Family-friendly holiday rentals in Gulf Gate Estates

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Gulf Gate Estates family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favourite
Home in Sarasota
4.98 out of 5 average rating, 134 reviews

Gorgeous Home / Heated Pool and Spa

MargieRating, 5 stars6 days ago
This is the second time we have enjoyed Kayla’s place. Everything was perfect and she is very helpful and responsive. Incredible home with lots of room, perfect outdoor space and all of the amenities you want in a weeklong family vacation. We will be back.
Superhost
Home in Siesta Key
5 out of 5 average rating, 26 reviews

Canal home short walk to Beach & Village, Heated P

CarlyRating, 5 stars22 months ago
Can’t say enough good things about the house and Steven. The house was beautiful, it was everything we could’ve wanted and to have the additional beach supplies readily available was amazing! Steven answered so quickly and was happy to help however he could. 10/10 for us!!
Guest favourite
Apartment in Siesta Key
4.92 out of 5 average rating, 146 reviews

Siesta Key Serenity At The Palm Bay Club

DeborahRating, 5 stars5 months ago
This is our second year of staying here. Our hosts were very helpful and even left us little treats to welcome us. We arrived on November 8th, 2024. Weeks prior to arrival, they kept us updated on the progress of Hurricane cleanup. Their home is the perfect location. You can enjoy the ocean just across the street or the pool and hot tub with a view of the channel. Their home is clean and includes so many items that would need on this vacation. They were always willing to answer our questions as well as suggestions to make our trip even better. We feel perfectly at home here and can't wait to return next year.
Guest favourite
Island in Sarasota
4.97 out of 5 average rating, 322 reviews

NEW APR SALE Openings! Sarasota #1 Lux BEACH Villa

KatieRating, 5 stars1 month ago
We just enjoyed five days there with three young kids. Beautiful place, awesome communication and accommodating to all of our needs! Thank you for a great stay!!
Guest favourite
Apartment
4.84 out of 5 average rating, 126 reviews

Shorewalk upgraded condo upstairs unit 4415

BrianRating, 5 stars2 months ago
Enjoyed our stay. Very quiet location and convenient to everything
Superhost
Home in Sarasota
4.76 out of 5 average rating, 111 reviews

5min to Siesta, Heated Pool & Jacuzzi, Grill, WiFi

BarbaraRating, 5 stars1 month ago
House was great, we really enjoyed our stay and would definitely book again if available whenever we’re in the area. The host was super responsive and helpful when needed.
Top guest favourite
Home in Sarasota
5 out of 5 average rating, 31 reviews

Family friendly with large pool

LauraRating, 5 stars2 weeks ago
Overall, this is a wonderful place to stay. The house provided plenty of room for our family of six adults and two kids. There are several nice features in the home including multiple deck spaces to relax in and a large pool and hot tub. The house was very well equipped and organized. Also, the location was away from traffic noise and advantageously situated on the north end of the Key avoiding the heavy traffic that occurs on the south end. Better advanced communication and more prompt responses to a few issues we discovered upon arrival would have made the experience more enjoyable. In the course of our month long stay we were able to address most of the issues and the host accommodated our concerns. We are planning on staying again next year.
Guest favourite
Home in Bradenton
4.9 out of 5 average rating, 20 reviews

Heated Pool_Hot Tub/Spa_Close To Beaches_Remodeled

DominicRating, 5 stars1 week ago
Great stay! Everything was neat, clean and ready for our stay! Would stay again!

Family- and pet-friendly home rentals

Guest favourite
Home in Bradenton
4.95 out of 5 average rating, 246 reviews

Paradise Cove

SusanaRating, 5 stars3 months ago
This place was perfect! Beautiful and peaceful backyard with a pool, we didn’t get to enjoy it but overall this place was beautiful.
Guest favourite
Home in Holmes Beach
4.97 out of 5 average rating, 131 reviews

Twin Palms: Big House Steps to Beach w/Lush Pool

MeganRating, 5 stars2 weeks ago
We enjoyed our stay at Kathleen’s home. This was our first time coming to AMI since the hurricane. Kathleen was sure to send updated photos of the interior following repairs. There were still some repairs needed on the exterior (various exposed construction and holes in soffits). However this did not significantly impact our stay. The home was clean and the kitchen was well equipped. We appreciated the natural shower gels, shampoo and abundance of sunscreen. There were numerous beach toys as described and the beach wagon came in handy. The space felt a little tight with two families (with somewhat older children) but would be perfect for young kids given the quantity of toys and activities. We had an issue with the interior locks at one point but this was handled well by the host. Overall we had a nice experience. Thank you!
Superhost
Villa in Sarasota
4.75 out of 5 average rating, 126 reviews

Aloha Villa Pet Friendly 3 miles to Siesta Key #2

AwildaRating, 5 stars1 week ago
I visited Sarasota with my family from the state of Rhode Island from April 4 to April 7 and we stayed at Jason’s & Laura house and it was an amazing experience. The house was very clean and organized. The house is located on a great neighborhood, super safe and great amenities. The house was stocked with beach supplies like beach chairs, beach towels, a boogie board and a beach cooler that was so nice. The house was exactly what we were expecting, I would recommended to everyone. Thank you Josh and laura.
Superhost
Home in Longboat Key
4.88 out of 5 average rating, 120 reviews

