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
Condo in Siesta Key
4.92 out of 5 average rating, 144 reviewsSiesta Key Serenity At The Palm Bay Club
Rental unit in Longboat Key
4.95 out of 5 average rating, 93 reviewsLongboat Key-OCEAN FRONT- on the beach
Home in Anna Maria
5 out of 5 average rating, 9 reviewsBateman's - Renting 12/2024!
Condo in Longboat Key
4.96 out of 5 average rating, 57 reviewsSecluded Bayside Gem with beautiful bay views
Villa in Sarasota
5 out of 5 average rating, 41 reviews7891 Timberwood, Sarasota, Florida
Home in Sarasota
5 out of 5 average rating, 30 reviewsFamily friendly with large pool
Condo in Bradenton Beach
4.86 out of 5 average rating, 103 reviewsOceanfront Condo for Beach Lovers
Family- and pet-friendly home rentals
Cottage in Pass-a-Grille Beach
4.8 out of 5 average rating, 258 reviewsSunny PaG Island rental w/bikes-just steps2beach
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
Home in Bradenton
4.76 out of 5 average rating, 231 reviewsTropical Paradise - Private Pool - Close Beaches
Townhouse in Sarasota
4.95 out of 5 average rating, 351 reviewsPeacock🦚1/2 m Walk to Downtown #TheTropicalNut ☀️🥳👙
Home in Sarasota
4.86 out of 5 average rating, 219 reviewsThe Pineapple Suite.Teal tropical home in Sarasota
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
Family-friendly home rentals with a pool
Condo 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.
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, 331 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
Condo in Holmes Beach
4.85 out of 5 average rating, 143 reviewsAnna Maria Island-just a few steps to the beach
Quick stats about vacation rentals that are family-friendly in Siesta Key
Total rentals
1.4K properties
Nightly prices starting at
$84 CAD 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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