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Gasparilla Island Vacation Rentals

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Vacation Rentals in Gasparilla Island

The Suites at Fishermen’s Village- 2 Bedroom Suites

3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1036)
"Clean room, beautiful area, excellent staff"
United States
Crystal
$190 nightly
The price is $213
Dec 1 - Dec 2
Total with taxes and fees
The Suites at Fishermen’s Village- 2 Bedroom Suites

Matlacha Tiny Village

3.0 star property
Matlacha
8.8 out of 10, Excellent, (267)
"Very nice place with all necesary accommodations for a Pleasant stay. "
United States
isabel
$208 nightly
The price is $223
Dec 14 - Dec 15
Total with taxes and fees
Matlacha Tiny Village

Island Life! King Bed Studio-Steps to beach

Manasota Key
9.6 out of 10, Exceptional, (169)
"Close to the beach and room was decorated very cute. Enjoyed our stay. "
United States
Wendy
$171 nightly
The price is $190
Dec 4 - Dec 5
Total with taxes and fees
Island Life! King Bed Studio-Steps to beach

Relax in Hot Tub, Walk to Springs: North Port Home

3.0 star property
North Port
$201 nightly
The price is $224
Dec 2 - Dec 3
Total with taxes and fees
Relax in Hot Tub, Walk to Springs: North Port Home

Charming cottage for 2 across warm mineral springs park

Warm Mineral Springs
9.2 out of 10, Wonderful, (10)
"Property was perfect for the price."
United States
William M.
$140 nightly
The price is $156
Dec 1 - Dec 2
Total with taxes and fees
Charming cottage for 2 across warm mineral springs park

Great Escape Luxe Retreat

2.0 star property
Pelican
9.4 out of 10, Exceptional, (8)
"We had a fantastic weekend stay! The home was incredibly comfortable and had everything we needed. The highlight was definitely the pool—perfect for relaxing and spending quality time together. We truly enjoyed our stay and would love to come back!"
United States
Omar D.
$550 nightly
The price is $604
Dec 14 - Dec 15
Total with taxes and fees
Great Escape Luxe Retreat

New Fully Renovated Condo Unit 2A

Punta Gorda Isles
10.0 out of 10, Exceptional, (14)
"I initially chose to book our stay here because of the outdoor seating area. I’m so glad we stayed here because that seating area is where we spent most of our time when we were there. The place was clean, felt spacious, and was in a great location, not being too far away from the downtown area. Will recommend this place to others in the future. "
United States
Jenna C.
$241 nightly
The price is $266
Dec 16 - Dec 17
Total with taxes and fees
New Fully Renovated Condo Unit 2A

#3 Small house walking distance to Warm Mineral Spring

Warm Mineral Springs
9.0 out of 10, Wonderful, (8)
"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.
$140 nightly
The price is $156
Dec 1 - Dec 2
Total with taxes and fees
#3 Small house walking distance to Warm Mineral Spring

Cozy Tiny Home in Port Charlotte FL

Port Charlotte
8.6 out of 10, Excellent, (9)
"Clean, great location, host is amazing"
United States
Cheryl M.
$128 nightly
The price is $140
Dec 10 - Dec 11
Total with taxes and fees
Cozy Tiny Home in Port Charlotte FL

Gorgeous Marina Villas Residence at South Seas

Captiva
9.0 out of 10, Wonderful, (10)
"Enjoyed our stay. "
United States
Kim S.
$608 nightly
The price is $670
Dec 1 - Dec 2
Total with taxes and fees
Gorgeous Marina Villas Residence at South Seas

Completely remodeled beautiful waterfront property on canal with dock

Port Charlotte
9.6 out of 10, Exceptional, (61)
"Had an extended Prospect Wire tournament in the area with my oldest son. The house was PERFECT! The remodel was done really well. The kitchen had everything we needed, the bedrooms were very comfortable and clean. We needed an extra night at the last minute and the host was extremely accommodating with our schedule and our needs. I would recommend this place for anyone looking for a great stay at a great house."
United States
Jason M.
$268 nightly
The price is $296
Dec 3 - Dec 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

