Family-friendly holiday rentals in Longboat Key
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Longboat 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 Longboat Key family-friendly rentals
Family-friendly home rentals with a hot tub
Flat in Bradenton Beach
4.87 out of 5 average rating, 327 reviewsLas Palmas Beach Rentals unit 2
12–19 Dec
Home in Bradenton
4.9 out of 5 average rating, 256 reviewsPalm Retreat Gold: Luxury Edition of #1 Rental
24 Apr – 1 May
Home in Sarasota
4.98 out of 5 average rating, 160 reviewsThe Palms-Private Heated Pool Hot Tub-5mi to beach
27 Jun – 4 Jul
Guest suite in Largo
4.97 out of 5 average rating, 318 reviewsPrivate Pool, Jacuzzi, Walk to Beach.
6–13 Oct
Home in Sarasota
4.97 out of 5 average rating, 110 reviewsGorgeous Home / Heated Pool and Spa
7–14 Nov
Home in Treasure Island
4.82 out of 5 average rating, 134 reviewsEiko Beach House 4BR/3BA Heatd Pool*Hot Tub* Pets
2–9 Sep
Cottage in Indian Rocks Beach
4.96 out of 5 average rating, 295 reviewsPrivate Heated pool/spa home!
23–30 Oct
Flat in Dunedin
4.99 out of 5 average rating, 202 reviewsTropical Paradise
21–28 Apr
Family- and pet-friendly home rentals
Flat in Holmes Beach
4.97 out of 5 average rating, 185 reviewsCrows Nest at Spinnakers Vacation Cottages
4–11 Jan
Townhouse in Sarasota
4.95 out of 5 average rating, 329 reviewsPeacock🦚1/2 m Walk to Downtown #TheTropicalNut ☀️🥳👙
12–19 Jul
Guest suite in Bradenton
4.81 out of 5 average rating, 145 reviewsLovely Studio near Anna Maria Island and UTC Mall
13–20 Feb
Bungalow in Sarasota
4.92 out of 5 average rating, 250 reviewsCharming Mid-Century Retreat by Arlington Park 1
27 May – 3 Jun
Home in Holmes Beach
4.97 out of 5 average rating, 124 reviewsTwin Palms: Big House Steps to Beach w/Lush Pool
31 Aug – 7 Sep
Apartment in Holmes Beach
4.93 out of 5 average rating, 140 reviewsBlanco at Sunset Villas on Anna Maria Island
17–24 Sep
Flat in Redington Shores
4.92 out of 5 average rating, 145 reviewsBeach Avenue #5-Steps from the Beach
8–15 Sep
Bungalow in Indian Shores
4.81 out of 5 average rating, 280 reviewsCozy Unit #1 of a Two Unit Beach Bungalow
22–29 Oct
Family-friendly home rentals with a pool
Apartment in Indian Shores
4.96 out of 5 average rating, 143 reviews1 BR direct beachfront! Now avail. 8/29-9/11.
10–17 Dec
Home in Siesta Key
5.0 out of 5 average rating, 125 reviewsOne-of-a-kind*Beach, Village, Dock & Private Pool!
7–14 Nov
Apartment in Siesta Key
4.96 out of 5 average rating, 105 reviewsSiesta Key Condo. Checkout our great rates!
21–28 Oct
Guest suite in Sarasota
4.95 out of 5 average rating, 153 reviewsROYS PLACE Romantic, Private, Paradise!
28 Oct – 4 Nov
Apartment in Redington Beach
4.85 out of 5 average rating, 570 reviewsCondo II:Beach 2 min walk:Heated Pool:2Bikes:Grill
5–12 Oct
Home in Anna Maria
4.93 out of 5 average rating, 153 reviewsPrivate 30' Pool and Boat Dock - Rated best on AMI
7–14 Dec
Apartment in Indian Shores
4.96 out of 5 average rating, 112 reviews"Sunsational" Indian Shores Getaway!
14–21 Sep
Bungalow in Sarasota
4.92 out of 5 average rating, 310 reviewsPool & fenced-in yard in downtown edge bungalow
20–27 Oct
Quick stats about holiday rentals that are family-friendly in Longboat Key
Total rentals
570 properties
Rentals with dedicated workspaces
240 properties have a dedicated workspace
Rentals with a pool
490 properties have a pool
Pet-friendly rentals
120 properties allow pets
Total number of reviews
4.9K reviews
Nightly prices starting at
€ 65 before taxes and fees
Destinations to explore
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