Title: Book the Best Gasparilla Island LUXURY Hotels - Upscale Hotels in Gasparilla Island, FL | 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 luxury hotels in Gasparilla Island, FL - ![](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 Luxury Hotels Tonight [Dec 19 - Dec 20](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2025-12-19&endDate=2025-12-20&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Dec 20 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2025-12-20&endDate=2025-12-21&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2025-12-19&endDate=2025-12-21&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2025-12-26&endDate=2025-12-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Gasparilla Island luxury hotels ![2 bars/lounges](https://images.trvl-media.com/lodging/3000000/2200000/2193300/2193202/79d5d50b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2200000/2193300/2193202/09e602db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/3000000/2200000/2193300/2193202/c82c9425.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/3000000/2200000/2193300/2193202/070749ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wyvern Hotel, an Ascend Collection Hotel [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Wyvern-Hotel.h2193202.Hotel-Information) Downtown Punta Gorda 8.8/10 Excellent (1000) "Beautiful room! Had a lovely stay I highly recommend the Wyvern. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy CA $191 CA $214 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Wyvern-Hotel.h2193202.Hotel-Information) ![2 outdoor pools, open 8:00 AM to 8:30 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/a4bc3bc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, laptop workspace](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/f954c892.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/72e8ed24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/1828a6f4.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 (1667) "Outstanding place, staff is excellent." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $174 CA $255 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Punta-Gorda-Hotels-Sunseeker-Resort-Charlotte-Harbor.h101505781.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/08b5bced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Condo, 3 Bedrooms, Kitchen, Ocean View | Microwave](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/3375a4fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Condo, 3 Bedrooms, Kitchen, Ocean View | Private kitchen](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/aa27a0eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/105c6d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chadwick Cove Resort & Marina [](https://www.expedia.ca/Englewood-Hotels-Chadwick-Cove-Resort-Marina.h112387358.Hotel-Information) Manasota Key 10/10 Exceptional (14) "Great place and location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cathy CA $139 CA $776 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Englewood-Hotels-Chadwick-Cove-Resort-Marina.h112387358.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=2026-01-02&endDate=2026-01-03®ionId=6128516&adults=2&sort=LUXURY&star=40,50&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) ![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) ![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 "Comfortable beds and pillows. Quiet" [](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Baymont-By-Wyndham-Punta-GordaPort-Charlotte.h4513051.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) ![Days Inn by Wyndham Port Charlotte/Punta Gorda](https://images.trvl-media.com/lodging/1000000/10000/6600/6518/3b6904ff_y.jpg) ### Days Inn by Wyndham Port Charlotte/Punta Gorda 10/10 Excellent "Nice place" [](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Days-Inn-By-Wyndham-Port-CharlottePunta-Gorda.h6518.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) - 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