Family-friendly vacation rentals in Siesta Key
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Siesta Key
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Siesta Key family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Sarasota
4.97 out of 5 average rating, 112 reviewsGorgeous Home / Heated Pool and Spa
Home in Sarasota
4.98 out of 5 average rating, 161 reviewsThe Palms-Private Heated Pool Hot Tub-5mi to beach
Condo in Longboat Key
4.82 out of 5 average rating, 159 reviewsUpdated Beachfront Condo at Prestigious Long Boat
Home in Bradenton
4.9 out of 5 average rating, 258 reviewsPalm Retreat Gold: Luxury Edition of #1 Rental
Guest suite in Sarasota
4.95 out of 5 average rating, 155 reviewsROYS PLACE Romantic, Private, Paradise!
Condo in Siesta Key
4.92 out of 5 average rating, 139 reviewsSiesta Key Serenity At The Palm Bay Club
Condo in Tierra Verde
4.96 out of 5 average rating, 243 reviewsNatural Beauty on Tierra Verde, Waterfront Condo
Apartment in Bradenton Beach
4.88 out of 5 average rating, 330 reviewsLas Palmas Beach Rentals unit 2
Family- and pet-friendly home rentals
Bungalow in Sarasota
4.92 out of 5 average rating, 265 reviewsDowntown Bungalow...Beaches- Restaurants- Cafes!
Bungalow in Sarasota
4.87 out of 5 average rating, 102 reviews2BR, 2BA home in the heart of downtown Sarasota
Townhouse in Sarasota
4.93 out of 5 average rating, 245 reviewsFlamingo🦩1/2M Walk to Downtown #TheTropicalNut☀️🦩⛱🥳
Guest suite in Sarasota
4.85 out of 5 average rating, 272 reviewsSapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!
Guesthouse in Sarasota
4.99 out of 5 average rating, 102 reviewsSarasota Pool House
Home in Sarasota
4.95 out of 5 average rating, 186 reviews2bed/2bath with POOL house, close by SIESTA KEY!!!
Home in Bradenton Beach
4.97 out of 5 average rating, 155 reviewsParadise! Steps2 Private Beach & Tropical Yard!
Home in Englewood
4.96 out of 5 average rating, 105 reviewsCharming & Comfy Waterfront Oasis ~ Views ~ Dock!
Family-friendly home rentals with a pool
Condo in Siesta Key
4.9 out of 5 average rating, 206 reviewsSea Club 2 Condo Siesta Key
Condo in Sarasota
4.91 out of 5 average rating, 218 reviewsNew Renovation! Walk to Beach, Pool, Restaurants!
Condo in Siesta Key
4.93 out of 5 average rating, 215 reviewsPrivate Siesta Key Escape
Condo in Siesta Key
4.93 out of 5 average rating, 184 reviewsSteps away from beach and village! #1 in Siesta!
Condo in Sarasota
4.83 out of 5 average rating, 149 reviewsBest Gulf Coast Condo in Siesta Key
Cottage in Sarasota
4.85 out of 5 average rating, 158 reviewsHeated Pool! Beach! Drift Inn Unit B Siesta Key!
Condo in Siesta Key
4.89 out of 5 average rating, 119 reviewsSiesta Key Beach Escape
Home in Sarasota
4.87 out of 5 average rating, 134 reviews5 minutes to private Siesta Key Beach + 2 pools
Quick stats about vacation rentals that are family-friendly in Siesta Key
Total rentals
1.4K properties
Rentals with dedicated workspaces
620 properties have a dedicated workspace
Rentals with a pool
1K properties have a pool
Pet-friendly rentals
270 properties allow pets
Total number of reviews
19K reviews
Nightly prices starting at
$60 before taxes and fees
Destinations to explore
- Sarasota Vacation rentals
- Anna Maria Island Vacation rentals
- Tampa Vacation rentals
- Naples Vacation rentals
- Kissimmee Vacation rentals
- Orlando Vacation rentals
- West Palm Beach Vacation rentals
- Boca Raton Vacation rentals
- Fort Lauderdale Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Key West Vacation rentals
- Family-friendly rentals United States
- Family-friendly rentals Florida
- Family-friendly rentals Florida
- Family-friendly rentals Kissimmee
- Family-friendly rentals Tampa
- Cottage rentals Siesta Key
- Rentals with outdoor seating Siesta Key
- Mansion rentals Siesta Key
- Beach condo rentals Siesta Key
- Apartment rentals Siesta Key
- Condo rentals Siesta Key
- Monthly Rentals Siesta Key
- Kid-friendly rentals Siesta Key
- Pet-friendly rentals Siesta Key
- Rentals with a washer and dryer Siesta Key
- Fitness-friendly rentals Siesta Key
- Waterfront rentals Siesta Key
- Townhouse rentals Siesta Key
- Bungalow rentals Siesta Key
- Rentals with a sauna Siesta Key
- Rentals with breakfast Siesta Key
- Villa rentals Siesta Key
- Beachfront rentals Siesta Key
- Rentals with a fireplace Siesta Key
- Wheelchair accessible rentals Siesta Key
- Rentals with a patio Siesta Key
- Beach house rentals Siesta Key
- Rentals with a fire pit Siesta Key
- House rentals Siesta Key
- Rentals with a kayak Siesta Key
- Rentals with pools Siesta Key
- Rentals with beach access Siesta Key
- Rentals with a hot tub Siesta Key
- Family-friendly rentals Sarasota County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom