Family-friendly holiday rentals in Sarasota Beach

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Sarasota Beach family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favourite
Home in Sarasota
4.98 out of 5 average rating, 139 reviews

Gorgeous Home / Heated Pool and Spa

KathrynRating, 5 stars1 month ago
Just returned from another great stay at Kayla’s place. Everything was fantastic, the backyard pool and jacuzzi were amazing. We also really appreciate Kayla’s responsiveness. Looking forward to returning next year!
Guest favourite
Apartment in Siesta Key
4.93 out of 5 average rating, 148 reviews

Siesta Key Serenity At The Palm Bay Club

LauraRating, 5 stars1 month ago
Super clean, quiet, comfy bed. We enjoyed the bayside pool. Nice views. Palm Bay club nice benefit as after a short walk over to the beach we enjoyed the chaises delivered and set up close to the water and hole drilled for our beach umbrella. Amazing sand is not over rated. Warm gulf waters and easy entry and exit. Breeze Trolley with their app made getting around without driving convenient . Lots of fun food and shops minutes away. This bayside spot a was a delight.
Superhost
Apartment in St. Pete Beach
4.88 out of 5 average rating, 150 reviews

Sun, Beach Views, and Smiles!!!

JoannaRating, 5 stars4 days ago
Beautiful place and incredible host! Place was extremely clean and cozy, only thing is that there was no soap and shampoo on bathrooms. But other than that everything was amazing, I recommend this place and this host.
Top guest favourite
Flat in Longboat Key
4.95 out of 5 average rating, 103 reviews

Longboat Key-OCEAN FRONT- on the beach

JimRating, 5 stars3 weeks ago
Absolutely loved our stay! The place was spotless, beautifully decorated, and had everything we needed for a relaxing getaway. The location was perfect—just steps from the beach with stunning views and peaceful surroundings. Cindy was incredibly responsive and welcoming. We’ll definitely be back—highly recommend
Superhost
Home in Sarasota
4.76 out of 5 average rating, 114 reviews

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

JulianRating, 5 stars3 weeks ago
Our stay was amazing, Ven was a great host, unfortunately there are always minor issue that come about when staying in properties but their communication was so great it over shadowed all of our concerns! Thank you for the stay!
Guest favourite
Villa in Sarasota
4.96 out of 5 average rating, 47 reviews

7891 Timberwood, Sarasota, Florida

RobRating, 5 stars2 months ago
We enjoyed the villa. It was close to Siesta Keys. There were a lot of restaurants close by
Guest favourite
Cottage in Sarasota
4.76 out of 5 average rating, 130 reviews

Siesta Key Cottages Crescent 1B Beach/Pool/Hot Tub

JeylaRating, 5 stars3 weeks ago
We had a fantastic stay at this home! Our family of five (2 adults and 3 kids) absolutely loved it. The house was clean, well-maintained, and located in a perfect spot—just a five-minute walk to the beach. It had everything we could possibly need, from kitchen essentials to beach toys for the kids. What really made the stay special was Dave’s hospitality. He was incredibly responsive and provided excellent recommendations for local beaches, restaurants, and more. His tips really helped us make the most of our trip. We highly recommend this place and will definitely be back!
Guest favourite
Apartment in Bradenton
4.86 out of 5 average rating, 114 reviews

Florida Bella Rosa-2 spas & pools near IMG/beaches

KylaRating, 5 stars2 weeks ago
Our family really enjoyed our stay at Daniel’s condo in Bradenton. It was very clean, updated, quiet,and spacious with great amenities in the complex. We highly recommend this rental to couples or families. Daniel also provided perfect communication and local recommendations. Very convenient area with great access to grocery and 15 minutes to beaches at Anna Maria Island.

Family- and pet-friendly home rentals

Guest favourite
Home in Bradenton
4.95 out of 5 average rating, 259 reviews

Paradise Retreat

TeresaRating, 5 stars1 week ago
Maggie’s place is perfect!! So convenient to everything you need!! Everything in house that you would need and also everything you need to go to the beach!!! Maggie is very fast to responding to any questions you have!! 5 star for sure!!
Guest favourite
Home in Holmes Beach
4.97 out of 5 average rating, 135 reviews

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

BrandonRating, 5 stars5 days ago
Staying a this Airbnb on Anna Maria island was nothing short of amazing. From the moment we arrived, everything exceeded our expectations. The location was unbeatable, just a short stroll to the beach, where we spent our mornings. The home itself was spotless, beautifully maintained, and had everything we needed. The private pol was a dream-crystal clear and perfect for relaxing after a day at the beach. It truly felt like our own personal oasis. What really made the experience stand out was the host. Communication was prompt, friendly, and thoughtful from start to finish. They went above and beyond to make sure we felt welcome and had everything we needed to enjoy our stay. If you're looking for a peaceful, beachside retreat with all the comforts at home- and then some- this is the place. Anytime we travel to this island this is the first place I will check to see if it is available.
Guest favourite
Home in Bradenton
4.77 out of 5 average rating, 258 reviews

Tropical Paradise - Private Pool - Close Beaches

DarleneRating, 5 stars2 weeks ago
Will definitely stay again if I ever come back this way. I wanted a place that had a private pool and was pet friendly. I got both. The neighborhood is peaceful. The house is very spacious and clean. One downside, there is no tv in the master bedroom but that was fine too. Don’t need to be in bed with a pool like this one. Thank you for allowing me to stay.
Guest favourite
Bungalow in Sarasota
4.87 out of 5 average rating, 131 reviews

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

JacquelineRating, 5 stars1 month ago
This place was a great home away from home for the week! It was clean, comfy, and cozy. It was in a great location, being about a 10 minute walk from some of the best local restaurants, and about 15 from downtown! We found a great breakfast spot I would highly recommend, called The Breakfast Company. Would definitely stay there again!! Great price and Erin was a great host with prompt and helpful responses when needed!!
Top guest favourite
Guest house in Sarasota
4.99 out of 5 average rating, 117 reviews

Sarasota Pool House

DanRating, 5 stars1 month ago
This was our second time staying at Lubos pool house. We really enjoyed our stay and are already looking far time to escape back. Great location near restaurants, stores and beaches. Back yard and pool are a dream and very peaceful.
Superhost
Guest suite in Sarasota
4.85 out of 5 average rating, 291 reviews

Sapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!

