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Gasparilla Island Vacation Rentals

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Our top choices for Gasparilla Island vacation rentals

3.0 star property
9.8 out of 10, Exceptional, (1,076 reviews)
" Beautiful place!!"
United States
Jade
$250 nightly
The price is $280
Feb 1 - Feb 2
Total with taxes and fees
The Suites at Fishermen’s Village- 2 Bedroom Suites

Villa in Matlacha

Matlacha Tiny Village
3.0 star property
8.8 out of 10, Excellent, (273 reviews)
"The property was super cute and clean! It also had just about anything you could need!"
United States
Wyatt
$192 nightly
The price is $206
Jan 22 - Jan 23
Total with taxes and fees
Matlacha Tiny Village
10.0 out of 10, Exceptional, (1 review)
"The remodeling of this older building is amazing! Very comfortable with everything you need. We couldn't get the coffeemaker to work but no problem, we travel with our coffeemaker. Restful and relaxing atmosphere. We would choose this cottage again."
United States
HaroldnMarla J.
$273 nightly
The price is $302
Jan 16 - Jan 17
Total with taxes and fees
Charming 2-bedroom house in Englewood with WiFi and AC
9.2 out of 10, Wonderful, (10 reviews)
"Property was perfect for the price."
United States
William M.
$150 nightly
The price is $167
Jan 16 - Jan 17
Total with taxes and fees
Charming cottage for 2 across warm mineral springs park
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Wonderful setting, terrific host, just right for our one night stay!"
United States
A P.
$110 nightly
The price is $120
Feb 2 - Feb 3
Total with taxes and fees
Tiny home glamping unit in pine island on a 6 acre property
9.0 out of 10, Wonderful, (10 reviews)
"Property was very nice and exactly what I was looking for while working remote. Would absolutely recommend it to anyone and look forward to coming back in the future."
United States
Jake R.
$150 nightly
The price is $167
Jan 16 - Jan 17
Total with taxes and fees
#3 Small house walking distance to Warm Mineral Spring

Condo in Port Charlotte

2/2 Spacious Unit
9.2 out of 10, Wonderful, (10 reviews)
"Great location close to everything.beautiful place well stocked nice host."
United States
Elisabeth B.
$255 nightly
The price is $282
Jan 19 - Jan 20
Total with taxes and fees
2/2 Spacious Unit

Cottage in Manasota Beach

Cozy Beach Cottage
9.4 out of 10, Exceptional, (24 reviews)
"Wonderful location for a peaceful getaway "
United States
pamela
$429 nightly
The price is $479
Feb 7 - Feb 8
Total with taxes and fees
Cozy Beach Cottage
9.4 out of 10, Exceptional, (12 reviews)
"We had a wonderful stay at this property! The place was exactly as described — clean, cozy, and well-equipped with everything we needed. The location was perfect, close to everything but still peaceful and relaxing. The host was very responsive and made check-in easy. I would definitely stay here again and recommend it to anyone visiting the area!"
United States
Valerii S.
$329 nightly
The price is $364
Jan 17 - Jan 18
Total with taxes and fees
New Construction with Heated Swim Spa 5,5 mi to the beach with fenced back yard

Apartment in Olde Englewood Village

Paradise in the heart of Old Englewood Village
2.0 star property
$98 nightly
The price is $108
Feb 1 - Feb 2
Total with taxes and fees
Paradise in the heart of Old Englewood Village
9.8 out of 10, Exceptional, (10 reviews)
"Loved the quiet location. Pool /lanai was very relaxing. Everything was just as promised. "
United States
Ken K.
$225 nightly
The price is $248
Jan 16 - Jan 17
Total with taxes and fees
Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa
9.8 out of 10, Exceptional, (61 reviews)
"We had a great time even the weather was bad we had an amazing time in the home play games and watch movies "
United States
Adam L.
$288 nightly
The price is $319
Jan 18 - Jan 19
Total with taxes and fees
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

Condo in Manasota Key

Chadwick Cove Resort & Marina
4.0 star property
10.0 out of 10, Exceptional, (15 reviews)
"Great place and location "
United States
Cathy
$550 nightly
The price is $592
Jan 18 - Jan 19
Total with taxes and fees
Chadwick Cove Resort & Marina
9.0 out of 10, Wonderful, (11 reviews)
"The location and the property were both ideal for our getaway. "
United States
Trent
$185 nightly
The price is $204
Jan 19 - Jan 20
Total with taxes and fees
Studio#1-Back Bay Sunsets in Matlacha
9.8 out of 10, Exceptional, (8 reviews)
"This is a wonderful property with a fantastic manager -Stacey. It is beautiful with great amenities and a great location."
United States
David H.
$135 nightly
The price is $148
Jan 19 - Jan 20
Total with taxes and fees
Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!

Residence in Port Charlotte

Port Charlotte Waterfront Home
2.5 star property
$400 nightly
The price is $449
Jan 17 - Jan 18
Total with taxes and fees
Port Charlotte Waterfront Home

Vacation Home in Olde Englewood Village

Old Floridian cottage in Historic Gulf Village
9.8 out of 10, Exceptional, (60 reviews)
"Very good, great location 👍👍"
United States
James M.
$283 nightly
The price is $315
Jan 16 - Jan 17
Total with taxes and fees
Old Floridian cottage in Historic Gulf Village
9.4 out of 10, Exceptional, (14 reviews)
"Nice location, easy to get into town and access to parks."
United States
Robert B.
$261 nightly
The price is $289
Jan 19 - Jan 20
Total with taxes and fees
Luxury Place - 23017, one block away from Bayshore Park. 3/4 ml of Punta Gorda.

Apartment in Olde Englewood Village

Newly renovated only minutes away from the beach!!
9.6 out of 10, Exceptional, (58 reviews)
"Clean, comfortable, everything you need! Owner is great!"
United States
Cheryl L.
$256 nightly
The price is $285
Jan 24 - Jan 25
Total with taxes and fees
Newly renovated only minutes away from the beach!!

Vacation Home in Warm Mineral Springs

PLACE TO BE. we have everything you need
9.6 out of 10, Exceptional, (8 reviews)
"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.
$280 nightly
The price is $312
Jan 16 - Jan 17
Total with taxes and fees
PLACE TO BE. we have everything you need
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 $206 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.