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

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Gasparilla Island villas

Exterior

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (292 reviews)
The price is ￥17,796
￥31,967 total
includes taxes & fees
Aug 7 - Aug 8
Matlacha Tiny Village
Outdoor pool, a heated pool

Luxurious Golf Villa

Luxurious Golf Villa
Burnt Store
9.0 out of 10, Wonderful, (9 reviews)
"Excellent property with excellent host! Would definitely stay here again!"
United States
Chad N.
The price is ￥40,016
￥105,834 total
includes taxes & fees
Jul 22 - Jul 23
Luxurious Golf Villa
Outdoor dining

Beautiful house with lake view

Beautiful house with lake view
Englewood East
9.6 out of 10, Exceptional, (15 reviews)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
The price is ￥21,665
￥39,172 total
includes taxes & fees
Aug 10 - Aug 11
Beautiful house with lake view
Exterior detail

Stunning Retreat: Endless Summer Villa 3BR/ 2BA with Heated Pool

Stunning Retreat: Endless Summer Villa 3BR/ 2BA with Heated Pool
North Port
10.0 out of 10, Exceptional, (11 reviews)
"This house is one of the nicest homes we've ever stayed in. Everything in the house is so beautiful, and it's so well stocked with everything we could possibly need. It was the perfect location for enjoying Spring Training games, and my daughter loved the heated pool."
United States
Tracy B.
The price is ￥42,037
￥113,467 total
includes taxes & fees
Aug 12 - Aug 13
Stunning Retreat: Endless Summer Villa 3BR/ 2BA with Heated Pool
Outdoor pool, a heated pool

The Ultimate Luxury 4 BR/3 BA, Heated Pool, Outdoor Kitchen

The Ultimate Luxury 4 BR/3 BA, Heated Pool, Outdoor Kitchen
Port Charlotte
9.8 out of 10, Exceptional, (21 reviews)
"Pool was very nice water was warm, needs blinds curtains on front door very nice house with 4 nice beds 3 baths and 30 to Atlanta Braves Stadium"
United States
Douglas D.
The price is ￥42,926
￥114,691 total
includes taxes & fees
Aug 12 - Aug 13
The Ultimate Luxury 4 BR/3 BA, Heated Pool, Outdoor Kitchen
Outdoor pool, a heated pool

Pet friendly spacious home for large groups! Pool & jacuzzi, game room!

Pet friendly spacious home for large groups! Pool & jacuzzi, game room!
Trafalgar
9.4 out of 10, Exceptional, (27 reviews)
"House was clean and had everything we needed! Enjoyed our stay very much! Host was very responsive! We would recommended staying here."
United States
Samantha T.
The price is ￥40,937
￥121,550 total
includes taxes & fees
Jul 15 - Jul 16
Pet friendly spacious home for large groups! Pool & jacuzzi, game room!
Exterior

Lake Marlin Villa 2

Lake Marlin Villa 2
Englewood East
10.0 out of 10, Exceptional, (15 reviews)
"House was very clean and the location was just what we were looking for. "
United States
Maria K.
The price is ￥19,007
￥35,778 total
includes taxes & fees
Jul 16 - Jul 17
Lake Marlin Villa 2
Terrace/patio

Seashell Shanty at The Beach Shack! Come On Down!

Seashell Shanty at The Beach Shack! Come On Down!
Manasota Key
10.0 out of 10, Exceptional, (43 reviews)
"Wonderful place and a great location "
United States
Matthew C.
The price is ￥27,379
￥60,566 total
includes taxes & fees
Aug 3 - Aug 4
Seashell Shanty at The Beach Shack! Come On Down!
Exterior

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, (46 reviews)
"Yes everything was great had a wonderful time "
United States
Melinda M.
The price is ￥27,250
￥59,956 total
includes taxes & fees
Jul 29 - Jul 30
Turtle Cay at The Beach Shack! Come On Down!
Outdoor pool, a heated pool

Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches

Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches
Englewood South
10.0 out of 10, Exceptional, (4 reviews)
"This was a wonderful vacation! The house was perfect! Very clean and decorated beautifully! We had everything that we needed! Great location too! We would recommend this house to anyone coming to Englewood, it was wonderful! We will be coming back! Thank you for sharing your beautiful house with us!!"
United States
Lisa M.
The price is ￥21,827
￥67,873 total
includes taxes & fees
Aug 12 - Aug 13
Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches
Terrace/patio

