|Bar

15 Min to Beaches / Heated Pool / Pet Friendly!
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- Rentals with beach access Little Gasparilla Island
- Rentals with a hot tub Little Gasparilla Island
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- Rentals with a washer and dryer Little Gasparilla Island
- Condo rentals Little Gasparilla Island
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- Rentals with outdoor seating Little Gasparilla Island
- Rentals with pools Charlotte County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Captiva Island
- Turtle Beach
- Caspersen Beach
- Anna Maria Public Beach
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Manasota Key Beach
- Lovers Key Beach
- Barefoot beach Bonita Springs,FL
- River Strand Golf and Country Club
- Point Of Rocks
- Englewood Beach
- Marie Selby Botanical Gardens
- Lakewood National Golf Club
- North Jetty Beach
- South Jetty Beach
- Stump Pass Beach State Park
- Blind Pass Beach
- Gasparilla Island State Park
- Spanish Wells Country Club