
House holiday rentals in Gasparilla Island
Find and book unique houses on Airbnb
Top-rated house rentals in Gasparilla Island
Guests agree: These houses 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 Gasparilla Island house rentals
House rentals with a pool

Gulf Front Getaway at South Seas Gulf Cottage 1107

Waterfront Cape Coral Oasis+ Heated Pool | Kayaks

Gorgeous Island Paradise *heated pool*golf cart*

Boater’s Paradise-Stunning Sunsets! Games Room!

" Here Comes The Fun" Absolutely Magnificent! Home

Gorgeous Lakefront Heated Pool Home, great Wi-Fi

AquaMarineVilla/Spa/beaches/luxury/BocaGrande/new

Baby SeaTurtle | Pool | Sunshelf | Tiki Bar
Weekly house rentals

Rotonda House Water View

New house w/pool close to beach & mineral springs

Sun-Kissed Villa Near Pristine Beaches

[2025 Spring Weeks Available!] Beachfront Elegance

Perfect location

Lemon Bay Retreat-Boat/Jet Ski Hoist!

Waterfront Oasis with Boat Lift & Hot Tub

AMAZING Cape Haze Location -community kayak launch
Private house rentals

Brandnew Villa - pool & spa at canal south facing

Dog Friendly | Pool, Kayaks, Dock, & Gulf Access

3B Cozy Coastal Escape King Bed*Wi-Fi*5mi to Beach

Beautiful Floridian Oasis

Luxurious 4-Bed Pool Home with Dock & Gulf Views,

Bougee Waterfront with Salt Water Pool/Spa/Game Rm

DOG friendly vacation home/3BR/2.5BA/heated pool

Cape Haven - New Listing!
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- Siesta Beach
- Captiva Island
- Crescent Beach
- Turtle Beach
- Caspersen Beach
- Lido Key Beach
- Manasota Key Beach
- Clam Pass Park
- Lovers Key Beach
- Barefoot beach Bonita Springs,FL
- The Club at The Strand
- Myakka River State Park
- Marie Selby Botanical Gardens
- Worthington Country Club
- North Jetty Beach
- Seagate Beach Club
- Delnor-Wiggins Pass State Park
- South Jetty Beach
- Englewood Beach
- Heritage Bay Golf & Country Club
- Gasparilla Island State Park
- Lakewood National Golf Club
- Bonita National Golf & Country Club
- Cypress Woods Golf & Country Club