
Family-friendly vacation rentals in Sarasota County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Sarasota County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Beachy Cottage close to Siesta | 3 Bed | Huge Pool
Welcome to The Salty Unicorn, your cheerful Sarasota escape just five miles from Siesta Key Beach. This fully renovated 3-bedroom home is designed for relaxation and fun, with a bright open layout, stylish coastal décor, and plenty of space to gather with family or friends. Start your mornings with coffee by the pool, spend sunny afternoons swimming or lounging in the spacious backyard, and end the day with dinner in the screened lanai. Whether you’re here for beach days, family time, or a peace
4.89 out of 5 average rating, 107 reviews
3 bedroom Heated salt water pool close to Siesta
Your family will be close to everything when you stay at this centrally-located place. 15 minutes to Siesta Beach, 10 minutes to UTC mall, 15minutes to downtown, 20 minutes to SRQ airport. This home is fully remodeled, fully furnished, sleeps 8. We have 1 king size bed in the master, second bedroom is queen bed, 3rd bedroom is 1 full and 1 twin beds. This is open plan home with a big family room, 60" TV above electric fireplace, formal dining room seats 6 with the bar seats 4. Master has 55"TV
4.97 out of 5 average rating, 119 reviews
Heated Pool Oasis 3BR/2BA near Siesta Key Beach
Relax at this modern heated pool house located just 15 min from the famous Siesta Key Beach. Nested in a quiet neighborhood with a lot of privacy, the house has plenty of space for an entire family or a group of friends. An additional family room with a TV for kids. Relax by the pool in the spacious outdoor area or explore the beautiful downtown filled with restaurants. Recently renovated, this home offers handmade authentic Mexican tile flooring to compliment a cozy and contemporary design.
4.98 out of 5 average rating, 162 reviews
Tiki Bar Paradise! Heated Pool & Gaming Oasis!
Welcome to one of our beautiful properties, only 9 minutes to Siesta Key Beach! 24/7 Host Support - no AI messaging or hidden fees. Gorgeous HEATED POOL & Tiki Bar. Corn hole, ring game, or water pong on dry land or play volleyball, basketball, or beer pong in the pool. Bring the competition inside to the Game Room to play billiards or any number of family card/board games. Relax in the cozy living room w/ fireplace & fully equipped kitchen. Minutes to Siesta Key, the Village & Downtown SRQ.
4.94 out of 5 average rating, 106 reviews
Beachside Bliss: Family Paradise/Siesta Key3BR/2BA
Escape to this stunning, fully renovated 3BR/2BA home in the prestigious Gulf Gate Neighborhood, just 5 minutes from Siesta Key Beach – ranked the #1 beach in the U.S.! This spacious and airy retreat is designed for relaxation and making unforgettable memories. Enjoy an impeccably styled interior, modern amenities, and a prime location close to Sarasota’s best attractions. Indulge in top-rated restaurants, vibrant shopping centers, and endless beachside adventures—all just around the corner
4.95 out of 5 average rating, 131 reviews
Modern 4BR Home *Heated Pool & Spa*
Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. *Brand new pool* VR24-00265
4.95 out of 5 average rating, 199 reviews
1 House 1400sq. ft. 12 min from Siesta Key!
12 min. from Siesta Key Beach!! Perfect cozy vacation home in quiet, friendly neighborhood. Central to lots of shopping/restaurants. 1-king, 1-queen, bunk beds w/ 1-full & 1-twin. Dog & cat friendly w/ large private fenced yard, & 1-men's & 1-women's bike. Air hockey table w/ board games & pool toys. Fully loaded kitchen & W/D. Spacious living w/ large sectional, swing chair, & all bedrooms come w/ TVs & free Netflix & Hulu. Looking forward to hosting you! Message me anytime w/ questions.
4.8 out of 5 average rating, 189 reviews
Casa Cruz-3RM/2BA w/Heated Salt Water Pool
You'll have a great time at this modern 3RM/2 BA house with a heated salt water pool. This beautiful home is located 6 minutes to SRQ Airport, 20 minutes to the #1 rated beach in the country, Siesta Key, 5 minutes to Publix and local restaurants, and 10 minutes to high-end shopping at UTC mall. You’ll have access to major FL highways. The home is equipped with all the essentials needed for short term/long term stays. Book your stay today! Casa Cruz es su Casa!
4.95 out of 5 average rating, 118 reviews
Private Heated Pool Casita Near Downtown & Beaches
Charming and Cozy Casita Verde blends classic vintage charm with modern comforts. This 2-bedroom, 1-bath home features a 55" flat-screen TV with HD cable and fast Wi-Fi. Relax by the private pool or enjoy peaceful evenings on the deck with your favorite drink. Pet-friendly and conveniently located near Downtown Sarasota on Bahia Vista, with an easy drive to Lido Key, world-famous Siesta Key, and I-75 for day trips and longer adventures. 🌴 Cert# VR24-00152
4.93 out of 5 average rating, 156 reviews
The Cottage (In the Country) Cozy, Quiet Retreat
Relax, unwind and unplug at this cozy Old Florida-style country cottage! Here you are away from it all in peaceful bliss... but if you want to go out for dinner, it's an easy drive into town! Located on a beautiful 5 acre plot, this guest home is the perfect spot for your Florida getaway! Just 30 minutes from Siesta Key and 6 minutes from the entrance to Myakka State Park, you can see the best of Florida, both the swamps and the beaches, all in one day!
4.99 out of 5 average rating, 139 reviews
Cottage on Siesta Key Beachside & Stunning sunsets
Come experience Siesta Key and relax in our beachside cottage. It is sure to refresh you , whether you prefer an incredible one of a kind sunset or a long leisurely walk on the beach with the cool sugar white sand beneath your toes! This is an escape you deserve. The pool is beautiful and conveniently located on your stroll to the beach. If you enjoy music , we are close to several places you can sit & enjoy under the Tiki Huts with refreshments!
4.92 out of 5 average rating, 171 reviews
Luxury 3/3 with Heated Pool, Spa, & Putting Green!
Experience luxury at this newly remodeled home with a brand-new pool, spa, and putting green. Centrally-located near downtown Sarasota, Siesta Key, Lido Key beaches, and St. Armand’s Circle, it features a full kitchen, 3 king bedrooms, 3 full bathrooms, outdoor dining, high speed internet, a 75” outdoor TV, fire pit, and EV charger. Pet-friendly with a fenced yard, pet crate, bowls & treats. License # VR24-00208
5.0 out of 5 average rating, 109 reviewsPopular amenities for Sarasota County family-friendly rentals
Family-friendly home rentals with a hot tub