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, (75 reviews)
"Nice stay in good location"
United States
John W.
The price is ￥15,433
￥50,262 total
includes taxes & fees
Jul 28 - Jul 29
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Terrace/patio

Multiple Families! 3 min walk to Beach, Jacuzzi, Heated Salt Wtr Pool, Game room

Multiple Families! 3 min walk to Beach, Jacuzzi, Heated Salt Wtr Pool, Game room
Manasota Key
10.0 out of 10, Exceptional, (5 reviews)
"This house was perfect for our family! The hosts thought of all the small details and were very communicative and responsive. We had a wonderful stay and look forward to returning!"
United States
Wendy P.
The price is ￥84,916
￥203,266 total
includes taxes & fees
Aug 10 - Aug 11
Multiple Families! 3 min walk to Beach, Jacuzzi, Heated Salt Wtr Pool, Game room
Exterior

3BR Boundary Breeze Heated Pool Beach Golf Nearby

3BR Boundary Breeze Heated Pool Beach Golf Nearby
Oakland Hills
10.0 out of 10, Exceptional, (3 reviews)
"Clean. Fast communication. Lots of space for our stay. Will stay again next time we drive down for the weekend!"
United States
Catherine P.
The price is ￥24,173
￥66,225 total
includes taxes & fees
Jul 15 - Jul 16
3BR Boundary Breeze Heated Pool Beach Golf Nearby
Terrace/patio

Casa del Lago: Relaxing Waterfront Pool House

Casa del Lago: Relaxing Waterfront Pool House
Mariner
The price is ￥56,588
￥105,706 total
includes taxes & fees
Jul 20 - Jul 21
Casa del Lago: Relaxing Waterfront Pool House
Exterior

Waterview Vacation Retreat Close To Ocean

Waterview Vacation Retreat Close To Ocean
Oakland Hills
10.0 out of 10, Exceptional, (18 reviews)
"The property was great for 3 adults on a golf trip."
United States
Lisa D.
The price is ￥18,714
￥52,637 total
includes taxes & fees
Jul 20 - Jul 21
Waterview Vacation Retreat Close To Ocean
Property grounds

Modern Port Charlotte Retreat with Heated Pool

Modern Port Charlotte Retreat with Heated Pool
Port Charlotte
The price is ￥14,474
￥68,846 total
includes taxes & fees
Jul 15 - Jul 16
Modern Port Charlotte Retreat with Heated Pool
Exterior

Seaglass Inn at the Beach Shack Just one block from the beach!

Seaglass Inn at the Beach Shack Just one block from the beach!
Manasota Key
10.0 out of 10, Exceptional, (28 reviews)
"The rental was excellent. A well stocked kitchen and everything you need for the beach. The walk to the beach is very short and convenient. We will be back. Highly recommend. "
United States
Roxanne D.
The price is ￥34,956
￥75,414 total
includes taxes & fees
Aug 10 - Aug 11
Seaglass Inn at the Beach Shack Just one block from the beach!
Exterior

Pineapple Express at the Beach Shack Just one block from the beach!

Pineapple Express at the Beach Shack Just one block from the beach!
Manasota Key
10.0 out of 10, Exceptional, (38 reviews)
"Great place with snacks!"
United States
Nancy N.
The price is ￥34,956
￥75,414 total
includes taxes & fees
Aug 10 - Aug 11
Pineapple Express at the Beach Shack Just one block from the beach!
Exterior

Sweet Escape In The Cape

Sweet Escape In The Cape
Pelican
8.0 out of 10, Very Good, (5 reviews)
"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 ￥27,162
￥83,744 total
includes taxes & fees
Aug 3 - Aug 4
Sweet Escape In The Cape
Exterior

Flamingo's Nest at the Beach Shack. Just one block from the beach!

Flamingo's Nest at the Beach Shack. Just one block from the beach!
Manasota Key
10.0 out of 10, Exceptional, (44 reviews)
"Location was great, property condition is excellent!"
United States
Mabel
The price is ￥27,379
￥60,241 total
includes taxes & fees
Aug 9 - Aug 10
Flamingo's Nest at the Beach Shack. Just one block from the beach!
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

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

10/10 Excellent
"I can’t say enough about this property! 10++++ loved it can’t wait to go back! Gorgeous views, pools, staff, restaurants all fabulous!"
Sarah 1-night trip
Posted 5 hours ago
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Find out more about Gasparilla Island

Gasparilla Island Villas information

Number of reviews
292
Accommodation
145 Villas
Lowest Price
￥31,967
Highest Price
￥31,967

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