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Top vacation rentals in Gasparilla Island

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
A marina and a restaurant are featured at this smoke-free condo resort. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. Enjoy the outdoor pool and conveniences like a 24-hour front desk and laundry facilities.
9.6/10 Exceptional! (1,066 reviews)
Opens in a new windowThe Suites at Fishermen’s Village- 2 Bedroom Suites
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

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

North Captiva FL
This vacation home featured laundry facilities and barbecue grills.
9.4/10 Exceptional! (91 reviews)
Opens in a new windowNorth Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **
2 Private Cabanas with kitchen and a Private Pool.

2 Private Cabanas with kitchen and a Private Pool.

Cape Coral FL
A water park and an outdoor pool are featured at this smoke-free vacation home. Barbecue grills are provided for your convenience.
9.2/10 Wonderful! (26 reviews)
Opens in a new window2 Private Cabanas with kitchen and a Private Pool.
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BEACHFRONT LUXURY ISLAND HOME PRIVATE SWIM SPA~DOCK FISHING~GOLF CART STUNNING

BEACHFRONT LUXURY ISLAND HOME PRIVATE SWIM SPA~DOCK FISHING~GOLF CART STUNNING

Captiva FL
This vacation home features an outdoor pool and a hot tub. Families will appreciate the playground and barbecue grills. A garden and laundry facilities are also provided.
10/10 Exceptional! (5 reviews)
Opens in a new windowBEACHFRONT LUXURY ISLAND HOME PRIVATE SWIM SPA~DOCK FISHING~GOLF CART STUNNING
Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina

4 out of 5
1825 Gulf Blvd Englewood FL
This smoke-free condo features a marina and 7 restaurants. Dine at the beachfront restaurant and relax with beach umbrellas. Enjoy a meal in one of the 2 coffee shops/cafes and free perks like free self parking and WiFi in public areas.
9.8/10 Exceptional! (14 reviews)
Opens in a new windowChadwick Cove Resort & Marina
Big on the Beach House  6BR Home + Club Access, Private Dock & Stunning Views

Big on the Beach House 6BR Home + Club Access, Private Dock & Stunning Views

Captiva FL
An outdoor pool is featured at this vacation home, along with laundry facilities and barbecue grills.
9.6/10 Exceptional! (62 reviews)
Opens in a new windowBig on the Beach House 6BR Home + Club Access, Private Dock & Stunning Views
Fully renovated Luxury House pool! HUGE 5 BD 5 BA 9 bed! Sleeps 16! 2 golf carts

Fully renovated Luxury House pool! HUGE 5 BD 5 BA 9 bed! Sleeps 16! 2 golf carts

Captiva FL
This vacation home features an outdoor pool and a hot tub. Families will appreciate the playground, barbecue grills, and childcare. Laundry facilities and concierge services are also provided.
9/10 Wonderful! (19 reviews)
Opens in a new windowFully renovated Luxury House pool! HUGE 5 BD 5 BA 9 bed! Sleeps 16! 2 golf carts
Paradise Cove at Lemon Bay

Paradise Cove at Lemon Bay

3.5 out of 5
664 S McCall Rd Englewood FL
A private beach and an outdoor pool are featured at this smoke-free villa. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a picnic area, and luggage storage are also on offer.
8/10 Very Good! (81 reviews)
Opens in a new windowParadise Cove at Lemon Bay
Upscale and Beautiful Beach Front Condo with Gorgeous Gulf Sunsets, South Seas

Upscale and Beautiful Beach Front Condo with Gorgeous Gulf Sunsets, South Seas

Captiva FL
This vacation home featured laundry facilities and barbecue grills.
9.4/10 Exceptional! (83 reviews)
Opens in a new windowUpscale and Beautiful Beach Front Condo with Gorgeous Gulf Sunsets, South Seas
Matlacha Tiny Village

Matlacha Tiny Village

3 out of 5
4661 Pine Island Rd Matlacha FL
This villa doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and barbecue grills are also on offer.
8.8/10 Excellent! (271 reviews)
Opens in a new windowMatlacha Tiny Village
NEW EVERYTHING!!  4-bed 3 bath South Facing spill over spa pool.  2 king suites

