Title: 5 Stars Hotels in Southwest Florida, Florida from CA $279 - Find Cheap Southwest Florida Hotels With 5 Stars | Expedia.ca [Southwest Florida Travel Guide](https://expedia.ca/Southwest-Florida.dx6233839)[Hotels in Southwest Florida](https://expedia.ca/Southwest-Florida-Hotels.d6233839.Travel-Guide-Hotels)[Vacation Rentals in Southwest Florida](https://expedia.ca/Southwest-Florida-Vacation-Rentals.d6233839.Travel-Guide-VacationRentals)[Flights to Southwest Florida](https://expedia.ca/Cheap-Flights-To-Southwest-Florida.d6233839.Travel-Guide-Flights)[Things to do in Southwest Florida](https://expedia.ca/Things-To-Do-In-Southwest-Florida.d6233839.Travel-Guide-Activities)[Southwest Florida Car Rentals](https://expedia.ca/Car-Rentals-In-Southwest-Florida.d6233839.Car-Rental-Guide)[Southwest Florida Vacation Packages](https://expedia.ca/Southwest-Florida.d6233839.Destination-Travel-Guides) ![Fort Myers Beach which includes a beach as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/66000/66152-Fort-Myers.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Southwest Florida, Florida from CA $279 ![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 Southwest Florida 5 Star Hotels Tonight [Sep 25 - Sep 26](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-09-25&endDate=2025-09-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 26 - Sep 27](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-09-26&endDate=2025-09-27&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=6233839&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=6233839&startDate=2025-10-03&endDate=2025-10-05&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Southwest Florida 5 Star Hotels ![3 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/1000000/20000/10500/10494/88b021de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/10500/10494/w4000h2662x0y0-8f177efb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/1000000/20000/10500/10494/98146a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/20000/10500/10494/w4000h2649x0y18-dc9888b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ritz-Carlton, Naples Pelican Bay 9.2/10 Wonderful (444) "Enjoyed our quiet stay and walks on the beach . The Dining was fantastic . " CA $916 CA $1,101 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Naples-Hotels-The-Ritz-Carlton.h10494.Hotel-Information) ![Private beach nearby, white sand, free beach shuttle, beach cabanas](https://images.trvl-media.com/lodging/1000000/810000/806200/806101/90558b2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/810000/806200/806101/36b8ca60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/810000/806200/806101/13a0ff16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach nearby, white sand, free beach shuttle, beach cabanas](https://images.trvl-media.com/lodging/1000000/810000/806200/806101/8d484916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ritz-Carlton, Sarasota Central Sarasota 9.0/10 Wonderful (1006) "One of my fav spots " CA $763 CA $952 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Sarasota-Hotels-The-Ritz-Carlton.h806101.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/790000/788300/788295/75f45fbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/1000000/790000/788300/788295/14715395.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/790000/788300/788295/ef7e50c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/790000/788300/788295/5151a880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ritz-Carlton Naples, Tiburón Naples 9.4/10 Exceptional (605) "Great staff, excellent stay" CA $554 CA $700 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Naples-Hotels-The-Ritz-Carlton-Naples.h788295.Hotel-Information) ![Private beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/1e787841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/72c017f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 King Bed with Sofa bed, Non Smoking, Oceanfront | View from room](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/ec4c3b93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 King Bed with Sofa bed, Non Smoking, Oceanfront](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/4e06c5f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The St. Regis Longboat Key Resort Longboat Key 9.8/10 Exceptional (47) "The service and facilities were beyond expectation. A truly wonderful experience. " CA $916 CA $1,121 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Longboat-Key-Hotels-The-St-Regis-Longboat-Key-Resort.h5487.Hotel-Information) ![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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/f4e5c65a.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 $436 CA $670 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Sanibel-Hotels-Sundial-Beach-Resort-Spa.h1939.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/9800/9786/e6518097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, minibar, in-room safe, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/9800/9786/0b65d063.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, minibar, in-room safe, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/9800/9786/8766e808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/10000/9800/9786/ce10cbd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Naples Beach Club, A Four Seasons Resort Coquina Sands 6.0/10 (2) "My wife and I celebrated her 30th birthday a couple weeks ago and were a bit disappointed with the hotel. Our first encounter upon entering the room was a fishy odor and we had to have the room re-cleaned (someone had fish in the mini-fridge). We are avid travelers and spend a lot of time in hotels around the world and we were surprised to find a charge for WiFi service. Especially when free WiFi can be found in the cheapest of motels! The gym is VERY small, and the pools were dirty. We selected... [](https://www.expedia.ca/Naples-Hotels-Naples-Beach-Club.h9786.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-Southwest-Florida-Hotels.s50-0-d6233839.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Southwest-Florida-Hotels.s50-0-d6233839.