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) ![A drone photo of fishing pier in Tampa Bay, Florida. An aerial view of the natural beauty of a city park.](https://images.trvl-media.com/place/141455/70840b93-13a2-48b2-bf43-521b35c12b65.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Oldsmar, 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 Oldsmar Luxury Hotels Tonight [Dec 27 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=141455&startDate=2025-12-27&endDate=2025-12-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=141455&startDate=2025-12-28&endDate=2025-12-29&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=141455&startDate=2026-01-02&endDate=2026-01-04&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=141455&startDate=2026-01-09&endDate=2026-01-11&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Oldsmar luxury hotels ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363982/38c82250.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363982/7cc9252e.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) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363982/b254a185.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 (1001) "Excellent location with attentive staff. The views from the balcony rooms are well worth it, and the hotel offers excellent value overall." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elliot CA $196 CA $221 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Hilton-St-Petersburg-Carillon-Park.h1363982.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5800/5781/bb4afd26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business Suite, 1 Queen Bed, City View, Corner](https://images.trvl-media.com/lodging/1000000/10000/5800/5781/cfae49e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### 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 (1770) "The property is great close to dining and shops " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jose CA $163 CA $185 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Tampa-Hotels-The-Westshore-Grand.h5781.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/3e998290.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) ![Grand Room, 1 King Bed (Gulf Front)](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/262b9b5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/1907db38.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 (2941) "Everything about this stay was AMAZING!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nikki CA $281 CA $372 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Wyndham-Grand-Clearwater-Beach.h15914352.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/4c0da1ef.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/a05e0fe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/546cd88b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/0070872c.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 (1005) "Room was very clean the staff were polite and friendly had a great visit and stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ivory CA $201 CA $228 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Tampa-Hotels-DoubleTree-By-Hilton-Tampa-Rocky-Point-Waterfront.h1366.Hotel-Information) ![Outdoor pool, open 9:00 AM to 10:00 PM, free cabanas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/13800/13705/2714044c.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/1000000/20000/13800/13705/735cf8c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast served](https://images.trvl-media.com/lodging/1000000/20000/13800/13705/78697dd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/13800/13705/7128f3ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Alba, Tapestry Collection by Hilton [](https://www.expedia.ca/Tampa-Hotels-Hotel-Alba.h13705.Hotel-Information) Westshore 8.8/10 Excellent (2467) "Great boutique feel, clean rooms and friendly staff. Would stay again!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine CA $212 CA $241 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Tampa-Hotels-Hotel-Alba.h13705.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/45000000/44920000/44913700/44913687/e75c1d55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/45000000/44920000/44913700/44913687/6cddb291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/45000000/44920000/44913700/44913687/fd21d147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/45000000/44920000/44913700/44913687/a553a901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Haya [](https://www.expedia.ca/Tampa-Hotels-Hotel-Haya.h44913687.Hotel-Information) Ybor City 9.2/10 Wonderful (1802) "Clean, great food, hotel staff were extremely helpful and friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kari CA $172 CA $235 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Tampa-Hotels-Hotel-Haya.h44913687.Hotel-Information) ![Standard Suite, 2 Bedrooms, Ocean View | View from room](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/a97427b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 3 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/db5219ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 2 Bedrooms, Ocean View | Terrace/patio](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/f8154075.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/2f946e1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Avalon Club [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Avalon-Beach-Club.h67572769.Hotel-Information) Clearwater Beach 9.4/10 Exceptional (492) "We loved our stay here. Exceeded expectations" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anne CA $275 CA $365 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Avalon-Beach-Club.h67572769.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) ![Executive Room](https://images.trvl-media.com/lodging/1000000/10000/7600/7558/6292a344.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) ![Daily buffet breakfast (USD 31 per person)](https://images.trvl-media.com/lodging/1000000/10000/7600/7558/4855c91c.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 (1141) "Beautiful hotel and great staff! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Turquinitra CA $258 CA $348 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Tampa-Hotels-Grand-Hyatt-Tampa-Bay.h7558.Hotel-Information) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/30000/22400/22354/e58c12ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/22400/22354/a603ffc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/22400/22354/f2ef6270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/22400/22354/63be18a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Tampa Riverwalk [](https://www.expedia.ca/Tampa-Hotels-Hotel-Tampa-Riverwalk.h22354.Hotel-Information) Downtown Tampa 7.0/10 Good (1793) "great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $142 CA $202 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Tampa-Hotels-Hotel-Tampa-Riverwalk.h22354.