
Family-friendly holiday 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
FamilyKitchenAccuracy
4.89 out of 5 average rating, 107 reviews
Updated Ranch Near Beaches/Downtown - Pet Friendly
Updated cozy home with all new furnishings and appliances. 2 bedrooms 1 bathroom with an eat-in kitchen, sun room, and comfy living room. Stream shows or work virtually with our high-speed Wi-Fi. Grab the provided beach chairs, umbrella, and cooler to enjoy Lido or Siesta Key Beaches, both within a short drive. Wind down & grab drinks/dinner in downtown Sarasota or relax in the fully fenced private backyard. Enjoy several nearby golf courses, or catch Orioles spring training at Ed Smith Stadium
FamilyKitchenComfort
4.95 out of 5 average rating, 195 reviews
Coastal Farmhouse - 3/2 with heated saltwater pool
Experience relaxation at this tranquil 3BD/2BA home with a heated pool, perfect for a family retreat! Prepare meals in the fully equipped kitchen or savor local delights on the screened-in lanai. Each bedroom boasts plush bedding, ensuring a restful night's sleep. Plus, a cozy living room. Conveniently located, just under 9 miles from Siesta & Lido Key Beach, Der Dutchman 2.2 miles and 2.5 miles from Yoder's Restaurant. Shopping and dining options at University Town Center, only 7.7 miles away.
Indoor spacesKitchenLong stay
4.91 out of 5 average rating, 129 reviews
Heated Pool - Just 1 mile to Beach! Updated/Fun!
Fun for the whole family!! Only 1 mile to the Beach! This newly updated home comes fully furnished with 4 bedrooms and 3 bathrooms. With a total of 6 beds, the home sleeps 10 comfortably. The Heated Pool is perfect for swimming, and being only 1 mile to the world famous Siesta Key Beach Access 12, this home also makes beach going easy and convenient. Inside, the home is clean, spacious and newly updated and equipped with smart tvs, air hockey table, pool table foose-ball, Pac-Man - fun for all
Indoor spacesKitchenAir conditioning
4.92 out of 5 average rating, 124 reviews
Heated 3BR Pool Home Glen Oaks | Close to Downtown
Family-friendly pool home near Bobby Jones Golf Club, perfectly located in the heart of Sarasota. You’re less than 10 minutes from top attractions, dining, and shopping, Downton Sarasota and just a short drive to the world-famous Siesta Beach or Lido Beach. This private home features its own entrance, a heated pool, and a fully fenced backyard—ideal for families and added privacy. We’re pet-friendly too! Comfortable, central, and close to everything—perfect for your Sarasota getaway VR24-00164
Indoor spacesFamilyPets
4.91 out of 5 average rating, 140 reviews
Siesta Breeze ~ Charming Coastal Cottage
Message me for 🔥🔥 last minute deals!! 5 miles from Siesta Beach, named No 1 Beach in the US, No 4 in the World by Tripadvisor; close enough to feel the sea breeze:) You will have 2 bathrooms, 2 bedrooms with queen beds and a flex room with a futon and work area, for 3 private sleeping areas. You will be located in the heart of Sarasota, with restaurants and grocers within a mile or two. The kitchen is fully equipped and the yard fully fenced. The host is conveniently located next door.
Indoor spacesKitchenValue
4.99 out of 5 average rating, 148 reviews
Dog Friendly -4 Bed 2 Bath w/ HTD Pool (Sleeps 13)
✨ Fully Renovated & Stylish! ✨ Family & Dog-Friendly | Single-Story | Private Saltwater Pool | Secluded Backyard. Enjoy the charm of Sarasota in our completely updated home off University Parkway. Bright, open spaces with new furniture, perfect for relaxation. Features a heated saltwater pool in a private, fenced yard. Close to beautiful beaches—10 miles to N. Lido Beach and 13 miles to Siesta Key Beach. Conveniently located 4 miles from SRQ Airport, ideal for your next memorable get
FamilyIndoor spacesSleep quality
5.0 out of 5 average rating, 124 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
FamilyKitchenLaundry
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.
KitchenFamilyDecor
4.8 out of 5 average rating, 189 reviews
Gorgeous renovation with pool, minutes from beach
Light, bright and newly renovated. Beautifully decorated 3 bedroom home minutes from Siesta Key and downtown. The spacious modern kitchen has a slider that leads to covered porch and large pool with private fenced yard. A second slider from the porch leads to the master bedroom with master bath and walk in closet. Open living room and 2 additional big bedrooms make the house perfectly comfortable for 6. Everything you need is right here! Siesta Key Beach Distance - 16 Min; 6.1 Mi
Indoor spacesKitchenAccess
4.88 out of 5 average rating, 103 reviews
~Flamingo House~3 br,3 bath, heated pool~
Welcome to The Flamingo House with beautiful private pool area surrounded by privacy fence and palms. Take a short drive to beautiful Downtown Sarasota or Marina Jack for the sunset. Plus Legacy Trail is accessible from our street w/Pompano Pickleball court close by. Ice cream, coffee shops and restaurants are within 5 minutes. Situated on a quiet street while still being close to main roads, and an easy 20 minutes to Siesta Key and Lido Key beaches,5 minutes to Pinecraft.
FamilyKitchenBackyard
4.85 out of 5 average rating, 221 reviews
Casa de Zara| Downtown Sarasota- 5mi Lido Beach
Welcome to Casa de Zara! Immerse yourself in Sarasota history by staying in our quaint Adobe style home built in 1925 with a serene garden filled with plants and trees native to Florida. You will be 1 mile from Main St. and 4 miles to Lido Key. One block over you will find a fun filled park with tennis and pickle ball courts, a walking path and basketball courts. Less than a mile away is Bayfront Park which is perfect for watching sunsets!
KitchenFamilyGetting around
4.95 out of 5 average rating, 121 reviewsPopular amenities for Sarasota County family-friendly rentals
Family-friendly home rentals with a hot tub

