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
Condo in Lido Key
4.9 out of 5 average rating, 62 reviewsSteps from Lido Beach & St. Armands Circle
Condo in Saint Pete Beach
4.88 out of 5 average rating, 141 reviewsSun, Beach Views, and Smiles!!!
Rental unit in Longboat Key
4.95 out of 5 average rating, 93 reviewsLongboat Key-OCEAN FRONT- on the beach
Condo in Longboat Key
4.96 out of 5 average rating, 56 reviewsSecluded Bayside Gem with beautiful bay views
Home in Sarasota
5 out of 5 average rating, 30 reviewsFamily friendly with large pool
Villa in Sarasota
5 out of 5 average rating, 41 reviews7891 Timberwood, Sarasota, Florida
Condo in Bradenton Beach
4.86 out of 5 average rating, 103 reviewsOceanfront Condo for Beach Lovers
Home in Sarasota
4.99 out of 5 average rating, 78 reviewsQuaint Cottage,150 steps away from Crescent Beach!
Family- and pet-friendly home rentals
Bungalow in Sarasota
4.82 out of 5 average rating, 228 reviewsCharming Mid-Century Retreat by Arlington Park
Home in Holmes Beach
4.97 out of 5 average rating, 128 reviewsTwin Palms: Big House Steps to Beach w/Lush Pool
Home in Sarasota
4.95 out of 5 average rating, 203 reviews2bed/2bath with POOL house, close by SIESTA KEY!!!
Home in Anna Maria
4.78 out of 5 average rating, 187 reviewsCharming Beach house amongst huge Banyon Trees
Home in Sarasota
4.86 out of 5 average rating, 219 reviewsThe Pineapple Suite.Teal tropical home in Sarasota
Bungalow in Rosemary District
4.87 out of 5 average rating, 114 reviews2BR, 2BA home in the heart of downtown Sarasota
Home in Longboat Key
4.86 out of 5 average rating, 110 reviewsSummer House longboat key
Guesthouse in Sarasota
4.99 out of 5 average rating, 107 reviewsSarasota Pool House
Family-friendly home rentals with a pool
Condo in Sarasota
4.84 out of 5 average rating, 160 reviewsBest Gulf Coast Condo in Siesta Key
Home in Sarasota
4.8 out of 5 average rating, 185 reviewsRelaxing 3BR/2Ba Oasis with Heated Pool.
Home in Sarasota
4.82 out of 5 average rating, 135 reviewsVacation Paradise Close to Beach!
Condo in Sarasota
4.91 out of 5 average rating, 229 reviewsNew Renovation! Walk to Beach, Pool, Restaurants!
Bungalow in Sarasota
4.92 out of 5 average rating, 330 reviewsPool & fenced-in yard in downtown edge bungalow
Home in Anna Maria
4.94 out of 5 average rating, 167 reviewsRe-Modeled & Now Ready for Post-Hurricane Visits!
Cottage in Sarasota
4.86 out of 5 average rating, 173 reviewsHeated Pool! Beach! Drift Inn Unit B Siesta Key!
Holiday home in Venice
4.83 out of 5 average rating, 125 reviews🌟Venice Cute Pool Villa with bikes Kayaks 🌈🐬
Quick stats about holiday rentals that are family-friendly in Siesta Key
Total rentals
1.4K properties
Nightly prices starting at
$100 NZD 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
- Family-friendly rentals United States
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- Pet-friendly rentals Siesta Key
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