A beach with a row of wooden posts extending into the water, a sandy shore, and a clear sky.

Gasparilla Island Vacation Rentals

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Gasparilla Island vacation rentals

Village Beach & Harbor Suite | Balcony view

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, (1,250 reviews)
"Great location clean and specious"
United States
Kathryn
$206 nightly
The price is $231
Aug 2 - Aug 3
Total with taxes and fees
The Suites at Fishermen’s Village- 2 Bedroom Suites
Interior

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.
$125 nightly
The price is $139
Jul 6 - Jul 7
Total with taxes and fees
Charming cottage for 2 across warm mineral springs park
Outdoor dining

Tiny home glamping unit in pine island on a 6 acre property

Tiny home glamping unit in pine island on a 6 acre property
Saint James City
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful setting, terrific host, just right for our one night stay!"
United States
A P.
$120 nightly
The price is $132
Jul 8 - Jul 9
Total with taxes and fees
Tiny home glamping unit in pine island on a 6 acre property
House (3 Bedrooms) | Front of property

4 Mi to Hospitals! Port Charlotte Home w/ Lanai

4 Mi to Hospitals! Port Charlotte Home w/ Lanai
3.0 star property
Port Charlotte
$286 nightly
The price is $320
Jul 6 - Jul 7
Total with taxes and fees
4 Mi to Hospitals! Port Charlotte Home w/ Lanai
Exterior

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (292 reviews)
"Very nice alternative to a motel quite clean everything you need for your stay. highly recommend this property"
United States
PETER
$193 nightly
The price is $207
Jul 10 - Jul 11
Total with taxes and fees
Matlacha Tiny Village
Living area

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, (25 reviews)
"Every part of this stay was perfect! "
United States
Stephen P.
$195 nightly
The price is $218
Jul 6 - Jul 7
Total with taxes and fees
Nestled in North Port. Updated 2 Bed / 1 Bath.
Beach nearby, sun loungers, beach towels

Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Oakland Hills
9.8 out of 10, Exceptional, (74 reviews)
"Nice stay in good location"
United States
John W.
$301 nightly
The price is $333
Jul 6 - Jul 7
Total with taxes and fees
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Smart TV, stereo

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, (67 reviews)
"Overall was very clean and comfortable, we enjoyed our stay"
United States
Jennifer R.
$208 nightly
The price is $230
Jul 13 - Jul 14
Total with taxes and fees
Completely remodeled beautiful waterfront property on canal with dock
Exterior

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
9.4 out of 10, Exceptional, (22 reviews)
"Nic place to stay and enjoy the area"
United States
isabel
$530 nightly
The price is $570
Jul 12 - Jul 13
Total with taxes and fees
Chadwick Cove Resort & Marina
Terrace/patio

Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!

Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!
Englewood
10.0 out of 10, Exceptional, (58 reviews)
"Very good communication from hosts, property was very clean and great location 10/10"
United States
Ashley R.
$273 nightly
The price is $302
Jul 6 - Jul 7
Total with taxes and fees
Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!
Private beach nearby, motor boating, fishing

MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (6 reviews)
"Overall, very friendly Gave me advice about the area Told me what live bands were playing that night Very fun definitely will be back"
United States
Kyle
$353 nightly
The price is $385
Jul 8 - Jul 9
Total with taxes and fees
MALU LANI Inn & Marina
Exterior

Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs

Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs
Englewood
10.0 out of 10, Exceptional, (54 reviews)
"Apartment was very clean! Lots of outdoor seating options. Nice beach chairs to take to the beach."
United States
Apryl H.
$273 nightly
The price is $302
Jul 6 - Jul 7
Total with taxes and fees
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs
Fridge, microwave, stovetop, dishwasher

4 Mi to Port Charlotte Beach Park: Gem w/ Pool

4 Mi to Port Charlotte Beach Park: Gem w/ Pool
Port Charlotte
10.0 out of 10, Exceptional, (55 reviews)
"Te house was amazing and clean, I hope to be able to stay again on our next trip..."
United States
Stephen W.
4 Mi to Port Charlotte Beach Park: Gem w/ Pool
House (4 Bedrooms) | Front of property

Home < 1-mi Walk to Warm Mineral Springs Park!

Home < 1-mi Walk to Warm Mineral Springs Park!
3.0 star property
North Port
$432 nightly
The price is $488
Jul 7 - Jul 8
Total with taxes and fees
Home < 1-mi Walk to Warm Mineral Springs Park!
Terrace/patio

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.
$335 nightly
The price is $355
Jul 6 - Jul 7
Total with taxes and fees
Turtle Cay at The Beach Shack! Come On Down!
Fridge, microwave, oven, stovetop

Path to Paradise.

Path to Paradise.
Olde Englewood Village
9.4 out of 10, Exceptional, (3 reviews)
"The house was very clean and well accommodating. There was room for our boat in the driveway. Will definitely stay again if in the area."
United States
Jeremy
$254 nightly
The price is $283
Jul 7 - Jul 8
Total with taxes and fees
Path to Paradise.
Outdoor dining

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.
$336 nightly
The price is $344
Jul 6 - Jul 7
Total with taxes and fees
Luxe 3BR Waterfront Stay in Cape Coral
Interior

Harbor House, renovated luxury waterfront- 30 ft private dock

Harbor House, renovated luxury waterfront- 30 ft private dock
Edgewater
9.8 out of 10, Exceptional, (28 reviews)
"We had a great stay. Very clean home with new comforts!"
United States
Robert D.
$420 nightly
The price is $463
Jul 6 - Jul 7
Total with taxes and fees
Harbor House, renovated luxury waterfront- 30 ft private dock
Fridge, microwave, oven, stovetop

WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches

WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches
Oakland Hills
10.0 out of 10, Exceptional, (25 reviews)
"Ammenities were great.Everything you need.Bring a carry on and check inWill stay again."
United States
Keenan F.
$296 nightly
The price is $327
Jul 6 - Jul 7
Total with taxes and fees
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches
Sun loungers

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.
$210 nightly
The price is $232
Jul 12 - Jul 13
Total with taxes and fees
Charming 2-bedroom house in Englewood with WiFi and AC
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

Englewood Inn & Suites

Englewood Inn & Suites

8/10 Good
"We enjoyed our weekend at the beach"
LORI 2-night trip
Posted 1 hour ago
Englewood Inn & Suites

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 $231 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.

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