Title: Book the Best HISTORIC Hotels in South Island in 2026 | Expedia.ca [Vacation Rentals in Fort Myers Beach](https://expedia.ca/Fort-Myers-Beach-Vacation-Rentals.d7194.Travel-Guide-VacationRentals)[Flights to Fort Myers Beach](https://expedia.ca/Cheap-Flights-To-Fort-Myers-Beach.d7194.Travel-Guide-Flights)[Things to do in Fort Myers Beach](https://expedia.ca/Things-To-Do-In-Fort-Myers-Beach.d7194.Travel-Guide-Activities)[South Island Car Rentals](https://expedia.ca/Car-Rentals-In-South-Island.d553248635976482331.Car-Rental-Guide)[South Island Vacations](https://expedia.ca/South-Island.d553248635976482331.Destination-Travel-Guides) ![Seashells shelling activity on shell beach in Sanibel, Fort Myers , South Florida banner panorama background, USA travel.](https://images.trvl-media.com/place/553248635976482331/7695d9f1-1dfd-4ad9-b195-b54133ea502d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in South Island, FL from CA $238 - ![](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 South Island Historic Hotels Tonight [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976482331&startDate=2025-12-14&endDate=2025-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976482331&startDate=2025-12-15&endDate=2025-12-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976482331&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976482331&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for South Island historic hotels ![Pool](https://images.trvl-media.com/lodging/2000000/1920000/1916900/1916874/d99aa2c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/2000000/1920000/1916900/1916874/w5749h3840x5y0-525deb5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1920000/1916900/1916874/w5751h3835x5y5-83f86631.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1920000/1916900/1916874/w5757h3835x0y5-6dc8e67a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Banyan Hotel Fort Myers, Tapestry Collection by Hilton [](https://www.expedia.ca/Fort-Myers-Hotels-The-Banyan-Hotel-Fort-Myers.h1916874.Hotel-Information) Downtown Historic District 8.6/10 Excellent (836) "Staff was friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $213 CA $238 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Fort-Myers-Hotels-The-Banyan-Hotel-Fort-Myers.h1916874.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33550000/33549500/33549492/94be059a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33550000/33549500/33549492/571cb420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33550000/33549500/33549492/dc6f305d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33550000/33549500/33549492/2a13e1ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SUNSHINE GETAWAY VACATION RENTALS [](https://www.expedia.ca/Fort-Myers-Hotels-SUNSHINE-GETAWAY-VACATION-RENTALS.h33549492.Hotel-Information) Fort Myers 8.4/10 Very good (137) "Easy location to get where we needed. Clean and spacious." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris N. CA $78 CA $359 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Fort-Myers-Hotels-SUNSHINE-GETAWAY-VACATION-RENTALS.h33549492.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/34000000/33570000/33569400/33569363/00daf8f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/34000000/33570000/33569400/33569363/7de75b23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33570000/33569400/33569363/925b136a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33570000/33569400/33569363/393a05c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunshine Getaway Vacation Rentals! [](https://www.expedia.ca/Fort-Myers-Hotels-Sunshine-Getaway-Vacation-Rentals.h33569363.Hotel-Information) Fort Myers 8.2/10 Very good (69) "The property is as described and everything needed is there for a wonderful stay. The host is available for any questions and responds very quickly. Thank you for a great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shell B. CA $99 CA $381 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Fort-Myers-Hotels-Sunshine-Getaway-Vacation-Rentals.h33569363.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/38000000/37780000/37773600/37773558/d1c97ffa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/38000000/37780000/37773600/37773558/b8015c4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/38000000/37780000/37773600/37773558/b418b448.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/38000000/37780000/37773600/37773558/faf5f5b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants! [](https://www.expedia.ca/Sanibel-Hotels-Newly-Remodeled-Parrot-Nest-Toucan-Cottage-Walk-To-Beach.h37773558.Hotel-Information) East End 9.6/10 Exceptional (46) "Great place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine CA $219 CA $456 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Sanibel-Hotels-Newly-Remodeled-Parrot-Nest-Toucan-Cottage-Walk-To-Beach.h37773558.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33565900/33565827/53827245.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) ### Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage! [](https://www.expedia.ca/Matlacha-Hotels-Pet-Friendly-Family-Friendly-Waterfront-Vacation-Rental-Free-Boat-Dockage.h33565827.Hotel-Information) Matlacha 9.4/10 Exceptional (50) "The atmosphere and art very local" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cindy CA $205 CA $257 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Matlacha-Hotels-Pet-Friendly-Family-Friendly-Waterfront-Vacation-Rental-Free-Boat-Dockage.h33565827.