Holiday rentals with a pool in Little Gasparilla Island

Find and book unique homes with a pool on Airbnb

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Popular amenities for Little Gasparilla Island rentals with a pool

House rentals with a pool

Top Guest favourite
Home in North Port
5 out of 5 average rating, 31 reviews

Charming Saltwater Heated Pool House (North Port)

TomRating, 5 stars2 weeks ago
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
Guest favourite
Home in North Port
4.97 out of 5 average rating, 35 reviews

New 4-bedroom house with saltwater pool and spa!

MichaelRating, 5 stars1 month ago
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.
Guest favourite
Home in North Port
5 out of 5 average rating, 21 reviews

3bd 2th Solar Heat Pool Large home W/ big yard

Luis ManuelRating, 5 stars1 week ago
We really enjoy the place we have a woderful hoster
Superhost
Home in Venice
4.56 out of 5 average rating, 16 reviews

Lovely pool house 5 minutes from the beach

LindaRating, 5 stars12 months ago
Had a lovely stay here. Communication with Carmen was fantastic. Decorating in home was tasteful and lovely and we felt right at home.
Superhost
Home in North Port
4.81 out of 5 average rating, 43 reviews

Tropical Pool Vacation Getaway!

JosephRating, 5 stars1 month ago
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!
Top Guest favourite
Home in North Port
4.95 out of 5 average rating, 38 reviews

Entire Home. 2/bd & 2/bath with Pool.

BarbRating, 5 stars1 month ago
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!!
Top Guest favourite
Home in North Port
4.85 out of 5 average rating, 13 reviews

Cozy Home with Heated Pool

EricRating, 5 stars2 weeks ago
The house was very nice and comfortable and the Host Elina was very responsive and helpful. Would recommend and would stay here again.
Guest favourite
Home in Cape Coral
4.92 out of 5 average rating, 49 reviews

Spacious Canal Oasis with Pool, BBQ & Mini Golf

EugeniyRating, 5 stars1 week ago
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!

Condo rentals with a pool

Top Guest favourite
Condo in Englewood
4.95 out of 5 average rating, 111 reviews

Sunset Beach

TomRating, 5 stars2 weeks ago
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.
Superhost
Condo in Englewood
4.87 out of 5 average rating, 47 reviews

Condo With Heated Pool, Beaches Only Minutes Away

DanRating, 5 stars3 weeks ago
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.
Superhost
Condo in Englewood
4.79 out of 5 average rating, 117 reviews

Entire Beachside Condo! Don’t worry Beach Happy!

HeidiRating, 5 stars2 weeks ago
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!
Guest favourite
Condo in Englewood
4.84 out of 5 average rating, 73 reviews

1 bdrm | Steps away to Private Beach w/Dock Access

SteveRating, 5 stars2 weeks ago
Good value for a nice spot right by the beach and walking distance to restaurants etc.
Guest favourite
Condo in Osprey
4.92 out of 5 average rating, 12 reviews

Lovely 2 bedroom condo with pool & tennis courts

CariRating, 5 stars1 month ago
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!
Guest favourite
Condo in Venice
4.96 out of 5 average rating, 101 reviews

Vintage Villa, Thirty-Five

MarleneRating, 5 stars7 months ago
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!
Guest favourite
Condo in Punta Gorda
4.94 out of 5 average rating, 16 reviews

Fabulous Burnt Store Marina

JaredRating, 5 stars2 months ago
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.
Superhost
Condo in Englewood
4.78 out of 5 average rating, 46 reviews

Cozy Condo With Heated Pool

NatalieRating, 5 stars3 weeks ago
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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