Title: TOP Historic Hotels in Gasparilla Island, FL for 2025 | 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) ![](https://mediaim.expedia.com/destination/1/288ae0fbd69855b8dc4fa109766aa069.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Historic Hotels in Gasparilla Island ![](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 [17 Oct - 18 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6128516&startDate=2025-10-17&endDate=2025-10-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [18 Oct - 19 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6128516&startDate=2025-10-18&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [17 Oct - 19 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6128516&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [24 Oct - 26 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6128516&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Gasparilla Island Historic Hotels ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33570000/33565900/33565827/34f8f1d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33565900/33565827/298fb138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage! Matlacha 9.4/10 Exceptional (48) "The atmosphere and art very local" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Cindy £141 includes taxes & fees 18 Oct - 19 Oct [](https://www.expedia.co.uk/Matlacha-Hotels-Pet-Friendly-Family-Friendly-Waterfront-Vacation-Rental-Free-Boat-Dockage.h33565827.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76200000/76192600/76192599/05236d53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76200000/76192600/76192599/f16b0ccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76200000/76192600/76192599/d1961e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76200000/76192600/76192599/96e785df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Renovated Charlotte Harbor - Sunset Inn #7 Port Charlotte 10/10 Exceptional (5) "Super cute small place!" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Kayla £161 includes taxes & fees 26 Oct - 27 Oct [](https://www.expedia.co.uk/Punta-Gorda-Hotels-Unit-7-Of-Newly-Remodeled-1955-Sunset-Inn.h76192599.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/w1242h995x0y223-01d8ae97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/d511210f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/663202bd.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 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. " ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Ron R. £297 includes taxes & fees 20 Oct - 21 Oct [](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/c38f9706.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) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71610000/71608400/71608332/1e95e5b9.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 Captiva 7.6/10 Good (11) "Loved being right on the beach! Such a great little place!" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Bryant £381 includes taxes & fees 19 Oct - 20 Oct [](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) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33950000/33940100/33940009/b0acd031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33950000/33940100/33940009/13cc4060.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33950000/33940100/33940009/d86cf1f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/34000000/33950000/33940100/33940009/b58a728c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Home with Private Heated Pool, Dock, Wifi 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." ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Bradley L. £326 includes taxes & fees 19 Oct - 20 Oct [](https://www.expedia.co.uk/Port-Charlotte-Hotels-Waterfront-Home-With-Private-Heated-Pool.h33940009.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73030000/73024900/73024831/e31470cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73030000/73024900/73024831/7a2787ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73030000/73024900/73024831/567e4ef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/74000000/73030000/73024900/73024831/895f154c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Renovated Charlotte Harbor - Sunset Inn #2 Port Charlotte 9.8/10 Exceptional (10) "This is a great place to stay. Very clean and had everything we needed. It was great to sit on the patio and take in the sun. Would love to stay here again on our next getaway!" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Renee J. £160 includes taxes & fees 18 Oct - 19 Oct [](https://www.expedia.co.uk/Punta-Gorda-Hotels-Unit-2-Of-Newly-Remodeled-1955-Sunset-Inn.h73024831.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727168/4444f205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727168/76301a60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727168/0d9ba7be.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) ### Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6 Captiva 9.6/10 Exceptional (8) "Very nice stay. Loved the easy access to the beach and our unit was great." ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Juan £506 includes taxes & fees 18 Oct - 19 Oct [](https://www.expedia.co.uk/Captiva-Hotels-Classic-Beach-Suite-Perfect-For-Days-Lounging-At-The-Gulf.h71727168.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73010000/73001700/73001696/09eec611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73010000/73001700/73001696/46c2b6e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73010000/73001700/73001696/c3ae22d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73010000/73001700/73001696/473cf65d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Renovated Charlotte Harbor - Sunset Inn #1 Port Charlotte 10/10 Exceptional (18) "Super clean, modern, and a wonderful place to stay. loved the fully equipped kitchen and bathroom, would stay here again next time I come to florida" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Christa £160 includes taxes & fees 18 Oct - 19 Oct [](https://www.expedia.co.uk/Punta-Gorda-Hotels-Unit-1-Of-Newly-Remodeled-1955-Sunset-Inn.h73001696.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73030000/73025000/73024955/83967b0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73030000/73025000/73024955/3ba4334c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73030000/73025000/73024955/5dd37004.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73030000/73025000/73024955/ad5ebfe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Renovated Charlotte Harbor - Sunset Inn #4 Port Charlotte 10/10 Exceptional (7) "Beautiful inside and out. The area had a laid back feel. CLEAN!!!! Hidden Gem!!!!!!!" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessika D. £160 includes taxes & fees 18 Oct - 19 Oct [](https://www.expedia.co.uk/Punta-Gorda-Hotels-Unit-4-Of-Newly-Remodeled-1955-Sunset-Inn.h73024955.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73030000/73025500/73025430/631a4a2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73030000/73025500/73025430/88efd757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73030000/73025500/73025430/0e7f1881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73030000/73025500/73025430/757aa66c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Renovated Charlotte Harbor - Sunset Inn #6 Port Charlotte 9.8/10 Exceptional (6) "Great place to stay" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) JOHN £160 includes taxes & fees 21 Oct - 22 Oct [](https://www.expedia.co.uk/Punta-Gorda-Hotels-Unit-6-Of-Newly-Remodeled-1955-Sunset-Inn.h73025430.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=2025-10-31&endDate=2025-11-01®ionId=6128516&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Gasparilla Island Hotel Reviews ![Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda](//images.trvl-media.com/lodging/2000000/1860000/1856300/1856277/3861bc93_y.jpg) ### Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda 10/10 Excellent "Ok" [](https://expedia.co.uk/Port-Charlotte-Charlotte-Harbor-Hotels-Microtel-Inn-Suites-By-Wyndham-Port-Charlotte.h1856277.Hotel-Information) ![Tween Waters Island Resort & Spa](//images.trvl-media.com/lodging/1000000/180000/170800/170769/a5c54d2c_y.jpg) ### Tween Waters Island Resort & Spa 10/10 Excellent "The housekeepers the sheets on the beds are only rotated when dirty not was changed. " [](https://expedia.co.uk/Fort-Myers-Hotels-Tween-Waters-Island-Resort-Spa.h170769.Hotel-Information) ![South Seas Resort](//images.trvl-media.com/lodging/1000000/50000/40800/40732/aa4dca69_edited_4cce_y.jpg) ### South Seas Resort 10/10 Excellent "The room was spotless, and the check-in staff was incredibly friendly. The trolley driver was very accommodating, and the team at the ice cream shop was also warm and welcoming. The beach was absolutely stunning—I keep thinking about how much I want to go back. Swimming with fish all around me was such a memorable experience. Overall, it was an amazing trip for both kids and adults. Thank you!" [](https://expedia.co.uk/Fort-Myers-Hotels-South-Seas-Island-Resort.h40732.Hotel-Information) ![Four Points by Sheraton Punta Gorda Harborside](//images.trvl-media.com/lodging/3000000/2660000/2657300/2657255/277fe43e_y.jpg) ### Four Points by Sheraton Punta Gorda Harborside 10/10 Excellent "We really enjoyed this place. The food was incredible " [](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](//images.trvl-media.com/lodging/5000000/4520000/4513100/4513051/9c00e0a6_y.jpg) ### Baymont by Wyndham Punta Gorda/Port Charlotte 10/10 Excellent "The hostess at the desk was amazingly accommodating, helpful & friendly. Pool was nice. " [](https://expedia.co.uk/Port-Charlotte-Charlotte-Harbor-Hotels-Baymont-By-Wyndham-Punta-GordaPort-Charlotte.h4513051.Hotel-Information) ![Wyvern Hotel, an Ascend Collection Hotel](//images.trvl-media.com/lodging/3000000/2200000/2193300/2193202/724bdd21_y.jpg) ### Wyvern Hotel, an Ascend Collection Hotel 10/10 Excellent "Lobby very clean, room very nice. Rooftop bar closes at 9pm on Wed night but we were ready to close. Sorry I missed the line dancing which was earlier in evening. Good time just couldn’t fit anymore fun in." 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