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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Gasparilla Island villas

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, (67 reviews)
"Had a great stay. Host was responsive and the home was very clean. Great location in a quiet residential area, but close enough to get to all activities in a short drive. Many grocery stores around too. We are pleased with our choice. "
United States
Delanie M.
The price is AED 391
AED 1,147 total
includes taxes & fees
20 Apr - 21 Apr
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Exterior

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (286 reviews)
"Super cute place!! Super clean and comfortable."
United States
Francesca
The price is AED 547
AED 1,161 total
includes taxes & fees
19 Apr - 20 Apr
Matlacha Tiny Village
Outdoor dining

Beautiful house with lake view

Beautiful house with lake view
Englewood East
10.0 out of 10, Exceptional, (11 reviews)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
The price is AED 492
AED 808 total
includes taxes & fees
1 May - 2 May
Beautiful house with lake view
Exterior

Lake Marlin Villa 2

Lake Marlin Villa 2
Englewood East
10.0 out of 10, Exceptional, (8 reviews)
"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 AED 430
AED 813 total
includes taxes & fees
19 Apr - 20 Apr
Lake Marlin Villa 2
Exterior

4 Min to Beach • Spacious 3BR Home • 4 Beds • Private Gym • Large Backyard

4 Min to Beach • Spacious 3BR Home • 4 Beds • Private Gym • Large Backyard
Englewood South
The price is AED 456
AED 1,495 total
includes taxes & fees
22 Apr - 23 Apr
4 Min to Beach • Spacious 3BR Home • 4 Beds • Private Gym • Large Backyard
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, (44 reviews)
"Yes everything was great had a wonderful time "
United States
Melinda M.
The price is AED 654
AED 1,380 total
includes taxes & fees
12 May - 13 May
Turtle Cay at The Beach Shack! Come On Down!
Exterior

Private Heated Pool | 2 King Suites | Modern Florida Retreat

Private Heated Pool | 2 King Suites | Modern Florida Retreat
Port Charlotte
The price is AED 382
AED 1,364 total
includes taxes & fees
3 May - 4 May
Private Heated Pool | 2 King Suites | Modern Florida Retreat
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, (42 reviews)
"The beach shack was loaded with everything needed to have a very comfortable stay. The location is fantastic with the beach and several restaurants all within walking distance. I will definitely be back!"
United States
Anne Marie B.
The price is AED 654
AED 1,373 total
includes taxes & fees
12 May - 13 May
Flamingo's Nest at the Beach Shack. Just one block from the beach!
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 555
AED 1,496 total
includes taxes & fees
18 Apr - 19 Apr
Waterview Villa 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 2,312 total
includes taxes & fees
21 Apr - 22 Apr
Luxurious Golf Villa
Pool

Gulf Access Retreat with Heated Pool

Gulf Access Retreat with Heated Pool
Pelican
10.0 out of 10, Exceptional, (8 reviews)
"Immaculate and cozy with a heated pool and gulf access. The available kayaks were a fantastic bonus!"
United States
Andrew M.
The price is AED 400
AED 1,699 total
includes taxes & fees
11 May - 12 May
Gulf Access Retreat 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, (16 reviews)
"We were in town for a wedding near by! The house was a great place to relax between events!"
United States
Janet B.
The price is AED 988
AED 2,609 total
includes taxes & fees
18 Apr - 19 Apr
The Ultimate Luxury 4 BR/3 BA, Heated Pool, Outdoor Kitchen
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 504
AED 1,506 total
includes taxes & fees
13 May - 14 May
Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches
Exterior

Waterview Vacation Retreat Close To Ocean

Waterview Vacation Retreat Close To Ocean
Oakland Hills
10.0 out of 10, Exceptional, (14 reviews)
"The accommodations were quite nice and comfortable. "
United States
Troy P.
The price is AED 511
AED 1,293 total
includes taxes & fees
24 Apr - 25 Apr
Waterview Vacation Retreat Close To Ocean
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, (25 reviews)
"The host was more than accommodating! The place was so clean and had all the amenities you could want at the beach. "
United States
Katy D.
The price is AED 779
AED 1,659 total
includes taxes & fees
9 May - 10 May
Seaglass Inn at the Beach Shack Just one block from the beach!
Exterior

"Sea Dunes" 3 bedrooms 2 bath

"Sea Dunes" 3 bedrooms 2 bath
Port Charlotte
9.0 out of 10, Wonderful, (2 reviews)
"Clean. Comfy. Easy access to beaches and restaurants. Bikes and beach chairs in garage. Quite nice. "
United States
Edward V.
The price is AED 324
AED 1,525 total
includes taxes & fees
18 Apr - 19 Apr
"Sea Dunes" 3 bedrooms 2 bath
An infinity pool, a heated pool

Villa Aviator

Villa Aviator
Pelican
8.0 out of 10, Very Good, (3 reviews)
"Great property "
United States
Ícaro
The price is AED 918
AED 2,690 total
includes taxes & fees
20 Apr - 21 Apr
Villa Aviator
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 AED 654
AED 1,388 total
includes taxes & fees
11 May - 12 May
Seashell Shanty at The Beach Shack! Come On Down!
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
21 Apr - 22 Apr
Casa del Lago: Relaxing Waterfront Pool House
Exterior

Sweet Escape In The Cape

Sweet Escape In The Cape
Pelican
8.0 out of 10, Very Good, (4 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 584
AED 1,866 total
includes taxes & fees
4 May - 5 May
Sweet Escape In The Cape
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

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

10/10 Excellent
"This is a beautiful and relaxing resort. We love that we can walk from the pool to the beach. Pool bar staff is great and the on-property restaurants serve good food with helpful staff. We have stayed here twice and thoroughly enjoyed each trip"
Lauren 4-night trip
Posted 5 hours ago
Tween Waters Island Resort & Spa

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