Gasparilla Island Vacation Rentals

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Our top choices for Gasparilla Island vacation rentals

The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1,224 reviews)
"Great location clean and specious"
United States
Kathryn
$224 nightly
The price is $251
Jun 2 - Jun 3
Total with taxes and fees
The Suites at Fishermen’s Village- 2 Bedroom Suites

Path to Paradise.

Path to Paradise.
Olde Englewood Village
8.0 out of 10, Very Good, (1 review)
"Comfortable stay, just what we wanted."
United States
Matthew
$253 nightly
The price is $282
Jun 2 - Jun 3
Total with taxes and fees
Path to Paradise.

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (289 reviews)
"Quite and relaxing 👍"
United States
Andres
$255 nightly
The price is $276
Jun 2 - Jun 3
Total with taxes and fees
Matlacha Tiny Village

Completely remodeled beautiful waterfront property on canal with dock

Completely remodeled beautiful waterfront property on canal with dock
Port Charlotte
9.6 out of 10, Exceptional, (65 reviews)
"Overall was very clean and comfortable, we enjoyed our stay"
United States
Jennifer R.
$204 nightly
The price is $226
Jun 3 - Jun 4
Total with taxes and fees
Completely remodeled beautiful waterfront property on canal with dock

Charming 2-bedroom house in Englewood with WiFi and AC

Charming 2-bedroom house in Englewood with WiFi and AC
Englewood South
10.0 out of 10, Exceptional, (3 reviews)
"Cute, clean, comfortable beds. Perfect for our needs."
United States
Sharon K.
$208 nightly
The price is $230
Jun 3 - Jun 4
Total with taxes and fees
Charming 2-bedroom house in Englewood with WiFi and AC

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
9.6 out of 10, Exceptional, (19 reviews)
"Great place and location "
United States
Cathy
$511 nightly
The price is $548
Jun 8 - Jun 9
Total with taxes and fees
Chadwick Cove Resort & Marina

Turtle Cay at The Beach Shack! Come On Down!

Turtle Cay at The Beach Shack! Come On Down!
Manasota Key
10.0 out of 10, Exceptional, (45 reviews)
"Yes everything was great had a wonderful time "
United States
Melinda M.
$337 nightly
The price is $357
Jun 13 - Jun 14
Total with taxes and fees
Turtle Cay at The Beach Shack! Come On Down!

Cape Coral Canal Breeze Retreat

Cape Coral Canal Breeze Retreat
Hancock
$641 nightly
The price is $656
Jun 14 - Jun 15
Total with taxes and fees
Cape Coral Canal Breeze Retreat

Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
Englewood Central
9.8 out of 10, Exceptional, (8 reviews)
"We all had a wonderful stay!!! The home was clean, beautifully furnished and appointed with all sorts of amenities: coffee, tea, beach chairs, towels, laundry detergent and more. The fenced in yard was wonderful for privacy and the dogs. The owners were very responsive to our questions and needs. We would definitely stay here again!!! Not only was the home super cute, it was close to everything: grocery store, pharmacy, downtown, beaches and restaurants. "
United States
Jade C.
$211 nightly
The price is $236
Jun 2 - Jun 3
Total with taxes and fees
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

Charming cottage for 2 across warm mineral springs park

Charming cottage for 2 across warm mineral springs park
Warm Mineral Springs
9.2 out of 10, Wonderful, (24 reviews)
"Easy check in, clean and cozy."
United States
Robert J.
$130 nightly
The price is $144
Jun 6 - Jun 7
Total with taxes and fees
Charming cottage for 2 across warm mineral springs park

Nestled in North Port. Updated 2 Bed / 1 Bath.

Nestled in North Port. Updated 2 Bed / 1 Bath.
North Port
10.0 out of 10, Exceptional, (24 reviews)
"Great place loved how clean and put together everything was would definitely stay here again"
United States
Jacob
Nestled in North Port. Updated 2 Bed / 1 Bath.