NEW EVERYTHING!! 4-bed 3 bath South Facing spill over spa pool. 2 king suites

3 out of 5
Cape Coral FL
This vacation home features an outdoor pool and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.
9.8/10 Exceptional! (25 reviews)
Opens in a new windowNEW EVERYTHING!! 4-bed 3 bath South Facing spill over spa pool. 2 king suites
BEAUTY AND THE BEACH- BEACHFRONT MANSION, HEATED POOL

BEAUTY AND THE BEACH- BEACHFRONT MANSION, HEATED POOL

Captiva FL
This vacation home featured laundry facilities and concierge services.
9.4/10 Exceptional! (9 reviews)
Opens in a new windowBEAUTY AND THE BEACH- BEACHFRONT MANSION, HEATED POOL
South Seas Marina Villa 704 - Gulf & Marina Views

South Seas Marina Villa 704 - Gulf & Marina Views

Captiva FL
This vacation home featured laundry facilities and barbecue grills.
9.2/10 Wonderful! (17 reviews)
Opens in a new windowSouth Seas Marina Villa 704 - Gulf & Marina Views
Luxury Home - 4BR - Private Outdoor Oasis w/ Htd Saltwater Pool - Game Rm w/ PS5

Luxury Home - 4BR - Private Outdoor Oasis w/ Htd Saltwater Pool - Game Rm w/ PS5

Cape Coral FL
This vacation home featured laundry facilities and barbecue grills.
10/10 Exceptional! (5 reviews)
Opens in a new windowLuxury Home - 4BR - Private Outdoor Oasis w/ Htd Saltwater Pool - Game Rm w/ PS5
South Seas Bayside Villa 5130: Your Perfect Island Retreat

South Seas Bayside Villa 5130: Your Perfect Island Retreat

Captiva FL
A hot tub is featured at this vacation home, along with barbecue grills.
8.4/10 Very Good! (21 reviews)
Opens in a new windowSouth Seas Bayside Villa 5130: Your Perfect Island Retreat
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.

The Best Way to Find your Vacation Rentals in Gasparilla Island

How cheap can a vacation rental in Gasparilla Island be?

You can find vacation rentals in Gasparilla Island for as low as $207 per night.

How do you look for the best vacation rental deals in Gasparilla Island with Travelocity?

Travelocity provides the best vacation rental deals in various locations throughout Gasparilla Island so you can create the perfect plan for you. You can search and filter by type of property, amenities, neighborhood, price range, number of bedrooms, and more.

Are cancellations free on vacation rentals with Travelocity?

Each vacation rental has its own cancellation policy. It’s essential to understand the terms of your agreement before booking. Most rentals in Gasparilla Island can be canceled for free when notifying the property before the cancellation deadline.

What types of vacation rentals are available in Gasparilla Island?

Short term rentals come in all shapes and sizes. Choose from properties for a wide range of budgets and types of holidays. Families, couples, outdoor adventurers, and leisure travelers alike will find the perfect place for them. Check out our Gasparilla Island vacation apartments to get started building your trip.

What are the benefits of booking a short-term rental in Gasparilla Island?

Whether it’s for a summer getaway, a winter excursion, or a routine business trip, Gasparilla Island vacation homes are often an excellent choice. You can enjoy group vacations with short term rentals to fit your party size. You might take a romantic weekend for two or plan a family reunion, and all stay under one roof. The options are endless, and you can find them on Travelocity.

Why is Travelocity the best site to find your vacation rental in Gasparilla Island?

With Travelocity, all your travel needs are taken care of in one convenient platform. We offer fantastic deals on our large selection of vacation rentals to get you the most savings and rewards back on every booking. Save more when you bundle bookings together, including car rentals, flights, and activities. Here, you can build custom Gasparilla Island vacations.

How to cancel your vacation rental with Travelocity?

To cancel your vacation rental, contact the property manager. You can find their contact information in the ‘Itinerary’ section of your Travelocity account. Most properties receive a full refund when you cancel before the cancellation deadline. Policies vary by property, so it’s important to understand the terms before booking. For more information, visit our customer service portal.

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