Title: Book the Best ROMANTIC Hotels in Gasparilla Island, FL from CA $266 - 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) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Gasparilla Island Romantic Hotels Tonight [Feb 5 - Feb 6](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2026-02-05&endDate=2026-02-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Feb 6 - Feb 7](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2026-02-06&endDate=2026-02-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2026-02-13&endDate=2026-02-15&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) ![Restaurant](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/15194967.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) ![Balcony](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/w2254h1500x319y0-0e677216.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 (1,805 reviews) "Great staff, room and amenities. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carrie CA $233 CA $330 total includes taxes & fees Feb 22 - Feb 23 [](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) ![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) ![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) ### Angler's Inn [](https://www.expedia.ca/Fort-Myers-Hotels-Anglers-Inn.h11110703.Hotel-Information) Matlacha 9.4/10 Exceptional (323 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 $239 CA $266 total includes taxes & fees Feb 10 - Feb 11 [](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 (1,000 reviews) "Excellent restaurant choices, and pool area. Great ocean and bay views. Comfortable rooms and nice help staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan CA $476 CA $579 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Fort-Myers-Hotels-Tween-Waters-Island-Resort-Spa.h170769.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/48000000/47090000/47081300/47081232/f74b9b2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/48000000/47090000/47081300/47081232/c8e548be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/48000000/47090000/47081300/47081232/fb185a84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/48000000/47090000/47081300/47081232/401f7739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wonderful New 3 Bedroom Villa , with direct Gluf Acces for your holidays [](https://www.expedia.ca/Fort-Myers-Hotels-Wonderful-New-3-Bedroom-Villa.h47081232.Hotel-Information) Pelican 9.6/10 Exceptional (9 reviews) "This house was fabulous. It was more stunning in person than the pictures. Very spaccious and relaxingly beautiful. Everthing about this house and our vacation was perfect." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly K. CA $457 CA $832 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/Fort-Myers-Hotels-Wonderful-New-3-Bedroom-Villa.h47081232.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) ![Smart TV](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/c65f07e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/1249367c.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 (44 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 $277 CA $561 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Fort-Myers-Hotels-New-The-Waterside-Cottagewith-Dockage.h28879579.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) ![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) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71610000/71608400/71608332/dfd5ec9a.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 8.0/10 Very good (13 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 $513 CA $1,021 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Captiva-Hotels-Gulf-Views-No-Stairs-Directly-On-The-Beach-Jensens-On-The-Gulf-Cozy-Suite-1.h71608332.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/a4b8b9b6_edited_be9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/50000/40800/40732/f3d37dd5_edited_f346.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) ### South Seas Resort [](https://www.expedia.ca/Fort-Myers-Hotels-South-Seas-Island-Resort.h40732.Hotel-Information) Captiva 8.4/10 Very good (1,001 reviews) "Great family moments created in this place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Denis CA $588 CA $844 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Fort-Myers-Hotels-South-Seas-Island-Resort.h40732.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727168/2d7baddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727168/e0fc1fd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727168/ea0f5f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727168/7bf3e0b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6 [](https://www.expedia.ca/Captiva-Hotels-Classic-Beach-Suite-Perfect-For-Days-Lounging-At-The-Gulf.h71727168.Hotel-Information) Captiva 9.6/10 Exceptional (8 reviews) "Very nice stay. Loved the easy access to the beach and our unit was great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Juan CA $684 CA $1,266 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Captiva-Hotels-Classic-Beach-Suite-Perfect-For-Days-Lounging-At-The-Gulf.h71727168.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) ![Interior](https://images.trvl-media.com/lodging/67000000/66060000/66054400/66054317/273cc0e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66060000/66054400/66054317/edfdd191.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 $203 CA $433 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Vacation-Englewood-Cottage.h66054317.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/68000000/67440000/67433200/67433140/54fb2fc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/68000000/67440000/67433200/67433140/b22311e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/68000000/67440000/67433200/67433140/daa73451.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/68000000/67440000/67433200/67433140/ba680500.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island Retreat with Pool and Cart [](https://www.expedia.ca/Captiva-Hotels-Tropical-Family-Oasis-Green-Tortuga.h67433140.Hotel-Information) North Captiva 10/10 Exceptional (18 reviews) "The facility was very clean and the beds were great for rest after a fun day at the beach and pools. Stayed at other beach Vrbo and this one was the best." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven B. CA $708 CA $1,861 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Captiva-Hotels-Tropical-Family-Oasis-Green-Tortuga.h67433140.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=2026-02-19&endDate=2026-02-20®ionId=6128516&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Gasparilla Island Hotel Reviews ![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 "Clean room and lobby, comfortable vet, friendly staff, and convenient parking" [](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Wyvern-Hotel.h2193202.Hotel-Information) ![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 "Staff is excellent. Helpful and courteous. " [](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 "Beautiful room and high quality bedding. The young woman named Lauren who checked us in was a breath of fresh air. She was attentive and patient, showing excellent social skills." [](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Four-Points-By-Sheraton-Punta-Gorda-Harborside.h2657255.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. 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