Title: 5 Stars Hotels in Holiday, Florida from CA $121 - Find Cheap Holiday Hotels With 5 Stars | Expedia.ca [Holiday Travel Guide](https://expedia.ca/Holiday.dx10343)[Hotels in Holiday](https://expedia.ca/Holiday-Hotels.d10343.Travel-Guide-Hotels)[Vacation Rentals in Holiday](https://expedia.ca/Holiday-Vacation-Rentals.d10343.Travel-Guide-VacationRentals)[Flights to Holiday](https://expedia.ca/Cheap-Flights-To-Holiday.d10343.Travel-Guide-Flights)[Things to do in Holiday](https://expedia.ca/Things-To-Do-In-Holiday.d10343.Travel-Guide-Activities)[Holiday Car Rentals](https://expedia.ca/Car-Rentals-In-Holiday.d10343.Car-Rental-Guide)[Holiday Vacation Packages](https://expedia.ca/Holiday.d10343.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/c4221532ba8f88da254cbbe6b5c950e3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Travel Ginger # 5 Stars Hotels in Holiday, Florida from CA $121 - ![](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 Holiday 5 Star Hotels Tonight [Nov 3 - Nov 4](https://www.expedia.ca/Hotel-Search?regionId=10343&startDate=2025-11-03&endDate=2025-11-04&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=10343&startDate=2025-11-04&endDate=2025-11-05&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=10343&startDate=2025-11-07&endDate=2025-11-09&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=10343&startDate=2025-11-14&endDate=2025-11-16&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday 5 Star Hotels ![Jade House at The Gemma | Living area](https://images.trvl-media.com/lodging/105000000/104290000/104287800/104287738/79e8e064.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/105000000/104290000/104287800/104287738/a1fe2dc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pearl House at The Gemma | Living area](https://images.trvl-media.com/lodging/105000000/104290000/104287800/104287738/f4246993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Jade House at The Gemma](https://images.trvl-media.com/lodging/105000000/104290000/104287800/104287738/bacd0ac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Gemma by Brightwild Clearwater Beach 10/10 Exceptional (2) "Amazing property" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rusty CA $1,159 CA $2,251 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Gemma-By-Brightwild.h104287738.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-Holiday-Hotels.s50-0-d10343.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Holiday-Hotels.s50-0-d10343.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 Holiday. ![The Westin Tampa Bay](https://images.trvl-media.com/lodging/1000000/10000/1600/1557/5e6ee943_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Westin Tampa Bay 7627 W Courtney Campbell Cswy, Tampa, FL CA $189 CA $215 total Nov 23 - Nov 24 includes taxes & fees 8.2/10 Very Good! (1,038 reviews) [](https://expedia.ca/Tampa-Hotels-Westin-Tampa-Bay-Hotel.h1557.Hotel-Information) ![DoubleTree by Hilton Tampa Rocky Point Waterfront](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/4c0da1ef_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Tampa Rocky Point Waterfront 3050 N Rocky Point Dr W, Tampa, FL CA $107 CA $121 total Nov 30 - Dec 1 includes taxes & fees 8.2/10 Very Good! (1,011 reviews) [](https://expedia.ca/Tampa-Hotels-DoubleTree-By-Hilton-Tampa-Rocky-Point-Waterfront.h1366.Hotel-Information) ![Wyndham Grand Clearwater Beach](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/3e998290_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Wyndham Grand Clearwater Beach 100 Coronado Drive, Clearwater Beach, FL CA $317 CA $413 total Nov 23 - Nov 24 includes taxes & fees 9.4/10 Exceptional! (2,766 reviews) [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Wyndham-Grand-Clearwater-Beach.h15914352.Hotel-Information) Still don't see what you're looking for? [See all properties in Holiday.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=04%2F11%2F2025&endDate=05%2F11%2F2025®ionId=10343&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=04%2F11%2F2025&endDate=05%2F11%2F2025®ionId=10343&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=04%2F11%2F2025&endDate=05%2F11%2F2025®ionId=10343&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=04%2F11%2F2025&endDate=05%2F11%2F2025®ionId=10343&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=04%2F11%2F2025&endDate=05%2F11%2F2025®ionId=10343&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=04%2F11%2F2025&endDate=05%2F11%2F2025®ionId=10343&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 Holiday Nestled along the Gulf Coast, this relaxed town offers pristine beaches and the stunning Anclote River Park for kayaking adventures. Locals recommend exploring the Suncoast Trail by bike and timing your visit to Holiday's lively seasonal festivals where seafood is always the star. [See all hotels in Holiday](https://www.expedia.ca/Hotel-Search?startDate=2025-11-17&endDate=2025-11-18&adults=2®ionId=10343) ![Lovely isolated spot with white sands and Gulf waters as far as the eye can see #wanderlust #Florida ](https://images.trvl-media.com/place/10343/aa86e6df-ca5f-46cf-a905-b6d11d47414b.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) Photo by Travel Ginger ## Top Holiday Hotel Reviews ## Find out more about Holiday ## Five Star Hotels in Holiday There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Holiday so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Holiday and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Holiday Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town. #### Make Your Escape to Holiday The results are in, and Holiday 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Holiday! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Holiday today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Holiday? > The amount you pay for a 5-star hotel in Holiday can vary depending on when you want to travel and how long you plan to stay, among several factors. Take advantage of our price per night filter and other search tools to find the best rate on an indulgent stay. > > > > - Search for the lowest price per night from CA $121 ### What makes a hotel 5 stars in Holiday? > From gourmet dining venues and 24-hour gyms to swimming pools and premium bedding, the 5-star experience in Holiday is all about comfort and luxury. But it requires more than just upscale conveniences to receive a 5-star rating. Accommodations must also provide outstanding guest services like in-room massages, on-site laundry and dry cleaning and 24/7 room service. ### Are there any 5-star all-inclusive resorts in Holiday? > Use Expedia's filters to find a luxurious getaway in Holiday where most of what you need is included. Next, refine your results for accommodations that have 5 stars and are categorized as "All inclusive." The first thing on the agenda at these stays? 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