Family-friendly vacation rentals in Gasparilla Island
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Gasparilla Island
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 Gasparilla Island family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Punta Gorda
4.93 out of 5 average rating, 123 reviewsTropical themed Island style home!
Apartment in Cape Coral
4.78 out of 5 average rating, 116 reviewsStudio STARFISH / Cape Coral * Beach Resort *
Home in Sarasota
4.97 out of 5 average rating, 112 reviewsGorgeous Home / Heated Pool and Spa
Condo in Longboat Key
4.82 out of 5 average rating, 159 reviewsUpdated Beachfront Condo at Prestigious Long Boat
Home in Fort Myers
4.94 out of 5 average rating, 108 reviewsPrivate Heated Pool and Spa
Home in Sarasota
4.98 out of 5 average rating, 161 reviewsThe Palms-Heated Private Pool Hot Tub-5mi to beach
Guest suite in Sarasota
4.95 out of 5 average rating, 155 reviewsROYS PLACE Romantic, Private, Paradise!
Bungalow in Fort Myers
4.93 out of 5 average rating, 285 reviewsRowan's Retreat - Historic Downtown Fort Myers
Family- and pet-friendly home rentals
Guesthouse in Sarasota
4.86 out of 5 average rating, 377 reviewsThe Cottage, very close to Siesta Beach!
Vacation home in Venice
4.83 out of 5 average rating, 113 reviews🌟Venice Cute Pool Villa with bikes Kayaks 🌈🐬
Guest suite in Sarasota
4.85 out of 5 average rating, 272 reviewsSapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!
Guesthouse in Fort Myers
4.97 out of 5 average rating, 282 reviewsChameleon Guest Cabana
Home in Cape Coral
4.96 out of 5 average rating, 159 reviewsSurfside Elegance SW Cape Coral Luxe Vacation home
Apartment in LaBelle
4.98 out of 5 average rating, 127 reviewsJan's Jungle Riverfront paradise
Bungalow in Sarasota
4.92 out of 5 average rating, 265 reviewsDowntown Bungalow...Beaches- Restaurants- Cafes!
Home in Port Charlotte
4.84 out of 5 average rating, 155 reviewsWaterfront Pool and Dock! Great Family Retreat
Family-friendly home rentals with a pool
Home in Port Charlotte
4.85 out of 5 average rating, 215 reviewsPeaceful Port Charlotte 2Bd/2Ba on water
Hotel room in Venice
4.88 out of 5 average rating, 179 reviewsNear Downtown/Beach | Tropical Villas Venice Beach
Home in Englewood
4.99 out of 5 average rating, 102 reviewsParadise on the Bay
Apartment in Sarasota
4.85 out of 5 average rating, 294 reviewsSarasota Downtown close to Lido Beach
Cottage in Fort Myers
4.93 out of 5 average rating, 128 reviewsCozy Cottage with heated pool and wifi !
Condo in Longboat Key
4.8 out of 5 average rating, 213 reviewsSRQ/Longboat Key Beach - kid friendly/romantic B1
Condo in Siesta Key
4.9 out of 5 average rating, 204 reviewsSea Club 2 Condo Siesta Key
Townhouse in Siesta Key
4.87 out of 5 average rating, 190 reviews"Safe & Clean"- Honeymoon Suite- Siesta Key Beach
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- Family travel hub Tips and inspiration
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