Find Romantic Hotels in Oldsmar, FL

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Check availability on Oldsmar Romantic Hotels

Our top choices for Oldsmar romantic hotels

Premium bedding, desk, iron/ironing board, free cribs/infant beds
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, (1004)
"Room was clean and comfortable "
United States
Lori
The price is NT$3,009
NT$3,400 total
includes taxes & fees
Dec 28 - Dec 29
Hilton Garden Inn Tampa Northwest/Oldsmar
Exterior
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, (3703)
"convenient to airport"
United States
Jack
The price is NT$2,559
NT$2,905 total
includes taxes & fees
Dec 23 - Dec 24
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, (1431)
"excellent guest service "
United States
Kirk
Clearwater Beach Hotel
Outdoor pool
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, (1003)
"Excellent location with attentive staff. The views from the balcony rooms are well worth it, and the hotel offers excellent value overall."
United States
Elliot
The price is NT$4,241
NT$4,792 total
includes taxes & fees
Dec 24 - Dec 25
Hilton St. Petersburg Carillon Park
Lobby sitting area
Hotel Haya

Hotel Haya

Hotel Haya
4.0 star property
Ybor City
9.2 out of 10, Wonderful, (1783)
"Great location beautiful rooms and the restaurant Flor Fina is incredible good"
United States
Lucia
Hotel Haya
Premium bedding, pillowtop beds, in-room safe, desk
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

Hotel Tampa Riverwalk
4.0 star property
Downtown Tampa
7.0 out of 10, Good, (1789)
"great place to stay"
United States
Robert
The price is NT$3,590
NT$5,022 total
includes taxes & fees
Dec 21 - Dec 22
Hotel Tampa Riverwalk
Reception
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, (609)
"Beautiful hotel and great restaurant!"
United States
Cheryl
The price is NT$3,890
NT$5,474 total
includes taxes & fees
Dec 24 - Dec 25
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, (955)
"Wonderful hotel would highly recommend it to anybody"
United States
Stephen
The price is NT$3,616
NT$4,050 total
includes taxes & fees
Jan 4 - 2026/1/5
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, (1008)
"This place was great staff was very friendly and helpful "
United States
Michael
The price is NT$3,832
NT$4,350 total
includes taxes & fees
Dec 23 - Dec 24
DoubleTree by Hilton Tampa Rocky Point Waterfront
Meeting facility
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, (1009)
"Very nice hotel!!!"
United States
Kamelija
The price is NT$4,031
NT$4,515 total
includes taxes & fees
Dec 23 - Dec 24
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

Pier House 60 Clearwater Beach Marina Hotel

Pier House 60 Clearwater Beach Marina Hotel

10/10 Excellent
"It was a great Hotel, great staff,very clean "
Robert 3-night trip
Posted 1 day ago
Pier House 60 Clearwater Beach Marina Hotel

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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.