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
4.97 out of 5 average rating, 110 reviewsGorgeous Home / Heated Pool and Spa
Nov 7 – 14
Home in Sarasota
4.98 out of 5 average rating, 160 reviewsThe Palms-Private Heated Pool Hot Tub-5mi to beach
Jun 27 – Jul 4
Condo in Longboat Key
4.82 out of 5 average rating, 159 reviewsUpdated Beachfront Condo at Prestigious Long Boat
Nov 1 – 8
Condo in Tierra Verde
4.96 out of 5 average rating, 238 reviewsNatural Beauty on Tierra Verde, Waterfront Condo
May 26 – 31
Condo in Siesta Key
4.92 out of 5 average rating, 137 reviewsSiesta Key Serenity At The Palm Bay Club
Nov 17 – 24
Home in Bradenton
4.91 out of 5 average rating, 254 reviewsPalm Retreat Gold: Luxury Edition of #1 Rental
Dec 8 – 15
Apartment in Bradenton Beach
4.87 out of 5 average rating, 327 reviewsLas Palmas Beach Rentals unit 2
Apr 16 – 23
Home in Treasure Island
4.82 out of 5 average rating, 134 reviewsEiko Beach House 4BR/3BA Heatd Pool*Hot Tub* Pets
Nov 15 – 22
Family- and pet-friendly home rentals
Home in Sarasota
4.87 out of 5 average rating, 205 reviewsThe Pineapple Suite.Teal tropical home in Sarasota
Jul 24 – 31
Townhouse in Sarasota
4.95 out of 5 average rating, 329 reviewsPeacock🦚1/2 m Walk to Downtown #TheTropicalNut ☀️🥳👙
May 27 – Jun 3
Home in Sarasota
4.95 out of 5 average rating, 182 reviews2bed/2bath with POOL house, close by SIESTA KEY!!!
Sep 17 – 24
Home in Siesta Key
4.9 out of 5 average rating, 105 reviewsSiesta Key, FL - Casa Berano
Nov 10 – 17
Cottage in Bradenton
4.94 out of 5 average rating, 153 reviewsCozy Cottage L-Steps to Riverwalk/Close to Beaches
Jun 1 – 8
Home in Bradenton Beach
4.97 out of 5 average rating, 153 reviewsParadise! Steps2 Private Beach & Tropical Yard!
Apr 26 – May 3
Home in Englewood
4.96 out of 5 average rating, 104 reviewsWaterfront Cottage by Manasota Key
Sep 12 – 19
Home in Venice
4.9 out of 5 average rating, 162 reviewsVenice Pool Villa with Bikes Kayaks Great Beaches!
Dec 7 – 14
Family-friendly home rentals with a pool
Condo in Siesta Key
4.92 out of 5 average rating, 131 reviews*A Stones Throw from #1 Voted Siesta Key Beach*
Jul 31 – Aug 7
Condo in Siesta Key
4.93 out of 5 average rating, 215 reviewsPrivate Siesta Key Escape
Sep 3 – 10
Apartment in Sarasota
4.96 out of 5 average rating, 207 reviewsPrivate 2 Bedroom Suite with Kitchenette
Jun 15 – 20
Condo in Sarasota
4.91 out of 5 average rating, 216 reviewsNew Renovation! Walk to Beach, Pool, Restaurants!
Dec 18 – 25
Condo in Siesta Key
4.93 out of 5 average rating, 183 reviewsSteps away from beach and village! #1 in Siesta!
Feb 6 – 13
Apartment in Sarasota
4.94 out of 5 average rating, 133 reviewsSuper Clean! 2/2 condo Walk to SKey!
Aug 21 – 28
Condo in Siesta Key
4.9 out of 5 average rating, 204 reviewsSea Club 2 Condo Siesta Key
Mar 27 – Apr 3
Home in Sarasota
4.87 out of 5 average rating, 133 reviews5 minutes to private Siesta Key Beach + 2 pools
Apr 15 – 22
Quick stats about vacation rentals that are family-friendly in Siesta Key
Total rentals
1.4K properties
Rentals with dedicated workspaces
620 properties have a dedicated workspace
Rentals with a pool
1K properties have a pool
Pet-friendly rentals
270 properties allow pets
Total number of reviews
19K reviews
Nightly prices starting at
R1,109 ZAR before taxes and fees
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