
Holiday rentals with a pool in Little Gasparilla Island
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Top-rated rentals with a pool in Little Gasparilla Island
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Popular amenities for Little Gasparilla Island rentals with a pool
House rentals with a pool

Charming Saltwater Heated Pool House (North Port)
Very beautiful place to stay at with lots of room inside and out.. pool and hot were both excellent very clean and well stocked home with a washer and dryer… host was very easy to text for anything we needed…. Thank you for letting us use your home to stay in.. we had a wonderful time thank you

New 4-bedroom house with saltwater pool and spa!
This is a beautiful, clean, well decorated home in a safe private neighborhood. The kitchen was well stocked and very spacious with lots of storage space. The patio was private with a beautiful pool that was well heated for this time of year. The beds were very comfortable. We felt right at home.

3bd 2th Solar Heat Pool Large home W/ big yard
We really enjoy the place we have a woderful hoster

Lovely pool house 5 minutes from the beach
Had a lovely stay here. Communication with Carmen was fantastic. Decorating in home was tasteful and lovely and we felt right at home.

Tropical Pool Vacation Getaway!
Beautiful place to stay. Kitchen was well equipped. Only couple complaints (if you call it that)…my husband and I would have liked to see full beds in the bedroom with twin beds, maybe a few bath and kitchen towels, a dresser in the spare bedrooms sure would have been nice to put clothes in or suitcases on, maybe a tv in each bedroom, the garage door opener didn’t work. Sounds spoiled but just what we are used to. Pool was absolutely amazing!! Gas grill worked just great!

Entire Home. 2/bd & 2/bath with Pool.
This house was great for our family wanting a quiet get away! Deanna provided beach items, a cozy atmosphere, and a seamless check in. We would love to come back!!

Cozy Home with Heated Pool
The house was very nice and comfortable and the Host Elina was very responsive and helpful. Would recommend and would stay here again.

Spacious Canal Oasis with Pool, BBQ & Mini Golf
We had a fantastic week stay on kids Spring Break! Beautiful property, comfortable bedrooms and bathrooms, spacious well equipped kitchen. Amazing pool and hot tub, canal and yard. Mini golf, pool table, foosball table - added tons of fun to our stay. Thank you!
Apartment rentals with a pool

Sunset Beach
The location - right on the beach - is superb. Great covered porch looking right out on the beach. The unit has some of the things to help spend a day on the beach - chairs, umbrella, etc. the kitchen is small but entirely sufficient and well stocked with kitchen/dining things. Comfortable bed. Plenty of closet and drawer space. Really enjoyed my stay at the unit and in Englewood.

Condo With Heated Pool, Beaches Only Minutes Away
We were pleasantly surprised by Nicole’s apartment. It was extremely clean, lots of towels, linen, well appointed kitchen and everything else needed to make it like home. We didn’t need to buy or bring anything for the beach because we had beach chairs and an umbrella which were in really great shape. The apartment is within a short driving distance to beaches, stores, restaurants and shop. We had a great time and felt right at home. We highly recommend her place to anyone vacationing in the area.

Entire Beachside Condo! Don’t worry Beach Happy!
We had such an amazing stay! The location is steps to the beach, steps to the pool and walking distance to several restaurants and shops. Our condo was AMAZING! Everything was very modern and absolutely beautiful. There were so many thoughtful bonus touches that made our family feel right at home. I am SO glad we chose this gem of a spot for our trip!

1 bdrm | Steps away to Private Beach w/Dock Access
Good value for a nice spot right by the beach and walking distance to restaurants etc.

Lovely 2 bedroom condo with pool & tennis courts
This condo was even cuter in person than it was in the photos. It was super clean, safe, spacious, had a gorgeous screened in balcony that looked out over the pool, and was centrally located really close to groceries, restaurants, multiple beaches, and more. We stayed here as a family of 4 and the kids had their own room and bathroom and we had a master with en suite. I saw another review that said there is a little noise from the busy road outside but you really only notice it if you're trying to sleep with the windows open. We originally booked a hotel that ended up being awful so I found this place last minute and they were able to get us in the very next morning. They let us check in early since we were kind of stranded, and walking in was like a breath of fresh air. Highly recommend this place for 2-4 people!

Vintage Villa, Thirty-Five
This is our second year staying here. It was wonderfully peaceful this last weekend, just like last year. The beach is less than two minutes walk from the door. The kitchen had everything we needed in it. Plenty of beach items for use in the closet. The bathroom had more than enough towels and TP. We also used the pullout couch for our children, and they were very comfortable. we hope to book again soon, thank you!

Fabulous Burnt Store Marina
Had a nice time, the sunny weather cooperating of course helped. The condo was clean and as described. Paul was very responsive on the few times I contacted him.

Cozy Condo With Heated Pool
Perfect stay for my family! It had everything we needed and more. The beach chairs, mats & cooler made our beach days more enjoyable. Washer and dryer worked great and kitchen had everything we needed. We didn’t have time to use the paddleboard but it’s an awesome bonus. We would definitely stay again!
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- Crescent Beach
- Cortez Beach
- Lido Key Beach
- Coquina Beach
- Manasota Key Beach
- Myakka River State Park
- Englewood Beach
- River Strand Golf and Country Club
- Lakewood National Golf Club
- Lovers Key Beach
- Van Wezel Performing Arts Hall
- Boca Beach
- South Jetty Beach
- Tarpon Bay Beach
- Tara Golf & Country Club
- Del Tura Golf & Country Club
- Gasparilla Island State Park
- Barefoot beach Bonita Springs,FL
- Bonita Beach Dog Park
- Manatee Park
- Stump Pass Beach State Park
- Point Of Rocks
- Public Beach - 100 Broadway
- Waterlefe Golf & River Club