Title: Book the Best Oldsmar LUXURY Hotels - Upscale Hotels in Oldsmar, FL | Expedia.ca [Oldsmar Travel Guide](https://expedia.ca/Oldsmar.dx141455)[Hotels in Oldsmar](https://expedia.ca/Oldsmar-Hotels.d141455.Travel-Guide-Hotels)[Vacation Rentals in Oldsmar](https://expedia.ca/Oldsmar-Vacation-Rentals.d141455.Travel-Guide-VacationRentals)[Flights to Oldsmar](https://expedia.ca/Cheap-Flights-To-Oldsmar.d141455.Travel-Guide-Flights)[Oldsmar Car Rentals](https://expedia.ca/Car-Rentals-In-Oldsmar.d141455.Car-Rental-Guide)[Oldsmar Vacation Packages](https://expedia.ca/Oldsmar.d141455.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/9/bdfc3ac9f0e70f83dea85c86d485d5b2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Oldsmar, FL ![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 Oldsmar Luxury Hotels Tonight [Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=141455&startDate=2025-10-01&endDate=2025-10-02&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=141455&startDate=2025-10-02&endDate=2025-10-03&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=141455&startDate=2025-10-03&endDate=2025-10-05&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=141455&startDate=2025-10-10&endDate=2025-10-12&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Oldsmar Luxury Hotels ## Top Oldsmar Hotel Reviews ![Hilton Clearwater Beach Resort & Spa](//images.trvl-media.com/lodging/1000000/30000/28100/28023/da46d3f6_y.jpg) ### Hilton Clearwater Beach Resort & Spa 10/10 Excellent "Great relaxing couple of days at the beach!!" [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Hilton-Clearwater-Beach-Resort-Spa.h28023.Hotel-Information) ![Hotel Alba, Tapestry Collection by Hilton](//images.trvl-media.com/lodging/1000000/20000/13800/13705/2714044c_y.jpg) ### Hotel Alba, Tapestry Collection by Hilton 10/10 Excellent "Great" [](https://expedia.ca/Tampa-Hotels-Hotel-Alba.h13705.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 best" [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Shephards-Beach-Resort.h869973.Hotel-Information) ![Hotel South Tampa & Suites](//images.trvl-media.com/lodging/1000000/30000/21700/21685/ebc5e46f_y.jpg) ### Hotel South Tampa & Suites 10/10 Excellent "Clean room and linens. Walking distance to lots of options. " [](https://expedia.ca/Tampa-Hotels-Hotel-South-Tampa-Suites.h21685.Hotel-Information) ![Hampton Inn & Suites Tampa Airport Avion Park Westshore](//images.trvl-media.com/lodging/16000000/15820000/15816100/15816033/3e0be467_y.jpg) ### Hampton Inn & Suites Tampa Airport Avion Park Westshore 10/10 Excellent "Enjoyable stay" [](https://expedia.ca/Tampa-Hotels-Hampton-Inn-Suites-Tampa-Airport-Avion-Park-Westshore.h15816033.Hotel-Information) ![Hyatt Regency Clearwater Beach Resort & Spa](//images.trvl-media.com/lodging/3000000/2710000/2703500/2703419/d01b652e_y.jpg) ### Hyatt Regency Clearwater Beach Resort & Spa 10/10 Excellent "Everyone was excellent " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Hyatt-Regency-Clearwater-Beach-Resort-Spa.h2703419.Hotel-Information) ![Hotel Tampa Riverwalk](//images.trvl-media.com/lodging/1000000/30000/22400/22354/e58c12ba_y.jpg) ### Hotel Tampa Riverwalk 10/10 Excellent "I loved the Riverwalk. It made getting around the area so nice. I would suggest there be better public access areas to it. " [](https://expedia.ca/Tampa-Hotels-Hotel-Tampa-Riverwalk.h22354.Hotel-Information) ![Sailport Waterfront Suites](//images.trvl-media.com/lodging/1000000/50000/49600/49550/34325b63_y.jpg) ### Sailport Waterfront Suites 10/10 Excellent "Blew my expectations away. " [](https://expedia.ca/Tampa-Hotels-Sailport-Waterfront-Suites.h49550.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 "Everyone was amazing " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Wyndham-Grand-Clearwater-Beach.h15914352.Hotel-Information) ## Frequently asked questions ### Are you searching for the perfect hotel for your luxury holiday in Oldsmar? > Use Expedia to arrange your flight to Tampa Intl. Airport (TPA) airport or St. Petersburg-Clearwater Intl. Airport (PIE) airport, and then select from a variety of places to stay that will deliver the luxury you want. Amenities are an important consideration when you plan a vacation, so we make it easy to get what you want to make your stay relaxing and comfortable. If you want a posh hotel that has fine dining, a spa, or several swimming pools, Expedia can help you find the best luxury hotel experience that Oldsmar offers. Known for its restaurants, Oldsmar also has some interesting things to see and do including Tampa Bay, so you may want to take in the local sights during your visit. ### When can I expect good weather in Oldsmar? > Planning for the weather is an important factor for making your trip to Oldsmar a success, especially when you're splurging. The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 64°F. Average annual precipitation for Oldsmar is 45 inches. ### What's there to see and do in Oldsmar? > Enjoy Oldsmar with a stop at Tampa Bay, Oldsmar Flea Market, and Raymond James Stadium. 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