Title: TOP Historic Hotels in Gasparilla Island, FL for 2026 | Expedia.co.uk [Gasparilla Island Travel Guide](https://expedia.co.uk/Gasparilla-Island.dx6128516)[Hotels in Gasparilla Island](https://expedia.co.uk/Gasparilla-Island-Hotels.d6128516.Travel-Guide-Hotels)[Holiday Rentals in Gasparilla Island](https://expedia.co.uk/Gasparilla-Island-Holiday-Rentals.d6128516.Travel-Guide-HolidayRentals)[Flights to Gasparilla Island](https://expedia.co.uk/Cheap-Flights-To-Gasparilla-Island.d6128516.Travel-Guide-Flights)[Gasparilla Island Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Gasparilla-Island.d6128516.Car-Hire-Guide)[Gasparilla Island Holidays](https://expedia.co.uk/Gasparilla-Island.d6128516.Holidays-City-Breaks) ![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__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](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 Historic Hotels Tonight [30 Jan - 31 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6128516&startDate=2026-01-30&endDate=2026-01-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [31 Jan - 1 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6128516&startDate=2026-01-31&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [30 Jan - 1 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6128516&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [6 Feb - 8 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6128516&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Gasparilla Island historic hotels ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33570000/33565900/33565827/ffe22745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33565900/33565827/53827245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/34000000/33570000/33565900/33565827/ef5ad200.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33570000/33565900/33565827/46fe9de0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage! [](https://www.expedia.co.uk/Matlacha-Hotels-Pet-Friendly-Family-Friendly-Waterfront-Vacation-Rental-Free-Boat-Dockage.h33565827.Hotel-Information) Matlacha 9.4/10 Exceptional (53 reviews) "The atmosphere and art very local" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cindy £145 includes taxes & fees 31 Jan - 1 Feb [](https://www.expedia.co.uk/Matlacha-Hotels-Pet-Friendly-Family-Friendly-Waterfront-Vacation-Rental-Free-Boat-Dockage.h33565827.Hotel-Information) ![Children’s area](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870631/0845fd51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870631/26b17d99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870631/3d87648f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870631/7fdf179b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Place - 23017, one block away from Bayshore Park. 3/4 ml of Punta Gorda. [](https://www.expedia.co.uk/Punta-Gorda-Hotels-Luxury-Place-23017.h99870631.Hotel-Information) Port Charlotte 9.2/10 Wonderful (16 reviews) "Nice location, easy to get into town and access to parks." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert B. £208 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Punta-Gorda-Hotels-Luxury-Place-23017.h99870631.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) ![Property grounds](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/1249367c.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) ### NEW!! The “WATERSIDE” COTTAGE\~With dockage [](https://www.expedia.co.uk/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. £297 includes taxes & fees 1 Feb - 2 Feb [](https://www.expedia.co.uk/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) ![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.co.uk/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 £543 includes taxes & fees 3 Feb - 4 Feb [](https://www.expedia.co.uk/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) ![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) ![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.co.uk/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. £230 includes taxes & fees 1 Feb - 2 Feb [](https://www.expedia.co.uk/Port-Charlotte-Charlotte-Harbor-Hotels-Vacation-Englewood-Cottage.h66054317.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73030000/73025000/73024913/eae95987.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73030000/73025000/73024913/aaeb92e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73030000/73025000/73024913/40fb7a98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73030000/73025000/73024913/892e495f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Renovated Charlotte Harbor - Sunset Inn #3 [](https://www.expedia.co.uk/Punta-Gorda-Hotels-Unit-3-Of-Newly-Remodeled-1955-Sunset-Inn.h73024913.Hotel-Information) Port Charlotte 9.4/10 Exceptional (8 reviews) "We loved staying here. The cottages are compact, but very clean and have everything you need. The outdoor seating area was nice, too!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debbie L. £238 includes taxes & fees 2 Mar - 3 Mar [](https://www.expedia.co.uk/Punta-Gorda-Hotels-Unit-3-Of-Newly-Remodeled-1955-Sunset-Inn.h73024913.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) ![Exterior](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727168/ea0f5f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727168/9cb75306.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) ### Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6 [](https://www.expedia.co.uk/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 £705 includes taxes & fees 28 Feb - 1 Mar [](https://www.expedia.co.uk/Captiva-Hotels-Classic-Beach-Suite-Perfect-For-Days-Lounging-At-The-Gulf.h71727168.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727162/w3199h2135x1y0-8acd0253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727162/50ef3053.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/72000000/71730000/71727200/71727162/c375cd2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727162/519049d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Breathtaking Views - Romantic Honeymoon Suite - Jensen's "On the Gulf" 4 [](https://www.expedia.co.uk/Captiva-Hotels-Sweeping-Gulf-Front-Views-In-The-Honeymoon-Suite.h71727162.Hotel-Information) Captiva 8.6/10 Excellent (9 reviews) "Great spot. Amazing location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandon C. £567 includes taxes & fees 2 Feb - 3 Feb [](https://www.expedia.co.uk/Captiva-Hotels-Sweeping-Gulf-Front-Views-In-The-Honeymoon-Suite.h71727162.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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727170/57d430db.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.co.uk/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. £610 includes taxes & fees 13 Feb - 14 Feb [](https://www.expedia.co.uk/Captiva-Hotels-Historic-Captiva-PO-Cottage-Garden-Suite-Steps-To-Beach-Casual-Lux-Decor-Jensens-On-The-Gulf-7.h71727170.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/72000000/71650000/71646000/71645981/b06fb908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/72000000/71650000/71646000/71645981/9f9bba0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71650000/71646000/71645981/fc29f99e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71650000/71646000/71645981/w1218h820x12y0-f2c488e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Views & Beach on Captiva - Jensen's “On the Gulf” - Casual Lux - South Beach Suite 3 [](https://www.expedia.co.uk/Captiva-Hotels-Sweeping-Gulf-Front-Views-Steps-To-The-Sand.h71645981.Hotel-Information) Captiva 8.4/10 Very good (5 reviews) "The perfect beach getaway for our family" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller £581 includes taxes & fees 31 Jan - 1 Feb [](https://www.expedia.co.uk/Captiva-Hotels-Sweeping-Gulf-Front-Views-Steps-To-The-Sand.h71645981.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.co.uk/Hotel-Search?startDate=2026-02-13&endDate=2026-02-14®ionId=6128516&adults=2&specialized_stays_group_explore=historic_property&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 "Wyvern Hotel is a great place to stay. Great rooms nice roof top breakfast and great location in the downtown area." [](https://expedia.co.uk/Port-Charlotte-Charlotte-Harbor-Hotels-Wyvern-Hotel.h2193202.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 "Room service and room were amazing!!" [](https://expedia.co.uk/Port-Charlotte-Charlotte-Harbor-Hotels-Microtel-Inn-Suites-By-Wyndham-Port-Charlotte.h1856277.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 "Very clean staff friendly and very helpful" [](https://expedia.co.uk/Port-Charlotte-Charlotte-Harbor-Hotels-Four-Points-By-Sheraton-Punta-Gorda-Harborside.h2657255.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 "The hot tub is not heated " [](https://expedia.co.uk/Port-Charlotte-Charlotte-Harbor-Hotels-Baymont-By-Wyndham-Punta-GordaPort-Charlotte.h4513051.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 "Everthing was perfect! I would definetly stay again. " [](https://expedia.co.uk/Fort-Myers-Hotels-Tween-Waters-Island-Resort-Spa.h170769.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." 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