Family-friendly holiday rentals in South Sarasota
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in South Sarasota
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 South Sarasota 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
16–23 Nov
Island in Sarasota
4.97 out of 5 average rating, 301 reviewsNEW MAY CX! last min SALE Sarasota #1 Luxury!
8–15 Jan
Apartment in Siesta Key
4.92 out of 5 average rating, 137 reviewsSiesta Key Serenity At The Palm Bay Club
17–24 Nov
Apartment in Longboat Key
4.82 out of 5 average rating, 159 reviewsUpdated Beachfront Condo at Prestigious Long Boat
2–9 Mar
Apartment in Holmes Beach
4.96 out of 5 average rating, 116 reviewsBeautiful beachfront condo for perfect vacation
20–27 Jul
Home in Bradenton
4.91 out of 5 average rating, 254 reviewsPalm Retreat Gold: Luxury Edition of #1 Rental
4–11 Dec
Flat in Bradenton Beach
4.92 out of 5 average rating, 262 reviewsLas Palmas Beach Rentals unit 3
29 Aug – 5 Sept
Home in Sarasota
5.0 out of 5 average rating, 26 reviewsFamily friendly with large pool
21–28 Aug
Family- and pet-friendly home rentals
Home in Sarasota
4.95 out of 5 average rating, 181 reviews2bed/2bath with POOL house, close by SIESTA KEY!!!
29 Aug – 5 Sept
Townhouse in Sarasota
4.87 out of 5 average rating, 253 reviewsDuplex - just mins to Siesta Beach - no pet fee
7–14 Oct
Bungalow in Sarasota
4.91 out of 5 average rating, 246 reviewsCharming Mid-Century Retreat by Arlington Park 1
26 Jul – 2 Aug
Home in Sarasota
4.96 out of 5 average rating, 112 reviewsWalk/Bike/Trolley to Downtown,10 min to Lido Beach
5–12 Jul
Home in Siesta Key
4.9 out of 5 average rating, 105 reviewsSiesta Key, FL - Casa Berano
19–26 Aug
Home in Sarasota
4.93 out of 5 average rating, 140 reviewsSarasota Sandpiper: 4 Bed/3 bath + Pool
28 Oct – 4 Nov
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 Sarasota
4.82 out of 5 average rating, 195 reviewsPrivate Siesta Beach House Oasis with Heated Pool.
8–15 Nov
Family-friendly home rentals with a pool
Apartment in Siesta Key
4.9 out of 5 average rating, 203 reviewsSea Club 2 Condo Siesta Key
16–23 Oct
Home in Sarasota
4.87 out of 5 average rating, 131 reviews5 minutes to private Siesta Key Beach + 2 pools
23–30 Sept
Apartment in Siesta Key
4.92 out of 5 average rating, 130 reviews*A Stones Throw from #1 Voted Siesta Key Beach*
10–17 Sept
Home in Siesta Key
5.0 out of 5 average rating, 124 reviewsOne-of-a-kind*Beach, Village, Dock & Private Pool!
8–15 Dec
Apartment in Siesta Key
4.96 out of 5 average rating, 105 reviewsSiesta Key Condo. Checkout our great rates!
1–8 Sept
Home in Sarasota
4.8 out of 5 average rating, 171 reviewsYour private sanctuary, heated pool, WiFi Retreat.
6–13 Jul
Villa in Sarasota
4.91 out of 5 average rating, 179 reviewsHansen- Gorgeous 3BR/2BA Villa near Siesta Key
24–31 Mar
Apartment in Sarasota
4.83 out of 5 average rating, 147 reviewsBest Gulf Coast Condo in Siesta Key
1–8 Jun
Quick stats about holiday rentals that are family-friendly in South Sarasota
Total rentals
300 properties
Rentals with dedicated workspaces
170 properties have a dedicated workspace
Rentals with a pool
220 properties have a pool
Pet-friendly rentals
80 properties allow pets
Total number of reviews
5.7K reviews
Nightly prices starting at
£48 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
- Family-friendly rentals Sarasota County
- Waterfront rentals South Sarasota
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- Rentals with a hot tub South Sarasota
- Monthly Rentals South Sarasota
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- Family-friendly rentals South Sarasota
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