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
4.98 out of 5 average rating, 126 reviewsGorgeous Home / Heated Pool and Spa
Condo in Saint Pete Beach
4.88 out of 5 average rating, 141 reviewsSun, Beach Views, and Smiles!!!
Rental unit in Pass-a-Grille Beach
4.94 out of 5 average rating, 102 reviewsTraders' Haven - Historic 8th Ave Mega Beach Condo
Home in Sarasota
5 out of 5 average rating, 30 reviewsFamily friendly with large pool
Home in Bradenton
5 out of 5 average rating, 9 reviewsHeated Pool_Hot Tub/Spa_Close To Beaches_Remodeled
Condo in Bradenton Beach
4.86 out of 5 average rating, 103 reviewsOceanfront Condo for Beach Lovers
Rental unit in Sarasota
4.86 out of 5 average rating, 28 reviewsLUX VILLAs close to sparkling Siesta Beach.
Condo in Bradenton
4.86 out of 5 average rating, 106 reviews*Florida Bella Rosa* near IMG Academy & beaches
Family- and pet-friendly home rentals
Bungalow in Gulfport
4.9 out of 5 average rating, 133 reviewsShady Paradise Close to All!
Home in Bradenton
4.95 out of 5 average rating, 243 reviewsParadise Cove
Home in Holmes Beach
4.97 out of 5 average rating, 128 reviewsTwin Palms: Big House Steps to Beach w/Lush Pool
Villa in Sarasota
4.75 out of 5 average rating, 124 reviewsAloha Villa Pet Friendly 3 miles to Siesta Key #2
Home in Longboat Key
4.86 out of 5 average rating, 110 reviewsSummer House longboat key
Bungalow in Rosemary District
4.87 out of 5 average rating, 116 reviews2BR, 2BA home in the heart of downtown Sarasota
Home in Sarasota
4.95 out of 5 average rating, 203 reviews2bed/2bath with POOL house, close by SIESTA KEY!!!
Home in Siesta Key
4.9 out of 5 average rating, 110 reviewsSiesta Key, FL - Casa Berano
Family-friendly home rentals with a pool
Home in Holmes Beach
4.93 out of 5 average rating, 135 reviewsAnna Maria Island Duplex w/ private pool (side B)
Bungalow in Bradenton
4.69 out of 5 average rating, 35 reviews3/2 Home Heated Pool/close to Anna M. Beaches/ IMG
Home in Sarasota
4.96 out of 5 average rating, 56 reviews2223 Doud Street, Sarasota, FL
Home in Bradenton
4.76 out of 5 average rating, 231 reviewsTropical Paradise - Private Pool - Close Beaches
Bungalow in Sarasota
4.82 out of 5 average rating, 147 reviewsPink Flamingo: 4 Beds/3 Baths Screened Pool Oasis
Bungalow in Sarasota
4.92 out of 5 average rating, 332 reviewsPool & fenced-in yard in downtown edge bungalow
Home in North Port
4.8 out of 5 average rating, 102 reviewsWell Appointed and relaxing Pool Home
Home in Bradenton
4.78 out of 5 average rating, 92 reviewsBarefoot Bungalow - Pool, Spa, Cooled Game Room
Quick stats about vacation rentals that are family-friendly in Siesta Key
Total rentals
1.4K properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
21K reviews
Pet-friendly rentals
260 properties allow pets
Rentals with a pool
1.2K properties have a pool
Rentals with dedicated workspaces
610 properties have a dedicated workspace
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