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 Southwest Florida. ![Inn on Fifth](https://images.trvl-media.com/lodging/1000000/90000/85000/84910/7138f29c_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Inn on Fifth 699 5th Ave S, Naples, FL CA $369 CA $471 total Oct 1 - Oct 2 includes taxes & fees 9.2/10 Wonderful! (1,014 reviews) [](https://expedia.ca/Naples-Hotels-The-Inn-On-Fifth.h84910.Hotel-Information) ![Naples Grande Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/15900/15898/65da812e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Naples Grande Beach Resort 475 Seagate Drive, Naples, FL CA $261 CA $359 total Sep 29 - Sep 30 includes taxes & fees 9/10 Wonderful! (1,788 reviews) [](https://expedia.ca/Naples-Hotels-Naples-Grande-Beach-Resort.h15898.Hotel-Information) ![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 $201 CA $279 total Sep 30 - Oct 1 includes taxes & fees 8.8/10 Excellent! (1,475 reviews) [](https://expedia.ca/Fort-Myers-Beach-Hotels-Margaritaville-Beach-Resort-Fort-Myers.h95126992.Hotel-Information) Still don't see what you're looking for? [See all properties in Southwest Florida.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F09%2F2025&endDate=27%2F09%2F2025®ionId=6233839&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=26%2F09%2F2025&endDate=27%2F09%2F2025®ionId=6233839&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F09%2F2025&endDate=27%2F09%2F2025®ionId=6233839&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F09%2F2025&endDate=27%2F09%2F2025®ionId=6233839&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F09%2F2025&endDate=27%2F09%2F2025®ionId=6233839&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F09%2F2025&endDate=27%2F09%2F2025®ionId=6233839&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 Southwest Florida Amazing beaches, golf courses, and popular sights from Siesta Key Beach to Key West Express—explore Southwest Florida, a destination also known for its island views. [See all hotels in Southwest Florida](https://www.expedia.ca/Hotel-Search?startDate=2025-10-09&endDate=2025-10-10&adults=2®ionId=6233839) ![Fort Myers Beach which includes a beach as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/66000/66152-Fort-Myers.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top Southwest Florida Hotel Reviews ## Find out more about Southwest Florida Luxury is the name of the game at the best 5 Stars hotels in Southwest Florida. 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 Southwest Florida 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 Southwest Florida 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 Southwest Florida 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 Southwest Florida. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Southwest Florida? > How much you pay for a 5-star hotel in Southwest Florida depends on factors such as when you want to go and the length of your stay. Our insider tip for scoring the best deal? Use our pricing filters to check out all of the available accommodations for your selected dates. > > > > - Search for the lowest price per night from CA $279 ### What makes a hotel 5 stars in Southwest Florida? > From fine dining venues and all-day fitness centres to swimming pools and deluxe bedding, the 5-star experience in Southwest Florida is all about comfort and indulgence. But it calls for more than just top-notch conveniences to get a 5-star rating. Stays also have to offer outstanding guest services like in-room beauty treatments, on-site dry cleaning and laundry and concierge services. ### Are there any 5-star all-inclusive resorts in Southwest Florida? > Our convenient filters are the easiest way to narrow down what you want. Select "5-star" and "All inclusive" to see the most upscale properties in Southwest Florida where your meals, lodging, entertainment and activities are included in the price. 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[Resorts in Estero](https://www.expedia.ca/Estero-Resort-Hotels.d500699-aaResortHotels.Travel-Guide-Accommodation) - [Hotels near Florida Gulf Coast University](https://www.expedia.ca/Florida-Gulf-Coast-University-Hotels.0-l6127995-0.Travel-Guide-Filter-Hotels) - [Hotels near Hertz Arena](https://www.expedia.ca/Hertz-Arena-Hotels.0-l6127997-0.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Miromar Lakes](https://www.expedia.ca/Miromar-Lakes-Fort-Myers-Hotels-Adults-Only-Resorts.0-n553248635976482214-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Miromar Lakes](https://www.expedia.ca/Miromar-Lakes-Fort-Myers-Hotels-Cheap-Hotels.0-n553248635976482214-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Miromar Lakes](https://www.expedia.ca/Miromar-Lakes-Fort-Myers-Hotels-Golf-Hotel.0-n553248635976482214-0-tGolfHotel.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Miromar Lakes](https://www.expedia.ca/Miromar-Lakes-Fort-Myers-Hotels-Honeymoon-Hotels.0-n553248635976482214-0-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - 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[Hertz Arena](https://www.expedia.ca/Hertz-Arena-Estero.d6127997.Vacation-Attraction) - [Budget Rental Cars in Estero](https://www.expedia.ca/Budget-Car-Rentals-In-Estero.d500699-c39.Car-Rental-Guide-Suppliers) - [Budget Rental Cars in Miromar Lakes](https://www.expedia.ca/Budget-Car-Rentals-In-Miromar-Lakes.d553248635976482214-c39.Car-Rental-Guide-Suppliers) - [Car rental Estero](https://www.expedia.ca/Car-Rentals-In-Estero.d500699.Car-Rental-Guide) - [Car rentals near Florida Gulf Coast University](https://www.expedia.ca/Car-Rentals-In-Florida-Gulf-Coast-University.d6127995.Car-Rental-Guide) - [Car rentals near Miromar Outlets](https://www.expedia.ca/Car-Rentals-In-Miromar-Outlets.d6201592.Car-Rental-Guide) - [Car rentals near Old Corkscrew Golf Club](https://www.expedia.ca/Car-Rentals-In-Old-Corkscrew-Golf-Club.d6295927.Car-Rental-Guide) - [Rental cars Southwest Florida Intl. airport](https://www.expedia.ca/Car-Rentals-In-Southwest-Florida-Intl.d5722962.Car-Rental-Guide) - [Hertz Rental Cars in Estero](https://www.expedia.ca/Hertz-Car-Rentals-In-Estero.d500699-c40.Car-Rental-Guide-Suppliers) - 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