Title: 5 Stars Hotels in Pine Island, Florida from CA $185 - Find Cheap Pine Island Hotels With 5 Stars | Expedia.ca [Pine Island Travel Guide](https://expedia.ca/Pine-Island.dx553248635083900600)[Hotels in Pine Island](https://expedia.ca/Pine-Island-Hotels.d553248635083900600.Travel-Guide-Hotels)[Vacation Rentals in Pine Island](https://expedia.ca/Pine-Island-Vacation-Rentals.d553248635083900600.Travel-Guide-VacationRentals)[Flights to Pine Island](https://expedia.ca/Cheap-Flights-To-Pine-Island.d553248635083900600.Travel-Guide-Flights)[Things to do in Pine Island](https://expedia.ca/Things-To-Do-In-Pine-Island.d553248635083900600.Travel-Guide-Activities)[Pine Island Car Rentals](https://expedia.ca/Car-Rentals-In-Pine-Island.d553248635083900600.Car-Rental-Guide)[Pine Island Vacation Packages](https://expedia.ca/Pine-Island.d553248635083900600.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/496000/496548-saint-james-city.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Pine Island, Florida from CA $185 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Pine Island 5 Star Hotels Tonight [Sep 26 - Sep 27](https://www.expedia.ca/Hotel-Search?regionId=553248635083900600&startDate=2025-09-26&endDate=2025-09-27&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 27 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=553248635083900600&startDate=2025-09-27&endDate=2025-09-28&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=553248635083900600&startDate=2025-09-26&endDate=2025-09-28&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635083900600&startDate=2025-10-03&endDate=2025-10-05&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Pine Island 5 Star Hotels ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/c6ba33ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/84dc65e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/f4e5c65a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/62d93321.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sundial Beach Resort & Spa Sanibel 8.6/10 Excellent (2578) "The ocean view 1 minute to the beach" CA $437 CA $671 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Sanibel-Hotels-Sundial-Beach-Resort-Spa.h1939.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Pine-Island-Hotels.s50-0-d553248635083900600.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Pine-Island-Hotels.s50-0-d553248635083900600.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Pine Island. ![Margaritaville Beach Resort Fort Myers ](https://images.trvl-media.com/lodging/96000000/95130000/95127000/95126992/w3998h2821x0y0-a77e6574_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Margaritaville Beach Resort Fort Myers 251 Crescent Street, Fort Myers Beach, FL CA $182 CA $258 total Oct 6 - Oct 7 includes taxes & fees 8.8/10 Excellent! (1,495 reviews) [](https://expedia.ca/Fort-Myers-Beach-Hotels-Margaritaville-Beach-Resort-Fort-Myers.h95126992.Hotel-Information) ![Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/a4bc3bc9_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton 5500 Sunseeker Way, 785, Punta Gorda, FL CA $189 CA $273 total Oct 15 - Oct 16 includes taxes & fees 9.2/10 Wonderful! (1,509 reviews) [](https://expedia.ca/Punta-Gorda-Hotels-Sunseeker-Resort-Charlotte-Harbor.h101505781.Hotel-Information) ![Doubletree by Hilton Fort Myers at Bell Tower Shops](https://images.trvl-media.com/lodging/1000000/20000/12400/12375/704cf90c_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Doubletree by Hilton Fort Myers at Bell Tower Shops 13051 Bell Tower Drive, Fort Myers, FL CA $166 CA $185 total Oct 15 - Oct 16 includes taxes & fees 8.8/10 Excellent! (1,001 reviews) [](https://expedia.ca/Fort-Myers-Hotels-Doubletree-By-Hilton-Fort-Myers-At-Bell-Tower-Shops.h12375.Hotel-Information) Still don't see what you're looking for? [See all properties in Pine Island.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F09%2F2025&endDate=29%2F09%2F2025®ionId=553248635083900600&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F09%2F2025&endDate=29%2F09%2F2025®ionId=553248635083900600&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F09%2F2025&endDate=29%2F09%2F2025®ionId=553248635083900600&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F09%2F2025&endDate=29%2F09%2F2025®ionId=553248635083900600&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F09%2F2025&endDate=29%2F09%2F2025®ionId=553248635083900600&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F09%2F2025&endDate=29%2F09%2F2025®ionId=553248635083900600&star=50&star=50&amenities=WATER_PARK) 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. ## Learn more about Pine Island Head to sights like Phillips Community Park and Museum of the Islands as you discover Pine Island. [See all hotels in Pine Island](https://www.expedia.ca/Hotel-Search?startDate=2025-10-11&endDate=2025-10-12&adults=2®ionId=553248635083900600) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/496000/496548-saint-james-city.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top Pine Island Hotel Reviews ## Find out more about Pine Island Luxury is the name of the game at the best 5 Stars hotels in Pine Island. If you want to vacation like a true VIP, these are the places to go; from spacious resorts to boutique-inspired hot spots, the top Pine Island 5 Stars hotels are dedicated to immersing you in the ultimate experience. Want to relax with a serene treatment at a designer spa? These properties offer them. Interested in tasting delicious dishes from top chefs? The gourmet restaurants at the 5 Stars Pine Island hotels have you covered. You’ll even find first-class hotels near the city’s must-see attractions and most upscale entertainment districts. Plus, when you book your trip with Expedia.ca, you’ll get access to fantastic rates and seasonal discounts, so you can take advantage of a cheap deal on 5 Stars hotels Pine Island without giving up even an inch of quality. Everything your heart desires (and a few perks designed to make it skip a beat): That’s what’s on offer when you plan a trip to the hotels with 5 Stars in Pine Island. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Pine Island? > There are many different pricing options for 5-star hotels in Pine Island on Expedia. How much you'll pay will depend on when you plan to travel, length of stay and other factors. Compare available properties for your desired dates and use our pricing and other filters to discover the ideal high-end stay. > > > > - Search for the lowest price per night from CA $185 ### What makes a hotel 5 stars in Pine Island? > Faultless guest service is integral to every 5-star hotel in Pine Island. From the second you arrive, staff cater to your every whim, whether recommending activities or providing a turn-down service. Additionally, hotels must offer upscale conveniences to meet the standard for a 5-star rating. These can include luxury bathrooms, saunas or spas, swimming pools, fine dining kitchens and knowledgeable concierge. ### Are there any 5-star all-inclusive resorts in Pine Island? > Our filter tool is the quickest way to find exactly what you're looking for. Check the "All inclusive" and "5-star" boxes to see the most upscale hotels in Pine Island where your meals, room, entertainment and activities are included in the price. 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[All Inclusive Resorts and in Safety Harbor Club](https://www.expedia.ca/Safety-Harbor-Club-Captiva-Hotels-All-Inclusive-Hotel.0-n553248635976659096-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Safety Harbor Club](https://www.expedia.ca/Safety-Harbor-Club-Captiva-Hotels-Beach-Hotel.0-n553248635976659096-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Safety Harbor Club](https://www.expedia.ca/Safety-Harbor-Club-Captiva-Hotels-Boutique-Hotel.0-n553248635976659096-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Safety Harbor Club](https://www.expedia.ca/Safety-Harbor-Club-Captiva-Hotels-Luxury-Hotel.0-n553248635976659096-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Safety Harbor Club Hotels](https://www.expedia.ca/Safety-Harbor-Club-Captiva-Hotels.0-n553248635976659096-0.Travel-Guide-Filter-Hotels) - [Flights from Matlacha](https://www.expedia.ca/lp/flights/601098/flights-from-matlacha) - [Alison Hagerup Beach Park](https://www.expedia.ca/Alison-Hagerup-Beach-Park-Captiva.d6182809.Vacation-Attraction) - [Visit Matlacha Isles-Matlacha Shores](https://www.expedia.ca/Matlacha-Isles-Matlacha-Shores.dx553248635975849540) - [Car rental Matlacha](https://www.expedia.ca/Car-Rentals-In-Matlacha.d601098.Car-Rental-Guide) - [Car rentals near North Captiva Island Beach](https://www.expedia.ca/Car-Rentals-In-North-Captiva-Island-Beach.d553248635976197835.Car-Rental-Guide) - [Things to do in Matlacha](https://www.expedia.ca/Things-To-Do-In-Matlacha.d601098.Travel-Guide-Activities) - [Things to do in Pineland](https://www.expedia.ca/Things-To-Do-In-Pineland.d553248635975849749.Travel-Guide-Activities) - [Book 5 Star Hotels in Pine Island on Expedia.com](https://www.expedia.com/5Star-Pine-Island-Hotels.s50-0-d553248635083900600.Travel-Guide-Filter-Hotels)