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) ![A must go place for shopping, dining and fishing ](https://images.trvl-media.com/place/8433/ec7af6f0-88d1-4f01-a072-79dce866aa4e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Pon Xayavong Photography ![](https://images.trvl-media.com/place/8433/ec7af6f0-88d1-4f01-a072-79dce866aa4e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Jan 23 - Jan 24](https://www.expedia.ca/Hotel-Search?regionId=8433&startDate=2026-01-23&endDate=2026-01-24&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Jan 24 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=8433&startDate=2026-01-24&endDate=2026-01-25&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=8433&startDate=2026-01-23&endDate=2026-01-25&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=8433&startDate=2026-01-30&endDate=2026-02-01&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Madeira Beach luxury hotels ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/4c0da1ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/e717cbb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/9e243b32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; pool views](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/20d5038d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Tampa Rocky Point Waterfront [](https://www.expedia.ca/Tampa-Hotels-DoubleTree-By-Hilton-Tampa-Rocky-Point-Waterfront.h1366.Hotel-Information) Rocky Point 8.2/10 Very good (1,004 reviews) "Clean and comfy bed " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) aubry CA $219 CA $249 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Tampa-Hotels-DoubleTree-By-Hilton-Tampa-Rocky-Point-Waterfront.h1366.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363982/w3836h2555x3y3-ee13cfcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363982/a88eb57f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363982/38108cf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363982/b241dab8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton St. Petersburg Carillon Park [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Hilton-St-Petersburg-Carillon-Park.h1363982.Hotel-Information) St. Petersburg 9.2/10 Wonderful (1,003 reviews) "Clean rooms, nice staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brenda CA $219 CA $248 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Hilton-St-Petersburg-Carillon-Park.h1363982.Hotel-Information) ![Suite, 2 Bedrooms, Ocean View, Oceanfront (Full Kitchen) | Terrace/patio](https://images.trvl-media.com/lodging/3000000/2710000/2703500/2703419/8ad47379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/3000000/2710000/2703500/2703419/f534000a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2710000/2703500/2703419/7c41da79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2710000/2703500/2703419/a0fb3c61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Clearwater Beach Resort & Spa [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Hyatt-Regency-Clearwater-Beach-Resort-Spa.h2703419.Hotel-Information) Clearwater Beach 9.2/10 Wonderful (2,086 reviews) "Beautiful place to stay, we loved it. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jocelyn CA $369 CA $472 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Hyatt-Regency-Clearwater-Beach-Resort-Spa.h2703419.Hotel-Information) ![2 outdoor pools](https://images.trvl-media.com/lodging/1000000/10000/7600/7558/2b488b1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/7600/7558/f95cddfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Bay View | View from room](https://images.trvl-media.com/lodging/1000000/10000/7600/7558/a9032c74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/1000000/10000/7600/7558/23eac946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Hyatt Tampa Bay [](https://www.expedia.ca/Tampa-Hotels-Grand-Hyatt-Tampa-Bay.h7558.Hotel-Information) Tampa 9.0/10 Wonderful (1,167 reviews) "Excellent position close to airport" ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) Fausto CA $237 CA $323 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Tampa-Hotels-Grand-Hyatt-Tampa-Bay.h7558.Hotel-Information) ![Beach bar](https://images.trvl-media.com/lodging/1000000/20000/15200/15134/2093544e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15200/15134/da3c1dee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach bar](https://images.trvl-media.com/lodging/1000000/20000/15200/15134/1f396bf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach bar](https://images.trvl-media.com/lodging/1000000/20000/15200/15134/18c1ff25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SkyBeach Resort [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Skybeach-Hotel-And-Marina.h15134.Hotel-Information) Greater Pinellas Point 8.8/10 Excellent (466 reviews) "Great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin CA $198 CA $294 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Skybeach-Hotel-And-Marina.h15134.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1600/1557/5e6ee943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/10000/1600/1557/cbcdc379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 Bedroom (View)](https://images.trvl-media.com/lodging/1000000/10000/1600/1557/ae2e44da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/10000/1600/1557/e21a7353.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Tampa Bay [](https://www.expedia.ca/Tampa-Hotels-Westin-Tampa-Bay-Hotel.h1557.Hotel-Information) Rocky Point 8.4/10 Very good (1,104 reviews) "Beautiful rooms and view of the water and city lights. