Old abandoned stone fishing pier called Bocahenge

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, (1,230 reviews)
"Great location clean and specious"
United States
Kathryn
The price is CA $256
CA $286 total
includes taxes & fees
Jul 8 - Jul 9
The Suites at Fishermen’s Village- 2 Bedroom Suites

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
9.4 out of 10, Exceptional, (20 reviews)
"Nic place to stay and enjoy the area"
United States
isabel
The price is CA $152
CA $799 total
includes taxes & fees
Jul 7 - Jul 8
Chadwick Cove Resort & Marina

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.
The price is CA $91
CA $335 total
includes taxes & fees
Jun 13 - Jun 14
Completely remodeled beautiful waterfront property on canal with dock

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.
The price is CA $63
CA $194 total
includes taxes & fees
Jun 23 - Jun 24
Charming cottage for 2 across warm mineral springs park

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (290 reviews)
"Very nice alternative to a motel quite clean everything you need for your stay. highly recommend this property"
United States
PETER
The price is CA $149
CA $271 total
includes taxes & fees
Jun 16 - Jun 17
Matlacha Tiny Village

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)
"Very nice property, close to beaches and shopping. I especially liked that they had pretty much everything you needed for a beach day."
United States
Melissa
The price is CA $146
CA $447 total
includes taxes & fees
Jun 16 - Jun 17
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

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

Home < 1-mi Walk to Warm Mineral Springs Park!
3.0 star property
North Port
The price is CA $222
CA $675 total
includes taxes & fees
Jun 23 - Jun 24
Home < 1-mi Walk to Warm Mineral Springs Park!

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.
The price is CA $105
CA $341 total
includes taxes & fees
Jun 13 - Jun 14
Charming 2-bedroom house in Englewood with WiFi and AC

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.
The price is CA $138
CA $440 total
includes taxes & fees
Jun 27 - Jun 28
Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!

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)
"Great place loved how clean and put together everything was would definitely stay here again"
United States
Jacob
The price is CA $120
CA $311 total
includes taxes & fees
Jun 13 - Jun 14
Nestled in North Port. Updated 2 Bed / 1 Bath.

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
The price is CA $152
CA $589 total
includes taxes & fees
Jun 13 - Jun 14
Heated Pool & Luxurious Spa! Close to Mineral Springs & Beaches!☀️🌴

Burnt Store Isles Golf Home, W/Hot Tub/King Bed/Fast WIFI/Unbeatable Location

Burnt Store Isles Golf Home, W/Hot Tub/King Bed/Fast WIFI/Unbeatable Location
Burnt Store Isles
10.0 out of 10, Exceptional, (22 reviews)
"House is always clean. Great location and very quiet neighborhood. "
United States
Yvonne T.
The price is CA $189
CA $503 total
includes taxes & fees
Jun 14 - Jun 15
Burnt Store Isles Golf Home, W/Hot Tub/King Bed/Fast WIFI/Unbeatable Location

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
The price is CA $277
CA $559 total
includes taxes & fees
Jun 15 - Jun 16
MALU LANI Inn & Marina

Beautiful house with lake view

Beautiful house with lake view
Englewood East
9.4 out of 10, Exceptional, (13 reviews)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
The price is CA $187
CA $340 total
includes taxes & fees
Jun 15 - Jun 16
Beautiful house with lake view

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.
The price is CA $149
CA $489 total
includes taxes & fees
Jun 13 - Jun 14
Luxe 3BR Waterfront Stay in Cape Coral

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.
The price is CA $117
CA $321 total
includes taxes & fees
Jun 16 - Jun 17
Nautical Nook

Path to Paradise.

Path to Paradise.
Olde Englewood Village
9.0 out of 10, Wonderful, (2 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
The price is CA $99
CA $364 total
includes taxes & fees
Jun 29 - Jun 30
Path to Paradise.

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.
The price is CA $221
CA $502 total
includes taxes & fees
Jun 13 - Jun 14
Turtle Cay at The Beach Shack! Come On Down!

Waterview Vacation Retreat Close To Ocean

Waterview Vacation Retreat Close To Ocean
Oakland Hills
10.0 out of 10, Exceptional, (16 reviews)
"The accommodations were quite nice and comfortable. "
United States
Troy P.
The price is CA $168
CA $473 total
includes taxes & fees
Jun 14 - Jun 15
Waterview Vacation Retreat Close To Ocean

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, (53 reviews)
"Apartment was very clean! Lots of outdoor seating options. Nice beach chairs to take to the beach."
United States
Apryl H.
The price is CA $124
CA $421 total
includes taxes & fees
Jun 16 - Jun 17
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Gasparilla Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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