Luxury Hotels & Resorts in Oldsmar from NZ$207

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Check availability on Oldsmar Luxury Hotels

Tonight
27 Dec - 28 Dec
Tomorrow
28 Dec - 29 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

Our top choices for Oldsmar luxury hotels

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, (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
Elliot
The price is NZ$277
includes taxes & fees
1 Jan - 2 Jan 2026
Hilton St. Petersburg Carillon Park
Exterior
The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa
4.0 star property
Beach Park
8.6 out of 10, Excellent, (1770)
"The property is great close to dining and shops "
United States
Jose
The price is NZ$232
includes taxes & fees
2 Jan - 3 Jan 2026
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
Outdoor pool, pool umbrellas, pool loungers
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (2941)
"Everything about this stay was AMAZING!!!"
United States
Nikki
The price is NZ$466
includes taxes & fees
1 Jan - 2 Jan 2026
Wyndham Grand Clearwater Beach
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, (1004)
"Room was very clean the staff were polite and friendly had a great visit and stay "
United States
Ivory
The price is NZ$285
includes taxes & fees
1 Jan - 2 Jan 2026
DoubleTree by Hilton Tampa Rocky Point Waterfront
Outdoor pool, open 9:00 AM to 10:00 PM, free pool cabanas, pool loungers
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton
4.0 star property
Westshore
8.8 out of 10, Excellent, (2467)
"Great boutique feel, clean rooms and friendly staff. Would stay again!!"
United States
Christine
The price is NZ$301
includes taxes & fees
2 Jan - 3 Jan 2026
Hotel Alba, Tapestry Collection by Hilton
Lobby sitting area
Hotel Haya

Hotel Haya

Hotel Haya
4.0 star property
Ybor City
9.2 out of 10, Wonderful, (1802)
"Clean, great food, hotel staff were extremely helpful and friendly. "
United States
Kari
Hotel Haya
Standard Suite, 2 Bedrooms, Ocean View | View from room
The Avalon Club

The Avalon Club

The Avalon Club
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (492)
"We loved our stay here. Exceeded expectations"
United States
Anne
The price is NZ$457
includes taxes & fees
8 Jan - 9 Jan 2026
The Avalon Club
2 outdoor pools
Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay
4.0 star property
Tampa
9.0 out of 10, Wonderful, (1141)
"Beautiful hotel and great staff! "
United States
Turquinitra
The price is NZ$442
includes taxes & fees
28 Dec - 29 Dec
Grand Hyatt Tampa Bay
Premium bedding, pillow-top 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, (1793)
"great place to stay"
United States
Robert
The price is NZ$289
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Tampa Riverwalk
Lobby
Fairfield Inn & Suites by Marriott St Petersburg North

Fairfield Inn & Suites by Marriott St Petersburg North

Fairfield Inn & Suites by Marriott St Petersburg North
4.0 star property
Lealman
9.0 out of 10, Wonderful, (875)
"Courteous and friendly staff as well as well-appointed and clean rooms. Very convenient location."
United States
Florence
The price is NZ$275
includes taxes & fees
28 Dec - 29 Dec
Fairfield Inn & Suites by Marriott St Petersburg North
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

Top Oldsmar Hotel Reviews

DoubleTree by Hilton Tampa Rocky Point Waterfront

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 "
Ivory 1-night trip
Posted 13 hours ago
DoubleTree by Hilton Tampa Rocky Point Waterfront

Frequently asked questions

Are you searching for the perfect hotel for your luxury getaway to Oldsmar?
Use Expedia to arrange your flight to Tampa, FL (TPA-Tampa Intl.) airport or St. Petersburg, FL (PIE-St. Petersburg-Clearwater Intl.) airport, and then select from a variety of places to stay that will deliver the luxury you want. Amenities are an important consideration when you plan a holiday, so we make it easy to get what you need to make your stay relaxing and comfortable. If you want a posh hotel that has fine dining, a spa or several swimming pools, Expedia can help you find the best luxury hotel experience that Oldsmar has to offer. Known for its restaurants, Oldsmar also has some interesting things to see and do including Tampa Bay, so you may want to take in the local sights during your visit.
When can I expect good weather in Oldsmar?
Planning for the weather is an important factor for making your trip to Oldsmar a success, especially when you're splurging. The hottest months are usually August and July, with an average temperature of 28°C, while the coldest months are January and February, with an average of 18°C. Average annual precipitation for Oldsmar is 1146 mm.
What's there to see and do in Oldsmar?
Enjoy Oldsmar with a stop at Tampa Bay, Oldsmar Flea Market and Port of Tampa. If you have extra time while you're in the area, you might want to see Busch Gardens Tampa Bay and Raymond James Stadium.