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary CA $245 CA $278 total includes taxes & fees Jan 24 - Jan 25 [](https://www.expedia.ca/Tampa-Hotels-Westin-Tampa-Bay-Hotel.h1557.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/9591df75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, Multiple Beds, Non Smoking | Living area](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/9094284d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (USD 25 per person)](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/41df95c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/0008b8d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wyndham Grand Clearwater Beach [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Wyndham-Grand-Clearwater-Beach.h15914352.Hotel-Information) Clearwater Beach 9.4/10 Exceptional (2,997 reviews) "Great pool and located on beach." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Craig CA $369 CA $471 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Wyndham-Grand-Clearwater-Beach.h15914352.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/8000000/7290000/7282700/7282620/f7a1a1af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/8000000/7290000/7282700/7282620/5059adfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/8000000/7290000/7282700/7282620/9c33586c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/8000000/7290000/7282700/7282620/e3cf68b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hotel Zamora [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Hotel-Zamora.h7282620.Hotel-Information) St. Pete Beach 8.6/10 Excellent (244 reviews) "Wonderful stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon CA $309 CA $411 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Hotel-Zamora.h7282620.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16700/16658/93425227.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; seafood](https://images.trvl-media.com/lodging/1000000/20000/16700/16658/9b8c8da2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16700/16658/9dcb906b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/1000000/20000/16700/16658/9f8bb83c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Don CeSar [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Don-CeSar.h16658.Hotel-Information) St. Pete Beach 9.0/10 Wonderful (1,092 reviews) "Great stay at the Don Cesar! Would recommend and will come back " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $410 CA $526 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Don-CeSar.h16658.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/5800/5781/3cab868d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/10000/5800/5781/77d01f7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/10000/5800/5781/80e7b5ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/10000/5800/5781/4cbb57de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westshore Grand, A Tribute Portfolio Hotel, Tampa [](https://www.expedia.ca/Tampa-Hotels-The-Westshore-Grand.h5781.Hotel-Information) Beach Park 8.6/10 Excellent (1,783 reviews) "Nice restaurant and hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven Wayne CA $233 CA $265 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Tampa-Hotels-The-Westshore-Grand.h5781.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=2026-02-06&endDate=2026-02-07®ionId=8433&adults=2&sort=LUXURY&star=40,50&openPlayBack=true) ## Top Madeira Beach Hotel Reviews ![Barefoot Beach Club](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/af119682_y.jpg) ### Barefoot Beach Club 10/10 Excellent "Yes the room was clean daytime host was very good and accommodating, no nighttime host just a phone number. Excellent location on the beach and short walk to John's Pass and local restaurants. Will definitely stay there again on our next trip. Had our Granddaughter visiting us from up North while on College break and she loved it. It's our 3rd visit from Central fl so we new the area definitely worth the money." [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Barefoot-Beach-Club.h1552360.Hotel-Information) ![Holiday Isles Resort](https://images.trvl-media.com/lodging/13000000/12710000/12708800/12708795/43143cf5_y.jpg) ### Holiday Isles Resort 10/10 Excellent "Wonderful place thank you" [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Holiday-Isles-Resort.h12708795.Hotel-Information) ![Shoreline Island Resort - Exclusively Adult](https://images.trvl-media.com/lodging/3000000/2630000/2626200/2626102/382198c3_y.jpg) ### Shoreline Island Resort - Exclusively Adult 10/10 Excellent "Room was spotless bedding was exceptional The staff is wonderful this is our 3rd time at the shoreline " [](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? > 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? ### What luxury activities and experiences are there in Madeira Beach? > 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? ### Is it cheaper to book a luxury Madeira Beach hotel and flights as a package? ### Can I cancel my luxury hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Hotels with Childcare in Clearwater Beach ](https://www.expedia.ca/Clearwater-Beach-Hotels-Hotels-With-Childcare.0-0-d10759-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Golf Hotels in Clearwater ](https://www.expedia.ca/Clearwater-Hotels-Golf-Hotel.0-0-d6033-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Clearwater ](https://www.expedia.ca/Clearwater-Hotels-Hotel-With-Early-Check-In.0-0-d6033-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - 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