Title: Book the Best Madeira Beach LUXURY Hotels - Upscale Hotels in Madeira Beach, FL | Expedia.ca [Madeira Beach Travel Guide](https://expedia.ca/Madeira-Beach.dx8433)[Hotels in Madeira Beach](https://expedia.ca/Madeira-Beach-Hotels.d8433.Travel-Guide-Hotels)[Vacation Rentals in Madeira Beach](https://expedia.ca/Madeira-Beach-Vacation-Rentals.d8433.Travel-Guide-VacationRentals)[Flights to Madeira Beach](https://expedia.ca/Cheap-Flights-To-Madeira-Beach.d8433.Travel-Guide-Flights)[Things to do in Madeira Beach](https://expedia.ca/Things-To-Do-In-Madeira-Beach.d8433.Travel-Guide-Activities)[Madeira Beach Car Rentals](https://expedia.ca/Car-Rentals-In-Madeira-Beach.d8433.Car-Rental-Guide)[Madeira Beach Vacation Packages](https://expedia.ca/Madeira-Beach.d8433.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495837-bay-pines-va-medical-center.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Madeira Beach, FL - ![](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 Madeira Beach Luxury Hotels Tonight [Nov 1 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=8433&startDate=2025-11-01&endDate=2025-11-02&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Nov 2 - Nov 3](https://www.expedia.ca/Hotel-Search?regionId=8433&startDate=2025-11-02&endDate=2025-11-03&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=8433&startDate=2025-11-07&endDate=2025-11-09&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=8433&startDate=2025-11-14&endDate=2025-11-16&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Top Madeira Beach Luxury Hotels ![Premier Studio, 2 Queen Beds, Balcony, Sea Facing | View from room](https://images.trvl-media.com/lodging/3000000/2630000/2626200/2626102/382198c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2630000/2626200/2626102/b0632d2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Balcony, Poolside (Gulfview)](https://images.trvl-media.com/lodging/3000000/2630000/2626200/2626102/a928f63d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/3000000/2630000/2626200/2626102/2d31fcf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shoreline Island Resort - Exclusively Adult Madeira Beach 9.2/10 Wonderful (1407) "Awesome resort, beautiful beach view at a beautiful beach. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeff [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Shoreline-Island-Resort-Exclusively-Adult.h2626102.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/13000000/12710000/12708800/12708795/43143cf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property map](https://images.trvl-media.com/lodging/13000000/12710000/12708800/12708795/3d4d264f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12710000/12708800/12708795/6d6a8a16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Studio](https://images.trvl-media.com/lodging/13000000/12710000/12708800/12708795/6fb54441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Isles Resort Madeira Beach 7.2/10 Good (788) "Good place to stay. Pet friendly. Good location. Inexpensive " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $138 CA $156 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Holiday-Isles-Resort.h12708795.Hotel-Information) ![2 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/af119682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, One Queen and One Sofa Bed, Beachfront | Living room](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/2cc38c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/bc5e6cf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/f353eb77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Barefoot Beach Club Madeira Beach 9.4/10 Exceptional (1078) "Best stay ever!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) SHAVONNE CA $171 CA $241 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Barefoot-Beach-Club.h1552360.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=2025-11-15&endDate=2025-11-16®ionId=8433&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Top Madeira Beach Hotel Reviews ![Barefoot Beach Club](//images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/af119682_y.jpg) ### Barefoot Beach Club 10/10 Excellent "Grounds well kept, staff friendly and room immaculate. Great location." [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Barefoot-Beach-Club.h1552360.Hotel-Information) ![Holiday Isles Resort](//images.trvl-media.com/lodging/13000000/12710000/12708800/12708795/43143cf5_y.jpg) ### Holiday Isles Resort 10/10 Excellent "This stay was great" [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Holiday-Isles-Resort.h12708795.Hotel-Information) ![Shoreline Island Resort - Exclusively Adult](//images.trvl-media.com/lodging/3000000/2630000/2626200/2626102/382198c3_y.jpg) ### Shoreline Island Resort - Exclusively Adult 10/10 Excellent "Pleasant welcome. Great sunsets from our balcony. " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Shoreline-Island-Resort-Exclusively-Adult.h2626102.Hotel-Information) ## Frequently asked questions ### Which area of Madeira Beach is best to stay in for luxury hotels? > The best area to stay in Madeira Beach for luxury hotels is along Gulf Boulevard, particularly the north end towards John's Pass Village. > > > > Gulf Boulevard is the main thoroughfare running parallel to the coastline, offering direct access to the beach. The northern section of this road, close to John's Pass, features a selection of larger, more modern resorts with premium amenities. These hotels typically boast private balconies with ocean views, spacious suites, and high-end fitness equipment. > > > > Couples looking for a relaxing and upscale beach holiday will find this area particularly appealing. The proximity to John's Pass Village means easy access to waterfront dining, boat tours, and unique shops, all within a short walk or drive. It's also convenient for those who enjoy strolls along the beach at sunset, with plenty of space and uninterrupted views. > > > > For families, the larger resorts in this area often provide excellent facilities, including expansive swimming pools, children's activities, and direct beach access. ### How much does a luxury hotel in Madeira Beach cost? > Luxury hotel prices in Madeira Beach vary, but you can find a great deal from CA $156 on Expedia. To find the best prices on luxury stays, be flexible with your dates—typically, off-peak and mid-week stays are cheaper. Sort your search results by "Price: low to high" to see our lowest rates. ### What luxury activities and experiences are there in Madeira Beach? > The best area to stay for luxury activities and experiences in Madeira Beach is along Gulf Boulevard, particularly around the John's Pass Village & Boardwalk area. > > > > This stretch of Gulf Boulevard is the heart of Madeira Beach, offering direct access to the white sand beaches and the Gulf of Mexico. It's characterised by upscale resorts and condominiums, many of which provide beachfront views and easy access to the water. John's Pass Village, located at the northern end of the beach, is a pedestrian-friendly area with a fishing village theme, featuring numerous shops, restaurants, and water-based activity providers. > > > > Couples looking for a refined getaway will find this area particularly appealing. Many of the luxury resorts here offer private balconies overlooking the ocean, fine dining options, and spa services for a relaxing stay. You can easily arrange a private sunset cruise from John's Pass, or enjoy a gourmet meal at one of the waterfront restaurants, often with live music. > > > > For travellers seeking high-end aquatic adventures, staying near John's Pass Village provides convenient access to private yacht charters, deep-sea fishing excursions on well-appointed vessels, or even guided jet ski tours. ### How can I save on a luxury hotel in Madeira Beach with Expedia? > There are plenty of ways to save on a luxury hotel in Madeira Beach. Unlock our lowest prices by joining [One Key™](https://www.expedia.ca/welcome-one-key), Expedia's travel rewards program. It's free and easy to sign up, and you can access member perks too. Typically, booking in advance will help you save on your luxury hotel booking. If you're feeling spontaneous, be sure to check for last-minute deals. ### Is it cheaper to book a luxury Madeira Beach hotel and flights as a package? > Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect [travel package](https://www.expedia.ca/Madeira-Beach.d8433.Destination-Travel-Guides). ### Can I cancel my luxury hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. 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