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/21000000/20180000/20177600/20177562/c5403028.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/21000000/20180000/20177600/20177562/0a3c292f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/21000000/20180000/20177600/20177562/9395e173.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/21000000/20180000/20177600/20177562/bfb261c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott St Petersburg North [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Fairfield-Inn-Suites-By-Marriott-St-Petersburg-North.h20177562.Hotel-Information) Lealman 9.0/10 Wonderful (875) "Courteous and friendly staff as well as well-appointed and clean rooms. Very convenient location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Florence CA $176 CA $219 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Fairfield-Inn-Suites-By-Marriott-St-Petersburg-North.h20177562.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=2026-01-10&endDate=2026-01-11®ionId=141455&adults=2&sort=LUXURY&star=40,50&openPlayBack=true) ## Top Oldsmar Hotel Reviews ![La Quinta Inn by Wyndham Tampa Near Busch Gardens](https://images.trvl-media.com/lodging/1000000/70000/67700/67611/6613cf40_y.jpg) ### La Quinta Inn by Wyndham Tampa Near Busch Gardens 10/10 Excellent "Clean room " [](https://expedia.ca/Tampa-Hotels-La-Quinta-Inn-By-Wyndham-Tampa-Near-Busch-Gardens.h67611.Hotel-Information) ![DoubleTree by Hilton Tampa Rocky Point Waterfront](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/4c0da1ef_y.jpg) ### DoubleTree by Hilton Tampa Rocky Point Waterfront 10/10 Excellent "Room was very clean the staff were polite and friendly had a great visit and stay " [](https://expedia.ca/Tampa-Hotels-DoubleTree-By-Hilton-Tampa-Rocky-Point-Waterfront.h1366.Hotel-Information) ![Hotel Alba, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/13800/13705/2714044c_y.jpg) ### Hotel Alba, Tapestry Collection by Hilton 10/10 Excellent "Very nice" [](https://expedia.ca/Tampa-Hotels-Hotel-Alba.h13705.Hotel-Information) ![The Westshore Grand, A Tribute Portfolio Hotel, Tampa](https://images.trvl-media.com/lodging/1000000/10000/5800/5781/bb4afd26_y.jpg) ### The Westshore Grand, A Tribute Portfolio Hotel, Tampa 10/10 Excellent "The property is great close to dining and shops " [](https://expedia.ca/Tampa-Hotels-The-Westshore-Grand.h5781.Hotel-Information) ![Wyndham Grand Clearwater Beach](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/3e998290_y.jpg) ### Wyndham Grand Clearwater Beach 10/10 Excellent "Everything was great. I didn’t like the high price for parking. I feel like it should be less. " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Wyndham-Grand-Clearwater-Beach.h15914352.Hotel-Information) ![Ramada by Wyndham Tampa Westshore Airport South](https://images.trvl-media.com/lodging/1000000/30000/27400/27302/cfa6c456_y.jpg) ### Ramada by Wyndham Tampa Westshore Airport South 10/10 Excellent "It was great other then the lady at the front desk arguing about my deposit this morning " [](https://expedia.ca/Tampa-Hotels-Ramada-By-Wyndham-Tampa-Airport-Westshore.h27302.Hotel-Information) ![Hotel South Tampa & Suites](https://images.trvl-media.com/lodging/1000000/30000/21700/21685/ebc5e46f_y.jpg) ### Hotel South Tampa & Suites 10/10 Excellent "Everything was great, as usual!" [](https://expedia.ca/Tampa-Hotels-Hotel-South-Tampa-Suites.h21685.Hotel-Information) ![Hyatt Regency Clearwater Beach Resort & Spa](https://images.trvl-media.com/lodging/3000000/2710000/2703500/2703419/c3ff81f1_y.jpg) ### Hyatt Regency Clearwater Beach Resort & Spa 10/10 Excellent "Room and bathroom was pre outdated but clean, bed is really comfortable and bed sheet is very fresh . Pool is very nice but hot tub is outdated. Staffs are amazing very kind .I would come back. Breakfast is a bit disappointed than I expected." [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Hyatt-Regency-Clearwater-Beach-Resort-Spa.h2703419.Hotel-Information) ![The Barrymore Hotel Tampa Riverwalk](https://images.trvl-media.com/lodging/1000000/10000/2100/2040/70d6d2bc_y.jpg) ### The Barrymore Hotel Tampa Riverwalk 10/10 Excellent "Fantastic location, comfortable room and all staff were great. Chicken wings at hotel restaurant are excellent! Would def stay there again!" [](https://expedia.ca/Tampa-Hotels-The-Barrymore-Hotel-Tampa-Riverwalk.h2040.Hotel-Information) ## Frequently asked questions ### Which area of Oldsmar is best to stay in for luxury hotels? > This area is Oldsmar's main thoroughfare, offering a blend of convenient access to amenities and a pleasant waterfront setting. You'll find a selection of upscale hotels here, often boasting views of the bayou or easy access to waterfront activities. It's a well-maintained area with good road connections to nearby cities like Tampa and Clearwater. > > > Couples looking for a refined getaway will appreciate the options here. Many hotels in this vicinity offer premium amenities like high-end fitness equipment, exquisite dining, and beautifully designed rooms. The proximity to the Mobbly Bay Preserve also provides opportunities for strolls along nature trails. > > > Business travellers will also find this area highly suitable. The hotels often cater to corporate guests with excellent meeting facilities and reliable services. ### How much does a luxury hotel in Oldsmar cost? ### What luxury activities and experiences are there in Oldsmar? > This area offers direct access to the water and beautiful views. You'll find upscale accommodation options that provide sophisticated amenities, often including private balconies overlooking the bay, high-end fitness equipment, and concierge services. The Oldsmar Marina itself is a focal point, offering opportunities for private boat charters or simply enjoying the waterfront ambiance. > > > Couples looking for a refined getaway will find this area particularly appealing. You can enjoy sunset cruises departing from the marina, indulge in fine dining experiences at waterfront restaurants, or relax at a spa offering a range of treatments. ### How can I save on a luxury hotel in Oldsmar with Expedia? ### Is it cheaper to book a luxury Oldsmar 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) - [Hotels with Childcare in Clearwater ](https://www.expedia.ca/Clearwater-Hotels-Hotels-With-Childcare.0-0-d6033-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - 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