
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

Rowan's Retreat

Villa Oasis - Beautiful Pool/SPA Home on Canal

Luxury on Eight Lakes - Gulf Access & Pool table

Coastal Modern Retreat with Heated Pool and Spa

The Parsonage-Private Villa-Heated Pool & Spa.

Studio STARFISH / Cape Coral * Beach Resort *

Beachfront Gulf View Lovers Key Beach Club #1002

Villa Bellevue - Waterfront Home with Pool
Family- and pet-friendly home rentals

La Casa On Mango, heated pool-5 min walk to Beach

Key Condo located on Manasota Key

Villa Coral with boat dock & waterview- own pool

Low Rates Serene Lake Frt-Pool Home 3Bd/2Ba/Lr/Kt

Sun & Sand Spacious Vacation Canal Pool House

Gorgeous Townhome Close to the beaches

Vacation home by Shasta Rd

🌟Venice Cute Pool Villa with bikes Kayaks 🌈🐬
Family-friendly home rentals with a pool

Beachfront Getaway in Siesta Key

5 Star Paradise Plus/Canal/Pool/Spa/Kayaks

Manasota Beach Vacation Rental

Villa La Vida

Amazing villa with great water view.

Siesta Key private pool house/ beach!

Gulf side condo be on the beach in minutes!

3 Bed 2 Bath Heated Pool Home in Fantastic Area!
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- Siesta Beach
- Captiva Island
- Crescent Beach
- Turtle Beach
- Caspersen Beach
- Lido Key Beach
- Manasota Key Beach
- Lovers Key Beach
- Clam Pass Park
- Barefoot beach Bonita Springs,FL
- Myakka River State Park
- The Club at The Strand
- Delnor-Wiggins Pass State Park
- North Jetty Beach
- Marie Selby Botanical Gardens
- South Jetty Beach
- Worthington Country Club
- Englewood Beach
- Seagate Beach Club
- Heritage Bay Golf & Country Club
- Spanish Wells Country Club
- Gasparilla Island State Park
- Blind Pass Beach
- Lakewood National Golf Club