
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
Get the amount of space that is right for you.
Popular amenities for Little Gasparilla Island rentals with a pool
House rentals with a pool

Luxury Canal Villa •Pool •Kayaks •Fishing •Arcade•

Suite Sun

Island Home & Casita, Pool, Golf Cart, Beach

Brandnew Villa - pool & spa at canal south facing

Waterfront Villa Shellflower with private pool

Waterfront Key West Style Home, Heated Pool

Coastal Home Away From Home with Pool

Newer 4bd/2ba Canal Pool House, Hot Tub & Game Rm!
Condo rentals with a pool

Sunset Beach

Entire Beachside Condo! Don’t worry Beach Happy!

Vintage Villa, Thirty-Five

Spacious 2BR 2BA Beach Condo for Perfect Vacation

Bay Life @ManasotaKeyCondos

Studio, pool, private beach, boat dock shark teeth

Burnt Store Marina- 2BR w/ pool, marina, gulf view

Waterfront Condo in Placida. THE location and Pool
Other vacation rentals with a pool

Luxe Gem Heated Saltwater Pool/Spa & Privacy Fence

Boaters Dream, full refund*, heated pool, sleeps 6

Gulf Coast Floridian Villa with Pool

The Harbor House

Morning Side

Brand new and immaculate!

Bali Bliss Villa • Pool • 6 Min Drive to Beach

Lavish, Fun, getaway!
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- Rentals with a kayak Little Gasparilla Island
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- Rentals with pools Charlotte County
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