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, 125 reviewsGorgeous Home / Heated Pool and Spa
Rental unit in Pass-a-Grille Beach
4.94 out of 5 average rating, 102 reviewsTraders' Haven - Historic 8th Ave Mega Beach Condo
Island in Sarasota
4.97 out of 5 average rating, 317 reviewsNew NOV Openings! Sarasota #1 Lux BEACH Villa
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
Home in Bradenton
4.78 out of 5 average rating, 92 reviewsBarefoot Bungalow - Pool, Spa, Cooled Game Room
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.
Family- and pet-friendly home rentals
Home in Bradenton
4.95 out of 5 average rating, 242 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!!!
Bungalow in Sarasota
4.82 out of 5 average rating, 147 reviewsPink Flamingo: 4 Beds/3 Baths Screened Pool Oasis
Cottage in Bradenton Beach
4.84 out of 5 average rating, 92 reviewsAMI Tree House
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
Bungalow in Sarasota
4.55 out of 5 average rating, 111 reviewsRenovated 3 Bedroom Pool Home Close to Siesta Key
Home in Bradenton
4.76 out of 5 average rating, 231 reviewsTropical Paradise - Private Pool - Close Beaches
Bungalow in Sarasota
4.92 out of 5 average rating, 331 reviewsPool & fenced-in yard in downtown edge bungalow
Home in Holmes Beach
4.94 out of 5 average rating, 65 reviewsHappy Island Cottage - Private Pool
Home in Sarasota
4.65 out of 5 average rating, 147 reviews3 bedroom Home with Pool Near Downtown.
Quick stats about vacation rentals that are family-friendly in Siesta Key
Total rentals
1.4K properties
Nightly prices starting at
G$12,518 GYD 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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