Title: Book the Best ROMANTIC Hotels in Gasparilla Island, FL from CA $254 - 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 # Find Romantic Hotels in Gasparilla Island, FL from CA $254 - ![](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 [Dec 23 - Dec 24](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2025-12-23&endDate=2025-12-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Dec 24 - Dec 25](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2025-12-24&endDate=2025-12-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2026-01-02&endDate=2026-01-04&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) ![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) ![Designer store](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/c210e8f0.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 (1681) "The food options are great and the sunset's are amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie CA $173 CA $254 total includes taxes & fees Jan 2 - Jan 3, 2026 [](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) ![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) ![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 (322) "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 $241 CA $391 total includes taxes & fees Dec 28 - Dec 29 [](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) ![34-inch flat-screen TV with satellite channels, TV, pay movies](https://images.trvl-media.com/lodging/1000000/180000/170800/170769/4f27c2c1.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) ### 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 (1001) "Stunning Beach View great Staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $411 CA $507 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Fort-Myers-Hotels-Tween-Waters-Island-Resort-Spa.h170769.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/72000000/71610000/71608400/71608332/e3f65523.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) "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 $378 CA $818 total includes taxes & fees Jan 16 - Jan 17, 2026 [](https://www.expedia.ca/Captiva-Hotels-Gulf-Views-No-Stairs-Directly-On-The-Beach-Jensens-On-The-Gulf-Cozy-Suite-1.h71608332.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) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66060000/66054400/66054317/6fb611a7.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) ![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) "Very good, great location 👍👍" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James M. CA $186 CA $406 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Vacation-Englewood-Cottage.h66054317.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) ![Property grounds](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/1249367c.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) ### 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 (41) "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 $279 CA $554 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Fort-Myers-Hotels-New-The-Waterside-Cottagewith-Dockage.h28879579.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/34000000/33950000/33940100/33940009/5af938f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/34000000/33950000/33940100/33940009/709805be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33950000/33940100/33940009/0c48870e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33950000/33940100/33940009/b0acd031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Home with Private Heated Pool, Dock, Wifi [](https://www.expedia.ca/Port-Charlotte-Hotels-Waterfront-Home-With-Private-Heated-Pool.h33940009.Hotel-Information) Port Charlotte 9.6/10 Exceptional (82) "This was a great stay, caught fish to eat... and pool was good, no steps to pool only a latter, so one family memeber was not able to use pool." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bradley L. CA $268 CA $592 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Port-Charlotte-Hotels-Waterfront-Home-With-Private-Heated-Pool.h33940009.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) ![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/1000000/50000/40800/40732/4df1ca0b.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 (1002) "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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $545 CA $750 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Fort-Myers-Hotels-South-Seas-Island-Resort.h40732.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727170/053b214c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727170/1d28d7de.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) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727170/6141c0db.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) "Loved it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas H. CA $411 CA $916 total includes taxes & fees Jan 3 - Jan 4, 2026 [](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) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33500000/33495900/33495885/403a044c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/34000000/33500000/33495900/33495885/14dea94f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/34000000/33500000/33495900/33495885/e4ccad68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33500000/33495900/33495885/ce08194d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Big on the Beach House 6BR Home + Club Access, Private Dock & Stunning Views [](https://www.expedia.ca/Captiva-Hotels-BEAUTIFUL-OCEANFRONT-BEACH-LOCATION-View-Dolphins-Manatees-From-Living-Room.h33495885.Hotel-Information) North Captiva 9.8/10 Exceptional (72) "Love the beach. Love the location. The island is wonderful. We spoke with the house managers about a few things with the house that could make the house better. Everything was as stated. We will be returning to visit again. Thank you Wendy and Bob. Ya'll were great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherry D. CA $725 CA $914 total includes taxes & fees Jan 17 - Jan 18, 2026 [](https://www.expedia.ca/Captiva-Hotels-BEAUTIFUL-OCEANFRONT-BEACH-LOCATION-View-Dolphins-Manatees-From-Living-Room.h33495885.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=2026-01-06&endDate=2026-01-07®ionId=6128516&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Gasparilla Island Hotel Reviews ![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) ![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) ![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) ![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 "early quick friendly clean" [](https://expedia.ca/Fort-Myers-Hotels-Tween-Waters-Island-Resort-Spa.h170769.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - More ways to book - [Adults Only Resorts & in Boca Grande ](https://www.expedia.ca/Boca-Grande-Hotels-Adults-Only-Resorts.0-0-d183083-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Boca Grande ](https://www.expedia.ca/Boca-Grande-Hotels-All-Inclusive-Hotel.0-0-d183083-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Boca Grande ](https://www.expedia.ca/Boca-Grande-Hotels-Beach-Hotel.0-0-d183083-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Boca Grande ](https://www.expedia.ca/Boca-Grande-Hotels-Boutique-Hotel.0-0-d183083-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - 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