
Kid-friendly holiday rentals in Little Gasparilla Island
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Top-rated kid-friendly rentals in Little Gasparilla Island
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Child-friendly house rentals

Brandnew Villa - pool & spa at canal south facing
absolutely stunning villa. pictures don't do it justice. lovely peaceful location. the pool is just amazing and the beautiful kitchen was just a pleasure to cook in. Marco was always responsive in anything we needed. we will most definitely be coming back. Thank you for a wonderful 2 weeks

Paradise Tiki: Gulf Access,Heated Pool&Spa, 11PPL!
We stayed at this beautiful home with our toddler and another family with two small kids, and the experience was AMAZING! The house was spacious, clean, and perfectly set up for a relaxing family vacation. The highlight for all of us was definitely the private pool and back patio area, beautifully maintained & comfortable. The home was thoughtfully stocked with everything we needed, from kitchen essentials to pool toys for the kids. Michelle was also very responsive and helpful anytime we had a question. We can’t recommend this place enough, it’s perfect for families and groups looking for a fun, relaxing getaway. We would absolutely love to stay here again in the future!

Spacious 2 Bedroom Home | Near Beach | Heated Pool
Melissa's listing was very nice and comfortable. The beds were comfortable and the ceiling fans worked great. The bathrooms were clean and the showers had good water pressure. There was lots to do in Venice and a drive to Sarasota was at most an hour. It was also nice that beach items were supplied, such as chairs, umbrella, coolers, etc. The house was also in a quiet neighborhood and we felt safe at all times. I would definitely recommend to others!

My Sea Shack~ 1 minute to beach, SH Club, G-Cart
Favorite family vacation to date! Leila was a wonderful and responsive host. I asked about the condition of beach chairs prior to arrival (we have stayed in prior houses that have advertised chairs only to arrive and them be unusable) Leila went out of her way to provide brand new chairs despite the current ones being in great condition. The house was very clean and well stocked with supplies, we felt right at home! The island is absolutely amazing. If you’re looking for a relaxing trip with pristine beaches and ocean this is your sign to book now. It’s the perfect escape from reality!

90Degree SaltWater Pool NEW Luxury Spa Gulf Access
From the moment we walked in the front door, we knew our holiday was going to be incredible. We had a very late flight and Cara unlocked the door for us on arrival to make entry smooth as silk. Waiting for us was a welcome card and as we walked room to room, we were in awe. The pictures do not do this home justice and not a single detail was overlooked. It is impossible to not feel at home and we are so thankful we made the choice to stay at Cara’s resort. Cara was extremely responsive and proud of the local community. We dined at several of her recommended spots and not disappointed at any of them. The outdoor kitchen made it difficult to leave however, we wanted to experience the local life. Thank you Cara for being an attentive and caring host. We hope this will be a place we visit with our family many times in the future. 🩷

Morning Glory - Walking Distance to Surfside Shops
The house was beautiful! Very peaceful and comfy. My family and I really enjoyed our stay.

Saltwater Serenity Villa/ Dock/ Heated Pool/
We had a wonderful stay at this beautiful home! We loved that they had basically everything you might need. They even had a high chair and pack n play which was really useful with our 11 month old. The area is peaceful and quiet but still close to restaurants/grocery stores. Our favorite part of the stay was watching the sunset while relaxing in the pool.

2 Kings, Pool, Gulf Canal, Game Room and Kayaks
My family had an excellent stay at this location. The neighborhood was and with a beautiful canal view.
Kid-Friendly apartment rentals

Downtown Boca Grande-Flat #2
Great stay! Close to the beach and host was a great communicator!

Twin Palm Studio - Special Summer Price!
Amazing place, Cleo is super nice

Casa del Sol II (Non-Smoking Property)
Casa Del Sol II is a great place to stay. It’s always clean and has everything you need. Location is wonderful, you can walk pretty much everywhere.

2bd/1ba- Pebble Beach Apartment
Enjoyed the stay. Very nice. Very clean. Very comfortable. Loved the Welcome greeting and box of chocolates. Loved having coffee out in the sunroom in the mornings. Enjoyed it enough that will like to go back next year.

Brand new modern apartment
So modern and beautiful! The location was peaceful. A perfect stay with our pup. It was well stocked with everything we could’ve needed. Exceeded our expectations and would absolutely stay again.

Suite with lake view.
Daysi was a super host. Place was amazing clean and peaceful to take time out of everyday work day. Me and my husband needed time off from the world and daysi place did that. I will be back for another getaway.

Oz Cottage hot tub, Pool, 2.9 m beach
Such an amazing, unique, and “experience” stay! We absolutely enjoyed it!

Private Apartment with sunny pool
Absolutely loved staying in this private home! Everything was exactly as listed and even better than expected. I got engaged on our stay there and it was the perfect place to celebrate as a couple! A very private, cute, and comfortable home. The pool was awesome to have and even had blowup tubes included. Would definitely come back here!
Child-Friendly Holiday Condos

Lovely Gulf Access/Kayak, Beach, Tiki Bar & Grill.
Our stay at Yenny’s condo was great! She communicated quickly whenever I reached out before our stay and even contacted us once we were there asking if we needed a packnplay! The location is close to the grocery store, restaurants and Cape Coral beach. We hope the condo is available in the future when needed as our stay couldn’t have been better. Thank you, Yenny

Entire Beachside Condo! Don’t worry Beach Happy!
We stayed in this lovely place last year and will keep returning! It a perfect location if you love a quiet beach side stay. The renovations are beautiful and Nicholas was very responsive to communication. We couldn't have asked for a more perfect stay!

Gulf Side Condo Englewood Florida
Super clean condo right on the beach. convenient parking. Beautiful get away!

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!

Burnt Store Marina- 2BR w/ pool, marina, gulf view
It was a great stay !! The Airbnb is so cute and pool area is perfect!! Host was very friendly and welcoming:))

Waterfront Condo in Cape Haze
We enjoyed sitting on the balcony and watching the boats and wildlife. There was a dolphin that swam around the dock. The apartment is very well supplied with everything you need to make your stay relaxing and easy. The pool was very clean although the surrounding area had been damaged with the storm in Oct 24.

On Manasota Key with Direct access to our Beach B)
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!

Bay Watch @ManasotaKeyCondos
Can't wait to stay again in the future.. added to must stays in Florida.. pool was great not many people and same with beach!! Amazing views in the morning of the Sunrise and great fishing right off the back deck Especially liked the cleaning station for your fish you catch!!!
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