Turtle Nest Oasis • Hot Tub • 5 mi to Siesta Key
FamilyKitchenGetting around
5.0 out of 5 average rating, 213 reviews
Quiet Retreat-5mi to Beach-Hot Tub, Outdoor Shower
FamilyKitchenSleep quality
4.92 out of 5 average rating, 190 reviews
Graceful Getaway
Indoor spacesFamilyCondition
4.97 out of 5 average rating, 118 reviews
Cozy Boho Bungalow Pool/Spa Downtown Sarasota
Indoor spacesKitchenHospitality
4.97 out of 5 average rating, 161 reviews
The Blessing House- Htd Pool/Spa, Close to Beaches
KitchenFamilyWalkability
5.0 out of 5 average rating, 117 reviews
The Palms-Heated Private Pool Hot Tub-5mi to beach
KitchenFamilyLocation
4.97 out of 5 average rating, 208 reviews
Modern Organic King Beds Salt POOL/SPA SRQ Escape
KitchenFamilyLocation
5.0 out of 5 average rating, 108 reviews
Deja Blue Villa Salt Water Heated Pool & Spa
KitchenIndoor spacesBathroom
4.95 out of 5 average rating, 106 reviewsFamily- and pet-friendly home rentals

2 BR House 1.6 miles from Siesta Key Beach
KitchenFamilyCleanliness
4.97 out of 5 average rating, 144 reviews
Private Siesta Beach House Oasis with Heated Pool.
FamilyIndoor spacesLocation
4.85 out of 5 average rating, 320 reviews
Lake Front House with a Pool
FamilyIndoor spacesParks
4.94 out of 5 average rating, 181 reviews
Retreat by the Bay-Heated Saltwater Pool
KitchenFamilyLaundry
4.95 out of 5 average rating, 110 reviews
Oasis by Siesta Key Beach and Downtown SRQ w/pool
FamilyKitchenOutdoor spaces
4.94 out of 5 average rating, 143 reviews
Mid-Century Retreat close to Everything.
KitchenIndoor spacesCheckout
4.86 out of 5 average rating, 109 reviews
Lakefront Getaway in Sunny FL
KitchenFamilyBackyard
4.9 out of 5 average rating, 101 reviews
Sarasota Sandpiper: 4 Bed/3 bath + Pool
KitchenFamilyBathroom
4.91 out of 5 average rating, 205 reviewsFamily-friendly home rentals with a pool

Cottage on Siesta Key Beachside & Stunning sunsets
Indoor spacesKitchenBathroom
4.92 out of 5 average rating, 172 reviews
Heated&Renovated Pool•Beach Retreat•15m to Siesta
KitchenIndoor spacesQuiet
4.93 out of 5 average rating, 409 reviews
Luxury Pool Family Oasis-Siesta Key/DT 3BR/2BA
KitchenFamilyCondition
4.96 out of 5 average rating, 154 reviews
The Oasis
Indoor spacesFamilyGetting around
4.98 out of 5 average rating, 129 reviews
Casa Cruz-3RM/2BA w/Heated Salt Water Pool
Indoor spacesFamilyBarbecue
4.95 out of 5 average rating, 119 reviews
Rhodes Retreat - Beautiful Pool and Backyard Space
KitchenIndoor spacesCondition
4.91 out of 5 average rating, 124 reviews
Heated Pool Oasis 3BR/2BA near Siesta Key Beach
Indoor spacesKitchenBeach
4.98 out of 5 average rating, 162 reviews
Sun Coast Oasis-Heated Pool-Pool Table-Arcade
FamilyIndoor spacesBeach
5.0 out of 5 average rating, 10 reviewsDestinations to explore
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- Family-friendly rentals Florida
- 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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