Family-friendly holiday rentals in Sarasota Beach

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Popular amenities for Sarasota Beach family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Condo 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
Condo in St. Pete Beach
4.88 out of 5 average rating, 150 reviews

Sun, Beach Views, and Smiles!!!

JoannaRating, 5 stars6 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
Home in Sarasota
5 out of 5 average rating, 5 reviews

Private View Villa/Heated Pool/Pickleball/7883

NicolaRating, 5 stars1 month ago
Spacious home with all the amenities you need, well equipped kitchen. We loved the lanai and had all our meals outside. Green and silent surrounding, nice neighbors. A lot of beautiful beaches within 45min (AMI) or just 15min (Siesta). Good shopping possibilities. We had a great time and will be back!
Top Guest favourite
Apartment in Longboat Key
4.95 out of 5 average rating, 103 reviews

Longboat Key-OCEAN FRONT- on the beach

JimRating, 5 stars4 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
Cottage in Sarasota
4.76 out of 5 average rating, 131 reviews

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

MeredithRating, 5 stars1 week ago
This cottage was perfect for me, my husband, and our baby girl. We had the pool to ourselves the whole time, which isn’t guaranteed but was great. Weather was perfect. The beach is so close and so nice. The area has beautiful, large homes, which made for nice scenery when we walked. I really liked the location of this place vs the north end of Siesta Key. It was less crowded and very easy to navigate places. Dave, the property manager, was amazing. He was very informative, friendly, responsive, and helpful.
Guest favourite
Condo in Bradenton
4.86 out of 5 average rating, 114 reviews

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

KylaRating, 5 stars3 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.
Superhost
Home in Cape Coral
4.85 out of 5 average rating, 120 reviews

Villa Bellevue - Waterfront Home with Pool

WesleyRating, 5 stars3 weeks ago
We loved our short but sweet stay!! The home was beautiful and easy to get in to. We enjoyed the pool and spa so much. We even got to watch some rabbits from the pool. Would highly recommend and stay Melanie’s place again!

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
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!!
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
Apartment in Sarasota
4.87 out of 5 average rating, 180 reviews

Hip Walkable District Water & Performance Theaters

ShannonRating, 5 stars22 months ago
Great area and lovely room. I ended up getting sick my first day of vacation and spending a lot of time inside and in bed but thankfully the bed was comfy and the apartment was cozy and clean. Would highly recommend!
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
Top Guest favourite
Guesthouse 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.
Guest favourite
Home in Sarasota
4.96 out of 5 average rating, 125 reviews

5 Star! Walk/Bike DTN ~ 5 mi to Lido Beach Pets Ok

ElizabethRating, 5 stars3 months ago
We had a wonderful time in Sarasota. Maureen and Patrick are clearly hosting pros. The kitchen was well-stocked, so we cooked most of our meals, made coffee/tea in the mornings, and kept groceries from the nearby Publix in the fridge. We enjoyed making dinner and sitting out on the screened in porch. The neighborhood was very residential and safe. The bathrooms and bedrooms were well-stocked and comfortable. Five college girls slept comfortably across the three rooms and I would say one more could definitely have fit as well. The house had a carport with a washer and dryer with detergent, beach chairs, umbrellas, and puzzles. Even when it rained, we enjoyed sitting in the house and reading because the space was relaxing and comfortable If you’re planning on going to the beach, download the Bayrunner/Breeze Rider apps to catch the free trolley. The trolley was a short walk away through the neighborhood and we enjoyed riding to the beach every morning.
Guest favourite
Home in Sarasota
4.93 out of 5 average rating, 170 reviews

Sarasota Sandpiper: 4 Bed/3 bath + Pool

LeeRating, 5 stars6 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

Top Guest favourite
Condo 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
Condo in Siesta Key
4.92 out of 5 average rating, 239 reviews

Sea Club 2-Relaxing Siesta Key Condo-Siesta Sky

KassandraRating, 5 stars1 week ago
Such a beautiful stay with all the amenities, clear instructions and a clean place with everything you need surrounding you. Beautiful home, I appreciate the stay!
Guest favourite
Home in Rotonda West
4.91 out of 5 average rating, 188 reviews

❤ROTONDA RETREAT❤*Spacious*Fully Furnished*Pool*

SarahRating, 5 stars2 weeks ago
Dawn was a wonderful host to work with, and she was very responsive. Her home was beautiful and just as described in her listing. It was a very peaceful and quiet location. The pool and other amenities were great! We only had one small issue with the towels, but otherwise the house was very neat, clean and organized! I would highly recommend Dawn as a host to anyone! We loved our stay here ❤️
Superhost
Condo 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 stars5 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.
Guest favourite
Guest suite in Cape Coral
4.9 out of 5 average rating, 577 reviews

Cosy pool side Cabana

MartinRating, 5 stars6 days ago
Fantastic value in a perfect location Host was very friendly and responsive Private with a super comfortable bed!! Highly recommend
Top Guest favourite
Condo 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
Cottage in Sarasota
4.86 out of 5 average rating, 197 reviews

Drift Inn B Heated Pool & Private Beach Access!

AftenRating, 5 stars1 week ago
We really enjoyed the Drift Inn Unit B! Our family of 4 felt right at home and comfortable, with enough room for all of us. The condo looked like the pictures and had all the listed amenities. We utilized the washer and dryer, and the included beach gear was a great plus! The shared pool was very nice and clean, and the location of the house was just perfect! It felt safe and secure and was quiet and private, even though it was on the main drag of the little community. It was awesome having the beautiful beach a 3-minute walk in one direction; and little shops, stores, restaurants, and bars just a few minutes walk in the opposite direction. We did not have to contact the host during our stay, but he sent very clear and helpful check-in/check-out instructions with plenty of time before our check-in. There was even a little book at the condo with additional information. I can’t say enough good things about we really enjoyed our time here and we hope to come back!

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