Title: Book the Best ROMANTIC Hotels in Oldsmar, FL from CA $121 - 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) ![](https://mediaim.expedia.com/destination/9/bdfc3ac9f0e70f83dea85c86d485d5b2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Romantic Hotels in Oldsmar, FL from CA $121 ![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 Romantic Hotels Tonight [Sep 30 - Oct 1](https://www.expedia.ca/Hotel-Search?regionId=141455&startDate=2025-09-30&endDate=2025-10-01&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=141455&startDate=2025-10-01&endDate=2025-10-02&adults=2&travelerType=ROMANTIC&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&travelerType=ROMANTIC&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&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Oldsmar Romantic Hotels ![Restaurant](https://images.trvl-media.com/lodging/84000000/83130000/83130000/83129912/dd36ed7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83130000/83130000/83129912/w2048h1070x0y0-a1add107.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83130000/83130000/83129912/fabada7f.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/84000000/83130000/83130000/83129912/19599799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hacienda New Port Richey 9.6/10 Exceptional (637) "What a great place to stay , stuff is amazing " CA $148 CA $166 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/New-Port-Richey-Hotels-The-Hacienda.h83129912.Hotel-Information) ![2 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/af119682.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) ![On the beach](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/bc5e6cf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, One Queen and One Sofa Bed, Beachfront | Living room](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/2cc38c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Barefoot Beach Club Madeira Beach 9.4/10 Exceptional (1066) "Right on the beach Great pool A lot of restaurants and shops near by " CA $105 CA $166 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Barefoot-Beach-Club.h1552360.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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/11dfb8e7.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) ![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 Rocky Point 8.2/10 Very good (1011) "Staff was very helpful and the location was close to all the areas we needed to get to." CA $106 CA $121 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Tampa-Hotels-DoubleTree-By-Hilton-Tampa-Rocky-Point-Waterfront.h1366.Hotel-Information) ![1 bedroom, premium bedding, desk, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1490000/1481800/1481774/d4a71ed8.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1490000/1481800/1481774/a69a14b2.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 Oldsmar 8.6/10 Excellent (1012) "Clean establishment and friendly staff. " CA $155 CA $175 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Tampa-Hotels-Hilton-Garden-Inn-Tampa-NorthwestOldsmar.h1481774.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) ![Outdoor pool](https://images.trvl-media.com/lodging/21000000/20180000/20177600/20177562/bfb261c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/21000000/20180000/20177600/20177562/cec8d2c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott St Petersburg North Lealman 9.0/10 Wonderful (836) "Very business friendly and parking and breakfast is great! " CA $129 CA $160 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Fairfield-Inn-Suites-By-Marriott-St-Petersburg-North.h20177562.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/41000000/40140000/40135300/40135268/b71bd58d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/41000000/40140000/40135300/40135268/984d1f55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/41000000/40140000/40135300/40135268/155a7c0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/41000000/40140000/40135300/40135268/75dd794b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Odessa Trinity Trinity 9.6/10 Exceptional (908) "Easy check-in, accommodating, nice breakfast, great staff!" CA $158 CA $177 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Port-Richey-Hotels-Hampton-Inn-Trinity.h40135268.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2590000/2589500/2589463/7d045838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2590000/2589500/2589463/27d56f16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Non Smoking](https://images.trvl-media.com/lodging/3000000/2590000/2589500/2589463/0de92d1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2590000/2589500/2589463/b6bf7a8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Tampa Airport North, FL Town 'n' Country 8.2/10 Very good (1107) "The check-in staff was very courteous and the property was newly remodeled and lovely." CA $124 CA $141 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Tampa-Hotels-Country-Inn-Suites-By-Radisson.h2589463.