Summer House longboat key

AndreaRating, 5 stars1 week ago
We had a wonderful stay at Chris’s house on longboat key! The pool was so nice for the kids and us adults to swim and relax by. The house was very nice and the beds were very comfortable. There were plenty of towels, extra sheets, and the kitchen was very well stocked with pot and pans. We did find it easier to drive closer to the crosswalk to the beach and park before walking across the street to get to the beach access. The beach was very quiet and beautiful. We found so many shells and our kids loved doing evening swims at sunset! It’s a very quick drive to Anna Maria Island and St Armand’s Circle. We really enjoyed our stay.
Guest favourite
Bungalow in Rosemary District
4.88 out of 5 average rating, 127 reviews

2BR, 2BA home in the heart of downtown Sarasota

MattRating, 5 stars4 days ago
Such a lovely stay! Very homey and well decorated without feeling cluttered. Loads of room to spread out and terrific natural light. The beds were extremely comfortable. We were delighted by how walkable the neighborhood was and the street is super charming and quiet.
Guest favourite
Home in Sarasota
4.95 out of 5 average rating, 206 reviews

2bed/2bath with POOL house, close by SIESTA KEY!!!

JoelRating, 5 stars3 weeks ago
Romualda’s home was very clean, beautiful, and modern. She was very communicated from the time we booked the AirBnb, to the time we checked in, and the time we checked out. We felt right at home as she had many ameneties that were offered and more. We will definately book again next time we are in town.
Guest favourite
Bungalow in Sarasota
4.82 out of 5 average rating, 151 reviews

Pink Flamingo: 4 Beds/3 Baths Screened Pool Oasis

MiriamRating, 5 stars3 months ago
We enjoyed our stay at the Pink Flamingo house. The house was well supplied, and clean. I would definitely recommend this house for any one that has a bigger family to accommodate for. The children enjoyed the heated swimming pool. Yvonne was very easy to work with and always responded when we had questions.
Top guest favourite
Home in Siesta Key
4.91 out of 5 average rating, 117 reviews

Siesta Key, FL - Casa Berano

JulieRating, 5 stars2 weeks ago
We REALLY enjoyed our stay here! The house was super clean and very well stocked. The pool was very clean and a quiet area back there to relax and enjoy. They had more than enough pool/beach towels and chairs. We loved the location and walkable to beach or a 5 minute drive! The owners are very thorough with directions and information and although we never needed anything, I know they would respond within minutes! Thank you for the warm, spring break at your place! We would definitely stay here again 😎

Family-friendly home rentals with a pool

Guest favourite
Home in Anna Maria
4.84 out of 5 average rating, 32 reviews

A Wave From It All - PETS! Oasis Near Gulf Beaches

RobertRating, 5 stars7 months ago
Thanks again for hosting my family and I. It was the perfect staycation for us. The backyard is the best part of the house. It was a great set up to hang in the pool and be able to watch the football games.
Superhost
Home in Bradenton
4.69 out of 5 average rating, 35 reviews

3/2 Home Heated Pool/close to Anna M. Beaches/ IMG

JoAnneRating, 5 stars14 months ago
Great place and excellent host. Loved the pool and watching the egrets by the lake. Thank you Tomas!
Guest favourite
Home
4.77 out of 5 average rating, 248 reviews

Tropical Paradise - Private Pool - Close Beaches

PatrickRating, 5 stars3 weeks ago
My family of 5 had a great stay! We loved the home and pool and enjoyed the easy access to AMI either by driving or a short distance to the water ferry! Karin was very helpful with her responses, we would highly recommend!
Guest favourite
Home in Indian Beach-Sapphire Shores
4.93 out of 5 average rating, 68 reviews

The Happy House - Seeing is Believing!

AmberRating, 5 stars3 weeks ago
Very nice home. Cozy space and beds. Nice pool. Our electric went out for about 12 hours so we couldn’t see anything the last night, but they were very attentive. It wasn’t their fault at all. Other than that, wonderful stay.
Superhost
Home in Holmes Beach
4.93 out of 5 average rating, 67 reviews

Happy Island Cottage - Private Pool

JulieRating, 5 stars13 months ago
I cannot say enough great things about the hosts and this place. It was absolutely perfect for our girls trip. Love the patio with lights and a ceiling fan....the beds are comfortable...the kitchen has everything you need. We utilized the washer and dryer a ton and loved the beach wagon and cooler to use for our convenience. These hosts are top notch....I wish I could given them TEN starts. We will be back.......
Superhost
Home in Venice
4.8 out of 5 average rating, 99 reviews

Venice lakefront house, enclosed heated pool

ChristinaRating, 5 stars9 months ago
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
Superhost
Home in Englewood
4.64 out of 5 average rating, 77 reviews

Luxury Lemon Bay 4 BR villa w/ pool

EricaRating, 5 stars8 months ago
Great place! Very clean, responsive with any issues. The only huge bummer was there was nothing except towels for the beach (chairs, umbrella, softer, etc) as we’ve had in every other place we have stayed in.
Superhost
Home in Sarasota
4.63 out of 5 average rating, 153 reviews

3 bedroom Home with Pool Near Downtown.

AngelaRating, 5 stars2 weeks ago
This was the cutest home and was absolutely perfect for our stay. The home was clean, well stocked, and in a quiet neighborhood. The pool was crystal clear. The beds were comfortable. The listing was just as described. We truly enjoyed our stay!

Quick stats about holiday rentals that are family-friendly in Gulf Gate Estates

  • Total rentals

    190 properties

  • Nightly prices starting at

    £53 before taxes and fees

  • Total number of reviews

    5.7K reviews

  • Pet-friendly rentals

    80 properties allow pets

  • Rentals with a pool

    110 properties have a pool

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

Destinations to explore