
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

Villa Oasis - Beautiful Pool/SPA Home on Canal

New Luxury Villa: 2 min walk to beach, gulf view

Luxury on Eight Lakes - Gulf Access & Pool table

2nd Floor Beachfront Condo Sanibel Harbour

Coastal Modern Retreat with Heated Pool and Spa

Amazing Lagoon | Rock Grotto Swimming Pool | Spa

The Parsonage-Private Villa-Heated Pool & Spa.

The Island Hideaway
Family- and pet-friendly home rentals

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

South Venice, FL. Ideal vacation home.

Waterfront Pool and Dock! Great Family Retreat

Home away from home mins to Siesta Beach! 4/2

Siesta Key, FL - Casa Berano

Gorgeous Townhome Close to the beaches

Relaxing Waterfront Retreat: 1400 sq ft Home

5213A Calle Menorca - Siesta Key Village Condo
Family-friendly home rentals with a pool

Beachfront Getaway in Siesta Key

South Facing Canal Home Outdoor Living Room Tiki

Manasota Beach Vacation Rental

Villa La Vida

5 minutes to private Siesta Key Beach + 2 pools

Beach, Village, Dock & Private Pool! One-of-a-kind

Siesta Key private pool house/ beach!

Gulf side condo be on the beach in minutes!
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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