Title: Gasparilla Island Villas from CA $296 | Expedia.ca

[Gasparilla Island Travel Guide](https://expedia.ca/Gasparilla-Island.dx6128516)[Hotels in Gasparilla Island](https://expedia.ca/Gasparilla-Island-Hotels.d6128516.Travel-Guide-Hotels)[Vacation Rentals in Gasparilla Island](https://expedia.ca/Gasparilla-Island-Vacation-Rentals.d6128516.Travel-Guide-VacationRentals)[Flights to Gasparilla Island](https://expedia.ca/Cheap-Flights-To-Gasparilla-Island.d6128516.Travel-Guide-Flights)[Gasparilla Island Car Rentals](https://expedia.ca/Car-Rentals-In-Gasparilla-Island.d6128516.Car-Rental-Guide)[Gasparilla Island Vacation Packages](https://expedia.ca/Gasparilla-Island.d6128516.Destination-Travel-Guides)

![My favorite beach because there are almost more shells than sand #adventure](https://images.trvl-media.com/place/183083/6c7d7269-c131-4dca-9730-2b8734c644c5.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Brooke Csaky

# Search Gasparilla Island Villa Rentals from CA $296

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## Check prices for these dates

In two weeks

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Gasparilla Island villas

![Fishing](https://images.trvl-media.com/lodging/33000000/32030000/32023200/32023111/8971ef17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Alligator Room | Private kitchenette](https://images.trvl-media.com/lodging/33000000/32030000/32023200/32023111/455f62ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dock](https://images.trvl-media.com/lodging/33000000/32030000/32023200/32023111/c4c23eec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flamingo Tiny Home](https://images.trvl-media.com/lodging/33000000/32030000/32023200/32023111/82b0f033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Matlacha Tiny Village

[](https://www.expedia.ca/Fort-Myers-Hotels-Matlacha-Tiny-Village.h32023111.Hotel-Information)

Matlacha

8.8/10

Excellent

(268)

"Very nice place with all necesary accommodations for a Pleasant stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

isabel

CA $173

CA $296 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Fort-Myers-Hotels-Matlacha-Tiny-Village.h32023111.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/111000000/110620000/110617800/110617741/12c40e6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/111000000/110620000/110617800/110617741/711f31d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110620000/110617800/110617741/6520485e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110620000/110617800/110617741/9c0303c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gulf Access Retreat with Heated Pool

[](https://www.expedia.ca/Cape-Coral-Hotels-Waterfront-Villa-Gulf-Access.h110617741.Hotel-Information)

Pelican

10/10

Exceptional

(7)

"Immaculate and cozy with a heated pool and gulf access. The available kayaks were a fantastic bonus!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Andrew M.

CA $317

CA $815 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Cape-Coral-Hotels-Waterfront-Villa-Gulf-Access.h110617741.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100180000/100179900/100179816/4606af30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/101000000/100180000/100179900/100179816/f2cacf1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/101000000/100180000/100179900/100179816/072eb709.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/101000000/100180000/100179900/100179816/61ef8108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful house with lake view

[](https://www.expedia.ca/Port-Charlotte-Hotels-Beautiful-House-With-Lake-View.h100179816.Hotel-Information)

Englewood East

10/10

Exceptional

(10)

"Amazing beautiful place , very spacious , very easy to book. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amara D.

CA $271

CA $408 total

includes taxes & fees

Dec 30 - Dec 31

[](https://www.expedia.ca/Port-Charlotte-Hotels-Beautiful-House-With-Lake-View.h100179816.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/67000000/66040000/66039900/66039846/118fe0f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/67000000/66040000/66039900/66039846/w1712h1284x533y0-9d726239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/67000000/66040000/66039900/66039846/d0ae9801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66040000/66039900/66039846/d68e8e8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

[](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Boundary-Vacation-Home-Villa.h66039846.Hotel-Information)

Oakland Hills

9.8/10

Exceptional

(60)

"We had a great time even the weather was bad we had an amazing time in the home play games and watch movies "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Adam L.

CA $242

CA $558 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Boundary-Vacation-Home-Villa.h66039846.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584797/4fa642db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584797/a2cd42a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584797/4c4d818f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584797/5bfa2b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Turtle Cay at The Beach Shack! Come On Down!

[](https://www.expedia.ca/Englewood-Hotels-Turtle-Cay-At-The-Beach-Shack-Come-On-Down.h76584797.Hotel-Information)

Manasota Key

10/10

Exceptional

(43)

"This was such a cute place to stay rhat is conveniently located via walking diatance to the beach and local restaurants. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Renay S.

