Holiday 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.
Holiday rentals for every style
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Popular amenities for Little Gasparilla Island rentals with a pool
House rentals with a pool
Home in Port Charlotte
4.85 out of 5 average rating, 215 reviewsPeaceful Port Charlotte 2Bd/2Ba on water
Home in Boca Grande
4.78 out of 5 average rating, 18 reviewsIsland Oasis- Boca Grande Club
Home in Englewood
5.0 out of 5 average rating, 21 reviewsCape Haze Cottage
Home in Placida
5.0 out of 5 average rating, 7 reviewsPlacida House
Home in Englewood
5.0 out of 5 average rating, 17 reviewsVacation Condo- Beach Access!
Home in Englewood
5.0 out of 5 average rating, 3 reviewsPet Friendly Pool Home with Large Private Yard
Home in Port Charlotte
5.0 out of 5 average rating, 5 reviewsRelaxation Retreat in Englewood East
Home in Englewood
4.91 out of 5 average rating, 46 reviewsPrivate Beach House, Heated Pool, Fun & Fishing
Apartment rentals with a pool
Apartment in Venice
4.87 out of 5 average rating, 146 reviewsThe Studio at the Beach 56
Apartment in Englewood
4.88 out of 5 average rating, 121 reviewsA Beautiful Sunset Awaits - Steps to Beach
Apartment in Venice
4.82 out of 5 average rating, 226 reviewsUpdated beachy condo - ready for you!
Apartment in Siesta Key
4.96 out of 5 average rating, 280 reviewsOn the Beach; Siesta Key SunBum Studio
Apartment in Siesta Key
4.93 out of 5 average rating, 182 reviewsSiesta key getaway!
Apartment in Sarasota
4.96 out of 5 average rating, 126 reviewsLido-Key- Tiny Studio Holiday Cottage-A
Apartment in Siesta Key
4.96 out of 5 average rating, 108 reviewsSiesta Key Condo. Checkout our great rates!
Apartment in Sarasota
4.95 out of 5 average rating, 191 reviewsNewly Renovated + Washer/Dryer- Walk everywhere!
Home rentals with a private pool
Home in Cape Coral
4.92 out of 5 average rating, 72 reviewsLuxury Waterfront Home with Pool
Home in Cape Coral
5.0 out of 5 average rating, 17 reviewsAwesome Location W/boat Dock, Pool, & Kayaks!
Home in Cape Coral
5.0 out of 5 average rating, 4 reviewsBlue Oasis
Home in Port Charlotte
Serenity Haven: New Pool Home Near Englewood Beach
Villa in Placida
New Listing! Beach Villa Two Bedroom
Destinations to explore
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