Family-friendly vacation rentals in Little Gasparilla Island

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Popular amenities for Little Gasparilla Island family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Bungalow in Fort Myers
4.93 out of 5 average rating, 308 reviews

Rowan's Retreat

AbbieRating, 5 stars2 months ago
Beautiful historic home ! Loved the wrap around porch and the hot tub. Great shower ! Loved the coffee and wine and cozy blankets on the couch . Wish we could have stayed longer . Lots of space ! Close to downtown fort Myers
Superhost
Villa in Cape Coral
4.92 out of 5 average rating, 36 reviews

Sunset Paradise - Beautiful Sunsets and waterfront

AlbertoRating, 5 stars33 months ago
The house we reserved was better than expected and everything was immaculate. Neil, the property manager responded right away when we called about a broken vaccum cleaner. Excellent response time and very professional. Unfortunately a thunderstorm damaged the AC and it couldn't be fixed right away, but Sean moved us right away to an even larger house. He even reimbursed us a day for our having to move and the night without AC. We definitely would rent from Sean again.
Top guest favorite
Home in Cape Coral
4.83 out of 5 average rating, 126 reviews

Villa Oasis - Beautiful Pool/SPA Home on Canal

AshleighRating, 5 stars4 weeks ago
This house was absolutely incredible! From the moment we arrived, everything was spotless—even the baseboards and ceiling fans were immaculate. The home is super spacious, with room to spread out comfortably (even the garage was huge!). The kitchen was fully stocked with everything you could possibly need to cook indoors or grill outside, and there were multiple dining areas both inside and out. The pool and spa were beyond refreshing—clean, well-maintained, and surrounded by plenty of lounge chairs for everyone. We loved the outdoor eating area and the thoughtful extras like pool toys and bikes, which added a fun touch. My boys especially enjoyed exploring near the canal, which made for some great memories. The beds were super comfy, with plenty of extra linens and cozy throw blankets. The neighborhood was peaceful and quiet, and the house is in a perfect, central location. The hosts were amazing: extremely responsive and helpful.
Top guest favorite
Home in Cape Coral
4.99 out of 5 average rating, 90 reviews

5 Star Paradise Plus/Canal/Pool/Spa/Kayaks

ChristineRating, 5 stars1 month ago
This is the second time my family has stayed at Connie & Dale’s. We absolutely love it. The home is gorgeous and well equipped with everything you need. The outdoor patio area and pool/ jacuzzi is amazing. So beautiful and relaxing. Will definitely be back !
Superhost
Home in Cape Coral
4.87 out of 5 average rating, 150 reviews

Villa Scottsdale -Waterfront Home with Pool

CarlosRating, 5 stars4 weeks ago
We rented the house for a family reunion of 7 people, we ended up going only 6 people. We had a great time , we spent most of the time by the pool and inside the Jacuzzi and the pool. I will suggest to the Host to a couple of Lights or Flood lights in the back patio by the pool area. If you want to cook a BBB, you have to do it before it gets dark, the only light is the one inside the pool.
Guest favorite
Home in Cape Coral
4.87 out of 5 average rating, 39 reviews

Luxury on Eight Lakes - Gulf Access & Pool table

StephenRating, 5 stars6 months ago
We really enjoyed spending our Thanksgiving holiday at this location. Watching the sunsets every night over the lake were spectacular. The pictures of the place were accurate. The host was wonderful and very communicative.
Superhost
Home in Cape Coral
4.81 out of 5 average rating, 91 reviews

Waterfront pool/hot tub, south-facing w/ boat dock

RebeccaRating, 5 stars11 months ago
Cute little place. Very quiet neighborhood but only a 5 minute drive to grocery stores and other amenities. My girls enjoyed the pool and the dock for fishing although they didn't get any bites. It was perfect for our small party of 3 for a quick trip to SW FL. Would definitely consider John's place again.
Top guest favorite
Home in Fort Myers
4.98 out of 5 average rating, 121 reviews

The Parsonage-Private Villa-Heated Pool & Spa.