CA $234

CA $509 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](https://www.expedia.ca/Englewood-Hotels-Turtle-Cay-At-The-Beach-Shack-Come-On-Down.h76584797.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121910000/121901500/121901421/bd5de1b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/122000000/121910000/121901500/121901421/b2f2c163.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/122000000/121910000/121901500/121901421/edcc9552.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121910000/121901500/121901421/58bbb344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lake Marlin Villa 2

[](https://www.expedia.ca/Port-Charlotte-Hotels-Lake-Marlin-Villa-2.h121901421.Hotel-Information)

Englewood East

10/10

Exceptional

(1)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Murray G.

CA $170

CA $298 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Port-Charlotte-Hotels-Lake-Marlin-Villa-2.h121901421.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/57000000/56840000/56833500/56833487/f4d7dece.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56840000/56833500/56833487/0fe821d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/57000000/56840000/56833500/56833487/2473d6b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/57000000/56840000/56833500/56833487/abcbeb48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Englewood-Hotels-Flamingos-Nest-At-The-Beach-Shack-Just-One-Block-From-The-Beach.h56833487.Hotel-Information)

Manasota Key

10/10

Exceptional

(40)

"Location was great, property condition is excellent!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mabel

CA $221

CA $496 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Englewood-Hotels-Flamingos-Nest-At-The-Beach-Shack-Just-One-Block-From-The-Beach.h56833487.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584800/3a125d89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584800/2d646a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584800/edb2ba1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584800/e60f8ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seashell Shanty at The Beach Shack! Come On Down!

[](https://www.expedia.ca/Englewood-Hotels-Seashell-Shanty-At-The-Beach-Shack-Come-On-Down.h76584800.Hotel-Information)

Manasota Key

10/10

Exceptional

(43)

"We had a wonderful experience. We 100% recommend this property and hosts. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christian S.

CA $221

CA $496 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Englewood-Hotels-Seashell-Shanty-At-The-Beach-Shack-Come-On-Down.h76584800.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/106000000/105680000/105676300/105676202/580af972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105680000/105676300/105676202/1e606bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105680000/105676300/105676202/2ee9be96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105680000/105676300/105676202/af0c4d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterview Vacation Retreat Close To Ocean

[](https://www.expedia.ca/Rotonda-West-Hotels-Waterview-Vacation-Retreat-Close-To-Ocean.h105676202.Hotel-Information)

Oakland Hills

9.8/10

Exceptional

(10)

"The property was very nice well appointed. All communication with owner was prompt and courteous. Would definitely stay there again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kevin C.

CA $214

CA $529 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Rotonda-West-Hotels-Waterview-Vacation-Retreat-Close-To-Ocean.h105676202.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/69000000/68480000/68478800/68478742/c73f6e22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/69000000/68480000/68478800/68478742/8280f79f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68480000/68478800/68478742/2b2d6e7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/69000000/68480000/68478800/68478742/42045d4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Englewood-Hotels-Seaglass-Inn-At-The-Beach-Shack-Just-One-Block-From-The-Beach.h68478742.Hotel-Information)

Manasota Key

10/10

Exceptional

(24)

"It was very clean, very nice place with tons to offer."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Zac I.

CA $317

CA $660 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Englewood-Hotels-Seaglass-Inn-At-The-Beach-Shack-Just-One-Block-From-The-Beach.h68478742.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/92000000/91370000/91367400/91367351/3a0178cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/92000000/91370000/91367400/91367351/45998580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91370000/91367400/91367351/859bafef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/92000000/91370000/91367400/91367351/a5a7f1c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Port-Charlotte-Hotels-The-Ultimate-Luxury-4-BR3-BA.h91367351.Hotel-Information)

Port Charlotte

9.8/10

Exceptional

(15)

"We were in town for a wedding near by! The house was a great place to relax between events!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Janet B.