Englewood South
$272 nightly
The price is $301
Dec 1 - Dec 2
Total with taxes and fees
Charming 2-bedroom house in Englewood with WiFi and AC

Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa

Bokeelia
9.8 out of 10, Exceptional, (10)
"Loved the quiet location. Pool /lanai was very relaxing. Everything was just as promised. "
United States
Ken K.
$229 nightly
The price is $252
Dec 1 - Dec 2
Total with taxes and fees
Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa

3BR Waterfront townhome Matlacha with hot tub, boat dock WiFi, bikes and kayaks

Matlacha
10.0 out of 10, Exceptional, (3)
"We've been staying on pine Island for years, and we really enjoyed our stay at the 57 in Matlacha. We took advantage of the bikes and the hot tub just about every day. Loved waking up and seeing the water every morning, even had a pair of manatee swim by! Overall our stay was very pleasant and convenient to everything we love! I highly recommend the 57, it's spacious and very comfortable. My suggestions to the owner would be to invest in a few lamps, taller kitchen garbage can and a colander."
United States
greg s.
$368 nightly
The price is $405
Dec 7 - Dec 8
Total with taxes and fees
3BR Waterfront townhome Matlacha with hot tub, boat dock WiFi, bikes and kayaks

2/2 Spacious Unit

Port Charlotte
9.2 out of 10, Wonderful, (10)
"Great location close to everything.beautiful place well stocked nice host."
United States
Elisabeth B.
$258 nightly
The price is $285
Dec 1 - Dec 2
Total with taxes and fees
2/2 Spacious Unit

Heated Pool + Spacious Yard: Port Charlotte Escape

3.0 star property
Port Charlotte
$388 nightly
The price is $431
Dec 5 - Dec 6
Total with taxes and fees
Heated Pool + Spacious Yard: Port Charlotte Escape

8 min to Beach ★ 5TV★Ice Hockey★ BBQ★ Bikes★Baby Gear ★Table Tennis ★Beach Gear

South Venice
10.0 out of 10, Exceptional, (42)
"We had a wonderful time! The house was perfect and such a great location."
United States
Kellee N.
$303 nightly
The price is $337
Dec 16 - Dec 17
Total with taxes and fees
8 min to Beach ★ 5TV★Ice Hockey★ BBQ★ Bikes★Baby Gear ★Table Tennis ★Beach Gear

Heated Pool, Canal Front, Kayaks - Paradise Awaits!

Port Charlotte
9.6 out of 10, Exceptional, (11)
"Great property and great location for a family fishing trip. "
United States
Chris M.
$521 nightly
The price is $576
Dec 1 - Dec 2
Total with taxes and fees
Heated Pool, Canal Front, Kayaks - Paradise Awaits!

Luxury 4br house, Heated Pool, 13 min to Beach, Family Fun, 100Mbps, Office

2.0 star property
Englewood East
10.0 out of 10, Exceptional, (9)
"We really enjoyed our stay! We were in town for my mom’s 90th birthday. The home was really comfortable and clean. My grandkids really enjoyed the pool and the Foosball game. Would definitely rent this property again "
United States
Lynn L.
$434 nightly
The price is $480
Dec 1 - Dec 2
Total with taxes and fees
Luxury 4br house, Heated Pool, 13 min to Beach, Family Fun, 100Mbps, Office

Luxury Place - 23017, one block away from Bayshore Park. 3/4 ml of Punta Gorda.

Port Charlotte
9.4 out of 10, Exceptional, (14)
"Host was quick to respond and took care of our every need. Highly recommend. "
United States
Frank
$263 nightly
The price is $291
Dec 1 - Dec 2
Total with taxes and fees
Luxury Place - 23017, one block away from Bayshore Park. 3/4 ml of Punta Gorda.
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 $213 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.