BeatriceRating, 5 stars2 months ago
This was a great “home base” for our event at the Heitman House. It was nearby and walkable, with plenty of space for all our guests. The house and backyard were excellent for hosting meals and hangouts, and the place was really well-stocked, making it feel like home and not a random rental. The beds were comfy and there were plenty of linens, including lots of extras so despite being at full capacity for days we didn’t need to go without. I really appreciated the amount of bath and pool towels that were provided! The hosts were responsive and had anticipated many of our questions and needs. Details like the kitchen having multiple coffee makers, and extra bug spray & beach chairs were nice touches.

Family- and pet-friendly home rentals

Guest favorite
Condo in Englewood
4.91 out of 5 average rating, 65 reviews

Key Condo located on Manasota Key

MistyRating, 5 stars1 month ago
Great location! Beach was steps away. Wish we could have stayed longer. Would definitely stay here again.
Superhost
Villa in Cape Coral
4.74 out of 5 average rating, 66 reviews

3 Bed 2 Bath Heated Pool Home with Privacy Fence!

ScottRating, 5 stars3 weeks ago
Great home. We were very satisfied and would highly recommend this location.
Superhost
Home in Port Charlotte
4.84 out of 5 average rating, 156 reviews

Waterfront Pool and Dock! Great Family Retreat

IsaacRating, 5 stars18 months ago
Beautiful spot, not far from numerous restaurants and things to do. Not far from the Charlotte Event Center. Good amenities, stocked cupboards (coffee filters, seasonings, etc). Definitely would stay here again if we visit.
Superhost
Home in Cape Coral
4.81 out of 5 average rating, 154 reviews

Villa Coral with boat dock & waterview- own pool

ChristieRating, 5 stars2 months ago
We spent the month of March at this home and enjoyed the experience. With only solar heat we were afraid we wouldn’t use the pool but it was great and enjoyed lots of floats. We thoroughly enjoyed the outdoor area and beautiful canal views. Everything looked like the pictures. We loved the quiet neighborhood too
Guest favorite
Home in Englewood
5 out of 5 average rating, 16 reviews

Low Rates Serene Lake Frt-Pool Home 3Bd/2Ba/Lr/Kt

ShawnaRating, 5 stars3 weeks ago
Great location with lovely views. Home is very comfortable and super clean with perfect location with all the amenities you need. The host is very kind and she has excellent communication.
Top guest favorite
Home in Englewood
4.87 out of 5 average rating, 62 reviews

Turtle Nest Retreat - Manasota Key (upper unit)

BenjaminRating, 5 stars2 months ago
Dana was an amazing host. The space was beautiful and magical. We can’t wait to return again. Thank you for everything.
Superhost
Townhouse in Fort Myers
4.87 out of 5 average rating, 172 reviews

Gorgeous Townhome Close to the beaches

KathrynRating, 5 stars3 weeks ago
We stayed for 5 days. It was very easy to get there, check-in, check-out. The place was just as it was described and very clean. Everything we needed/wanted was very close by and easy to accesss. Stores, restaurants, the ocean... Great information from the host about the place and the area. Would definitely stay again!
Guest favorite
Home in Venice
4.76 out of 5 average rating, 136 reviews

Vacation home by Shasta Rd

JudithRating, 5 stars2 months ago
The house was comfortable, and the kitchen was well stocked with all the dishes and cookware we needed. The location overlooking the pond is a highlight. The many kinds of birds that come onto the lawn and right onto the patio are fun to watch. As are the turtles and alligators that swim by all the time! The water in the area isn’t great, so there is a reverse osmosis filter in the kitchen for drinking and cooking water. But the water in the rest of the house isn’t filtered, so the water in the tub and toilets and laundry is a little amber colored. It didn’t affect our clothes in the laundry, and we used bottled water to brush teeth, so it was fine. Overall, we really enjoyed our stay, and would come back again!

