
Family-friendly vacation rentals in Siesta Key
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Siesta Key
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
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Popular amenities for Siesta Key family-friendly rentals
Family-friendly home rentals with a pool

Gorgeous Home / Heated Pool and Spa
A great house for two families with kids! Very clean and spacious. The heated hot tub and pool was amazing! The host was very friendly and responsive. The drive to Siesta Key beach was short ever with traffic. We would definitely come back!

Paradise Cove
This place was perfect! Beautiful and peaceful backyard with a pool, we didn’t get to enjoy it but overall this place was beautiful.

Twin Palms: Big House Steps to Beach w/Lush Pool
Stay was wonderful. house was perfect, hosts were incredibly thoughtful and responsive. My family of 8 travels together so the two bathrooms was a little tight. Would have loved an extra bathroom or two for the price but the heated pool more than made up for it. The heated pool kept my grandson entertained and enthralled all week as did the toys made available to him. in addition, the childproof amenities were amazing and made the trip easy and relaxing. Kuddos to the hosts

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.

Large Sparkling Clean Pool Home West Bradenton
The house was perfect and just as described. Terrie and her husband were so helpful with me having a late arrival. Directions on what to do when leaving were very clear. Yard was great for being fenced in for my service dog and the area was perfect for walking. Grocery store very close as well as some specialty coffee shops. Lots of separate spaces to relax in which was great.

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

Tropical Paradise - Private Pool - Close Beaches
Karin is a wonderful host and responds quickly to any questions. She is conscientious and was sure to keep us informed when the dishwasher needed to be replaced. The house is clean and comfortable, the pool and patio area is spectacular. We would stay here again. The location was perfect for our stay in Bradenton.

Pink Flamingo: 4 Beds/3 Baths Screened Pool Oasis
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.
Family-friendly home rentals with air conditioning

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

3/2 Home Heated Pool/close to Anna M. Beaches/ IMG
Great place and excellent host. Loved the pool and watching the egrets by the lake. Thank you Tomas!

Aloha Villa Pet Friendly 3 miles to Siesta Key #2
Great clean place to stay at and they were very fair on price

The Happy House - Seeing is Believing!
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.

Family friendly with large pool
I had a large party of 4 adults and 6 children and there was plenty of space for everyone. The house itself was stunning. We all enjoyed the pool and hot tub. Definitely would recommend others to stay here.

FAMILY-FRIENDLY HOME CLOSE TO EVERYTHING
Niconle was a wonderful host. She communicated frequently and made us feel at home. The location is peaceful. The lanai faces a pond with frequent visits by many different shore birds. The kitchen is well equipped. We would stay at this location again.

AMI Sunset Beach - Pool Side Retreat w/ Pool +Deck
Very nice place. Very clean, and sticked with everything you need. With an amazing rooftop view of the ocean. Pool was heated. Loved this area and the beach was only literally across the street. We are from this area. And we enjoyed our stay very much Rex was a wonderful host.

LUX VILLAs close to sparkling Siesta Beach.
My two boys and I truly enjoyed the condo. It was clean, tidy, roomy, well-equipped, and conveniently located. The community was quiet and peaceful. My boys loved the pool and I loved the hot tub. We were extremely pleased. While we were given a unit that differed from our original request, we understood the reason given and we were in no way disappointed with the new arrangement. The unit was perfect for us and we would definitely return. Bea and her assistant were quick to respond to my questions prior to arrival. We had no issues during our stay, so we never needed to communicate while we were there. Check-in and check-out were both extremely easy.
Family-friendly home rentals with a hot tub

Heated Pool_Hot Tub/Spa_Close To Beaches_Remodeled
Casey was a friendly and responsive host! The house was the perfect space for our family and friends to stay together but have our own privacy! Any help or concern we had, Casey jumped right on it to solve our problems.

Sun, Beach Views, and Smiles!!!
We hated to leave! It was perfect for our stay. Very clean and steps away from the beach, close to everything store wise/ restaurants.

Traders' Haven - Historic 8th Ave Mega Beach Condo
Our group had such a great stay. The location was great and it was the perfect spot for a beach weekend. Daniel was super helpful and responsive to any messages sent during our stay. We loved the spacious quirky layout of the apartment and would definitely stay here again!

Shorewalk upgraded condo upstairs unit 4415
Enjoyed our stay. Very quiet location and convenient to everything

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

4 Bed 4.5 Bath Family Friendly, 3 Blocks to Gulf
Stayed here with the whole crew and it was perfect. Flow of the house is great for extended family and guests. Patrick is super responsive and helpful. I couldn't find something and he literally brought it over. Would totally stay here again.

Florida Bella Rosa-2 spas & pools near IMG/beaches
We are already looking to see when we can come back to Florida and stay in Daniel's rental again! It has everything you need, it is well-kept, and it is close to everything you want/need (the beach, Detwiler's, Publix, stores, restaurants). It is in a safe location. The Shorewalk ammenities (pools and hot tubs) are nice as well. Even though one pool's heater was broken, there was another pool to choose from and two hot tubs. He checked-in with us to make sure check-in went well and to make sure that our stay was going well. Daniel provided thorough instructions and recommendations for everything you could possibly need. He was a great host with a great home away from home!

Myakka River Retreat In Port Charlotte
We had a wonderful stay at Paul and Nanci’s place! The space was clean, comfortable, and beautifully decorated, making it feel like a home away from home. Paul and Nanci were excellent host, providing clear instructions and thoughtful touches throughout our stay. The highlight was definitely the breathtaking view from the observation deck – it was absolutely stunning, especially at sunset! And as for the fishing, the fish definitely bite – we had a great time casting a line and even caught a few! The location was perfect, with easy access to local attractions and restaurants. I highly recommend staying here and would definitely return on my next trip! Thank you, Paul and Nanci, for such a great experience!
Quick stats about vacation rentals that are family-friendly in Siesta Key
Total rentals
1.5K properties
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees
Total number of reviews
21K reviews
Pet-friendly rentals
260 properties allow pets
Rentals with a pool
1.2K properties have a pool
Rentals with dedicated workspaces
620 properties have a dedicated workspace
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- Crescent Beach
- John's Pass
- Cortez Beach
- Bean Point Beach
- Lido Key Beach
- Amalie Arena
- North Beach
- Raymond James Stadium
- Vinoy Park
- Coquina Beach
- Curtis Hixon Waterfront Park
- Tampa Theatre
- Fort De Soto Park
- Tropicana Field
- Manasota Key Beach
- Splash Harbour Water Park
- Lakewood National Golf Club
- Streamsong Resort
- River Strand Golf and Country Club
- Englewood Beach
- Alafia River State Park
- Marie Selby Botanical Gardens
- Florida Botanical Gardens
- Bayou Club