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
4.97 out of 5 average rating, 109 reviewsGorgeous Home / Heated Pool and Spa
7–14 Nov
Home in Sarasota
4.98 out of 5 average rating, 160 reviewsThe Palms-Private Heated Pool Hot Tub-5mi to beach
1–8 Jun
Apartment in Tierra Verde
4.96 out of 5 average rating, 237 reviewsNatural Beauty on Tierra Verde, Waterfront Condo
25 Oct – 1 Nov
Apartment in Longboat Key
4.82 out of 5 average rating, 159 reviewsUpdated Beachfront Condo at Prestigious Long Boat
5–12 Jan
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
25 Jun – 2 Jul
Flat in Bradenton Beach
4.87 out of 5 average rating, 326 reviewsLas Palmas Beach Rentals unit 2
3–10 Aug
Guest suite in Gulfport
4.97 out of 5 average rating, 337 reviewsWATERFRONT SUITE WITH POOL
5–12 Jan
Family- and pet-friendly home rentals
Home in Sarasota
4.87 out of 5 average rating, 204 reviewsThe Pineapple Suite.Teal tropical home in Sarasota
26 Aug – 2 Sep
Townhouse in Sarasota
4.93 out of 5 average rating, 242 reviewsFlamingo🦩1/2M Walk to Downtown #TheTropicalNut☀️🦩⛱🥳
30 May – 6 Jun
Home in Sarasota
4.95 out of 5 average rating, 181 reviews2bed/2bath with POOL house, close by SIESTA KEY!!!
19–26 Sep
Home in Siesta Key
4.9 out of 5 average rating, 105 reviewsSiesta Key, FL - Casa Berano
19–26 Oct
Cottage in Bradenton
4.94 out of 5 average rating, 153 reviewsCozy Cottage L-Steps to Riverwalk/Close to Beaches
5–12 Feb
Home in Englewood
4.96 out of 5 average rating, 104 reviewsWaterfront Cottage by Manasota Key
12–19 Sep
Home in Bradenton Beach
4.97 out of 5 average rating, 153 reviewsParadise! Steps2 Private Beach & Tropical Yard!
26 Apr – 3 May
Home in Venice
4.89 out of 5 average rating, 161 reviewsVenice Pool Villa with Bikes Kayaks Great Beaches!
7–14 Dec
Family-friendly home rentals with a pool
Townhouse in Siesta Key
4.87 out of 5 average rating, 186 reviews"Safe & Clean"- Honeymoon Suite- Siesta Key Beach
8–15 Mar
Apartment in Sarasota
4.91 out of 5 average rating, 216 reviewsNew Renovation! Walk to Beach, Pool, Restaurants!
10–17 Oct
Apartment in Siesta Key
4.9 out of 5 average rating, 204 reviewsSea Club 2 Condo Siesta Key
22–29 Mar
Apartment in Siesta Key
4.93 out of 5 average rating, 215 reviewsPrivate Siesta Key Escape
18–25 Sep
Apartment in Siesta Key
4.93 out of 5 average rating, 182 reviewsSteps away from beach and village! #1 in Siesta!
7–14 Nov
Home in Sarasota
4.87 out of 5 average rating, 132 reviews5 minutes to private Siesta Key Beach + 2 pools
5–12 Apr
Flat in Sarasota
4.94 out of 5 average rating, 133 reviewsSuper Clean! 2/2 condo Walk to SKey!
19–26 Nov
Apartment in Siesta Key
4.89 out of 5 average rating, 118 reviewsSiesta Key Beach Escape
21–28 Mar
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
- Sarasota Holiday rentals
- Anna Maria Island Holiday rentals
- Tampa Holiday rentals
- Naples Holiday rentals
- Kissimmee Holiday rentals
- Orlando Holiday rentals
- West Palm Beach Holiday rentals
- Boca Raton Holiday rentals
- Fort Lauderdale Holiday rentals
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Key West Holiday rentals
- Family-friendly rentals United States
- Family-friendly rentals Florida
- Family-friendly rentals Florida
- Family-friendly rentals Kissimmee
- Family-friendly rentals Tampa
- Rentals with a firepit Siesta Key
- Beach apartment rentals Siesta Key
- Cottage rentals Siesta Key
- Rentals with outdoor seating Siesta Key
- Townhouse rentals Siesta Key
- Apartment rentals Siesta Key
- Rentals with a washing machine and dryer Siesta Key
- House rentals Siesta Key
- Rentals with a kayak Siesta Key
- Rentals with pools Siesta Key
- Rentals with a sauna Siesta Key
- Rentals with beach access Siesta Key
- Fitness-friendly rentals Siesta Key
- Villa rentals Siesta Key
- Bungalow rentals Siesta Key
- Rentals with a hot tub Siesta Key
- Rentals with a patio Siesta Key
- Rentals with a fireplace Siesta Key
- Mansion rentals Siesta Key
- Beach house rentals Siesta Key
- Pet-friendly rentals Siesta Key
- Family-friendly rentals Siesta Key
- Waterfront rentals Siesta Key
- Monthly Rentals Siesta Key
- Beachfront rentals Siesta Key
- Wheelchair-accessible rentals Siesta Key
- Flat rentals Siesta Key
- Family-friendly rentals Sarasota County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom