Book Holiday Homes in Gasparilla Island

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Featured Holiday Homes in Gasparilla Island

Tropical Retreat in Southwest Cape Coral

Tropical Retreat in Southwest Cape Coral

Cape Coral
With a stay at this vacation home in Cape Coral (Pelican), you'll be within a 10-minute drive of Palmetto-Pine Country Club and Veterans Foundation ...
Tropical Retreat in Southwest Cape Coral
Bohemian Sunrise

Bohemian Sunrise

Englewood
When you stay at this vacation home in Englewood, you'll be on the waterfront, within a 15-minute drive of Englewood Beach and Manasota Beach.
Bohemian Sunrise
Heated Pool - Backyard Privacy- Camping in the Suburbs- 25 min. to the beach

Heated Pool - Backyard Privacy- Camping in the Suburbs- 25 min. to the beach

North Port
With a stay at this vacation home in North Port, you'll be within a 10-minute drive of North Charlotte Regional Park and North Port Performing Arts Center.
Heated Pool - Backyard Privacy- Camping in the Suburbs- 25 min. to the beach
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Gulf Canal, Boat Rental, Hot tub, Pool, Kayaks, & Bikes

Gulf Canal, Boat Rental, Hot tub, Pool, Kayaks, & Bikes

Cape Coral
With a stay at this vacation home in Cape Coral (Pelican), you'll be within a 10-minute drive of Rotary Park Environmental Center and Veterans Foundation ...
Gulf Canal, Boat Rental, Hot tub, Pool, Kayaks, & Bikes
BRAND NEW EVERYTHING!!!!!   4 bedrooms and sleeps 10 easily.

BRAND NEW EVERYTHING!!!!! 4 bedrooms and sleeps 10 easily.

Englewood
With a stay at this vacation home in Englewood (Clintwood Acres), you'll be within a 10-minute drive of Englewood Beach and Englewood South Inlet.
BRAND NEW EVERYTHING!!!!! 4 bedrooms and sleeps 10 easily.
Pool  Side  Paradise in Southwest Cape Coral NO DAMAGE FROM HURRICANES

Pool Side Paradise in Southwest Cape Coral NO DAMAGE FROM HURRICANES

Cape Coral
With a stay at this vacation home in Cape Coral (Pelican), you'll be a 5-minute drive from Palmetto-Pine Country Club and 8 minutes from Coralwood Shopping ...
Pool Side Paradise in Southwest Cape Coral NO DAMAGE FROM HURRICANES
Luxury Canal Home-5 Bed, Boat rental, MIL Suite, bikes, pickleball,putting green

Luxury Canal Home-5 Bed, Boat rental, MIL Suite, bikes, pickleball,putting green

2 out of 5
Cape Coral
With a stay at this vacation home in Cape Coral (Pelican), you'll be within a 10-minute drive of Rotary Park Environmental Center and Veterans Foundation ...
Luxury Canal Home-5 Bed, Boat rental, MIL Suite, bikes, pickleball,putting green
Beautiful waterfront home with pool, game room, & dog-friendly

Beautiful waterfront home with pool, game room, & dog-friendly

Punta Gorda
With a stay at this vacation home in Punta Gorda (Punta Gorda Isles), you'll be within a 5-minute drive of Peace River and Hounds on Henry.
Beautiful waterfront home with pool, game room, & dog-friendly
Getaway Home with Hot Tub and Close to the Beach!

Getaway Home with Hot Tub and Close to the Beach!

Rotonda West
With a stay at this vacation home in Rotonda West (Oakland Hills), you'll be within a 10-minute drive of Don Pedro Island State Park and Little Gasparilla Island ...
Getaway Home with Hot Tub and Close to the Beach!
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Gasparilla Island Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Gasparilla Island vacation homes are the perfect way for you to wing it.

Holiday houses in Gasparilla Island let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Gasparilla Island in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Gasparilla Island adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Gasparilla Island with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Gasparilla Island vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Gasparilla Island Holiday Homes essential information

Accommodation
1066 Holiday Homes
Lowest Price
AU$243
Highest Price
AU$682
Popular accommodation
Tropical Retreat in Southwest Cape Coral, Bohemian Sunrise , Heated Pool - Backyard Privacy- Camping in the Suburbs- 25 min. to the beach, Gulf Canal, Boat Rental, Hot tub, Pool, Kayaks, & Bikes, BRAND NEW EVERYTHING!!!!! 4 bedrooms and sleeps 10 easily. , Pool Side Paradise in Southwest Cape Coral NO DAMAGE FROM HURRICANES, Luxury Canal Home-5 Bed, Boat rental, MIL Suite, bikes, pickleball,putting green, Beautiful waterfront home with pool, game room, & dog-friendly, Getaway Home with Hot Tub and Close to the Beach!

Top trending hotels in Gasparilla Island

Boca Grande Hotel

Boca Grande Hotel

2.5 out of 5
5800 Gasparilla Road, Gasparilla Island, Boca Grande, FL
Fully refundableReserve now, pay when you stay
The price is AU$243 per night from 2 Feb to 3 Feb
AU$243
includes taxes & fees
2 Feb - 3 Feb
Located in Boca Grande, Boca Grande Hotel is a 1-minute drive from Uncle Henrys Marina and 5 minutes from Gasparilla Marina.
Boca Grande Hotel
Sunseeker Resort Charlotte Harbor

Sunseeker Resort Charlotte Harbor

4.5 out of 5
5500 Sunseeker Way, 785, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
The price is AU$539 per night from 3 Feb to 4 Feb
AU$539
includes taxes & fees
3 Feb - 4 Feb
When you stay at Sunseeker Resort Charlotte Harbor in Punta Gorda, you'll be next to a golf course, within a 5-minute drive of Fishermen's Village and Military ...
Sunseeker Resort Charlotte Harbor
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
1200 W Retta Esplanade, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
The price is AU$551 per night from 2 Feb to 3 Feb
AU$551
includes taxes & fees
2 Feb - 3 Feb
With a stay at The Suites at Fishermen’s Village- 2 Bedroom Suites in Punta Gorda (Punta Gorda Isles), you'll be steps from Peace River and Military Heritage ...
The Suites at Fishermen’s Village- 2 Bedroom Suites
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Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
15951 Captiva Drive, Captiva, FL
The price is AU$682 per night from 2 Feb to 3 Feb
AU$682
includes taxes & fees
2 Feb - 3 Feb
With a stay at Tween Waters Island Resort & Spa in Captiva, you'll be near the bay, within a 15-minute drive of Sanibel Island Southern Beach and Captiva ...
Tween Waters Island Resort & Spa
Don't see what you're looking for?
See all available properties in Gasparilla Island
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.