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
Island in Sarasota
4.97 out of 5 average rating, 301 reviewsNEW MAY CX! last min SALE Sarasota #1 Luxury!
8–15 Jan
Home in Sarasota
4.97 out of 5 average rating, 109 reviewsGorgeous Home / Heated Pool and Spa
24 Sep – 1 Oct
Apartment in Tierra Verde
4.96 out of 5 average rating, 237 reviewsNatural Beauty on Tierra Verde, Waterfront Condo
14–21 Dec
Apartment in Holmes Beach
4.96 out of 5 average rating, 116 reviewsBeautiful beachfront condo for perfect vacation
20–27 Jul
Apartment in Longboat Key
4.82 out of 5 average rating, 159 reviewsUpdated Beachfront Condo at Prestigious Long Boat
7–14 Dec
Apartment in Siesta Key
4.92 out of 5 average rating, 137 reviewsSiesta Key Serenity At The Palm Bay Club
17–24 Nov
Home in Bradenton
4.91 out of 5 average rating, 254 reviewsPalm Retreat Gold: Luxury Edition of #1 Rental
12–19 Sep
Flat in Bradenton Beach
4.87 out of 5 average rating, 326 reviewsLas Palmas Beach Rentals unit 2
21–28 Apr
Family- and pet-friendly home rentals
Home in Siesta Key
4.9 out of 5 average rating, 105 reviewsSiesta Key, FL - Casa Berano
19–26 Aug
Townhouse in Sarasota
4.93 out of 5 average rating, 242 reviewsFlamingo🦩1/2M Walk to Downtown #TheTropicalNut☀️🦩⛱🥳
22–29 Jun
Home in Sarasota
4.95 out of 5 average rating, 181 reviews2bed/2bath with POOL house, close by SIESTA KEY!!!
29 Aug – 5 Sep
Home in Venice
4.89 out of 5 average rating, 161 reviewsVenice Pool Villa with Bikes Kayaks Great Beaches!
21–28 Sep
Cottage in Bradenton
4.94 out of 5 average rating, 153 reviewsCozy Cottage L-Steps to Riverwalk/Close to Beaches
22–29 Jul
Home in Bradenton Beach
4.97 out of 5 average rating, 153 reviewsParadise! Steps2 Private Beach & Tropical Yard!
7–14 Dec
Home in Longboat Key
4.87 out of 5 average rating, 106 reviewsSummer House longboat key
9–16 Aug
Home in Palmetto
4.9 out of 5 average rating, 139 reviewsHistoric Home with Boat parking 0.6M of Boat Ramp
6–13 Jun
Family-friendly home rentals with a pool
Apartment in Siesta Key
4.82 out of 5 average rating, 131 reviewsThe Key to a Great Vacation!
2–9 Nov
Townhouse in Siesta Key
4.87 out of 5 average rating, 186 reviews"Safe & Clean"- Honeymoon Suite- Siesta Key Beach
20–27 Jan
Flat in Sarasota
4.94 out of 5 average rating, 133 reviewsSuper Clean! 2/2 condo Walk to SKey!
5–12 Jun
Apartment in Siesta Key
4.92 out of 5 average rating, 130 reviews*A Stones Throw from #1 Voted Siesta Key Beach*
24–31 May
Apartment in Siesta Key
4.93 out of 5 average rating, 182 reviewsSteps away from beach and village! #1 in Siesta!
22–29 Oct
Apartment in Siesta Key
4.93 out of 5 average rating, 215 reviewsPrivate Siesta Key Escape
3–10 Oct
Apartment in Sarasota
4.91 out of 5 average rating, 215 reviewsNew Renovation! Walk to Beach, Pool, Restaurants!
24–31 Jan
Home in Sarasota
4.87 out of 5 average rating, 132 reviews5 minutes to private Siesta Key Beach + 2 pools
22–29 Nov
Quick stats about holiday 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
€ 56 before taxes and fees
Destinations to explore
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