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
14 Aug - 16 Aug
In two months
25 Sep - 27 Sep
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Gasparilla Island villas

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 AED 551
AED 1,825 total
includes taxes & fees
3 Aug - 4 Aug
Sweet Escape In The Cape
Terrace/patio

Casa del Lago: Relaxing Waterfront Pool House

Casa del Lago: Relaxing Waterfront Pool House
Mariner
The price is AED 1,286
AED 2,376 total
includes taxes & fees
1 Aug - 2 Aug
Casa del Lago: Relaxing Waterfront Pool House
Outdoor pool, a heated pool

Private Pool & Screened Lanai · Canal View

Private Pool & Screened Lanai · Canal View
Trafalgar
9.4 out of 10, Exceptional, (31 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 AED 678
AED 2,439 total
includes taxes & fees
19 Aug - 20 Aug
Private Pool & Screened Lanai · Canal View
Pool

Gulf Access Retreat with Heated Pool

Gulf Access Retreat with Heated Pool
Pelican
9.4 out of 10, Exceptional, (11 reviews)
The price is AED 378
AED 1,669 total
includes taxes & fees
2 Aug - 3 Aug
Gulf Access Retreat with Heated Pool
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 AED 909
AED 2,386 total
includes taxes & fees
29 Jul - 30 Jul
Luxurious Golf Villa
Exterior

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (292 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 AED 398
AED 719 total
includes taxes & fees
25 Aug - 26 Aug
Matlacha Tiny Village
Property grounds

Modern Port Charlotte Retreat with Heated Pool

Modern Port Charlotte Retreat with Heated Pool
Port Charlotte
The price is AED 327
AED 1,568 total
includes taxes & fees
29 Jul - 30 Jul
Modern Port Charlotte Retreat with Heated Pool
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 AED 955
AED 2,589 total
includes taxes & fees
29 Jul - 30 Jul
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)
"This property is immaculately clean and there is plenty of space for a large family. The beds are very comfortable and the pool area is beautiful. There was some road noise on the patio, but it wasn’t too loud inside the house with the windows closed. Our family had a pleasant stay."
United States
Cyndi D.
The price is AED 975
AED 2,591 total
includes taxes & fees
29 Jul - 30 Jul
The Ultimate Luxury 4 BR/3 BA, Heated Pool, Outdoor Kitchen
Exterior

"Sea Dunes" 3 bedrooms 2 bath

"Sea Dunes" 3 bedrooms 2 bath
Port Charlotte
7.4 out of 10, Good, (3 reviews)
"For our purposes, shopping and other activities were close enough. "
United States
Charles H.
The price is AED 286
AED 1,475 total
includes taxes & fees
1 Aug - 2 Aug
"Sea Dunes" 3 bedrooms 2 bath
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 AED 492
AED 875 total
includes taxes & fees
30 Jul - 31 Jul
Beautiful house with lake view
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 AED 430
AED 802 total
includes taxes & fees
30 Jul - 31 Jul
Lake Marlin Villa 2
Exterior

Waterview Villa With Heated Pool

Waterview Villa With Heated Pool
Oakland Hills
10.0 out of 10, Exceptional, (1 review)
"Our host was very good at responding to our questions. The home was great! Very clean with everything you could need."
United States
Barbara H.
The price is AED 559
AED 1,500 total
includes taxes & fees
29 Jul - 30 Jul
Waterview Villa With Heated Pool
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, (76 reviews)
"Nice stay in good location"
United States
John W.
The price is AED 380
AED 1,278 total
includes taxes & fees
30 Jul - 31 Jul
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
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 AED 413
AED 1,319 total
includes taxes & fees
29 Jul - 30 Jul
Waterview Vacation Retreat Close To Ocean
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 AED 468
AED 1,521 total
includes taxes & fees
9 Aug - 10 Aug
Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches
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 AED 496
AED 1,422 total
includes taxes & fees
29 Jul - 30 Jul
3BR Boundary Breeze Heated Pool Beach Golf Nearby
TV

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 AED 619
AED 1,366 total
includes taxes & fees
13 Aug - 14 Aug
Turtle Cay at The Beach Shack! Come On Down!
TV

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 AED 619
AED 1,366 total
includes taxes & fees
13 Aug - 14 Aug
Seashell Shanty at The Beach Shack! Come On Down!
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)
"Very clean, and beautifully decorated home. Conveniently well stocked with beach chairs, umbrellas, beach towels, beach toys and beach carts. Very short walk to the beach. I only wish our stay was longer - will definitely book here again!"
United States
Kimmi T.
The price is AED 892
AED 1,844 total
includes taxes & fees
12 Aug - 13 Aug
Seaglass Inn 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
"My family and I really enjoyed this property! The pool was amazing, even on Memorial Day weekend it was still no problem finding chairs and umbrella by the pool. Pool side service was quick and efficient. Property was very clean."
Catherine 3-night trip
Posted 2 hours ago
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

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