Search Villas in Gasparilla Island

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
24 Apr - 26 Apr
In two months
5 Jun - 7 Jun
In three months
3 Jul - 5 Jul
In four months
31 Jul - 2 Aug

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, (286 reviews)
"Super cute place!! Super clean and comfortable."
United States
Francesca
The price is AED 474
AED 804 total
includes taxes & fees
21 Apr - 22 Apr
Matlacha Tiny Village
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 485
AED 1,282 total
includes taxes & fees
14 Apr - 15 Apr
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
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 789 total
includes taxes & fees
6 May - 7 May
Beautiful house with lake view
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, (41 reviews)
"Location was great, property condition is excellent!"
United States
Mabel
The price is AED 654
AED 1,366 total
includes taxes & fees
9 May - 10 May
Flamingo's Nest at the Beach Shack. Just one block from the beach!
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 717
AED 2,106 total
includes taxes & fees
9 Apr - 10 Apr
Luxurious Golf Villa
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)
"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 AED 654
AED 1,369 total
includes taxes & fees
9 May - 10 May
Turtle Cay at The Beach Shack! Come On Down!
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 473
AED 1,518 total
includes taxes & fees
5 May - 6 May
4 Min to Beach • Spacious 3BR Home • 4 Beds • Private Gym • Large Backyard
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 1,376 total
includes taxes & fees
21 Apr - 22 Apr
Private Heated Pool | 2 King Suites | Modern Florida Retreat
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 802 total
includes taxes & fees
19 Apr - 20 Apr
Lake Marlin Villa 2
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 532
AED 1,331 total
includes taxes & fees
9 Apr - 10 Apr
Waterview Vacation Retreat Close To Ocean
Pool

Gulf Access Retreat with Heated Pool

Gulf Access Retreat with Heated Pool
Pelican
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful home awesome hosts love the fact every cupboard is labeled. Had an issue with the battery on the front door they were super quick to respond and get it resolved. Stunning views love the house I will stay again when I come back for work again."
United States
jake b.
The price is AED 514
AED 1,845 total
includes taxes & fees
4 May - 5 May
Gulf Access Retreat with Heated Pool
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 628
AED 1,585 total
includes taxes & fees
9 Apr - 10 Apr
Waterview Villa 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, (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 864
AED 1,768 total
includes taxes & fees
9 May - 10 May
Seaglass Inn at the Beach Shack Just one block from the beach!
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 1,104
AED 2,772 total
includes taxes & fees
16 Apr - 17 Apr
The Ultimate Luxury 4 BR/3 BA, Heated Pool, Outdoor Kitchen
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 736
AED 1,497 total
includes taxes & fees
29 Apr - 30 Apr
Seashell Shanty at The Beach Shack! Come On Down!
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 2,697 total
includes taxes & fees
29 Apr - 30 Apr
Villa Aviator
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 380
AED 1,606 total
includes taxes & fees
19 Apr - 20 Apr
"Sea Dunes" 3 bedrooms 2 bath
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
14 Apr - 15 Apr
Casa del Lago: Relaxing Waterfront Pool House
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, (2 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 AED 2,182
AED 4,468 total
includes taxes & fees
3 May - 4 May
Multiple Families! 3 min walk to Beach, Jacuzzi, Heated Salt Wtr Pool, Game room
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 602
AED 1,886 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Gasparilla Island Hotel Reviews

South Seas

South Seas

10/10 Excellent
"Amazing laid back place. "
David 5-night trip
Posted 1 hour ago
South Seas

Frequently asked questions

Why book your villa in Gasparilla Island with Expedia?
We think planning a vacation shouldn't be difficult, so if you're searching for villas at the right price, Expedia is here to help. Save those pennies and select an all-inclusive stay, or splurge on a 5-star villa to spoil your favorite people. Our handy filters make it easy to find a place in Gasparilla Island that fits your needs.
How can I find cheap villas in Gasparilla Island?
With Expedia's useful filter tool, sourcing cheap villas in Gasparilla Island is a breeze. To discover properties that'll make your wallet smile, fine-tune your search by budget, star rating and amenities.