A beach at sunset with birds flying and a person walking.

Luxury Hotels & Resorts in Oldsmar from NZ$159

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Oldsmar Luxury Hotels

Tonight
23 Sept - 24 Sept
Tomorrow
24 Sept - 25 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Oldsmar luxury hotels

A resort with a swimming pool, lounge chairs, and a view of the water.
A hotel lobby with a central staircase, seating areas, and a large marble wall.
A hotel room with a large bed, two bedside tables with lamps, a view of the sea, and a cityscape in the distance.

1. Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay
Tampa
  • Tampa waterfront retreat offers 2 pools, waterside dining, and spacious rooms with premium bedding.
NZ$415
includes taxes & fees
26 Sept - 27 Sept
Grand Hyatt Tampa Bay
A rooftop terrace with outdoor seating, a fire feature, and a view of the city skyline at dusk.
A spacious hotel lobby with a large dining area, modern chandeliers, and large windows offering views of the outdoors.
A bar area with a TV, bar stools, and a view of the sea.
A hotel room with a large bed, a sofa, a TV, and a view of the water.

2. The Westin Tampa Bay

The Westin Tampa Bay
Rocky Point
NZ$307
includes taxes & fees
27 Sept - 28 Sept
The Westin Tampa Bay
A large, multi-story hotel with balconies, a reflecting pool, and a fountain.
A rooftop dining area with round tables set for a meal, overlooking a body of water and a cityscape.
A spacious lobby with a large sofa, armchairs, and a coffee table. There are large windows offering a view of the outdoors.
An aerial view of a resort with a large swimming pool surrounded by palm trees and lounge chairs.

3. Hilton St. Petersburg Carillon Park

Hilton St. Petersburg Carillon Park
St. Petersburg
NZ$252
includes taxes & fees
26 Sept - 27 Sept
Hilton St. Petersburg Carillon Park
A rooftop pool area with lounge chairs, a fire pit, and a view of the water and palm trees.
A modern lobby with a sectional sofa, a coffee table, and a reception desk.
A modern bar area with a long counter, wooden chairs, and a view of greenery outside.
A breakfast buffet with various fruits, pastries, and beverages.

4. DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront
Rocky Point
NZ$301
includes taxes & fees
30 Sept - 1 Oct
DoubleTree by Hilton Tampa Rocky Point Waterfront
An outdoor seating area with a view of the sunset over water, featuring a bar and lounge chairs.
A rooftop bar with a wooden ceiling, multiple tables and chairs, a bar counter, and a view of the sea.
A restaurant interior with high ceilings, multiple dining tables, wicker chairs, and a central bar area.
A lobby with two sofas, a chandelier, and a wall-mounted mirror.

5. Fenway Hotel Autograph Collection

Fenway Hotel Autograph Collection
Dunedin
NZ$367
includes taxes & fees
12 Oct - 13 Oct
Fenway Hotel Autograph Collection
A corridor with wicker chairs, a wrought iron gate, and large windows with curtains.
An outdoor seating area with wicker chairs and tables, a bar with bottles, and a large arched window.
An outdoor patio area with seating arrangements, a fountain, and string lights.
A swimming pool with lounge chairs and palm trees.

6. Renaissance Tampa International Plaza Hotel

Renaissance Tampa International Plaza Hotel
Tampa
NZ$382
includes taxes & fees
2 Oct - 3 Oct
Renaissance Tampa International Plaza Hotel
A hotel with a modern facade, multiple floors, and a well-lit entrance.
A modern living room with a sofa, hanging light fixtures, a coffee table, and a chair.
A pool area with lounge chairs and a fire pit, surrounded by palm trees and greenery.
A modern kitchen with a long island, hanging pendant lights, and decorative wall art.

7. Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton
Westshore
NZ$275
includes taxes & fees
12 Oct - 13 Oct
Hotel Alba, Tapestry Collection by Hilton
A swimming pool with a white fence, lounge chairs, and a building with balconies and windows.
A modern kitchen with white cabinets, a microwave, and a refrigerator. There is a yellow sofa with starfish pillows and a small table with a vase of flowers.
A bright, well-lit room with a bed, a glass table, and a white cabinet with a mirror.
A view of a dining area with wicker chairs and a table with a floral centerpiece.

8. Meranova Guest Inn

Meranova Guest Inn
Downtown Dunedin
NZ$263
includes taxes & fees
24 Sept - 25 Sept
Meranova Guest Inn
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
A modern outdoor bar area with a curved ceiling, white bar stools, and a view of the ocean.
A beach with a pier extending into the ocean, numerous umbrellas, and a lifeguard tower.
A spacious indoor area with large windows, wicker furniture, and a yellow patterned rug.

9. Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach
Clearwater Beach
  • Beachfront luxury offers pillowtop beds, 24-hour room service, and spa treatments near Clearwater Beach.
NZ$497
includes taxes & fees
27 Sept - 28 Sept
Wyndham Grand Clearwater Beach
A modern hotel lobby with a glass facade, outdoor seating, and palm trees.
A hotel room with a large bed, a TV, and a view of the city through large windows.
A modern living room with a sectional sofa, a coffee table, and a bookshelf. There is a large window with curtains, a potted plant, and a lamp.
A modern hotel lobby with a high ceiling, a central seating area with a red bench, and a bar counter.

10. The Westshore Grand, Tampa, A Tribute Portfolio Hotel

The Westshore Grand, Tampa, A Tribute Portfolio Hotel
Beach Park
  • Pillow-top luxury, upscale dining form tranquil sanctuary near Tampa Bay, shopping, and Raymond James Stadium.
NZ$285
includes taxes & fees
28 Sept - 29 Sept
The Westshore Grand, Tampa, A Tribute Portfolio Hotel
View all properties

Top Oldsmar Hotel Reviews

Gulfview Hotel on the Beach

Gulfview Hotel on the Beach

8/10 Good
"The property was clean and the location is great."
Mike Hussey 1-night trip
Posted 1 hour ago
Gulfview Hotel on the Beach
Barefoot Beach Club

Barefoot Beach Club

10/10 Excellent
"We had a wonderful stay at Barefoot Club in Florida. The apartment was very nice, spacious, and extremely clean. Everything was comfortable and well maintained. The staff was friendly, welcoming, and helpful throughout our stay. The facilities were great, parking was easy and convenient, and we really enjoyed being so close to the beach. Overall, it was a relaxing and enjoyable experience for our family. We would definitely stay here again and highly recommend it!"
Mohammed 7-night trip
Posted 14 hours ago
Barefoot Beach Club
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

10/10 Excellent
"Located right across from the beautiful beach. Staff was friendly. Within walking distance of most places. One of the best hotels in Clearwater."
Curt 3-night trip
Posted 18 hours ago
Hyatt Regency Clearwater Beach Resort and Suites
Hilton St. Petersburg Bayfront

Hilton St. Petersburg Bayfront

10/10 Excellent
"Great staff and nice and clean"
Darian 2-night trip
Posted 1 day ago
Hilton St. Petersburg Bayfront

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 Raymond James Stadium. If you have extra time while you're in the area, you might want to see Busch Gardens Tampa Bay and Port Tampa Bay.

Explore a world of travel with Expedia