Title: Book the Best ROMANTIC Hotels in Gasparilla Island, FL from CA $257  - Gasparilla Island Romantic Getaways | 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

![](https://images.trvl-media.com/place/183083/6c7d7269-c131-4dca-9730-2b8734c644c5.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Gasparilla Island Romantic Hotels

Tonight

[Jan 20 - Jan 21](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2026-01-20&endDate=2026-01-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic)

Tomorrow

[Jan 21 - Jan 22](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2026-01-21&endDate=2026-01-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic)

This weekend

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic)

Next weekend

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic)

## Our top choices for Gasparilla Island romantic hotels

![2 outdoor pools, open 8:00 AM to 8:30 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/cc4728b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Designer store](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/c210e8f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness studio](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/1d4ad425.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/15194967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Punta Gorda

9.2/10

Wonderful

(1,751 reviews)

"cleanliness of the entire resort and view was amazing "

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

Audrey

CA $175

CA $257 total

includes taxes & fees

Feb 16 - Feb 17

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

![Front of property](https://images.trvl-media.com/lodging/12000000/11120000/11110800/11110703/7832770d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/12000000/11120000/11110800/11110703/a7182fcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/12000000/11120000/11110800/11110703/2cabf1c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/12000000/11120000/11110800/11110703/fa05a99b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Angler's Inn

[](https://www.expedia.ca/Fort-Myers-Hotels-Anglers-Inn.h11110703.Hotel-Information)

Matlacha

9.4/10

Exceptional

(322 reviews)

"Cute Inn in Matlacha. Clean rooms, comfy beds, and a great screened in porch for each room. Town still recovering from Ian, but still a great time. "

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

Crystal

CA $243

CA $395 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Fort-Myers-Hotels-Anglers-Inn.h11110703.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/180000/170800/170769/a5c54d2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/1000000/180000/170800/170769/3ddd1d55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Spa](https://images.trvl-media.com/lodging/1000000/180000/170800/170769/56271401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dock](https://images.trvl-media.com/lodging/1000000/180000/170800/170769/24a52d40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tween Waters Island Resort & Spa

[](https://www.expedia.ca/Fort-Myers-Hotels-Tween-Waters-Island-Resort-Spa.h170769.Hotel-Information)

Captiva

8.6/10

Excellent

(1,003 reviews)

"Everthing was perfect! I would definetly stay again. "

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

Stephen

CA $479

CA $583 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Fort-Myers-Hotels-Tween-Waters-Island-Resort-Spa.h170769.Hotel-Information)

![Beach nearby, beach towels](https://images.trvl-media.com/lodging/67000000/66060000/66054400/66054317/c128477b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/67000000/66060000/66054400/66054317/edb5b449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/67000000/66060000/66054400/66054317/6fb611a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/67000000/66060000/66054400/66054317/273cc0e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Old Floridian cottage in Historic Gulf Village

[](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Vacation-Englewood-Cottage.h66054317.Hotel-Information)

Olde Englewood Village

9.8/10

Exceptional

(60 reviews)

"Very good, great location 👍👍"

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

James M.

CA $206

CA $440 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Vacation-Englewood-Cottage.h66054317.Hotel-Information)

![3 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/50000/40800/40732/12012e65_edited_c1ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![7 restaurants, lunch served](https://images.trvl-media.com/lodging/1000000/50000/40800/40732/4df1ca0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Ocean views, open daily](https://images.trvl-media.com/lodging/1000000/50000/40800/40732/2fe713fa_edited_dd1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![7 restaurants, lunch served](https://images.trvl-media.com/lodging/1000000/50000/40800/40732/a4b8b9b6_edited_be9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### South Seas Resort

[](https://www.expedia.ca/Fort-Myers-Hotels-South-Seas-Island-Resort.h40732.Hotel-Information)

Captiva

8.4/10

Very good

(1,004 reviews)

"Great family moments created in this place "

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

Denis

CA $548

CA $796 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Fort-Myers-Hotels-South-Seas-Island-Resort.h40732.Hotel-Information)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/25aec540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/c6ccd492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/186d8b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/c65f07e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW!! The “WATERSIDE” COTTAGE\~With dockage

[](https://www.expedia.ca/Fort-Myers-Hotels-New-The-Waterside-Cottagewith-Dockage.h28879579.Hotel-Information)

Bokeelia

10/10

Exceptional

(42 reviews)

"My wife and I loved our stay at Waterside. The property was clean and well appointed. The area was nice and we loved walking up to the local watering hole for sunset views. I would recommend it highly. "

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

Ron R.

