Compare Gasparilla Island Vacation Rentals

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Gasparilla Island Rentals

“BEACHFRONT” LUXURY ISLAND HOME. PRIVATE SWIM SPA~DOCK FISHING~GolfCart STUNNING

“BEACHFRONT” LUXURY ISLAND HOME. PRIVATE SWIM SPA~DOCK FISHING~GolfCart STUNNING

10.41 mi from city center
Guests of this vacation home enjoy features like an outdoor pool, a hot tub, and laundry facilities. Other amenities at this beach vacation home include local meal delivery service, a garden, and barbecue grills.
Pool
Hot Tub
New luxury pool home, 2 min to beach, 360 water views, club available

New luxury pool home, 2 min to beach, 360 water views, club available

10.42 mi from city center
Guests staying at this vacation home enjoy an outdoor pool, an arcade/game room, and laundry facilities. Other amenities at this family-friendly vacation home include local meal delivery service, barbecue grills, and a garden.
Pool
Kitchen
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

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

10.93 mi from city center
At this vacation home, guests have access to features like laundry facilities. This beach vacation home also has barbecue grills.
Kitchen
Washer
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

11.27 mi from city center
$1,323 nightly
The price is $1,459 total per night
$1,459 total
Aug 10 - Aug 11
Total includes taxes and fees
Guests of this vacation home enjoy features like an outdoor pool, a hot tub, and laundry facilities. Helpful staff is there to provide concierge services, as well as offer insight about the area. Other amenities at this family-friendly vacation home include local meal delivery service and barbecue grills.
Pool
Hot Tub
Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina

4 out of 5
1825 Gulf Blvd, Englewood, FL
13.18 mi from city center
$503 nightly
The price is $539 total per night
$539 total
Aug 4 - Aug 5
Total includes taxes and fees
Guests staying at Chadwick Cove Resort & Marina enjoy a marina, free WiFi in public areas, and laundry facilities. If you drive, take advantage of free parking. Helpful staff can provide concierge services and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach condo building include a picnic area, barbecue grills, and a convenience store.
Kitchen
Pet friendly
Paradise Cove at Lemon Bay

Paradise Cove at Lemon Bay

3.5 out of 5
664 S McCall Rd, Englewood, FL
14.82 mi from city center
Guests staying at Paradise Cove at Lemon Bay enjoy a private beach, free WiFi in public areas, and a terrace. If you decide to drive, there's free parking. Helpful staff can provide concierge services and luggage storage. Other amenities at this beach villa include laundry facilities, a picnic area, and barbecue grills.
Washer
Dryer
Matlacha Tiny Village

Matlacha Tiny Village

3 out of 5
4661 Pine Island Rd, Matlacha, FL
14.55 mi from city center
$184 nightly
The price is $197 total per night
$197 total
Aug 3 - Aug 4
Total includes taxes and fees
Matlacha Tiny Village features free WiFi in public areas and a picnic area. Free parking is included with your stay. Additional amenities include barbecue grills and a garden.
Kitchen
Parking included
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!

Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!

14.58 mi from city center
$142 nightly
The price is $155 total per night
$155 total
Aug 3 - Aug 4
Total includes taxes and fees
Guests of this vacation home enjoy access to a water park, laundry facilities, and barbecue grills. This smoke-free vacation home also has a garden.
Kitchen
Washer
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
Free Cancellation
Reserve now, pay when you stay
17.25 mi from city center
$190 nightly
The price is $213 total per night
$213 total
Aug 4 - Aug 5
Total includes taxes and fees
Guests staying at The Suites at Fishermen’s Village- 2 Bedroom Suites enjoy access to a marina, an outdoor pool, and free WiFi in public areas. There's free parking if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include laundry facilities, an ATM, and a picnic area.
Pool
Kitchen
Luxury GULF access! DOCK/SPA/Pool/GAME ROOM

Luxury GULF access! DOCK/SPA/Pool/GAME ROOM

18.2 mi from city center
At this vacation home, guests enjoy features like an outdoor pool, a gym, and a hot tub. Other amenities at this family-friendly vacation home include an arcade/game room, laundry facilities, and barbecue grills.
Pool
Hot Tub
Gorgeous Pool house 5 min from the beach, shopping and restaurants I

Gorgeous Pool house 5 min from the beach, shopping and restaurants I

21.01 mi from city center
$317 nightly
The price is $353 total per night
$353 total
Aug 3 - Aug 4
Total includes taxes and fees
At this vacation home, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This smoke-free vacation home also has a garden.
Pool
Kitchen
PALM BREEZE - SWIM UP TO THE BAR! Integrated spa, Outdoor grill, Fire pit!

PALM BREEZE - SWIM UP TO THE BAR! Integrated spa, Outdoor grill, Fire pit!

18.43 mi from city center
Guests staying at this vacation home enjoy access to a water park, an outdoor pool, and a hot tub. Friendly staff can provide concierge services, and also offer advice about sightseeing. Additional amenities include laundry facilities, barbecue grills, and a garden.
Pool
Hot Tub
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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 Large Group Rentals

How to Book Vacation Rentals in Gasparilla Island



🏠 What is the best price for Gasparilla Island vacation rentals?

Gasparilla Island vacation rentals range in price, starting at $155 per night.


🏠 What types of vacation rentals in Gasparilla Island can I rent?

Orbitz offers a wide range of Gasparilla Island rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Gasparilla Island condo rentals.


🏠 Is it free to cancel my Gasparilla Island vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Gasparilla Island vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Gasparilla Island. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Gasparilla Island?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Gasparilla Island apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Gasparilla Island?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Gasparilla Island package deals will get you even more savings.

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