Family-friendly holiday rentals in Sarasota County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Sarasota County family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Apartment in Sarasota
4.91 out of 5 average rating, 64 reviews

Steps from Lido Beach & St. Armands Circle

LindaRating, 5 stars2 months ago
We had a wonderful stay. Loved the coded entry, no worries about having keys. Close proximity to St. Armand's Circle and Lido Key Beach. Used the trolley often to go to Main Street, Sarasota. Lots of shops and restaurants in St. Armand's. Very clean condo. Heated pool. Unfortunately, the hot tub was out of service and needed repair during our stay. Loved the screened in balcony and the multi-slide patio doors to the balcony. It makes you feel like the living room is open and airy. Robert and Drew were very quick to respond to any questions that arose. Good instructions for using the laundry and the t.v.'s in the condo. The condo is on the second floor, but there is an elevator nearby. We are definitely coming 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.
Superhost
Home in Sarasota
5 out of 5 average rating, 4 reviews

Estate Living in The Meadows Golf Community

SheriRating, 5 stars9 months ago
This was our second stay in this stunning home. Jennifer and Amy were excellent to work with. They respond to communication promptly and authentically cared that we had the perfect stay. The home is beautiful and had everything we needed. My husband and I are already talking about returning. Highly recommend!!!
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!!
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
Cottage in Sarasota
4.99 out of 5 average rating, 83 reviews

Quaint Cottage,150 steps away from Crescent Beach!

RosemaryRating, 5 stars4 weeks ago
Madeline impeccably restored the cottage post hurricanes. Her home has everything we needed for a wonderful family vacation. Access to the beach is nearby. The back yard has amenities galore. Perfect!
Guest favourite
Home in Port Charlotte
5 out of 5 average rating, 82 reviews

Myakka River Retreat In Port Charlotte

ShelleyRating, 5 stars1 month ago
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!

Family- and pet-friendly home rentals

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.
Guest favourite
Bungalow in Sarasota
4.88 out of 5 average rating, 127 reviews

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

MattRating, 5 stars3 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
Flat in Sarasota
4.87 out of 5 average rating, 180 reviews

Hip Walkable District Water & Performance Theaters

ShannonRating, 5 stars20 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!
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.
Superhost
Home in Sarasota
4.82 out of 5 average rating, 247 reviews

Private Siesta Beach House Oasis with Heated Pool.

ChelseaRating, 5 stars2 weeks ago
The yard is such a sanctuary! So relaxing, tasteful, peaceful. I was torn between the ocean and the yard which is saying a lot because I love the ocean! The plants and trees are beautiful and the pool of course all make for an amazing trip!
Superhost
Home in Sarasota
4.82 out of 5 average rating, 221 reviews

Home away from home mins to Beach! Special deals!

HeatherRating, 5 stars1 month ago
Melissa's house is clean, spacious and had everything we needed. It was nice having 4 bedrooms and a screened in porch also. The place was clean and well kept. This was our second time staying here.
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
Cottage in Sarasota
4.71 out of 5 average rating, 143 reviews

Drift Inn A Heated Pool & Private Beach Access!

KristenRating, 5 stars2 weeks ago
Fantastic location, very walkable. Family friendly location, lovely kitchen and bathroom. Would stay here again anytime!
Top guest favourite
Guest house in Sarasota
4.99 out of 5 average rating, 115 reviews

Sarasota Pool House

EmilyRating, 5 stars1 week ago
Lubos was a great host! He was so accommodating and warmly welcomed our two golden pups as well! The pool guesthouse and patio were super private. Pool was heated, comfortable and super clean. The poolhouse itself was spotless and had everything you'd ever need, even for a longer stay (we stayed for a week!). We saw Lubos a few times and he was personable and helpful. Thank you!!
Superhost
Home in North Port
4.81 out of 5 average rating, 105 reviews

Well Appointed and relaxing Pool Home

DonnaRating, 5 stars3 months ago
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.
Guest favourite
Home in Sarasota
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.
Top guest favourite
Home in Sarasota
4.98 out of 5 average rating, 100 reviews

SIESTA BEACH HOUSE HEATED POOL☀️🌴3 MIN TO BEACH!!

DavidRating, 5 stars2 months ago
Very nice, clean well kept. Steve and Heather were very responsive would highly recommend to anyone!!
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!

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