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/42000000/41830000/41825600/41825542/a89df415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/42000000/41830000/41825600/41825542/65457068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/42000000/41830000/41825600/41825542/41a38c68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/42000000/41830000/41825600/41825542/66fa070e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 720 ft to beach, 2 BR 2 BA, Pool, Beach Gear, Deck, BBQ, W/D, sleeps 6. [](https://www.expedia.ca/Fort-Myers-Beach-Hotels-720-Ft-To-Beach.h41825542.Hotel-Information) Fort Myers Beach 9.6/10 Exceptional (29) "It was a great place. Wish we had had more time there!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fred M. CA $344 CA $786 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Fort-Myers-Beach-Hotels-720-Ft-To-Beach.h41825542.Hotel-Information) ![Outdoor pool, open 9:00 AM to 8:00 PM, free cabanas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/4800/4760/d22f3ec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; seafood ](https://images.trvl-media.com/lodging/1000000/10000/4800/4760/014de562.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/10000/4800/4760/6b7811d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/1000000/10000/4800/4760/0f83ead6_edited_a0c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bellasera Resort [](https://www.expedia.ca/Naples-Hotels-Bellasera-Resort.h4760.Hotel-Information) Old Naples 9.6/10 Exceptional (2227) "Clean, good amenities. Good services. Gym is fairly good with all the equipment you need. Restaurant is lovely, high quality and delicious. Pool area also clean and service is great. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Debbie CA $570 CA $694 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Naples-Hotels-Bellasera-Resort.h4760.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/62000000/61610000/61608000/61607903/814b5302.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/62000000/61610000/61608000/61607903/ba424300.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/62000000/61610000/61608000/61607903/6ca9dc94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/62000000/61610000/61608000/61607903/91eacaf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BEACH HOME SLEEPS 12-WALK/BIKE TO BEACH, MARKETS, SHOPS,RESTAURANTS- FENCED YARD [](https://www.expedia.ca/Naples-Hotels-BEACH-HOME-SLEEPS-12-WALKBIKE-TO-BEACH.h61607903.Hotel-Information) Naples Park 10/10 Exceptional (1) "It was nice to have both units, which nicely accommodated 4 adults and 4 children. The place was clean and the kitchen fully equipped. The neighborhood was quiet and the house was biking distance to the beach. The place had supplies for the beach, which made for a relaxing time at the beach." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan B. CA $804 CA $1,529 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Naples-Hotels-BEACH-HOME-SLEEPS-12-WALKBIKE-TO-BEACH.h61607903.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/42000000/42000000/41995200/41995131/d71f7a07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/42000000/42000000/41995200/41995131/cca0fa68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, streaming services](https://images.trvl-media.com/lodging/42000000/42000000/41995200/41995131/8d8946d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/42000000/42000000/41995200/41995131/ba246582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Approx.720 ft to Beach, Pool, Walk to restaurants, Beach Gear, Full Kit, WD, BBQ [](https://www.expedia.ca/Fort-Myers-Beach-Hotels-Approx720-Ft-To-Beach.h41995131.Hotel-Information) Fort Myers Beach 10/10 Exceptional (20) "What a lovely place we rented, soo close to the Beach and everything else we needed. The apt/home has been remodeled and it was Very cute. We enjoyed our stay and would love to rent this place again. Thank you again to Sandy for all of the help in answering questions and making our stay perfect. 😎" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robin B. CA $274 CA $656 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Fort-Myers-Beach-Hotels-Approx720-Ft-To-Beach.h41995131.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=2025-12-28&endDate=2025-12-29®ionId=553248635976482331&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top South Island Hotel Reviews ![Pointe Estero Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4900/4809/dbc67b15_y.jpg) ### Pointe Estero Beach Resort 10/10 Excellent "Everything was perfect. " [](https://expedia.ca/Fort-Myers-Hotels-Pointe-Estero-Beach-Resort.h4809.Hotel-Information) ![GullWing Beach Resort](https://images.trvl-media.com/lodging/1000000/450000/448400/448389/85ff4775_y.jpg) ### GullWing Beach Resort 10/10 Excellent "Wonderful vacation at the Gullwing. " [](https://expedia.ca/Fort-Myers-Hotels-GullWing-Beach-Resort.h448389.Hotel-Information) ## Frequently asked questions ### What should a history enthusiast expect from a trip to South Island? ### How many historical hotels are there in South Island? ### What are the top historical sites and other places to visit in South Island? ### What is a historic hotel like in South Island? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in South Island have modern facilities? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Pet-Friendly Hotels in Coopertown ](https://www.expedia.ca/Coopertown-Hotels-Pet-Friendly-Hotel.0-0-d6177715-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Fort Myers Beach ](https://www.expedia.ca/Fort-Myers-Beach-Hotels-Adults-Only-Resorts.0-0-d7194-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Fort Myers Beach ](https://www.expedia.ca/Fort-Myers-Beach-Hotels-All-Inclusive-Hotel.0-0-d7194-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - 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