Family-friendly holiday 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.
Holiday 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
4.98 out of 5 average rating, 127 reviewsGorgeous Home / Heated Pool and Spa
Apartment
4.88 out of 5 average rating, 142 reviewsSun, Beach Views, and Smiles!!!
Flat
4.94 out of 5 average rating, 102 reviewsTraders' Haven - Historic 8th Ave Mega Beach Condo
Home
5 out of 5 average rating, 30 reviewsFamily friendly with large pool
Home
4.83 out of 5 average rating, 12 reviewsHeated Pool_Hot Tub/Spa_Close To Beaches_Remodeled
Apartment
4.86 out of 5 average rating, 103 reviewsOceanfront Condo for Beach Lovers
Flat
4.86 out of 5 average rating, 29 reviewsLUX VILLAs close to sparkling Siesta Beach.
Apartment
4.86 out of 5 average rating, 107 reviewsFlorida Bella Rosa-2 spas & pools near IMG/beaches
Family- and pet-friendly home rentals
Home
4.95 out of 5 average rating, 244 reviewsParadise Cove
Home
4.97 out of 5 average rating, 128 reviewsTwin Palms: Big House Steps to Beach w/Lush Pool
Villa
4.75 out of 5 average rating, 124 reviewsAloha Villa Pet Friendly 3 miles to Siesta Key #2
Home
4.86 out of 5 average rating, 111 reviewsSummer House longboat key
Bungalow
4.87 out of 5 average rating, 118 reviews2BR, 2BA home in the heart of downtown Sarasota
Home
4.95 out of 5 average rating, 203 reviews2bed/2bath with POOL house, close by SIESTA KEY!!!
Cottage
4.84 out of 5 average rating, 92 reviewsAMI Tree House
Home
4.9 out of 5 average rating, 110 reviewsSiesta Key, FL - Casa Berano
Family-friendly home rentals with a pool
Home
4.93 out of 5 average rating, 135 reviewsAnna Maria Island Duplex w/ private pool (side B)
Bungalow
4.69 out of 5 average rating, 35 reviews3/2 Home Heated Pool/close to Anna M. Beaches/ IMG
Home
4.96 out of 5 average rating, 56 reviews2223 Doud Street, Sarasota, FL
Home
4.76 out of 5 average rating, 233 reviewsTropical Paradise - Private Pool - Close Beaches
Bungalow
4.82 out of 5 average rating, 149 reviewsPink Flamingo: 4 Beds/3 Baths Screened Pool Oasis
Bungalow
4.92 out of 5 average rating, 336 reviewsPool & fenced-in yard in downtown edge bungalow
Home
4.81 out of 5 average rating, 103 reviewsWell Appointed and relaxing Pool Home
Home
4.78 out of 5 average rating, 92 reviewsBarefoot Bungalow - Pool, Spa, Cooled Game Room
Quick stats about holiday rentals that are family-friendly in Siesta Key
Total rentals
1.4K properties
Nightly prices starting at
£48 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
Destinations to explore
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