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
Home in Punta Gorda
4.96 out of 5 average rating, 131 reviewsPunta Gorda Isles Gem with Saltwater Spool
Oct 11 – 18
Home in Captiva
4.97 out of 5 average rating, 107 reviewsThe Pearl Beach House, North Captiva Island,FL
Oct 30 – Nov 6
Home in Venice
4.85 out of 5 average rating, 136 reviewsGetaway Relax Home/Beaches 5-10minutes/Heated Pool
Jun 26 – Jul 3
Home in Englewood
4.93 out of 5 average rating, 125 reviewsStunning Home, Saltwater Heated Pool By the Beach
Oct 5 – 12
Home in Port Charlotte
4.94 out of 5 average rating, 18 reviewsPrivate Pool Lounge & Game Room, 3bedroom/2bath
Aug 21 – 28
Home in Englewood
5.0 out of 5 average rating, 15 reviewsVacation Condo- Beach Access!
Apr 23 – 30
Home in Rotonda West
5.0 out of 5 average rating, 8 reviewsGolfer's Paradise ~ Home with Heated Pool
Oct 19 – 26
Home in Boca Grande
4.83 out of 5 average rating, 12 reviewsIsland Oasis- Boca Grande Club
Jan 22 – 29
Condo rentals with a pool
Condo in Englewood
4.89 out of 5 average rating, 116 reviewsA Beautiful Sunset Awaits - Steps to Beach
Aug 31 – Sep 7
Condo in Venice
4.87 out of 5 average rating, 141 reviewsThe Studio at the Beach 56
Nov 11 – 18
Condo in Venice
4.82 out of 5 average rating, 219 reviewsUpdated beachy condo - ready for you!
Dec 12 – 19
Condo in Englewood
4.89 out of 5 average rating, 54 reviewsManasota Key Unit 20B across from private beach
Aug 29 – Sep 5
Condo in Cape Haze
4.77 out of 5 average rating, 13 reviewsComfortable 1 bedroom Condo w/ Marina and ICW view
Oct 25 – Nov 1
Condo in Englewood
4.85 out of 5 average rating, 54 reviewsSteps to Water! Beach to Bay, Pool and Dock
Sep 4 – 11
Condo in Englewood
5.0 out of 5 average rating, 19 reviewsA little slice of paradise
Oct 23 – 30
Condo in Englewood
4.87 out of 5 average rating, 93 reviewsBeach Front Englewood Beach Condo
Jul 16 – 23
Home rentals with a private pool
Home in Cape Coral
5.0 out of 5 average rating, 16 reviewsAwesome Location W/boat Dock, Pool, & Kayaks!
Dec 7 – 14
Home in Cape Coral
4.92 out of 5 average rating, 72 reviewsLuxury Waterfront Home with Pool
Dec 21 – 28
Home in Cape Coral
5.0 out of 5 average rating, 4 reviewsBlue Oasis
Jun 16 – 23
Home in Port Charlotte
Serenity Haven: New Pool Home Near Englewood Beach
Jan 18 – 25
Destinations to explore
- Sarasota Vacation rentals
- Anna Maria Island Vacation rentals
- Naples Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Orlando Vacation rentals
- Boca Raton Vacation rentals
- West Palm Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Key West Vacation rentals
- Rentals with pools United States
- Rentals with pools Florida
- Rentals with pools Florida
- Rentals with pools Tampa
- Rentals with pools Naples
- Rentals with beach access Little Gasparilla Island
- Pet-friendly rentals Little Gasparilla Island
- Rentals with a fire pit Little Gasparilla Island
- Kid-friendly rentals Little Gasparilla Island
- Waterfront rentals Little Gasparilla Island
- Cottage rentals Little Gasparilla Island
- Rentals with outdoor seating Little Gasparilla Island
- Rentals with a hot tub Little Gasparilla Island
- Monthly Rentals Little Gasparilla Island
- Rentals with a washer and dryer Little Gasparilla Island
- Fitness-friendly rentals Little Gasparilla Island
- Condo rentals Little Gasparilla Island
- Beachfront rentals Little Gasparilla Island
- Family-friendly rentals Little Gasparilla Island
- Rentals with a patio Little Gasparilla Island
- Villa rentals Little Gasparilla Island
- Rentals with a kayak Little Gasparilla Island
- House rentals Little Gasparilla Island
- Rentals with pools Charlotte County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom