Title: Book the Best South Island LUXURY Hotels - Upscale Hotels in South Island, Fort Myers Beach | 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) ![](https://mediaim.expedia.com/destination/9/639a84d9f3367cf09279eb6671beff93.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Luxury Hotels in South Island, Fort Myers Beach ![](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 Luxury Hotels Tonight [Oct 23 - Oct 24](https://www.expedia.ca/Hotel-Search?regionId=553248635976482331&startDate=2025-10-23&endDate=2025-10-24&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=553248635976482331&startDate=2025-10-24&endDate=2025-10-25&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976482331&startDate=2025-10-24&endDate=2025-10-26&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976482331&startDate=2025-10-31&endDate=2025-11-02&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Top South Island Luxury Hotels ## Top South Island Hotel Reviews ![GullWing Beach Resort](//images.trvl-media.com/lodging/1000000/450000/448400/448389/85ff4775_y.jpg) ### GullWing Beach Resort 10/10 Excellent "The view of the beach was spectacular. " [](https://expedia.ca/Fort-Myers-Hotels-GullWing-Beach-Resort.h448389.Hotel-Information) ![Pointe Estero Beach Resort](//images.trvl-media.com/lodging/1000000/10000/4900/4809/dbc67b15_y.jpg) ### Pointe Estero Beach Resort 10/10 Excellent "It's very convenient for relaxing. Prefect for vacation family." [](https://expedia.ca/Fort-Myers-Hotels-Pointe-Estero-Beach-Resort.h4809.Hotel-Information) ## Frequently asked questions ### Are you looking for a luxury hotel for your South Island vacation? > Expedia can help you get a flight to Southwest Florida Intl. Airport (RSW) airport, and then you can select from a variety of places to stay that will deliver the luxury you seek. Amenities are an important consideration when you plan a trip, so we make it easy to get what you need to make your stay special. If you want a posh hotel with fine dining, a spa, or several swimming pools, Expedia can assist you in finding the best luxury hotel experience that South Island has to offer. South Island has some interesting things to see and do including Santini Marina Shopping Plaza and Castle Beach, so you might want to take in the local sights during your visit. ### What's there to see and do in South Island? > Experience South Island and visit Santini Marina Shopping Plaza, Castle Beach, and Sterling Ave Beach. If you have extra time while you're in the area, you might want to see Key West Express and Lover's Key Beach. ## 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) - [Beach Hotel Hotels in Fort Myers Beach](https://www.expedia.ca/Fort-Myers-Beach-Hotels-Beach-Hotel.0-0-d7194-tBeachHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Fort Myers Beach](https://www.expedia.ca/Fort-Myers-Beach-Hotels-Casino-Hotel.0-0-d7194-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Fort Myers Beach](https://www.expedia.ca/Fort-Myers-Beach-Hotels-Cheap-Hotels.0-0-d7194-tCheapHotels.Travel-Guide-Filter-Hotels) - 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