Title: Book the Best ROMANTIC Hotels in Oldsmar, FL from CA $122 - Oldsmar Romantic Getaways | 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) ![](https://images.trvl-media.com/place/141455/70840b93-13a2-48b2-bf43-521b35c12b65.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 Oldsmar Romantic Hotels Tonight [Jan 17 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=141455&startDate=2026-01-17&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Jan 18 - Jan 19](https://www.expedia.ca/Hotel-Search?regionId=141455&startDate=2026-01-18&endDate=2026-01-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=141455&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=141455&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Our top choices for Oldsmar romantic hotels ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/2000000/1490000/1481800/1481774/f7056744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1490000/1481800/1481774/d4866967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/2000000/1490000/1481800/1481774/06cf202a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1490000/1481800/1481774/e6bc5131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Tampa Northwest/Oldsmar [](https://www.expedia.ca/Tampa-Hotels-Hilton-Garden-Inn-Tampa-NorthwestOldsmar.h1481774.Hotel-Information) Oldsmar 8.6/10 Excellent (1,004 reviews) "Great stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mo'Nique CA $163 CA $184 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Tampa-Hotels-Hilton-Garden-Inn-Tampa-NorthwestOldsmar.h1481774.Hotel-Information) ![2 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/4933b33b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/f353eb77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/7eca647e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/e48bacd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Barefoot Beach Club [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Barefoot-Beach-Club.h1552360.Hotel-Information) Madeira Beach 9.4/10 Exceptional (1,145 reviews) "Amazing staff, great amenities " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alondra Hernandez CA $124 CA $187 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Barefoot-Beach-Club.h1552360.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/27400/27302/a7ef92bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms, Non Smoking (2 King Beds)](https://images.trvl-media.com/lodging/1000000/30000/27400/27302/19242d8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/27400/27302/a29fce24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27400/27302/cfa6c456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada by Wyndham Tampa Westshore Airport South [](https://www.expedia.ca/Tampa-Hotels-Ramada-By-Wyndham-Tampa-Airport-Westshore.h27302.Hotel-Information) Westshore 6.2/10 (3,802 reviews) "Wonderful place to stay with family. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sahadat CA $114 CA $129 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Tampa-Hotels-Ramada-By-Wyndham-Tampa-Airport-Westshore.h27302.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/430000/429400/429342/2418ced1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dock](https://images.trvl-media.com/lodging/1000000/430000/429400/429342/c50716d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/430000/429400/429342/327843a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/1000000/430000/429400/429342/36836d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Treasure Island Hotel and Marina [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Treasure-Bay-Resort-Marina.h429342.Hotel-Information) Treasure Island 8.2/10 Very good (1,326 reviews) "Thonk this is the 4th stay, always a great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jill CA $115 CA $181 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Treasure-Bay-Resort-Marina.h429342.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/94000000/93460000/93451700/93451698/5e5945a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Single Room](https://images.trvl-media.com/lodging/94000000/93460000/93451700/93451698/429d70fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/94000000/93460000/93451700/93451698/703c079e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/94000000/93460000/93451700/93451698/ade928fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### GALAXY HOTEL [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-GALAXY-HOTEL.h93451698.Hotel-Information) Downtown St. Petersburg 8.6/10 Excellent (587 reviews) "Good visit " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gerald CA $193 CA $218 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-GALAXY-HOTEL.h93451698.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) ![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/a88eb57f.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 (1,004 reviews) "The property is beautiful, great location, and friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda CA $199 CA $225 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Hilton-St-Petersburg-Carillon-Park.h1363982.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83130000/83130000/83129912/d5785a68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/84000000/83130000/83130000/83129912/6990fb89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/84000000/83130000/83130000/83129912/2b3698b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83130000/83130000/83129912/1812cec8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hacienda [](https://www.expedia.ca/New-Port-Richey-Hotels-The-Hacienda.h83129912.Hotel-Information) Downtown 9.6/10 Exceptional (700 reviews) "Love this hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Teresa CA $171 CA $192 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/New-Port-Richey-Hotels-The-Hacienda.h83129912.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/e717cbb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; pool views](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/47c61692.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 (1,005 reviews) "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 $194 CA $220 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Tampa-Hotels-DoubleTree-By-Hilton-Tampa-Rocky-Point-Waterfront.h1366.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) ![Poolside bar](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/0008b8d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/da0937cd.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) ### 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 (2,993 reviews) "Great pool and located on beach." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Craig CA $363 CA $466 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Wyndham-Grand-Clearwater-Beach.h15914352.Hotel-Information) ![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/700000/694700/694664/462422fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/1000000/700000/694700/694664/b2c61598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/1000000/700000/694700/694664/55192219.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/700000/694700/694664/24ee4f38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn & Suites by Wyndham Tampa/Raymond James Stadium [](https://www.expedia.ca/Tampa-Hotels-Days-Inn-Suites-By-Wyndham-TampaRaymond-James-Stadium.h694664.Hotel-Information) Pinecrest West Park 6.4/10 (74 reviews) "Great location, clean comfortable rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth CA $107 CA $122 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Tampa-Hotels-Days-Inn-Suites-By-Wyndham-TampaRaymond-James-Stadium.h694664.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=2026-01-31&endDate=2026-02-01®ionId=141455&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Oldsmar Hotel Reviews ![Wyndham Grand Clearwater Beach](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/3e998290_y.jpg) ### Wyndham Grand Clearwater Beach 10/10 Excellent "The room is great " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Wyndham-Grand-Clearwater-Beach.h15914352.Hotel-Information) ![The Beachview Inn Clearwater Beach](https://images.trvl-media.com/lodging/1000000/810000/800700/800687/3368b7e6_y.jpg) ### The Beachview Inn Clearwater Beach 10/10 Excellent "Room was very clean and spotless. No mold anywhere to be found. Elevator worked perfect great place to stay for the price." [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-The-Beachview-Hotel.h800687.Hotel-Information) ![Shephard's Beach Resort](https://images.trvl-media.com/lodging/1000000/870000/870000/869973/95dee199_y.jpg) ### Shephard's Beach Resort 10/10 Excellent "Great location, clean , staff was great." [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Shephards-Beach-Resort.h869973.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 "Great app. I love booking with expedia." [](https://expedia.ca/Tampa-Hotels-Ramada-By-Wyndham-Tampa-Airport-Westshore.h27302.Hotel-Information) ![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 "We enjoyed our stay. Really enjoyed the hotcakes and sausage for breakfast." [](https://expedia.ca/Tampa-Hotels-La-Quinta-Inn-By-Wyndham-Tampa-Near-Busch-Gardens.h67611.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 "Very clean , awesome staff 😃" [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Hyatt-Regency-Clearwater-Beach-Resort-Spa.h2703419.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 "Beautiful !" [](https://expedia.ca/Tampa-Hotels-DoubleTree-By-Hilton-Tampa-Rocky-Point-Waterfront.h1366.Hotel-Information) ![Grand Hyatt Tampa Bay](https://images.trvl-media.com/lodging/1000000/10000/7600/7558/c83fd2a1_y.jpg) ### Grand Hyatt Tampa Bay 10/10 Excellent "Clean room, amenities " [](https://expedia.ca/Tampa-Hotels-Grand-Hyatt-Tampa-Bay.h7558.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 "Room was nice. Staff friendly. Clean. Not far from River walk. " [](https://expedia.ca/Tampa-Hotels-The-Westshore-Grand.h5781.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Oldsmar? ### When is the best time of year for a romantic getaway to Oldsmar? ### What is there to do in Oldsmar? ### What's the best way to get to Oldsmar and around town during my romantic getaway? ## 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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