Family-friendly vacation 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
Condo in Sarasota
4.91 out of 5 average rating, 66 reviews

Steps from Lido Beach & St. Armands Circle

Rita DawnRating, 5 stars1 month ago
It was a nice clean place. I would definitely stay at Robert's place again. It right around the corner from St. Armands Circle and close to beach. They had everything you need for your stay houseware and beach stuff.
Superhost
Home in Siesta Key
4.96 out of 5 average rating, 27 reviews

Canal home short walk to Beach & Village, Heated P

CarlyRating, 5 stars25 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 favorite
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
Home in Sarasota
5 out of 5 average rating, 4 reviews

Estate Living in The Meadows Golf Community

SheriRating, 5 stars11 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!!!
Superhost
Home in Sarasota
4.76 out of 5 average rating, 114 reviews

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

JulianRating, 5 stars4 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!
Top guest favorite
Cottage in Sarasota
4.99 out of 5 average rating, 88 reviews

Quaint Cottage,150 steps away from Crescent Beach!

JohnRating, 5 stars1 month ago
From the moment we arrived at this top-rated “Quaint Cottage,” we knew we’d found something special. This charming retreat sets the bar for excellent stays. Inside, every detail felt outstanding—from the freshly laundered linens and plush towels to the fully equipped kitchen that made cooking a breeze. Madeline’s communication was first-class, offering clear check-in instructions and local recommendations that turned our weekend into a seamless escape. Every little touch—from the high-speed Wi-Fi to the thoughtful supply of beach chairs and umbrellas—was superior… the gold standard of hospitality. Location-wise, you couldn’t ask for more: just a quick four-minute stroll to Crescent Beach’s powdery white sands, turquoise blue water and deep red, yellow and orange sunsets. Within steps you’ll find a lineup of dining options—fresh seafood at waterfront restaurants, laid-back bars serving sunset cocktails, and cozy cafés perfect for post-beach coffee. In every way, our stay was awesome!
Guest favorite
Home in Sarasota
5 out of 5 average rating, 9 reviews

Putt 'n Plunge Paradise: 3/2 15 mins to Beach!

PamelaRating, 5 stars4 days ago
I love love this place. What a beautiful peaceful house. I rented the house for me and my daughters, we had an amazing time there. The house comes with everything you need for a getaway. It’s close to so many beaches, restaurants, shopping and grocery stores. Only 15 min away from my favorite beach which is Lido Beach. Erinn is a lovely host, communicating immediately and extremely friendly. I would definitely stay here again :).
Guest favorite
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.

Family- and pet-friendly home rentals

Superhost
Home in Port Charlotte
4.84 out of 5 average rating, 156 reviews

Waterfront Pool and Dock! Great Family Retreat

IsaacRating, 5 stars18 months ago
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.
Superhost
Villa in Sarasota
4.76 out of 5 average rating, 127 reviews

Aloha Villa Pet Friendly 3 miles to Siesta Key #2

AwildaRating, 5 stars2 months 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 favorite
Home in Sarasota
4.81 out of 5 average rating, 140 reviews

Vacation Paradise Close to Beach!

AprilRating, 5 stars2 months ago
What a beautiful home! It had all the comforts and convenience of being home. Jane was very responsive to any questions we had.
Guest favorite
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 favorite
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!
Top guest favorite
Guesthouse in Sarasota
4.99 out of 5 average rating, 117 reviews

Sarasota Pool House

DanRating, 5 stars2 months 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.
Top guest favorite
Home in Siesta Key
4.91 out of 5 average rating, 120 reviews

Siesta Key, FL - Casa Berano

DarrylRating, 5 stars4 weeks ago
We thoroughly enjoyed our stay. The house was a private and calm place to come home to after our long beach days. We enjoyed spending our nights out by the pool. The pool lights we a nice touch. Would recommend to those who enjoy being in a quiet area.
Guest favorite
Home in Sarasota
4.83 out of 5 average rating, 227 reviews

Home away from home mins to Siesta Beach!

MikeRating, 5 stars1 week 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!!

Family-friendly home rentals with a pool

Top guest favorite
Condo in Siesta Key
4.85 out of 5 average rating, 174 reviews

Best Siesta Key Condo

FrankRating, 5 stars1 day ago
Maureen’s condo is in a great location. Beach is not crowded at this location and the fishing dock on the inter coastal water way is a good place to hang out and fish! Everything was as described in the listing. Great condo and Maureen was a great host and answered all of our questions! We will stay here again. Thanks Maureen!
Top guest favorite
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 favorite
Hotel room in Venice
4.86 out of 5 average rating, 224 reviews

Near Downtown/Beach | Tropical Villas Venice Beach

KristinRating, 5 stars1 day ago
The tropical villas were a great place to stay! Very cozy, clean and my favorite part was how accessible it was to everything. They had bikes for us to use which was amazing, we rode them to the beach each day and then to the town for lunch and dinners and shopping. We also made good use of the beach supplies in the closet. The sand sifter helped us find the most amazing shells and shark teeth! We want to come back here asap, loved it here.
Top guest favorite
Home in Siesta Key
5 out of 5 average rating, 144 reviews

Beach, Village, Dock & Private Pool! One-of-a-kind

ZacharyRating, 5 stars1 month ago
Marko’s family home was beautiful, charming, and spotlessly clean. The home is perfectly located, walkable to beautiful beaches and great restaurants and shops, including the market. Marko was extremely hospitable, ensured we were all set and gave wonderful recommendations. We loved this place and will be back again next year. Thank you!
Guest favorite
Home in Port Charlotte
4.85 out of 5 average rating, 226 reviews

Peaceful Port Charlotte 2Bd/2Ba on water

RobertRating, 5 stars3 weeks ago
We were very relaxed at this home because it felt like home. Home was completely and fully stocked with everything you needed. We even used items in the garage during our stay ( lawn chairs, floating devices and there were even fishing poles if we wanted to use). The HVAC and hot water tank looked new and the washer and dryer was great. In the event we ever travel in that area again I will definitely be staying at this home if it is available. For myself and my family Thanks Troy for making our stay easy and great!
Guest favorite
Villa in Sarasota
4.9 out of 5 average rating, 186 reviews

Hansen- Gorgeous 3BR/2BA Villa near Siesta Key

JohannaRating, 5 stars10 months ago
Great home, close to the beach and had a ton of fun.
Superhost
Home in Sarasota
4.77 out of 5 average rating, 138 reviews

"Charming Pool Home 1 Mile from Siesta Key"

LoriRating, 5 stars1 week ago
The house was really great as were the hostesses. There were a few things like the air having to be set to 73 and no lower that seemed a bit odd for a summer day in Florida, but there were a ton of ceiling fans that helped keep things cool. The back yard and pool were a perfect little escape and it was a quick uber ride to some nice restaurants. If you want to be walking distance to the beach/water this may not be what you are looking for but Siesta Key is still less than a 20 minute car ride. Overall I would definitely stay with this group again. Instructions were clear and responsiveness/attentiveness was on point!
Superhost
Townhouse in Sarasota
4.78 out of 5 average rating, 358 reviews

Relaxing Condo Retreat Minutes from Siesta Key

WrenRating, 5 stars2 weeks 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!

Destinations to explore