Title: Book the Best Holiday LUXURY Hotels - Upscale Hotels in Holiday, FL | Expedia.ca [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) ![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=1200&h=500&q=medium) Photo by Travel Ginger # Find luxury hotels in Holiday, 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 Holiday Luxury Hotels Tonight [Nov 7 - Nov 8](https://www.expedia.ca/Hotel-Search?regionId=10343&startDate=2025-11-07&endDate=2025-11-08&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Nov 8 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=10343&startDate=2025-11-08&endDate=2025-11-09&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=10343&startDate=2025-11-07&endDate=2025-11-09&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=10343&startDate=2025-11-14&endDate=2025-11-16&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Top Holiday Luxury Hotels ## Find out more about Holiday ### Holidayand its attractions for luxury travelers Nestled along the Gulf Coast, Holiday, Florida, offers a unique blend of relaxation and adventure, perfect for discerning luxury travellers. Start your journey at the picturesque Anclote River Park, where you can indulge in a private boat rental to explore the tranquil waters and discover hidden spots ideal for fishing or picnicking. For those who appreciate natural beauty, the nearby Honeymoon Island State Park boasts pristine beaches and scenic walking trails, perfect for a leisurely afternoon with family or friends. If you're an art aficionado, the Tarpon Springs Sponge Docks are a short drive away, featuring charming boutiques and galleries showcasing local craftsmanship, alongside exquisite dining options. For a taste of local culture, the historic downtown area of Tarpon Springs invites you to explore its Mediterranean-inspired architecture and enjoy authentic Greek cuisine at a waterfront restaurant. After a day of exploration, retreat to one of the upscale hotels in the area, such as the luxurious Innisbrook Resort, which features top amenities including a world-class golf course, multiple pools, and a serene spa, ensuring that your stay is not only comfortable but also indulgent. With attentive service and easy access to these attractions, Holiday provides an exciting yet laid-back atmosphere for families and high-end travellers alike. ## Top Holiday Hotel Reviews ![Pier House 60 Clearwater Beach Marina Hotel](//images.trvl-media.com/lodging/2000000/1630000/1622100/1622046/371277b8_y.jpg) ### Pier House 60 Clearwater Beach Marina Hotel 10/10 Excellent "Room was nice, good location. Breakfast was not great but good enough. " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Pier-House-60-Clearwater-Beach-Marina-Hotel.h1622046.Hotel-Information) ![Opal Sands Resort](//images.trvl-media.com/lodging/1000000/20000/14200/14189/c4ab1506_y.jpg) ### Opal Sands Resort 10/10 Excellent "clean room, very friendly staff, beautiful amenities, amazing that we can also use the amenities from Opal Sol " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Opal-Sands-Resort.h14189.Hotel-Information) ![Sailport Waterfront Suites](//images.trvl-media.com/lodging/1000000/50000/49600/49550/34325b63_y.jpg) ### Sailport Waterfront Suites 10/10 Excellent "Highly recommend Great environment Clean rooms Feels more like home Friendly staff " [](https://expedia.ca/Tampa-Hotels-Sailport-Waterfront-Suites.h49550.Hotel-Information) ![Tampa Airport Marriott](//images.trvl-media.com/lodging/1000000/10000/2100/2098/ef072b02_y.jpg) ### Tampa Airport Marriott 10/10 Excellent "Everything was great!!!" [](https://expedia.ca/Tampa-Hotels-Tampa-Airport-Marriott.h2098.Hotel-Information) ![Wyndham Grand Clearwater Beach](//images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/3e998290_y.jpg) ### Wyndham Grand Clearwater Beach 10/10 Excellent "room was spotless view was beautiful! " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Wyndham-Grand-Clearwater-Beach.h15914352.Hotel-Information) ![The Westin Tampa Bay](//images.trvl-media.com/lodging/1000000/10000/1600/1557/5e6ee943_y.jpg) ### The Westin Tampa Bay 10/10 Excellent "I really enjoyed my stay. The room was spotless and smelled amazing. The hotel had a lovely smell as soon as you walk in I really love that they had their own private beach and the jet skis were fun. Will definitely be booking here in the future." [](https://expedia.ca/Tampa-Hotels-Westin-Tampa-Bay-Hotel.h1557.Hotel-Information) ![Clearwater Beach Sheraton Resort on Sand Key](//images.trvl-media.com/lodging/1000000/10000/9200/9173/99a85a23_y.jpg) ### Clearwater Beach Sheraton Resort on Sand Key 10/10 Excellent "I was not offered a free breakfast-and I paid $30 for mine. Pool area was very nice but there are always splashing jumping kids in the jacuzzi which was a bummer, hard for adults to enjoy it. Room was comfortable, all service was great, parking was $25 a day which I think is ridiculous for hotels to charge. The restaurants/food was not appealing so I went across the street to eat. " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Sheraton-Sand-Key-Resort.h9173.Hotel-Information) ![DoubleTree by Hilton Tampa Rocky Point Waterfront](//images.trvl-media.com/lodging/1000000/10000/1400/1366/4c0da1ef_y.jpg) ### DoubleTree by Hilton Tampa Rocky Point Waterfront 10/10 Excellent "Very clean" [](https://expedia.ca/Tampa-Hotels-DoubleTree-By-Hilton-Tampa-Rocky-Point-Waterfront.h1366.Hotel-Information) ![Shephard's Beach Resort](//images.trvl-media.com/lodging/1000000/870000/870000/869973/95dee199_y.jpg) ### Shephard's Beach Resort 10/10 Excellent "The service was amazing" [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Shephards-Beach-Resort.h869973.Hotel-Information) ## Frequently asked questions ### How much does a luxury hotel in Holiday cost? > Luxury hotel prices in Holiday vary, but you can find a great deal 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 Holiday? > The best luxury activities in Holiday involve exploring its natural beauty and enjoying high-end culinary and relaxation experiences. > > > > For those who appreciate fine dining and a relaxed atmosphere, several upscale restaurants in the Holiday area offer exceptional cuisine, often featuring fresh local seafood and expertly crafted cocktails. You'll find establishments with elegant settings superb for a special evening out, perhaps with views of the water. > > > > Couples looking for a pampered experience might consider a visit to one of the area's top-tier spas. These facilities provide a range of treatments, from rejuvenating massages to bespoke facials, all within a tranquil setting designed for ultimate relaxation. Some even offer couples' suites for a shared indulgent experience. > > > > Nature enthusiasts who enjoy a bit of adventure can arrange private boat charters or fishing excursions. ### How can I save on a luxury hotel in Holiday with Expedia? > There are plenty of ways to save on a luxury hotel in Holiday. 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 Holiday 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. ### 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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