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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Villas in Gasparilla Island

Fishing
Matlacha Tiny Village

Villa in Matlacha

3.0 star property
8.8 out of 10, Excellent, (267)
"Amazing spot. Love it. Quiet, and very suitable for us. The hosts are amazing; they will do anything in their power to accommodate your needs. Highly recommend it."
United States
Isabel
The price is ￥18,695
￥32,559 total
includes taxes & fees
Dec 14 - Dec 15
Matlacha Tiny Village
Terrace/patio
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

Villa in Oakland Hills

9.8 out of 10, Exceptional, (59)
"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.
The price is ￥13,916
￥46,667 total
includes taxes & fees
Dec 2 - Dec 3
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Exterior
Flamingo's Nest at the Beach Shack. Just one block from the beach!

Villa in Manasota Key

10.0 out of 10, Exceptional, (40)
"Location was great, property condition is excellent!"
United States
Mabel
The price is ￥21,356
￥51,563 total
includes taxes & fees
Dec 6 - Dec 7
Flamingo's Nest at the Beach Shack. Just one block from the beach!
Outdoor dining
Beautiful house with lake view

Villa in Englewood East

10.0 out of 10, Exceptional, (10)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
The price is ￥27,550
￥42,537 total
includes taxes & fees
Dec 2 - Dec 3
Beautiful house with lake view
Outdoor dining
Lake Marlin Villa 2

Villa in Englewood East

2.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful and clean! My Wife and I really enjoyed our stay in this elegant and clean home and would not hesitate to book again when we are back in the area. "
United States
Murray G.
The price is ￥19,257
￥33,438 total
includes taxes & fees
Dec 3 - Dec 4
Lake Marlin Villa 2
Exterior
Turtle Cay at The Beach Shack! Come On Down!

Villa in Manasota Key

10.0 out of 10, Exceptional, (43)
"This was such a cute place to stay rhat is conveniently located via walking diatance to the beach and local restaurants. "
United States
Renay S.
The price is ￥21,356
￥51,094 total
includes taxes & fees
Dec 2 - Dec 3
Turtle Cay at The Beach Shack! Come On Down!
Terrace/patio
Seashell Shanty at The Beach Shack! Come On Down!

Villa in Manasota Key

10.0 out of 10, Exceptional, (43)
"We had a wonderful experience. We 100% recommend this property and hosts. "
United States
Christian S.
The price is ￥21,356
￥51,094 total
includes taxes & fees
Dec 2 - Dec 3
Seashell Shanty at The Beach Shack! Come On Down!
Outdoor pool, a heated pool
Heated Pool Home, Shuffleboard, Crib, 3 bed 2 bath, 25 min beach

Villa in North Port

10.0 out of 10, Exceptional, (30)
"Very clean and quiet nicely located "
United States
Pamela C.
The price is ￥21,084
￥64,229 total
includes taxes & fees
Dec 2 - Dec 3
Heated Pool Home, Shuffleboard, Crib, 3 bed 2 bath, 25 min beach
Outdoor pool, a heated pool
❤️️Luxury Villa in Englewood, Private Pool 😎, Game Room, 6 mins to Beaches

Villa in Englewood South

10.0 out of 10, Exceptional, (2)
"The house is spotlessly clean and beautifully decorated. Extremely comfortable with every possible amenity. Quiet neighborhood close to the beaches. The hosts were easily accessible. Top rating!! We will definitely return."
United States
Mark H.
The price is ￥27,058
￥70,715 total
includes taxes & fees
Dec 2 - Dec 3
❤️️Luxury Villa in Englewood, Private Pool 😎, Game Room, 6 mins to Beaches
Exterior
Seaglass Inn at the Beach Shack Just one block from the beach!

