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
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sep - 13 Sep

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, (288 reviews)
"Quite and relaxing 👍"
United States
Andres
The price is AED 372
AED 966 total
includes taxes & fees
25 May - 26 May
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, (72 reviews)
"Very nice property, close to beaches and shopping. I especially liked that they had pretty much everything you needed for a beach day."
United States
Melissa
The price is AED 415
AED 1,203 total
includes taxes & fees
25 May - 26 May
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
9.4 out of 10, Exceptional, (13 reviews)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
The price is AED 492
AED 872 total
includes taxes & fees
25 May - 26 May
Beautiful house with lake view
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
9.2 out of 10, Wonderful, (25 reviews)
"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 AED 678
AED 2,468 total
includes taxes & fees
26 May - 27 May
Pet friendly spacious home for large groups! Pool & jacuzzi, game room!
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 378
AED 1,684 total
includes taxes & fees
27 May - 28 May
Gulf Access Retreat with Heated Pool
Exterior

Waterview Vacation Retreat Close To Ocean

Waterview Vacation Retreat Close To Ocean
Oakland Hills
10.0 out of 10, Exceptional, (15 reviews)
"The accommodations were quite nice and comfortable. "
United States
Troy P.
The price is AED 497
AED 1,310 total
includes taxes & fees
3 Jun - 4 Jun
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 496
AED 1,527 total
includes taxes & fees
25 May - 26 May
Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches
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 580
AED 1,295 total
includes taxes & fees
31 May - 1 Jun
Flamingo's Nest at the Beach Shack. Just one block from the beach!
Exterior

Lake Marlin Villa 2

Lake Marlin Villa 2
Englewood East
10.0 out of 10, Exceptional, (11 reviews)
"Everything was wonderful. Would definitely stay here again!"
United States
Cheryl J.
The price is AED 430
AED 802 total
includes taxes & fees
25 May - 26 May
Lake Marlin Villa 2
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, (27 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 775
AED 1,706 total
includes taxes & fees
31 May - 1 Jun
Seaglass Inn at the Beach Shack Just one block from the beach!
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, (45 reviews)
"Yes everything was great had a wonderful time "
United States
Melinda M.
The price is AED 580
AED 1,313 total
includes taxes & fees
30 May - 31 May
Turtle Cay at The Beach Shack! Come On Down!
Property grounds

Modern Port Charlotte Retreat with Heated Pool

Modern Port Charlotte Retreat with Heated Pool
Port Charlotte
The price is AED 430
AED 1,675 total
includes taxes & fees
15 Jun - 16 Jun
Modern Port Charlotte 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, (20 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 1,074
AED 2,724 total
includes taxes & fees
26 May - 27 May
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 580
AED 1,310 total
includes taxes & fees
31 May - 1 Jun
Seashell Shanty at The Beach Shack! Come On Down!
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 506
AED 1,437 total
includes taxes & fees
30 May - 31 May
Waterview Villa 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)
"The home is absolutely beautiful- the interior design is gorgeous, welcoming and makes you feel like you are staying in a very special place. The pool was warm and view of canal in the backyard is stunning. The home is very well stocked with all the basics which was so helpful!"
United States
Anonymous traveler
The price is AED 955
AED 2,589 total
includes taxes & fees
23 Jun - 24 Jun
Stunning Retreat: Endless Summer Villa 3BR/ 2BA with Heated Pool
Terrace/patio

Casa del Lago: Relaxing Waterfront Pool House

Casa del Lago: Relaxing Waterfront Pool House
Mariner
The price is AED 1,286
AED 2,401 total
includes taxes & fees
26 May - 27 May
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 558
AED 1,789 total
includes taxes & fees
9 Jun - 10 Jun
Sweet Escape In The Cape
Exterior

"Sea Dunes" 3 bedrooms 2 bath

"Sea Dunes" 3 bedrooms 2 bath
Port Charlotte
7.4 out of 10, Good, (3 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 286
AED 1,479 total
includes taxes & fees
26 May - 27 May
"Sea Dunes" 3 bedrooms 2 bath
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, (37 reviews)
"Great place with snacks!"
United States
Nancy N.
The price is AED 775
AED 1,706 total
includes taxes & fees
26 May - 27 May
Pineapple Express 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.
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

Days Inn by Wyndham Port Charlotte/Punta Gorda

Days Inn by Wyndham Port Charlotte/Punta Gorda

8/10 Good
"First off let me say that we would stay here again if in Port Charlotte. The location is great! The room was nice with plenty of space. The bed was perfect! I had the best sleep I’ve had in years! The only downside with the room was there was no coffee maker in the room. Breakfast didn’t have a lot of options- pancakes, cereal, bread and yogurt. No proteins but it was free."
Rhonda 2-night trip
Posted 5 hours ago
Days Inn by Wyndham Port Charlotte/Punta Gorda

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.