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

Luxury Hotels & Resorts in Oldsmar from NZ$179

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Check availability on Oldsmar Luxury Hotels

Tonight
23 Oct - 24 Oct
Tomorrow
24 Oct - 25 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Oldsmar luxury hotels

An outdoor seating area with a view of the sunset over water, featuring a bar and lounge chairs.
A lobby with two sofas, a chandelier, and a wall-mounted mirror.
A restaurant interior with high ceilings, multiple dining tables, wicker chairs, and a central bar area.
A large, multi-story building with a central entrance, surrounded by a well-maintained lawn and palm trees.

1. Fenway Hotel Autograph Collection

Fenway Hotel Autograph Collection
Dunedin
NZ$370
includes taxes & fees
22 Nov - 23 Nov
Fenway Hotel Autograph Collection
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 glass-top table with wicker chairs and a vase of flowers, set against a blue wall with a view of the street.
A bright, well-lit room with a bed, a glass table, and a white cabinet with a mirror.

2. Meranova Guest Inn

Meranova Guest Inn
Downtown Dunedin
NZ$271
includes taxes & fees
25 Oct - 26 Oct
Meranova Guest Inn
A hotel room with a large bed, a desk with a TV, a chair, and a view of the sea.
A restaurant with multiple tables and chairs, a bar area, and large windows offering a view of the ocean.
A multi-story hotel with a modern facade, named 'DOUBLETREE,' featuring balconies with seating and a parking lot in front.
A sunset over a beach with people walking along the shore.

3. DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto

DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto
North Redington Beach
  • Pillowtop beds, multiple bars, and ocean-view dining create luxurious coastal escape at Tampa Bay resort.
NZ$331
includes taxes & fees
19 Nov - 20 Nov
DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto
A pool area with clear blue water, surrounded by palm trees and lounge chairs under blue umbrellas.
A beachfront hotel with a large building, a beach, and a bridge in the background.
An outdoor seating area with tables and chairs, a thatched-roof structure, and a view of the beach and ocean.
A spacious lobby with a central seating area, a staircase, and large windows offering views.

4. Opal Sands Resort

Opal Sands Resort
Clearwater Beach
  • Clearwater resort offers beachfront elegance, unforgettable luxury, stunning gulf views, and a blissful spa.
NZ$683
includes taxes & fees
25 Oct - 26 Oct
Opal Sands Resort
A covered outdoor dining area with wooden tables and chairs, ceiling fans, and potted plants.
A bar area with shelves of liquor bottles, two stools, and hanging lights.
A bedroom with a cityscape wallpaper, a bed with white linens, a nightstand with a clock, and two wall-mounted lamps.
A hotel entrance with a stone staircase, a sign reading "Peninsula Bed & Cocktails", and a palm tree in the background.

5. Peninsula Bed & Cocktails

Peninsula Bed & Cocktails
Gulfport
  • Renovated historic inn offers luxurious beachside retreat with themed rooms, craft cocktails, and premium amenities.
NZ$244
includes taxes & fees
23 Nov - 24 Nov
Peninsula Bed & Cocktails
A modern rooftop lounge with comfortable seating, large windows, and a view of the city skyline at dusk.
A modern hotel room with a large bed, a sofa, a TV, and a city view.
A modern building with a glass bridge and illuminated signage.
A modern hotel lobby with a bar area, seating arrangements, and large windows.

6. JW Marriott Tampa Water Street

JW Marriott Tampa Water Street
Downtown Tampa
  • City centre Tampa luxury meets blissful spa retreat at this waterfront hotel with exceptional service and 3 gourmet restaurants.
NZ$630
includes taxes & fees
23 Nov - 24 Nov
JW Marriott Tampa Water Street
A luxurious indoor space with a central staircase, surrounded by lush greenery and elegant furnishings.
An outdoor dining area with tables and chairs, surrounded by lush greenery and flowering plants.
A rooftop pool with a sunset view, lounge chairs, and a canopy of flowers.
A modern bar area with high stools, a long counter, and abundant greenery.