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) ![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) ![Marina](https://images.trvl-media.com/lodging/1000000/430000/429400/429342/2ee3f7b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/430000/429400/429342/13b2c965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Treasure Island Hotel and Marina Treasure Island 8.0/10 Very good (1306) "Great location, nice grounds, friendly staff and easy parking" CA $102 CA $189 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Treasure-Bay-Resort-Marina.h429342.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/94000000/93460000/93451700/93451698/9abe5c82.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) ![Daily cooked-to-order breakfast (USD 16.95 per person)](https://images.trvl-media.com/lodging/94000000/93460000/93451700/93451698/a0d86ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gallery Single Room](https://images.trvl-media.com/lodging/94000000/93460000/93451700/93451698/2f1bb299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### GALAXY HOTEL Downtown St. Petersburg 8.6/10 Excellent (417) "Lovely hotel near all the St Pete restaurants and shops by the bay." CA $162 CA $183 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-GALAXY-HOTEL.h93451698.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) ![Balcony](https://images.trvl-media.com/lodging/45000000/44920000/44913700/44913687/a553a901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cafe](https://images.trvl-media.com/lodging/45000000/44920000/44913700/44913687/89bee505.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) ### Hotel Haya Ybor City 9.2/10 Wonderful (1683) "Exceptional hotel , location is perfect for the night life " CA $151 CA $211 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Tampa-Hotels-Hotel-Haya.h44913687.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=2025-10-14&endDate=2025-10-15®ionId=141455&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Oldsmar Hotel Reviews ![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) ![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 "Very nice. " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Hilton-Clearwater-Beach-Resort-Spa.h28023.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) ![Shephard's Beach Resort](//images.trvl-media.com/lodging/1000000/870000/870000/869973/95dee199_y.jpg) ### Shephard's Beach Resort 10/10 Excellent "The staff was nice kept rooms clean. Only concern music from the club keep me up til after 3am. Other than that beautiful place. " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Shephards-Beach-Resort.h869973.Hotel-Information) ![Grand Hyatt Tampa Bay](//images.trvl-media.com/lodging/1000000/10000/7600/7558/4855c91c_y.jpg) ### Grand Hyatt Tampa Bay 10/10 Excellent "This is our second stay at the hotel. Everything about it is fantastic." [](https://expedia.ca/Tampa-Hotels-Grand-Hyatt-Tampa-Bay.h7558.Hotel-Information) ![Hilton Tampa Airport Westshore](//images.trvl-media.com/lodging/1000000/10000/5900/5870/13bee16f_y.jpg) ### Hilton Tampa Airport Westshore 10/10 Excellent " Very nice hotel " [](https://expedia.ca/Tampa-Hotels-Hilton-Tampa-Airport-Westshore.h5870.Hotel-Information) ![The Westshore Grand, A Tribute Portfolio Hotel, Tampa](//images.trvl-media.com/lodging/1000000/10000/5800/5781/bb4afd26_y.jpg) ### The Westshore Grand, A Tribute Portfolio Hotel, Tampa 10/10 Excellent "The hotel offers very spacious rooms for a good rate. The Publix Supermarket right next to the hotel offered all the items I needed, and there is a nice shopping mall across the street with many food places. I will consider this hotel again when I am in the Tampa region again. " [](https://expedia.ca/Tampa-Hotels-The-Westshore-Grand.h5781.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Oldsmar? > Are you in need of a romantic escape? Our guests also enjoy Oldsmar for its restaurants and beaches. If you want to see some of the sights in Oldsmar, you might make a stop by Tampa Bay or Oldsmar Flea Market. If you're interested in staying near a particular destination, you can sort by neighborhood and proximity to top sights, so you'll be able to see everything on your list. ### When is the best time of year for a romantic getaway to Oldsmar? > If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Oldsmar: 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 is there to do in Oldsmar? > There's nothing better than experiencing a new place with your sweetheart, so consider taking time to discover all that Oldsmar has to offer. If you and your partner are interested in sampling the area's cuisine, you'll love Oldsmar for its array of dining options. You might consider a visit to Tampa Bay or Oldsmar Flea Market while you're in town. ### What's the best way to get to Oldsmar and around town during my romantic getaway? > This information about transportation options in Oldsmar might help your romantic trip get off to a smooth start: To get to Oldsmar, you can fly into Tampa Intl. Airport (TPA), which is the closest major airport, located 8.8 mi (14.2 km) from the city center. 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