Sun-filled cottage with pool, walk to beach
4.96 out of 5 average rating, 114 reviews
Turtle Nest Oasis • Hot Tub • 5 mi to Siesta Key
5.0 out of 5 average rating, 213 reviews
Quiet Retreat-5mi to Beach-Hot Tub, Outdoor Shower
4.92 out of 5 average rating, 190 reviews
St Armand's Mid-Century Oasis
4.9 out of 5 average rating, 163 reviews
Cozy Boho Bungalow Pool/Spa Downtown Sarasota
4.97 out of 5 average rating, 160 reviews
The Oasis-Private Heated Pool Hot Tub-5mi to beach
4.96 out of 5 average rating, 227 reviews
Quaint Cottage,150 steps away from Crescent Beach!
4.99 out of 5 average rating, 115 reviews
LJ's Cottage 2
4.83 out of 5 average rating, 115 reviewsFamily- and pet-friendly home rentals

Lake Front House with a Pool
4.94 out of 5 average rating, 181 reviews
Siesta Breeze ~ Charming Coastal Cottage
4.99 out of 5 average rating, 145 reviews
Dog Friendly -4 Bed 2 Bath w/ HTD Pool (Sleeps 13)
5.0 out of 5 average rating, 124 reviews
Cozy 2BD/2BA with Heated Pool Near Siesta Key
4.95 out of 5 average rating, 242 reviews
Casa de Zara| Downtown Sarasota- 5mi Lido Beach
4.95 out of 5 average rating, 120 reviews
Retreat by the Bay-Heated Saltwater Pool
4.95 out of 5 average rating, 110 reviews
Near Siesta Key | Quiet, Family-Friendly, 3 Beds
4.91 out of 5 average rating, 172 reviews
Gorgeous renovation with pool, minutes from beach
4.88 out of 5 average rating, 101 reviewsFamily-friendly home rentals with a pool

SIESTA BEACH HOUSE HEATED POOL☀️🌴3 MIN TO BEACH!!
4.98 out of 5 average rating, 119 reviews
Heated Pool - Just 1 mile to Beach! Updated/Fun!
4.92 out of 5 average rating, 124 reviews
Rhodes Retreat - Beautiful Pool and Backyard Space
4.91 out of 5 average rating, 123 reviews
Private Oasis: Mini Golf and firepit. 2 king beds.
4.98 out of 5 average rating, 50 reviews
Sun Coast Oasis-Heated Pool-Pool Table-Arcade
5.0 out of 5 average rating, 9 reviews
Good Vibrations Home
5.0 out of 5 average rating, 18 reviews
Quiet Family Home w/ Pool Near Pinecraft
4.84 out of 5 average rating, 43 reviews
Haven on Helene pool house.
4.97 out of 5 average rating, 73 reviewsDestinations to explore
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- Family-friendly rentals United States
- Anna Maria Island
- Siesta Beach
- Captiva Island
- Anna Maria Island Beach
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Caspersen Beach
- Vinoy Park
- Manasota Key Beach
- John's Pass
- Tropicana Field
- Englewood Beach
- Crescent Beach
- Img Academy
- Anna Maria Public Beach
- River Strand Golf and Country Club
- Cortez Beach
- Fort De Soto Park
- North Beach At Fort DeSoto Park
- Myakka River State Park
- Lido Beach
- Stump Pass Beach State Park
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