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
Home in Punta Gorda
4.96 out of 5 average rating, 131 reviewsPunta Gorda Isles Gem with Saltwater Spool
Oct 11 – 18
Home in Englewood
4.93 out of 5 average rating, 139 reviewsHome w/ Pool, 10 mins to Manasota Key beaches
Mar 19 – 26
Home in Venice
4.89 out of 5 average rating, 183 reviewsPerfect vacation home 3 miles from beach.
Jul 21 – 28
Home in Boca Grande
4.83 out of 5 average rating, 12 reviewsIsland Oasis- Boca Grande Club
Apr 4 – 11
Home in Englewood
5.0 out of 5 average rating, 15 reviewsVacation Condo- Beach Access!
Apr 25 – May 2
Home in Rotonda West
4.93 out of 5 average rating, 96 reviewsWaterfront Villa Shellflower with private pool
Sep 26 – Oct 3
Home in Englewood
5.0 out of 5 average rating, 3 reviewsPet Friendly Pool Home with Large Private Yard
Aug 31 – Sep 7
Home in Englewood
4.92 out of 5 average rating, 88 reviewsWalk to beach 🍍Pineapple Beach House
May 14 – 21
Condo rentals with a pool
Condo in Englewood
4.89 out of 5 average rating, 116 reviewsA Beautiful Sunset Awaits - Steps to Beach
Aug 7 – 14
Condo in Venice
4.87 out of 5 average rating, 141 reviewsThe Studio at the Beach 56
Oct 11 – 18
Condo in Venice
4.82 out of 5 average rating, 219 reviewsUpdated beachy condo - ready for you!
Dec 12 – 19
Condo in Siesta Key
4.93 out of 5 average rating, 181 reviewsSiesta key getaway!
Jul 2 – 9
Condo in Siesta Key
4.96 out of 5 average rating, 276 reviewsOn the Beach; Siesta Key SunBum Studio
Dec 29 – Jan 5
Condo in Sarasota
4.8 out of 5 average rating, 199 reviewsNear beach. Pool view. King bed. Daily rentals
Jan 15 – 22
Condo in Sarasota
4.96 out of 5 average rating, 120 reviewsLido-Key- Tiny Studio Holiday Cottage-A
Sep 18 – 25
Condo in Siesta Key
4.83 out of 5 average rating, 237 reviewsSiesta Key 1/1 King bed “Sunset Suite” Pool Kayaks
Home rentals with a private pool
Home in Cape Coral
4.92 out of 5 average rating, 72 reviewsLuxury Waterfront Home with Pool
Jul 16 – 23
Home in Cape Coral
5.0 out of 5 average rating, 16 reviewsAwesome Location W/boat Dock, Pool, & Kayaks!
Apr 24 – May 1
Home in Cape Coral
5.0 out of 5 average rating, 4 reviewsBlue Oasis
Apr 28 – May 5
Home in Fort Myers Beach
147 Curlew St
May 10 – 17
Home in Port Charlotte
Serenity Haven: New Pool Home Near Englewood Beach
Jan 21 – 28
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