CA $393

CA $998 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Port-Charlotte-Hotels-The-Ultimate-Luxury-4-BR3-BA.h91367351.Hotel-Information)

![An infinity pool, a heated pool](https://images.trvl-media.com/lodging/90000000/89510000/89506900/89506885/f1f031f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89510000/89506900/89506885/4ecfa8d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/90000000/89510000/89506900/89506885/f5ddd245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89510000/89506900/89506885/07e28a06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Aviator

[](https://www.expedia.ca/Cape-Coral-Hotels-Villa-Aviator.h89506885.Hotel-Information)

Pelican

8.0/10

Very good

(3)

"Great property "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ícaro

CA $380

CA $1,053 total

includes taxes & fees

Jan 13 - Jan 14, 2026

[](https://www.expedia.ca/Cape-Coral-Hotels-Villa-Aviator.h89506885.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/93000000/92910000/92900700/92900657/d5d9d853.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, table tennis](https://images.trvl-media.com/lodging/93000000/92910000/92900700/92900657/67a1fb8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92910000/92900700/92900657/af298390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92910000/92900700/92900657/b555cc9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ❤️️Luxury Villa in Englewood, Private Pool 😎, Game Room, 6 mins to Beaches

[](https://www.expedia.ca/Englewood-Hotels-Luxury-Villa-Englewood-Private-Pool-Game-Room-6-Mins-To-Beaches.h92900657.Hotel-Information)

Englewood South

10/10

Exceptional

(2)

"The house is spotlessly clean and beautifully decorated. Extremely comfortable with every possible amenity. Quiet neighborhood close to the beaches. The hosts were easily accessible. Top rating!! We will definitely return."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mark H.

CA $306

CA $711 total

includes taxes & fees

Dec 31 - Jan 1, 2026

[](https://www.expedia.ca/Englewood-Hotels-Luxury-Villa-Englewood-Private-Pool-Game-Room-6-Mins-To-Beaches.h92900657.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/100000000/99250000/99249400/99249354/eeacb08e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/100000000/99250000/99249400/99249354/75165e41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99250000/99249400/99249354/adb2452d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99250000/99249400/99249354/0d0985e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### "Sea Dunes" 3 bedrooms 2 bath 

[](https://www.expedia.ca/Port-Charlotte-Hotels-Sea-Dunes-3-Bedrooms-2-Bath.h99249354.Hotel-Information)

Port Charlotte

CA $205

CA $669 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Port-Charlotte-Hotels-Sea-Dunes-3-Bedrooms-2-Bath.h99249354.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/88000000/87370000/87368500/87368449/ced8e8f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/88000000/87370000/87368500/87368449/5e921ed8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/88000000/87370000/87368500/87368449/aaee884f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/88000000/87370000/87368500/87368449/98d12b54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxurious Golf Villa

[](https://www.expedia.ca/Cape-Coral-Hotels-Luxurious-Golf-Villa.h87368449.Hotel-Information)

Burnt Store

9.0/10

Wonderful

(9)

"Property was clean and stay was very enjoyable !"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lisa S.

CA $366

CA $931 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Cape-Coral-Hotels-Luxurious-Golf-Villa.h87368449.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/115000000/114120000/114110100/114110076/9a8391a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/115000000/114120000/114110100/114110076/e4f8e1d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/115000000/114120000/114110100/114110076/82b74771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/115000000/114120000/114110100/114110076/b638c282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish salt water pool home is ideal for a respectable holiday

[](https://www.expedia.ca/Rotonda-West-Hotels-Stylish-Salt-Water-Pool-Home-Is-Ideal-For-A-Respectable-Holiday.h114110076.Hotel-Information)

Long Meadow

CA $207

CA $664 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Rotonda-West-Hotels-Stylish-Salt-Water-Pool-Home-Is-Ideal-For-A-Respectable-Holiday.h114110076.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123600000/123598800/123598723/20f56b2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/124000000/123600000/123598800/123598723/944436a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/124000000/123600000/123598800/123598723/68091ca8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/124000000/123600000/123598800/123598723/43a36761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3BR Boundary Breeze Heated Pool Beach Golf Nearby

[](https://www.expedia.ca/Rotonda-West-Hotels-3BR-Boundary-Breeze-Heated-Pool-Beach-Golf-Nearby.h123598723.Hotel-Information)

Oakland Hills

CA $271

CA $645 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Rotonda-West-Hotels-3BR-Boundary-Breeze-Heated-Pool-Beach-Golf-Nearby.h123598723.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/56000000/55030000/55022200/55022187/9220dadb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/56000000/55030000/55022200/55022187/890844af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/56000000/55030000/55022200/55022187/00d4e656.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/56000000/55030000/55022200/55022187/3742725c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Englewood-Hotels-Pineapple-Express-At-The-Beach-Shack-Just-One-Block-From-The-Beach.h55022187.Hotel-Information)

Manasota Key

10/10

Exceptional

(37)

"Great place with snacks!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nancy N.

