Book Holiday Homes in Gasparilla Island

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Featured Holiday Homes in Gasparilla Island

120 steps to beach!  Safely on the beach side of the road!

120 steps to beach! Safely on the beach side of the road!

Englewood
With a stay at this vacation home, you'll be centrally located in Englewood, steps from Englewood Beach and 3 minutes by foot from Lemon Bay.
Opens in a new window120 steps to beach! Safely on the beach side of the road!
Western Exposure on cul-de-sac with spill over spa pool & boat dock. SUNSETS!

Western Exposure on cul-de-sac with spill over spa pool & boat dock. SUNSETS!

Cape Coral
With a stay at this vacation home in Cape Coral (Pelican), you'll be within a 10-minute drive of Cape Coral Sports Complex and Rotary Park Environmental ...
Opens in a new windowWestern Exposure on cul-de-sac with spill over spa pool & boat dock. SUNSETS!
Beautiful waterfront home, heated pool, bbq, dock, close to beaches, restaurant

Beautiful waterfront home, heated pool, bbq, dock, close to beaches, restaurant

Port Charlotte
Located in Port Charlotte, this vacation home is on the waterfront, within a 5-minute drive of Bayfront Health Port Charlotte and Fawcett Memorial Hospital.
Opens in a new windowBeautiful waterfront home, heated pool, bbq, dock, close to beaches, restaurant
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The Turtle House-Miles and Miles of Private Beach-Sunset Views

The Turtle House-Miles and Miles of Private Beach-Sunset Views

Englewood
With a stay at this vacation home in Englewood (Manasota Beach), you'll be within a 5-minute drive of Englewood Beach and Lemon Bay.
Opens in a new windowThe Turtle House-Miles and Miles of Private Beach-Sunset Views
PRIVATE BEACHFRONT PROPERTY

PRIVATE BEACHFRONT PROPERTY

Englewood
With a stay at this vacation home in Englewood (Manasota Beach), you'll be within a 10-minute drive of Englewood Beach and Lemon Bay.
Opens in a new windowPRIVATE BEACHFRONT PROPERTY
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

North Captiva
When you stay at this vacation home in Captiva, you'll be on the beach and steps from North Captiva Island Beach.
Opens in a new windowNorth Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **
South Seas Marina Villa 704 - Gulf & Marina Views

South Seas Marina Villa 704 - Gulf & Marina Views

Captiva
Located in Captiva, this vacation home is by the sea, within a 5-minute walk of Captiva Beach and Alison Hagerup Beach Park.
Opens in a new windowSouth Seas Marina Villa 704 - Gulf & Marina Views
Sandcastle Captiva luxurious, 2 minutes from beach, private pool, bay views

Sandcastle Captiva luxurious, 2 minutes from beach, private pool, bay views

Captiva
Located in Captiva, this vacation home is by the sea, within a 5-minute walk of J. N. Ding Darling National Wildlife Refuge and Captiva Beach.
Opens in a new windowSandcastle Captiva luxurious, 2 minutes from beach, private pool, bay views
South Seas Beach Villa 2217: Your Island Escape with Stunning Gulf Views!

South Seas Beach Villa 2217: Your Island Escape with Stunning Gulf Views!

Captiva
Located in Captiva, this vacation home is by the sea, within a 15-minute walk of Alison Hagerup Beach Park and McCarthy's Marina.
Opens in a new windowSouth Seas Beach Villa 2217: Your Island Escape with Stunning Gulf Views!
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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
1237 Holiday Homes
Lowest Price
AU$239
Highest Price
AU$431
Popular accommodation
120 steps to beach! Safely on the beach side of the road!, Western Exposure on cul-de-sac with spill over spa pool & boat dock. SUNSETS!, Beautiful waterfront home, heated pool, bbq, dock, close to beaches, restaurant, The Turtle House-Miles and Miles of Private Beach-Sunset Views, PRIVATE BEACHFRONT PROPERTY, North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **, South Seas Marina Villa 704 - Gulf & Marina Views, Sandcastle Captiva luxurious, 2 minutes from beach, private pool, bay views, South Seas Beach Villa 2217: Your Island Escape with Stunning Gulf Views!

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$239 per night from 13 Nov to 14 Nov
AU$239
13 Nov - 14 Nov
includes taxes & fees
Located in Boca Grande, Boca Grande Hotel is a 1-minute drive from Uncle Henrys Marina and 5 minutes from Gasparilla Marina.
Opens in a new windowBoca Grande Hotel
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
5500 Sunseeker Way, 785, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
The price is AU$431 per night from 1 Dec to 2 Dec
AU$431
1 Dec - 2 Dec
includes taxes & fees
When you stay at Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton in Punta Gorda, you'll be next to a golf course, within a 5-minute drive of Fishermen's ...
Opens in a new windowSunseeker Resort Florida Gulf Coast, Curio Collection Hilton
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$401 per night from 17 Nov to 18 Nov
AU$401
17 Nov - 18 Nov
includes taxes & fees
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 ...
Opens in a new windowThe Suites at Fishermen’s Village- 2 Bedroom Suites
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North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

North Captiva
When you stay at this vacation home in Captiva, you'll be on the beach and steps from North Captiva Island Beach.
Opens in a new windowNorth Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **
Don't see what you're looking for?
See all available properties in Gasparilla Island
View all properties
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.