
Family-friendly vacation rentals in Little Gasparilla Island
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Little Gasparilla Island
Guests agree: these family-friendly homes 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 family-friendly rentals
Family-friendly home rentals with a hot tub

White Sands - Tropical Rental with lots of Privacy
Very pleased The couple small issues upon arrival were addressed right away. We would stay at this wonderful home again. Thank you

Sunset Paradise - Beautiful Sunsets and waterfront
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.

Villa Oasis - Beautiful Pool/SPA Home on Canal
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.

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

8 Lakes Location 3/2 Gulf Access w/Pool + Hot Tub
This house is spectacular, great view, open floor.pla, great lanai, hot tub, pool. All amenities you need. Looking forward to visiting again

Amazing villa with great water view.
We had a fantastic stay! The house was incredibly well-equipped—there were plenty of essentials like paper towels, toilet paper, and all the little extras that make a stay comfortable and convenient. The pool and hot tub were both in perfect working order and made for a relaxing time day or night. The canal out back was a real highlight—great fishing with a wide variety of fish, including catfish, gar, and more. The house also came with five bicycles available for tenant use, which was a nice bonus, and there were TVs in every room—perfect for unwinding after a long day. The home felt truly luxurious, especially for the price. Jeff was a great host, and everything went smoothly. Highly recommend!

Amazing Lagoon | Rock Grotto Swimming Pool | Spa
Amazing, clean place. Great pool

The Island Hideaway
Great place and location! Very nice home and outdoor space. Wish the pool heater worked while we were there but the hot tub offset the chill. Cozy space would love to come back and relax!
Family- and pet-friendly home rentals

3 Bed 2 Bath Heated Pool Home with Privacy Fence!
Great home. We were very satisfied and would highly recommend this location.

Location! Walkable Punta Gorda - The Cottages
In one word. "PERFECT". The cottage is cozy, clean, and beautifully decorated. Deanne and Nancy clearly put a lot of thought into what they would want and need in a cottage rental. Free of clutter the cottage was beautifully appointed while also being cozy. A fleece throw was rolled up in a basket for the chilly nights or mornings which I was grateful for. I absolutely loved that Deanne and Nancy had a "kick off" tray (for lack of a better term) providing coffee and snacks for your first evening/ morning until you make it to the grocery. The area felt safe and was well lit. I drove most of the time and the location was easy to get in and out, as well as being walkable. I can see why Deanne and Nancy's cottages are booked so far ahead and I highly recommend. Thank you for a wonderful stay. Dont' change a thing.

Waterfront Pool and Dock! Great Family Retreat
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.

Villa Coral with boat dock & waterview- own pool
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

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

Turtle Nest Retreat - Manasota Key (upper unit)
Dana was an amazing host. The space was beautiful and magical. We can’t wait to return again. Thank you for everything.

Vacation home by Shasta Rd
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!

Honolulu East - Vacation home w/ Gulf-access canal
Our stay at Matt‘s place was wonderful. The house was comfortable and well stocked with everything we needed. The lanai and the pool was so welcoming! We spent a lot of time out there. It was so peaceful to sit in the chairs by the canal and enjoy the surroundings. I will definitely be back.
Family-friendly home rentals with a pool

Manasota Beach Vacation Rental
We enjoyed our stay at this home. The area is extremely quiet and easy to locate. The home is exactly as described in the listing with a very private back yard/pool area and ease of house rules. Having stayed at multiple rentals in the area previously, the location is near impossible to beat if you intend on a "beach" vacation. We would stay here again without hesitation.

Manasota Key Condo Bay side Beach Access
Great place, great stay.

Heated Pool | Gulf Access Canal | Dock | BBQ
We were 7 in our group and had plenty of space for everyone. Back porch had lots of room to enjoy the spring break weather. House was fully stocked with silverware, plates, cups, and pots and pans.

PARADISE SUNSET
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.

Little Piece of Paradise
We enjoyed our stay at Judy’s! It was so relaxing and peaceful. We will definitely be back to visit again soon.

Sunset Paradise: Book your Summer Vacation
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.

Venice lakefront house, enclosed heated pool
I had a few questions at the beginning and Gregg responded promptly. The house was neat and tidy, loved the quietness of the neighborhood. We enjoyed the wildlife I even brought my binoculars lol, The kids & I got to see a baby gator. We enjoyed the pool and the weather was great. Definitely will be back… Thank you

Tiki on the Bay
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!
Destinations to explore
- Tampa Bay Vacation rentals
- St Petersburg Vacation rentals
- Seminole Vacation rentals
- Tampa Vacation rentals
- Central Florida Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Orlando Vacation rentals
- Fort Lauderdale Vacation rentals
- Gold Coast Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Rentals with beach access Little Gasparilla Island
- Waterfront rentals Little Gasparilla Island
- Kid-friendly rentals Little Gasparilla Island
- Fitness-friendly rentals Little Gasparilla Island
- House rentals Little Gasparilla Island
- Beachfront rentals Little Gasparilla Island
- Condo rentals Little Gasparilla Island
- Villa rentals Little Gasparilla Island
- Rentals with a fire pit Little Gasparilla Island
- Rentals with pools Little Gasparilla Island
- Cottage rentals Little Gasparilla Island
- Rentals with a hot tub Little Gasparilla Island
- Rentals with a patio Little Gasparilla Island
- Rentals with a washer and dryer Little Gasparilla Island
- Rentals with a kayak Little Gasparilla Island
- Pet-friendly rentals Little Gasparilla Island
- Rentals with outdoor seating Little Gasparilla Island
- Family-friendly rentals Charlotte County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- 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
- Anna Maria Island
- Siesta Beach
- Captiva Island
- Anna Maria Public Beach
- Crescent Beach
- Turtle Beach
- Caspersen Beach
- Cortez Beach
- Lido Key Beach
- Coquina Beach
- Manasota Key Beach
- Lovers Key Beach
- Barefoot beach Bonita Springs,FL
- River Strand Golf and Country Club
- Myakka River State Park
- South Jetty Beach
- Marie Selby Botanical Gardens
- North Jetty Beach
- Van Wezel Performing Arts Hall
- Lakewood National Golf Club
- Tara Golf & Country Club
- Englewood Beach
- Gasparilla Island State Park
- Bayfront Park