CA $317

CA $657 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Englewood-Hotels-Pineapple-Express-At-The-Beach-Shack-Just-One-Block-From-The-Beach.h55022187.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/84000000/83310000/83306300/83306223/8cb1f969.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/84000000/83310000/83306300/83306223/w1170h764x0y0-b5f56f3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/84000000/83310000/83306300/83306223/748b33db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83310000/83306300/83306223/21b66d0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pet friendly spacious home for large groups! Heated pool & jacuzzi, games!

[](https://www.expedia.ca/Cape-Coral-Hotels-LARGE-GROUPS-Villa-With-Heated-Pool-Pet-Friendly.h83306223.Hotel-Information)

Trafalgar

9.2/10

Wonderful

(17)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dennis S.

CA $518

CA $1,390 total

includes taxes & fees

Jan 13 - Jan 14, 2026

[](https://www.expedia.ca/Cape-Coral-Hotels-LARGE-GROUPS-Villa-With-Heated-Pool-Pet-Friendly.h83306223.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/84000000/83960000/83956400/83956400/7ab1d4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83960000/83956400/83956400/f1e3ff33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83960000/83956400/83956400/ac971bc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83960000/83956400/83956400/1fcd14a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Twins Villa

[](https://www.expedia.ca/Cape-Coral-Hotels-The-Twins-Villa.h83956400.Hotel-Information)

Pelican

9.4/10

Exceptional

(13)

"Wonderful time"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Maria D.

CA $508

CA $1,212 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Cape-Coral-Hotels-The-Twins-Villa.h83956400.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2026-01-04&endDate=2026-01-05&regionId=6128516&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Top Gasparilla Island Hotel Reviews

![Baymont by Wyndham Punta Gorda/Port Charlotte](https://images.trvl-media.com/lodging/5000000/4520000/4513100/4513051/9c00e0a6_y.jpg)

### Baymont by Wyndham Punta Gorda/Port Charlotte

10/10 Excellent

"Stay there every time me and my grandson go home ! Love it "

[](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Baymont-By-Wyndham-Punta-GordaPort-Charlotte.h4513051.Hotel-Information)

![Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/a4bc3bc9_y.jpg)

### Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

10/10 Excellent

"Clean and comfortable accommodations. Great staff! "

[](https://expedia.ca/Punta-Gorda-Hotels-Sunseeker-Resort-Charlotte-Harbor.h101505781.Hotel-Information)

![SpringHill Suites by Marriott Punta Gorda Harborside](https://images.trvl-media.com/lodging/28000000/27370000/27365000/27364907/909166c0_y.jpg)

### SpringHill Suites by Marriott Punta Gorda Harborside

10/10 Excellent

"Everything was clean and easy stay. Front desk staff were friendly and accommodating."

[](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-SpringHill-Suites-By-Marriott-Punta-Gorda-Harborside.h27364907.Hotel-Information)

![Four Points by Sheraton Punta Gorda Harborside](https://images.trvl-media.com/lodging/3000000/2660000/2657300/2657255/277fe43e_y.jpg)

### Four Points by Sheraton Punta Gorda Harborside

10/10 Excellent

"The only downside was deceptive advertising on third party sites where we were asked if we wanted a food and beverage credit for 78 dollars. Four Points advertises two restaurants on site and a bar so we opted to purchase the credit thinking we could put it towards dinner or a drink that night. However, when we arrived we were told by the hotel staff at check in that there was no such package add on and that they couldn’t reimburse us. They said we had to contact Expedia/Hotels.con ourselves to resolve. So our advice would be if you do book on these sites and see this option to add a food and drink package DO NOT or you will be out 78 dollars. "

[](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Four-Points-By-Sheraton-Punta-Gorda-Harborside.h2657255.Hotel-Information)

![Hampton Inn & Suites North Port](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998474/438a4d3d_y.jpg)

### Hampton Inn & Suites North Port

10/10 Excellent

"What stood out was the staff and the hotel in general. Room was awesome! Guy at the bartender is one of a kind and amazing. We lived our stay"

[](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Hampton-Inn-Suites-North-Port.h58998474.Hotel-Information)

![Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda](https://images.trvl-media.com/lodging/2000000/1860000/1856300/1856277/3861bc93_y.jpg)

### Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda

10/10 Excellent

"clean room, staff"

