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 in Sarasota
4.98 out of 5 average rating, 126 reviewsGorgeous Home / Heated Pool and Spa
Apartment in Siesta Key
4.92 out of 5 average rating, 144 reviewsSiesta Key Serenity At The Palm Bay Club
Apartment 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
Apartment in Longboat Key
4.96 out of 5 average rating, 57 reviewsSecluded Bayside Gem with beautiful bay views
Home in Sarasota
5 out of 5 average rating, 30 reviewsFamily friendly with large pool
Apartment 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
Home in Bradenton
4.96 out of 5 average rating, 211 reviewsCozy Cottage R-Steps to Riverwalk/Close to Beaches
Home in Holmes Beach
4.97 out of 5 average rating, 128 reviewsTwin Palms: Big House Steps to Beach w/Lush Pool
Townhouse in Sarasota
4.95 out of 5 average rating, 351 reviewsPeacock🦚1/2 m Walk to Downtown #TheTropicalNut ☀️🥳👙
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, 188 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, 116 reviews2BR, 2BA home in the heart of downtown Sarasota
Guest suite in Indian Beach-Sapphire Shores
4.84 out of 5 average rating, 283 reviewsSapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!
Family-friendly home rentals with a pool
Apartment in Sarasota
4.84 out of 5 average rating, 160 reviewsBest Gulf Coast Cond on Siesta - Christmas Special
Home in Sarasota
4.8 out of 5 average rating, 187 reviewsRelaxing 3BR/2Ba Oasis with Heated Pool.
Home in Venice
4.92 out of 5 average rating, 116 reviewsGreat shape after Milton -Gorgeous Pool! - os
Hotel room in Venice
4.86 out of 5 average rating, 207 reviewsNear Downtown/Beach | Tropical Villas Venice Beach
Cottage in Siesta Key
4.81 out of 5 average rating, 265 reviewsSunspot Cottage 2BR/2B Getaway w/ private beach
Bungalow in Sarasota
4.92 out of 5 average rating, 332 reviewsPool & fenced-in yard in downtown edge bungalow
Home in Anna Maria
4.94 out of 5 average rating, 167 reviewsNew Construction & Ready for Post-Hurricane Visits
Home in Sarasota
4.86 out of 5 average rating, 159 reviewsThe Sea is Calling
Quick stats about holiday rentals that are family-friendly in Siesta Key
Total rentals
1.4K properties
Nightly prices starting at
$81 SGD 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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