Gasparilla Island Holiday Rentals

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Holiday Rentals in Gasparilla Island

The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
9.8 out of 10, Exceptional, (1009)
"Fantastic place to stay! Everything was top notch! "
United States
Julie
The price is AU$288
includes taxes & fees
26 Oct - 27 Oct
The Suites at Fishermen’s Village- 2 Bedroom Suites
Matlacha Tiny Village
3.0 star property
8.8 out of 10, Excellent, (265)
"Very nice place with all necesary accommodations for a Pleasant stay. "
United States
isabel
The price is AU$315
includes taxes & fees
24 Oct - 25 Oct
Matlacha Tiny Village
5 Mi to Dtwn: Family Getaway in Punta Gorda
3.0 star property
The price is AU$180
includes taxes & fees
24 Oct - 25 Oct
5 Mi to Dtwn: Family Getaway in Punta Gorda
Charming 2-bedroom house in Englewood with WiFi and AC
The price is AU$470
includes taxes & fees
24 Oct - 25 Oct
Charming 2-bedroom house in Englewood with WiFi and AC
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
9.8 out of 10, Exceptional, (57)
"The home was clean, nicely appointed, in a nice neighborhood, and very convenient to local attractions."
United States
Amy E.
The price is AU$480
includes taxes & fees
24 Oct - 25 Oct
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Charming cottage for 2 across warm mineral springs park
9.2 out of 10, Wonderful, (9)
"I'm currently working in the area and this place made it even easier being away from home I've enjoyed the area and the place "
United States
Andy B.
The price is AU$234
includes taxes & fees
24 Oct - 25 Oct
Charming cottage for 2 across warm mineral springs park
Studio#1-Back Bay Sunsets in Matlacha
9.6 out of 10, Exceptional, (10)
"We were very impressed with the cleanliness, comforts and the central location!!"
United States
Jennifer F.
The price is AU$335
includes taxes & fees
28 Oct - 29 Oct
Studio#1-Back Bay Sunsets in Matlacha
PLACE TO BE. we have everything you need
9.6 out of 10, Exceptional, (8)
"We thoroughly enjoyed our stay! The property was impeccably clean, boasted a prime location, and featured a well-equipped kitchen. It had everything we needed for a wonderful stay."
United States
Alex M.
The price is AU$382
includes taxes & fees
24 Oct - 25 Oct
PLACE TO BE. we have everything you need
Chadwick Cove Resort & Marina
4.0 star property
10.0 out of 10, Exceptional, (14)
"Great place and location "
United States
Cathy
The price is AU$829
includes taxes & fees
26 Oct - 27 Oct
Chadwick Cove Resort & Marina
Casa Florida 🌴 waterfront home with boat ramp
9.4 out of 10, Exceptional, (9)
"Nice place on canal, having everything you need . Enjoyed the stay. "
United States
John M.
The price is AU$636
includes taxes & fees
24 Oct - 25 Oct
Casa Florida 🌴 waterfront home with boat ramp
New Two story Cozy House Near Warm Mineral Springs
10.0 out of 10, Exceptional, (16)
"Had an awesome with friends and family and will stay again if we’re in the area."
United States
Eric H.
The price is AU$689
includes taxes & fees
24 Oct - 25 Oct
New Two story Cozy House Near Warm Mineral Springs
Perfect Getaway with the pool
10.0 out of 10, Exceptional, (26)
"We enjoyed our stay very much. Will stay again"
United States
Christi K.
The price is AU$599
includes taxes & fees
27 Oct - 28 Oct
Perfect Getaway with the pool
Heated Pool + Spacious Yard: Port Charlotte Escape
3.0 star property
The price is AU$601
includes taxes & fees
26 Oct - 27 Oct
Heated Pool + Spacious Yard: Port Charlotte Escape
Pet Friendly Canal Front 3-Bedroom Grand Villa with Pool, Linai and Dock
2.0 star property
10.0 out of 10, Exceptional, (5)
"I really enjoyed the house and location. "
United States
Holly L.
The price is AU$615
includes taxes & fees
1 Nov - 2 Nov
Pet Friendly Canal Front 3-Bedroom Grand Villa with Pool, Linai and Dock
2/2 Spacious Unit
9.2 out of 10, Wonderful, (10)
"My friends and I enjoyed our stay here. The beds and all the living room furniture were very comfortable. Kitchen had everything you needed to stay in and cook a meal. We’ll be staying here again most for our next fishing trip in the area for sure."
United States
Nik C.
The price is AU$464
includes taxes & fees
5 Nov - 6 Nov
2/2 Spacious Unit
Charming 3-bedroom Relaxing Family Vacation Retreat On The Water, Fishing
2.0 star property
9.4 out of 10, Exceptional, (3)
"This property worked great for our group of 6. House is very nice and clean, right on the canal and close to lots of great beaches and other stuff to do. Grill, kayaks and bikes were nice touches that we used."
United States
Mike J.
The price is AU$548
includes taxes & fees
26 Oct - 27 Oct
Charming 3-bedroom Relaxing Family Vacation Retreat On The Water, Fishing
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches
9.8 out of 10, Exceptional, (15)
"It was beautiful especially Boca Grande, went on a charter fish trip which was amazing. The property was also amazing nice dock and canoed the first day it was fun but then we saw a lot of gators but overall would come again! "
United States
Caleb R.
The price is AU$503
includes taxes & fees
24 Oct - 25 Oct
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches
Completely remodeled beautiful waterfront property on canal with dock
9.6 out of 10, Exceptional, (61)
"Overall was very clean and comfortable, we enjoyed our stay"
United States
Jennifer R.
The price is AU$401
includes taxes & fees
24 Oct - 25 Oct
Completely remodeled beautiful waterfront property on canal with dock
Heated Pool & Luxurious Spa! Close to Mineral Springs & Beaches!☀️🌴
9.8 out of 10, Exceptional, (24)
"Me and my family really enjoyed our stay at this home and will definitely recommend it to anybody."
United States
Julien L.
The price is AU$599
includes taxes & fees
26 Oct - 27 Oct
Heated Pool & Luxurious Spa! Close to Mineral Springs & Beaches!☀️🌴
Newly renovated only minutes away from the beach!!
9.6 out of 10, Exceptional, (58)
"Nice place well stocked with everything we needed Thank you!"
United States
Christine S.
The price is AU$444
includes taxes & fees
24 Oct - 25 Oct
Newly renovated only minutes away from the beach!!
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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Top Gasparilla Island Hotel Reviews

Find out more about Gasparilla Island

Everything you need to know about Gasparilla Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Gasparilla Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Gasparilla Island holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Gasparilla Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gasparilla Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Gasparilla Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Gasparilla Island holiday rentals we have selected for you start as low as AU$288 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Gasparilla Island rentals

At Expedia, we put the best Gasparilla Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Gasparilla Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Gasparilla Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Gasparilla Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.