CA $281

CA $572 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Fort-Myers-Hotels-New-The-Waterside-Cottagewith-Dockage.h28879579.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/31000000/30100000/30094300/30094207/5936c2ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/31000000/30100000/30094300/30094207/f36b1829.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/31000000/30100000/30094300/30094207/3df954a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/31000000/30100000/30094300/30094207/3c85ea3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront, 4 Bed, 2 Bath, sleep 8, Gulf access, pool, spa, southern exposure

[](https://www.expedia.ca/Fort-Myers-Hotels-Casa-Mojo-Luxury-Rental.h30094207.Hotel-Information)

Pelican

9.8/10

Exceptional

(136 reviews)

"We had an amazing stay! Beautiful home, great location and communication was very easy. "

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

Jamie G.

CA $300

CA $1,031 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Fort-Myers-Hotels-Casa-Mojo-Luxury-Rental.h30094207.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/72000000/71610000/71608400/71608332/5b0ee898.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71610000/71608400/71608332/e698526f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71610000/71608400/71608332/e3f65523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/72000000/71610000/71608400/71608332/11ea3432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1

[](https://www.expedia.ca/Captiva-Hotels-Gulf-Views-No-Stairs-Directly-On-The-Beach-Jensens-On-The-Gulf-Cozy-Suite-1.h71608332.Hotel-Information)

Captiva

7.8/10

Good

(12 reviews)

"Loved being right on the beach! Such a great little place!"

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

Bryant

CA $382

CA $853 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Captiva-Hotels-Gulf-Views-No-Stairs-Directly-On-The-Beach-Jensens-On-The-Gulf-Cozy-Suite-1.h71608332.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727170/053b214c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727170/57d430db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727170/6141c0db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727170/715aa257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7

[](https://www.expedia.ca/Captiva-Hotels-Historic-Captiva-PO-Cottage-Garden-Suite-Steps-To-Beach-Casual-Lux-Decor-Jensens-On-The-Gulf-7.h71727170.Hotel-Information)

Captiva

8.0/10

Very good

(10 reviews)

"Loved it!"

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

Thomas H.

CA $415

CA $937 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/Captiva-Hotels-Historic-Captiva-PO-Cottage-Garden-Suite-Steps-To-Beach-Casual-Lux-Decor-Jensens-On-The-Gulf-7.h71727170.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42690000/42680800/42680800/0128a6a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42690000/42680800/42680800/474b2ec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, printers](https://images.trvl-media.com/lodging/43000000/42690000/42680800/42680800/b24a4ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/43000000/42690000/42680800/42680800/9eb56a66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pool Villa on Picturesque Golf Course

[](https://www.expedia.ca/Cape-Coral-Hotels-Pool-Villa-On-Picturesque-Golf-Course.h42680800.Hotel-Information)

Trafalgar

9.8/10

Exceptional

(27 reviews)

"Nicely stocked house "

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

Daniel G.

CA $382

CA $829 total

includes taxes & fees

Jan 31 - Feb 1

[](https://www.expedia.ca/Cape-Coral-Hotels-Pool-Villa-On-Picturesque-Golf-Course.h42680800.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=2026-02-03&endDate=2026-02-04&regionId=6128516&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true)

## Top Gasparilla Island Hotel Reviews

![Tween Waters Island Resort & Spa](https://images.trvl-media.com/lodging/1000000/180000/170800/170769/a5c54d2c_y.jpg)

### Tween Waters Island Resort & Spa

10/10 Excellent

"Everthing was perfect! I would definetly stay again. "

[](https://expedia.ca/Fort-Myers-Hotels-Tween-Waters-Island-Resort-Spa.h170769.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

"Courteous staff from front desk to servers in the resturant. Spotless facility. Good choices for breakfast and dinner. Parking can be an issue on Friday nights and weekends due to the Tiki bar - which is also great. Nice harbour walk and bikesvava8lable. A graat place to stay."

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

"Large clean room with daily housekeeping. Excellent location and free convenient parking."

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

![South Seas Resort](https://images.trvl-media.com/lodging/1000000/50000/40800/40732/aa4dca69_edited_4cce_y.jpg)

### South Seas Resort

10/10 Excellent

"Fantastic place for perfect relaxation, hammocks are placed perfectly for a tropical feel staff is outstanding customer service. A top of the cap to Jeff and Anthony at the front desk."

[](https://expedia.ca/Fort-Myers-Hotels-South-Seas-Island-Resort.h40732.Hotel-Information)

![Pearl Beach Inn](https://images.trvl-media.com/lodging/2000000/1630000/1620100/1620088/1a4dd3b2_y.jpg)

### Pearl Beach Inn

10/10 Excellent

"If you like peace and quiet and just hanging out on the beach, you’ll love it. If you want shopping and dining you’ll have to drive about 15-20 minutes away. Great place for sea shells and shark teeth. "

[](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Pearl-Beach-Inn.h1620088.Hotel-Information)

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