Find Romantic Hotels in Oldsmar, FL

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Check availability on Oldsmar Romantic Hotels

Our top choices for Oldsmar romantic hotels

Daily cooked-to-order breakfast for a fee
Hilton Garden Inn Tampa Northwest/Oldsmar

Hilton Garden Inn Tampa Northwest/Oldsmar

Hilton Garden Inn Tampa Northwest/Oldsmar
3.0 star property
Oldsmar
8.4 out of 10, Very Good, (1003)
"Room was clean and comfortable "
United States
Lori
The price is AED 320
AED 362 total
includes taxes & fees
28 Dec - 29 Dec
Hilton Garden Inn Tampa Northwest/Oldsmar
Bar (on property)
Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South
3.0 star property
Westshore
6.2 out of 10, (3698)
"convenient to airport"
United States
Jack
The price is AED 253
AED 287 total
includes taxes & fees
2 Jan - 3 January 2026
Ramada by Wyndham Tampa Westshore Airport South
Property grounds
Clearwater Beach Hotel

Clearwater Beach Hotel

Clearwater Beach Hotel
2.0 star property
Clearwater Beach
8.0 out of 10, Very Good, (1429)
"excellent guest service "
United States
Kirk
Clearwater Beach Hotel
Exterior
Hilton St. Petersburg Carillon Park

Hilton St. Petersburg Carillon Park

Hilton St. Petersburg Carillon Park
4.0 star property
St. Petersburg
9.2 out of 10, Wonderful, (1002)
"Great stay as always"
United States
Dawn
The price is AED 497
AED 561 total
includes taxes & fees
20 Dec - 21 Dec
Hilton St. Petersburg Carillon Park
Outdoor pool
Hotel Haya

Hotel Haya

Hotel Haya
4.0 star property
Ybor City
9.2 out of 10, Wonderful, (1782)
"Great location beautiful rooms and the restaurant Flor Fina is incredible good"
United States
Lucia
Hotel Haya
View from room
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

Hotel Tampa Riverwalk
4.0 star property
Downtown Tampa
7.0 out of 10, Good, (1783)
"great place to stay"
United States
Robert
The price is AED 438
AED 607 total
includes taxes & fees
23 Dec - 24 Dec
Hotel Tampa Riverwalk
Lobby
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton
4.0 star property
Downtown Tampa
8.4 out of 10, Very Good, (608)
"Beautiful hotel and great restaurant!"
United States
Cheryl
The price is AED 455
AED 641 total
includes taxes & fees
24 Dec - 25 Dec
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton
Exterior
Hampton Inn Odessa Trinity

Hampton Inn Odessa Trinity

Hampton Inn Odessa Trinity
2.5 star property
Trinity
9.6 out of 10, Exceptional, (953)
"Wonderful hotel would highly recommend it to anybody"
United States
Stephen
The price is AED 411
AED 461 total
includes taxes & fees
11 Jan - 12 January 2026
Hampton Inn Odessa Trinity
Terrace/patio
DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront
4.0 star property
Rocky Point
8.2 out of 10, Very Good, (1006)
"Staff was fantastic. Won’t stay again due to the high parking fees . Hotel was in great location and great views. "
United States
Christina M
The price is AED 449
AED 509 total
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Tampa Rocky Point Waterfront
Lobby sitting area
Hyatt Place Tampa/Wesley Chapel

Hyatt Place Tampa/Wesley Chapel

Hyatt Place Tampa/Wesley Chapel
3.0 star property
Lutz
9.2 out of 10, Wonderful, (1007)
"Nice stay "
United States
Robert
The price is AED 474
AED 531 total
includes taxes & fees
15 Dec - 16 Dec
Hyatt Place Tampa/Wesley Chapel
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.
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Top Oldsmar Hotel Reviews

Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

10/10 Excellent
"Due to an unexpected medical injury, I stayed at this hotel for 14 days to recovery. Every staff member I came in contact with was kind, compassionate, and concern about my health recovery. Their actions and words were outstanding and helped in my daily improvement to eventually travel home to Illinois. The hotel has a nice setup, and I saw sports teams, military members, business gatherings, a celebration of life, and families on vacation during my stay. And, Tampa Bay Bucs fans. Thank you."
Carrie 8-night trip
Posted 23 hours ago
Hotel Alba, Tapestry Collection by Hilton

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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. If you'd like to venture out around the area, you may want a rental car for your journey.