Villa in Manasota Key

10.0 out of 10, Exceptional, (24)
"It was very clean, very nice place with tons to offer."
United States
Zac I.
The price is ￥34,600
￥74,120 total
includes taxes & fees
Dec 2 - Dec 3
Seaglass Inn at the Beach Shack Just one block from the beach!
Exterior
Sweet Escape In The Cape

Villa in Pelican

7.4 out of 10, Good, (3)
"We had a great time utilizing this vacation rental in order to be close to our other family, a road over. The propane tank was empty so we got a brand new one for the grill. The property itself was great. The bedrooms had nice decor. The kitchen was spacious and clean. The pool area was perfect for swimming and lounging. Everything worked as it should. "
United States
lyndsey b.
The price is ￥23,427
￥77,917 total
includes taxes & fees
Dec 6 - Dec 7
Sweet Escape In The Cape
Outdoor pool, a heated pool
Luxurious Golf Villa

Villa in Burnt Store

9.0 out of 10, Wonderful, (9)
"Nice place but could use some upgrades. Overall no real issues. Great place especially if you love to golf or love to watch others golf as you are right on hole number two. Not much within walking distance but a short drive gets you to everything you need. "
United States
Anthony D.
The price is ￥41,466
￥105,056 total
includes taxes & fees
Dec 2 - Dec 3
Luxurious Golf Villa
Exterior
Waterview Vacation Retreat Close To Ocean

Villa in Oakland Hills

10.0 out of 10, Exceptional, (9)
"The property was very nice well appointed. All communication with owner was prompt and courteous. Would definitely stay there again. "
United States
Kevin C.
The price is ￥32,329
￥69,631 total
includes taxes & fees
Dec 2 - Dec 3
Waterview Vacation Retreat Close To Ocean
Exterior
"Sea Dunes" 3 bedrooms 2 bath

Villa in Port Charlotte

The price is ￥25,770
￥80,445 total
includes taxes & fees
Jan 1 - Jan 2, 2026
"Sea Dunes" 3 bedrooms 2 bath
Outdoor pool
Stylish salt water pool home is ideal for a respectable holiday

Villa in Long Meadow

The price is ￥28,112
￥82,837 total
includes taxes & fees
Dec 2 - Dec 3
Stylish salt water pool home is ideal for a respectable holiday
Outdoor pool, a heated pool
Pet friendly spacious home for large groups! Heated pool & jacuzzi, games!

Villa in Trafalgar

9.2 out of 10, Wonderful, (17)
"Very nice, clean, and conveniently located vacation home. Pool was great and clean and the hot tub was a nice bonus. Rooms are large and very nucely decorated. The entire family had a great time."
United States
Dennis S.
The price is ￥44,355
￥142,812 total
includes taxes & fees
Dec 6 - Dec 7
Pet friendly spacious home for large groups! Heated pool & jacuzzi, games!
Exterior
Pineapple Express at the Beach Shack Just one block from the beach!

Villa in Manasota Key

10.0 out of 10, Exceptional, (37)
"Great place with snacks!"
United States
Nancy N.
The price is ￥34,600
￥74,120 total
includes taxes & fees
Dec 15 - Dec 16
Pineapple Express at the Beach Shack Just one block from the beach!
Pool
Casa del Lago: Relaxing Waterfront Pool House

Villa in Mariner

The price is ￥51,539
￥97,222 total
includes taxes & fees
Dec 2 - Dec 3
Casa del Lago: Relaxing Waterfront Pool House
Exterior detail
Stunning Retreat: Endless Summer Villa 3BR/ 2BA with Heated Pool

Villa in North Port

9.8 out of 10, Exceptional, (7)
"Very relaxing..very spacious..decor was outstanding..very clean .and inviting..love it"
United States
MajDeidre F.
The price is ￥54,663
￥125,334 total
includes taxes & fees
Dec 23 - Dec 24
Stunning Retreat: Endless Summer Villa 3BR/ 2BA with Heated Pool
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

Days Inn by Wyndham Port Charlotte/Punta Gorda

Days Inn by Wyndham Port Charlotte/Punta Gorda

10/10 Excellent
"Very clean room with lots of towels and toiletries "
Clarence 2-night trip
Posted 2 hours ago
Days Inn by Wyndham Port Charlotte/Punta Gorda

Find out more about Gasparilla Island

Gasparilla Island Villas information

Number of reviews
586
Accommodation
125 Villas
Lowest Price
￥32,559
Highest Price
￥142,656

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