Family-friendly holiday rentals in Siesta Key

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!

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

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.

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.

Ulrike's apartment was perfect for two couples. It was very clean and well maintained. The high quality furnishings were comfortable and met out needs. The view was outstanding! Parking under the first floor was a big plus, with an elevator to our floor. We felt safe and had privacy.

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.

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!

Liz’s home was amazing for our family trip! We had adults and children from three families together! Being right on the beach is very special! The sunsets were the most beautiful we have seen! Walking and driving distance to everything you could want or to do! Liz was prompt with communication and answered any questions we had! We will definitely be back! Thank you!

We stayed a month and it felt like being at a real home; the house was very well equipped and full of character. On a daily basis, we had everything we needed, and the very few times we needed assistance/solving, Edie was very diligent to make sure we were happy. Extra points to the shaded parking space and the firmness of the mattress. We truly enjoyed our stay, as well as the location, the private fenced patio for our kitty, and our little casual encounters with Matt in the shared backyard/laundry area :)

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

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.

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

Great clean place to stay at and they were very fair on price

Cute place in a quiet neighborhood with easy access to parks, downtown and beaches.

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.

Our stay was fantastic! The house was the perfect size for the three of us. We originally had it reserved for us and both of the kids, so Jeff had the extra bed there waiting for us. We've been coming to St. Pete for 7 years and I love the historic old charm of the houses and streets. Jeff definitely went the extra mile with lining the stove with foil and having every convenience of home. Already going to schedule our next stay with Jeff. Also loved the central A/C!!!! Great private place to stay in St.Pete.

Lisa and Robert not only are great host but very nice and communicative as well!. The place it’s very nice cozy and quiet for a good time to rest.

Great place and excellent host. Loved the pool and watching the egrets by the lake. Thank you Tomas!

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.

We had a wonderful stay! The house was beautiful and had everything we needed for a comfortable stay. Dawn was extremely responsive when we needed assistance with the pool heater. Our stay was everything we had hoped for and more. The home was also close to Boca Grande beach (25 min) which was a lot of fun to visit. Highly recommend for families staying in the area.

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.

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.

Paul’s house is in a very quiet neighborhood. We found the house clean, the kitchen was well stocked, there were nice beach chairs and beach towels to use and the pool was well heated. The beds were comfortable with nice linens. Paul was quick to respond to our question we had. It’s definitely a place we will stay again.

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.