7. The Tampa EDITION

The Tampa EDITION
Downtown Tampa
  • Luxuriate in Mediterranean elegance at this Tampa sanctuary featuring a full-service spa, rooftop pool, and 3 exceptional restaurants.
NZ$800
includes taxes & fees
22 Nov - 23 Nov
The Tampa EDITION
A spacious lobby with a central fountain, large potted plants, and a modern ceiling design.
A spacious dining area with multiple tables and chairs, large hanging light fixtures, and a view of the ocean through large windows.
A modern lobby with a central seating area, a decorative sculpture, and a variety of plants.
A modern hotel lobby with a central atrium, a spiral staircase, and multiple seating areas.

8. Opal Sol

Opal Sol
Clearwater Beach
  • Coastal elegance meets rejuvenating indulgence at this Clearwater Beach hotel with 3 pools and full-service spa.
NZ$763
includes taxes & fees
25 Oct - 26 Oct
Opal Sol
A balcony with two wicker chairs, a table, and potted plants.
A spacious bar area with a central bar, multiple seating options, and a large chandelier.
A spacious indoor area with a long row of sofas and chairs, a ceiling fan, and decorative lanterns.
A hotel lobby with a marble reception desk, a menu board, and a large window overlooking the interior.

9. The Vinoy Resort & Golf Club, Autograph Collection

The Vinoy Resort & Golf Club, Autograph Collection
Historic Old Northeast
  • Historic luxury awaits in this Mediterranean resort with full-service spa and golf course.
NZ$793
includes taxes & fees
1 Nov - 2 Nov
The Vinoy Resort & Golf Club, Autograph Collection
A modern bathroom with a white vanity, a toilet, a bathtub, and abstract art on the walls.
A bar area with multiple stools, a coffee machine, and a variety of liquor bottles.
A rooftop pool area with lounge chairs, a glass balustrade, and a marina view.
A beach with a pier, palm trees, and a parking lot.

10. Clearwater Scenic Bay View

Clearwater Scenic Bay View
Clearwater
NZ$744
includes taxes & fees
3 Nov - 4 Nov
Clearwater Scenic Bay View
View all properties

Top Oldsmar Hotel Reviews

The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

10/10 Excellent
"It is an older property that they have somewhat updated but not fully. Maybe some new fixtures and paint over old walls. There was some mold in the shower but overall it was a nice stay."
Mary 1-night trip
Posted 1 hour ago
The Barrymore Hotel Tampa Riverwalk
The Westshore Grand, Tampa, A Tribute Portfolio Hotel

The Westshore Grand, Tampa, A Tribute Portfolio Hotel

10/10 Excellent
"Amazing staff Russian speaking front desk agent"
Kevin 1-night trip
Posted 3 hours ago
The Westshore Grand, Tampa, A Tribute Portfolio Hotel
Quality Inn Tampa Airport - Cruise Port

Quality Inn Tampa Airport - Cruise Port

10/10 Excellent
"T"
Timothy 1-night trip
Posted 15 hours ago
Quality Inn Tampa Airport - Cruise Port
Four Points by Sheraton Suites Tampa Airport Westshore

Four Points by Sheraton Suites Tampa Airport Westshore

10/10 Excellent
"It was seriously so beautiful and the staff was amazing"
Tenisha 2-night trip
Posted 16 hours ago
Four Points by Sheraton Suites Tampa Airport Westshore
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

10/10 Excellent
"The staff was very accommodating."
Elizabeth 2-night trip
Posted 21 hours ago
Hyatt Regency Clearwater Beach Resort and Suites
Hilton Tampa Downtown

Hilton Tampa Downtown

8/10 Good
"Room a slightly dated, no hot water but it was a short stay and overall it served every other purpose it was supposed too. Beautiful property overall prime location."
Tyler 1-night trip
Posted 22 hours ago
Hilton Tampa Downtown
Gulfview Hotel on the Beach

Gulfview Hotel on the Beach

10/10 Excellent
"The private stretch of beach was amazing! A manatee and three dolphins swam within inches of us! You couldn’t beat the views and amenities for the price! Plus the staff was very friendly and helpful! The housekeeper even recognized us when we returned hours after checkout to pickup our luggage and returned a charger we’d forgotten in the room."
Ben 3-night trip
Posted 2 days ago
Gulfview Hotel on the Beach
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

10/10 Excellent
"Loved every moment!"
Lisa M 4-night trip
Posted 2 days ago
Hilton Clearwater Beach Resort & Spa

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.

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