[](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Microtel-Inn-Suites-By-Wyndham-Port-Charlotte.h1856277.Hotel-Information)

![Holiday Inn Express & Suites Punta Gorda by IHG](https://images.trvl-media.com/lodging/23000000/22500000/22492300/22492255/3ed35b96_y.jpg)

### Holiday Inn Express & Suites Punta Gorda by IHG

10/10 Excellent

"Nice "

[](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Holiday-Inn-Express-And-Suites-Punta-Gorda.h22492255.Hotel-Information)

![The Suites at Fishermen’s Village- 2 Bedroom Suites](https://images.trvl-media.com/lodging/53000000/52080000/52074900/52074809/ba7422d1_y.jpg)

### The Suites at Fishermen’s Village- 2 Bedroom Suites

10/10 Excellent

"Super friendly staff. Room was clean and perfectly appointed."

[](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-The-Suites-At-Fishermens-Village.h52074809.Hotel-Information)

![Wyvern Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/3000000/2200000/2193300/2193202/79d5d50b_y.jpg)

### Wyvern Hotel, an Ascend Collection Hotel

10/10 Excellent

"Room was clean and comfortable. Access is easy and the location is convenient to everything in Punta Gorda. "

[](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Wyvern-Hotel.h2193202.Hotel-Information)

## Find out more about Gasparilla Island

## Gasparilla Island Villas information

| Number of reviews | 592        |
| ----------------- | ---------- |
| Accommodation     | 125 Villas |
| Lowest Price      | CA $296    |
| Highest Price     | CA $1,390  |

## Frequently asked questions

### Why book your villa in Gasparilla Island with Expedia?

### How can I find cheap villas in Gasparilla Island?

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- [Aparthotels in Longboat Key ](https://www.expedia.ca/Longboat-Key-Apart-Hotels.d8409-aaApartHotels.Travel-Guide-Accommodation)
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- [Aparthotels in Pinellas Park ](https://www.expedia.ca/Pinellas-Park-Apart-Hotels.d9113-aaApartHotels.Travel-Guide-Accommodation)
- [B&B in Pinellas Park ](https://www.expedia.ca/Pinellas-Park-Bed-And-Breakfast.d9113-aaBedAndBreakfast.Travel-Guide-Accommodation)
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- [Riads in Pinellas Park ](https://www.expedia.ca/Pinellas-Park-Riads.d9113-aaRiads.Travel-Guide-Accommodation)

- [Flights to Boca Grande ](https://www.expedia.ca/Cheap-Flights-To-Boca-Grande.d183083.Travel-Guide-Flights)

- [Visit Downtown Boca Grande Historic District ](https://www.expedia.ca/Boca-Grande-Downtown-Boca-Grande-Historic-District.dx553248635358980575)
- [Boca Grande Vacations ](https://www.expedia.ca/Boca-Grande.d183083.Destination-Travel-Guides)
- [Visit Boca Grande ](https://www.expedia.ca/Boca-Grande.dx183083)
- [Our Lady of Mercy Catholic Church ](https://www.expedia.ca/Our-Lady-Of-Mercy-Catholic-Church-Downtown-Boca-Grande-Historic-District.d553248635975742820.Vacation-Attraction)

- [Avis Rental Cars in Boca Grande ](https://www.expedia.ca/Avis-Car-Rentals-In-Boca-Grande.d183083-c41.Car-Rental-Guide-Suppliers)
- [Car rental Boca Grande ](https://www.expedia.ca/Car-Rentals-In-Boca-Grande.d183083.Car-Rental-Guide)
- [Enterprise Rental Cars in Boca Grande ](https://www.expedia.ca/Enterprise-Car-Rentals-In-Boca-Grande.d183083-c15.Car-Rental-Guide-Suppliers)
- [Hertz Rental Cars in Boca Grande ](https://www.expedia.ca/Hertz-Car-Rentals-In-Boca-Grande.d183083-c40.Car-Rental-Guide-Suppliers)

- [Boca Grande Vacation Rentals ](https://www.expedia.ca/Boca-Grande-Vacation-Rentals.d183083.Travel-Guide-VacationRentals)

- [Things to do in Boca Grande ](https://www.expedia.ca/Things-To-Do-In-Boca-Grande.d183083.Travel-Guide-Activities)

- [Book Villas in Gasparilla Island on Expedia.com ](https://www.expedia.com/Gasparilla-Island-Villas.d6128516-aaVillas.Travel-Guide-Accommodation)