NatalieRating, 5 stars3 weeks ago
Beautiful home, lovely host, very close to the beach. Home was very clean and welcoming. Would come back
Guest favourite
Home in Sarasota
4.83 out of 5 average rating, 227 reviews

Home away from home mins to Siesta Beach!

MikeRating, 5 stars3 days ago
Melissa has a beautiful place and is a wonderful host. Extended our stay one day due to a last-minute change. Very responsive and helpful! Cannot recommend the location more - quiet, close to everything you need. Stay here while in Sarasota...unless we're there!!
Guest favourite
Home in Sarasota
4.93 out of 5 average rating, 170 reviews

Sarasota Sandpiper: 4 Bed/3 bath + Pool

LeeRating, 5 stars4 days ago
We had 3 adult dads and 3 teenage sons stay for 5 nights to compete at the US Rowing Youth Nationals at Nathan Benderson Park and the house was perfect. Yvonne was very attentive to our last minute booking. Bedrooms were perfect for the amount of people, kitchen was well stocked to handle 6 people plus more. We grilled out one night and the propane grill was perfect. We hit the pool once and was the perfect size. Bathrooms were very clean and neighborhood was quiet at night. House was in close proximity to the park as well as other restaurants so worked out for the back and forth daily driving that we did. Highly recommend Yvonne’s home for future groups/families

Family-friendly home rentals with a pool

Guest favourite
Apartment in Siesta Key
4.93 out of 5 average rating, 204 reviews

Steps away from beach and village! #1 in Siesta!

JackieRating, 5 stars2 weeks ago
We had a great time in Siesta Key and this place was exactly what our family needed. It was a quick walk to the beach, even with a stroller and wagon! We brought a stroller but didn’t even need to because the same one was waiting in the closet! The beach was beautiful and not too crowded. The place was well stocked with things we needed to eat in but very close to many restaurants for the nights we went to dinner. VK was very responsive to the couple questions we had and informative on area attractions.
Top guest favourite
Apartment in Siesta Key
4.85 out of 5 average rating, 173 reviews

Best Siesta Key Condo

AndrewRating, 5 stars3 weeks ago
We had a very good time at Siesta Key and enjoyed our time at Maureen's place. The building is older, the amenities are well maintained and the condo itself is well cared for. I did find some mystery stains on the mattress and the decorative pillows in my room, but I'm guessing they are just spills that were difficult to get out. More importantly, the boat dock is usable, albeit with some difficulty if the boat is larger than 22 feet or so. We figured out on the second day that the best way to dock was parallel to the intracoastal between the posts and to tie off with lines on either side of the stern and with a single line on the bow. I would check ahead to make sure the dock is available, but we had no other boats docked there on a holiday weekend. The private beach access was a lifesaver on a holiday weekend, despite the short walk required to get there. Having both intracoastal and beach access is the biggest value of the place in my opinion.
Top guest favourite
Flat in Sarasota
4.94 out of 5 average rating, 153 reviews

Super Clean! 2/2 condo Walk to SKey!

MargaretRating, 5 stars1 month ago
This place was perfect for two couples and close to the beach etc The beds were comfortable and check in and check out easy. We would stay here again
Superhost
Apartment in Sarasota
4.74 out of 5 average rating, 133 reviews

Best Deals on Siesta Key

MichaelRating, 5 stars2 weeks ago
I have absolutely no complaints. The place was amazing and it was literally a 5 minute walk to the beach. The private balcony was also a huge plus. Next time I am in the Sarasota or Siesta Key area, I am definitely going to see if this property is available. Bernadette was an incredible host.
Guest favourite
Hotel room in Venice
4.86 out of 5 average rating, 223 reviews

Near Downtown/Beach | Tropical Villas Venice Beach

DanielRating, 5 stars3 days ago
Honestly, one of our best trips. The location, price, amenities, ease. Couldn't have asked for a better place. Martin and his staff were amazing. Even had a lavender candle gift left for our anniversary. Would love to go back. Between my wife and I, I can say this was one of our best Florida vacations.
Superhost
Townhouse in Sarasota
4.78 out of 5 average rating, 358 reviews

Relaxing Condo Retreat Minutes from Siesta Key

WrenRating, 5 stars1 week ago
I enjoyed my stay. David is very responsive and gives detailed instructions on how to get into the house. The area is convenient, the neighborhood is peaceful, and the unit is clean. I recommend booking this place!
Top guest favourite
Apartment in Siesta Key
4.93 out of 5 average rating, 226 reviews

Private Siesta Key Escape

MelodyRating, 5 stars2 months ago
This little beach condo was perfect! In pristine condition, super cute, and very walkable to the beach and the trolley line. The downstairs laundry is currently out of service due to last fall’s hurricane, but that was ok with us. We would definitely stay here again!
Guest favourite
Apartment in Siesta Key
4.84 out of 5 average rating, 154 reviews

The Key to a Great Vacation!

RogerRating, 5 stars3 weeks ago
The place was great! Very well stocked kitchen, bathroom and even had beach stuff available for use. Location was perfect, a short walk to the beach and close to restaurants.

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