Nautical Nook

Nautical Nook
Englewood
10.0 out of 10, Exceptional, (6 reviews)
"Immaculate property, well appointed, clean and all new. So comfortable, great location and Heather is an amazing host. We would recommend this to anyone visiting the area. "
United States
christine w.
$213 nightly
The price is $236
Jun 15 - Jun 16
Total with taxes and fees
Nautical Nook

Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts

Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts
Englewood
10.0 out of 10, Exceptional, (65 reviews)
"A fabulous place that was super easy to check in and all communication with the host was prompt. Very relaxing atmosphere"
United States
Tara
$272 nightly
The price is $301
Jun 2 - Jun 3
Total with taxes and fees
Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts

Home in quiet Bird Sanctuary Neighborhood, close to Beach

Home in quiet Bird Sanctuary Neighborhood, close to Beach
South Venice
9.6 out of 10, Exceptional, (19 reviews)
"Good location for us"
United States
EdgefieldFarm
$318 nightly
The price is $354
Jun 15 - Jun 16
Total with taxes and fees
Home in quiet Bird Sanctuary Neighborhood, close to Beach

Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!

Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!
Englewood
10.0 out of 10, Exceptional, (49 reviews)
"Clean and comfortable. Had everything I needed. Location is great if you want to be away from the hustle and bustle but still want to be near the beach and rivers. Katja and Alex were attentive and pleasant hosts."
United States
Mindy A.
$272 nightly
The price is $301
Jun 2 - Jun 3
Total with taxes and fees
Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!

Luxe 3BR Waterfront Stay in Cape Coral

Luxe 3BR Waterfront Stay in Cape Coral
Mariner
10.0 out of 10, Exceptional, (12 reviews)
"We were pleased with our stay. "
United States
Jamie G.
$338 nightly
The price is $346
Jun 2 - Jun 3
Total with taxes and fees
Luxe 3BR Waterfront Stay in Cape Coral

MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (6 reviews)
"This is a great space. Quiet, serene, clean, comfortable and close to what you need. Our family of three had a great stay and highly recommend!"
United States
Taletha
$368 nightly
The price is $401
Jun 7 - Jun 8
Total with taxes and fees
MALU LANI Inn & Marina

Heated Pool & Luxurious Spa! Close to Mineral Springs & Beaches!☀️🌴

Heated Pool & Luxurious Spa! Close to Mineral Springs & Beaches!☀️🌴
Port Charlotte
9.4 out of 10, Exceptional, (32 reviews)
"Totally recommend. 5 stars. Very convenient, dozens of stores in 5 minutes."
United States
Yuriy
$384 nightly
The price is $425
Jun 7 - Jun 8
Total with taxes and fees
Heated Pool & Luxurious Spa! Close to Mineral Springs & Beaches!☀️🌴

New Two story Cozy House Near Warm Mineral Springs

New Two story Cozy House Near Warm Mineral Springs
North Port
10.0 out of 10, Exceptional, (23 reviews)
"Host very responsive, kitchen well stocked"
United States
Eileen D.
$423 nightly
The price is $472
Jun 16 - Jun 17
Total with taxes and fees
New Two story Cozy House Near Warm Mineral Springs

Ground-Floor Canal-Front Coastal Retreat

Ground-Floor Canal-Front Coastal Retreat
Punta Gorda Isles
10.0 out of 10, Exceptional, (23 reviews)
"Condo was in a great location.Very clean and stocked with all the essentials needed.Wonderful place to stay."
United States
Mary J
Ground-Floor Canal-Front Coastal 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.
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Top Gasparilla Island Hotel Reviews

Find out more about Gasparilla Island

Everything you need to know about Gasparilla Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Gasparilla Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Gasparilla Island vacation 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 low season months. For more hustle and bustle, you may prefer to visit Gasparilla Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $251 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Gasparilla Island rentals

At Expedia, we put the best Gasparilla Island vacation 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 vacation.

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.