Family-friendly vacation rentals in Gasparilla Island

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

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.

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 !

Federico was amazing! he went above and beyond when we had a minor emergency with our 3-year-old daughter and helped us get some medications (and a humidifier!) for her on the mainland without us ever having to leave the island. he was always very helpful and responsive whenever we had questions about his place or the island. The space was very kid friendly and though it is a shared Deck with the house next door we hardly even saw or heard from The neighbors. oh and because it's not completely obvious from the listing you do not have to share the hot tub with the other house. There is one at each house. also, the description is a one minute walk to the beach probably needs to be updated given that there is now houses backyards you have to walk through if you take the most direct route. Other than that the area underneath the house was wonderful for our kids to play in when we weren't at the beach and the 6 person golf cart was just big enough for our party of five. A+ highly recommend

This was our second time at Alex's house. Gets better every year. Alex is very accommodating.

Amazing, clean place. Great pool

Mike was a great host, friendly and very helpful. The house was well appointed and very clean. would definitely stay there again.

Overall we were very happy with our stay. We loved having access to 2 kayaks to enjoy the canals. The pool and hot tub were awesome, and the house was amazing. The only things that were slightly annoying was having a member from the rental stop by bright and early on our first and last day to go over the status of the rental. When traveling it's a bit annoying to be woken up super early on your first day. I would also suggest changing the timer on the sprinklers. They would go off about 930 at night when we were trying to enjoy the hot tub. While they wouldn't always hit us, the water had a very strong smell of rotten eggs which made us not want to stay outside anymore. Thankfully they didn't come on every night.

My family met at FMB for Christmas and stayed at Andy’s house and it was just what we needed! The location is great, quick walk to the beach and restaurants and shops. The area is definitely still a mess from hurricane Ian, but places are starting to reopen and the beach is still lovely and clean. The house had everything we needed to cook meals and lots of stuff to take to the beach!

We had a wonderful week at Nancy’s place! It was just right for my husband, me, and our small dog. Location is great and it’s an easy walk to the beach! While small, the apartment has all the necessities. We particularly liked that there is a bike rack and the house is beside a bike path.

Great location! Beach was steps away. Wish we could have stayed longer. Would definitely stay here again.

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.

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

We spend two happy and relaxed weeks in Angelika‘s house. The location is perfectly located among nature, parks, beaches and great shopping opportunities though a own car is highly recommended. Thank you Angelika! Dita & Franz, Switzerland

This was the second time we stayed and we will plan to stay again if in the area. Dan was very helpful and responsive and the unit was a perfect fit for our family vacation.

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!

Our stay was so easy and enjoyable! Dior’s place is so cute and very clean. We were able to walk to multiple shops, bars, and restaurants. It was so nice to have our private beach access right down the sidewalk, and right beside the pool! We were also so glad that she was able to accommodate us on such short notice. Everything was perfect! This will definitely be our go-to place to stay when we visit Siesta!

Maggie's place was perfect for our family of 5 with 3 teenagers. We enjoyed fishing off the dock, swimming in the pool and loved all the birds and lizards in the back yard. There was an issue with the air conditioner and Maggie was responsive with the issue. The house was comfortable and in a great location to visit Sanibel Island and the Everglades. We would definitely stay at Maggie's place again.

Adorable beach condo with amazing beach, gulf and sunset views. The hosts were very responsive. Close to grocery stores, souvenir shops and restaurants. A perfect island getaway.

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!

Great place, great stay.

Great place to stay on the Bay. The golf was a short walk and was beautiful. Walking distance to several restaurants. My husband was able to catch fish off the dock. Our host, Dave had excellent communication. Thank you for the great time!

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!

Beautiful condo in a great location. Loved the balcony. We got to view lots of sea life to include daily dolphin sightings. Great place to find shells on the beach. Nice accommodations that include beach chairs, umbrella, and toys which was fantastic. Condo well stocked and clear check in/out instructions. We had a very relaxing vacation. Can’t wait until we can visit again. We would highly recommend booking the is condo. Host very friendly and responsive.