Family-friendly home rentals with a pool

Guest favorite
Cottage in Englewood
4.89 out of 5 average rating, 129 reviews

Good after Milton - Kayaks & Steps to Beach-pc

ChrisRating, 5 stars10 months ago
Amy is a terrific host and always on hand with local suggestions, additionally to the comprehensive package at the property. The property itself is in an amazing location, with just a 60 second walk to the beach and bath like sea! To help, Amy provides all the kit needed for the beach with chairs, parasols and towels easily to hand. The kitchen is great with all cooking implements you need and the living room has a massive TV with all the required streaming services logged in. I would definitely recommend Amy as a host!
Guest favorite
Vacation home in Englewood
4.88 out of 5 average rating, 77 reviews

Manasota Beach Vacation Rental

BryanRating, 5 stars2 weeks ago
This house was better than we had hoped for!! The walk to the beach would have been possible but with free public parking with ample parking spaces, why walk when you can haul everyone and everything to the beach in the car? The garage door opened with a keypad and the owner has a garage door opener for the guests to use during their stay. The garage was appreciated during our stay because we had frequent rain. There were bikes available, a sand flea rake (for sifting for shark teeth), beach chairs, and beach toys available for use in the garage. The pool had heating available but we didn’t use it because the water temperature was already perfect. Master bedroom was on one side of the house and the other two bedrooms were on the opposite side of the house. In between the bedrooms was a spacious kitchen, den, and dining room. Our family of four had plenty of room to relax, work on puzzles, eat, and count the day’s haul of shark teeth. This was one of our favorite trips!! Thanks!!
Guest favorite
Home in Cape Coral
4.89 out of 5 average rating, 57 reviews

PARADISE SUNSET

NancyRating, 5 stars3 months ago
A beautiful location, very quiet neighborhood, yet within 1.5 miles of a large supermarket and drugstores. Pictures are very accurate of the home. We loved the outdoor pool area/lanai. There was an issue with the pool filter causing the pool to become too cold for swimming during the last few days, which was unfortunate for us, but that was not the hosts' fault, and they were very responsive, within minutes. The home as a very comfortable layout with several large sitting areas inside, as well as a very large lanai area. Kitchen is well equipped with everything we could need. We did not use the grill, but there was one available. We had an issue with the smoke detectors and, again, a simple text to our hosts brought immediate response and remedy. Alexina and her husband are lovely and very responsive. I would recommend this beautiful spot and we would return on our next trip to Cape Coral.
Guest favorite
Condo in Fort Myers
4.82 out of 5 average rating, 22 reviews

Sanibel Harbour Resort - 137: Stairs to Beach

EricRating, 5 stars4 weeks ago
We recently stayed at the Sanibel Harbor condo with our one year old daughter and her great grandma, and we had the most amazing time! Her uncle also joined us for a fun filled Saturday. We can’t say enough great things about this stay. The immediate access to the water via stairs was a huge plus and one of the main reasons we chose this property. It was absolutely beautiful, especially considering how hard the area was hit just two years ago by Hurricane Ian. The restoration and care put into the property truly show. We’re so grateful for the memories made here!
Superhost
Home in Port Charlotte
5 out of 5 average rating, 4 reviews

Sunset Paradise: Book your Summer Vacation

Margaret AnnRating, 5 stars3 months ago
Tom's place is beautifully furnished, comfortable, and spacious. It has everything you need to prepare meals. We used the pool everyday. Living on the canal was peaceful and relaxing. Tom is a great host and very responsive. We had a wonderful vacation and look forward to returning next year.
Top guest favorite
Home in Cape Coral
4.91 out of 5 average rating, 271 reviews

Your Private Waterfront Escape: Pool & Gulf Access

ShaynnaRating, 5 stars4 weeks ago
I would rent this place 1000 times over! They were so kind to us and I hope they are as happy with us as renters as we were with them as hosts
Top guest favorite
Condo in Englewood
4.95 out of 5 average rating, 44 reviews

Tiki on the Bay

MichaelRating, 5 stars12 months ago
Deedra and her place were great. A relaxing place on the water with a pool, and a host who was responsive and polite. We couldn't have asked for anything more!
Superhost
Home in Cape Coral
4.91 out of 5 average rating, 166 reviews

Dreamvilla Louisiana in Cape Coral

CatrinaRating, 5 stars2 months ago
We enjoyed Louisa’s property. The home was just as described and we were very happy with our experience. We checked in and out with Louisa’s husband he was very nice and helpful. The pool and the canal were definitely highlights for the kids. My son did a lot of fishing and my daughter really enjoyed playing in the pool day and night. Would definitely book this home again. Would 10/10 recommend.

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