Oldsmar Vacations from ￥270,876

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The Latest Oldsmar Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

2.5 out of 5
per person
Sep 19 - Sep 22
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Tampa (TPA)
9.4/10 Exceptional! (1,009 reviews)
Location was clean and felt safe, parking was easy. Bed was comfortable and offered many pillows to fit your preference. Breakfast was simple but good and got the job done. Swimming pool was very small. There are several decent food options nearby.

Reviewed on Aug 7, 2025

Fairfield Inn & Suites by Marriott Tampa Riverview

Fairfield Inn & Suites by Marriott Tampa Riverview

2.5 out of 5
per person
Sep 19 - Sep 22
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Tampa (TPA)
9.4/10 Exceptional! (635 reviews)
From the moment I stepped into this upscale hotel, I was thoroughly impressed. This place was elegant and comfortable, making it feel like a true luxury experience. What set this place apart, though, was the exceptional staff. Every single team member I encountered greeted me warmly with a cheerful “Good morning” or a genuine offer to help. The level of hospitality was beyond accommodating; they made me feel seen, valued, and completely taken care of. The breakfast each morning was another highlight, served hot, fresh, and delicious; it was the perfect start to each day. I can confidently say this hotel exceeded every expectation and delivered a five-star experience in every way.

Reviewed on Aug 4, 2025

La Quinta Inn & Suites by Wyndham Tampa Brandon Regency Park

La Quinta Inn & Suites by Wyndham Tampa Brandon Regency Park

3 out of 5
Limona Improvement
per person
Sep 19 - Sep 22
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Tampa (TPA)
8.2/10 Very Good! (1,521 reviews)
Overall it was good my kids enjoyed the pool

Reviewed on Aug 4, 2025

Wyndham Garden Tampa Fairgrounds/Casino

Wyndham Garden Tampa Fairgrounds/Casino

2 out of 5
per person
Sep 19 - Sep 22
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Tampa (TPA)
8.6/10 Excellent! (8 reviews)
Clean and appeared new. Check in was fast and so was checkout. I’d stay here again.

Reviewed on Aug 7, 2025

Holiday Inn Express & Suites Ruskin by IHG

Holiday Inn Express & Suites Ruskin by IHG

2.5 out of 5
per person
Sep 19 - Sep 22
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Tampa (TPA)
9.6/10 Exceptional! (1,000 reviews)
The hotel was in the perfect location for our needs! Pool was great! Breakfast was great! Room was clean and comfortable! Staff was very friendly and helpful! We look forward to our next visit!!!

Reviewed on Aug 8, 2025

Find the Best Oldsmar Vacation Packages

Oldsmar Hotel Deals

The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy, Tampa, FL
Fully refundable
The price is ￥23,107 per night from Aug 29 to Aug 30
￥23,107
￥26,225 total
Aug 29 - Aug 30
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
"Overall, it was a great place to stay, clean, comfortable, parking garage, private Bay access, jet ski rentals, Starbucks in the lobby, and nice staff. Things to note - hotel is right by interstate so you can hear traffic/cars, there is no pool available, or an outdoor shower. They currently have ..."

Reviewed on Aug 5, 2025

The Westin Tampa Bay
Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay

4 out of 5
2900 Bayport Drive, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is ￥25,131 per night from Aug 10 to Aug 11
￥25,131
￥33,554 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"Place was clean and nice !"

Reviewed on Aug 7, 2025

Grand Hyatt Tampa Bay
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave, Clearwater Beach, FL
Fully refundableReserve now, pay when you stay
The price is ￥23,606 per night from Aug 18 to Aug 19
￥23,606
￥32,486 total
Aug 18 - Aug 19
includes taxes & fees
8/10 Very Good! (2,095 reviews)
"Great location"

Reviewed on Aug 8, 2025

Hilton Clearwater Beach Resort & Spa
See all 15,152 properties in Oldsmar
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.

Discover the most popular places to visit in Oldsmar

Port of Tampa

Port of Tampa

4/5(1,773 reviews)

Explore the waterfront in Tampa with a trip to Port of Tampa. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Port of Tampa
GO PACK GO

Raymond James Stadium

4.5/5(729 reviews)

Catch an event at Raymond James Stadium during your trip to Tampa. Attend a football game or simply enjoy the top-notch restaurants while you're in the area.

Raymond James Stadium
University of South Florida

University of South Florida

4.5/5(928 reviews)

Walk around the campus of University of South Florida, a top college in Tampa. Experience the area's acclaimed theater scene and lively festivals.

University of South Florida

What to do in Oldsmar

ZooTampa at Lowry Park Admission Ticket

ZooTampa at Lowry Park Admission Ticket

￥7,377
per adult
94% of travellers recommend
ZooTampa at Lowry Park Admission Ticket
The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

￥4,733
per adult
88% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
2 Hour Sunset Cruise in Clearwater, Florida

2 Hour Sunset Cruise in Clearwater, Florida

￥5,168
per adult
88% of travellers recommend
2 Hour Sunset Cruise in Clearwater, Florida
See all activities in Oldsmar

Frequently asked questions

How much does an Oldsmar vacation package cost?
You can grab a vacation package to this top destination from ￥270,876 on Expedia. However, how much your vacation to Oldsmar costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Oldsmar?
If you're looking to snag a cheap Oldsmar vacation package, consider visiting in September, October and November. You'll generally find lower rates on flights and hotels during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Oldsmar?
With a well-organized travel plan, you can easily tick off the most popular Oldsmar attractions in a few days. But if you want to venture off the beaten track or take day trips, think about booking your Oldsmar vacation for longer.
Is it worth booking a vacation package to Oldsmar?
Whether you're planning to visit attractions like Oldsmar Flea Market and Oldsmar Historical Society Museum, or want to experience its top-notch nature and history, an Oldsmar vacation guarantees an unforgettable adventure. Book your trip with Expedia and discover why Oldsmar is such a good vacation destination.
How to find the best Oldsmar package deals?
Start your search for an Oldsmar package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Oldsmar package deal straight away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Oldsmar getaway off to a flying start.
Is it cheaper to book an Oldsmar vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging stays and flights separately. Better still, you can tailor your Oldsmar getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Oldsmar?
If you've got your Oldsmar travel dates locked in, book as early as you can to snap up some incredible deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Oldsmar?

  1. Choose the right time to travel: Your schedule, favorite season and the type of weather you enjoy can all impact your decision on when to visit Oldsmar.
  2. Plan your budget wisely: On top of the price of your hotel, you'll need to factor in other expenses. These include flights, food and transportation. Also, set aside some extra funds for unexpected expenses that could crop up during your trip to Oldsmar.
  3. Decide how long to go for: Now that you're up to speed on Oldsmar, you can work out the ideal length of your break. Create a rough itinerary and allocate enough time for all the things you want to do.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to pick an Oldsmar vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.