Oldsmar Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to NT$5,067 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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 NT$4,553 per night from Aug 17 to Aug 18
NT$4,553
NT$5,168 total
Aug 17 - Aug 18
includes taxes & fees
8.2/10 Very Good! (1,011 reviews)
"Check in was not a great experience. The receptionist was rude and not very informative. Our grievances were handled at check-out with a different receptionist and the manager. They were very apologetic. The toilet in our room had a broken handle. Overall, the hotel was great. Comfortable bed. Nice ..."

Reviewed on 2025/8/4

The Westin 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 NT$4,807 per night from Aug 18 to Aug 19
NT$4,807
NT$6,616 total
Aug 18 - Aug 19
includes taxes & fees
8/10 Very Good! (2,082 reviews)
"loved this hotel best beds, rooms were very clean, staff was awesome, very walkable to food , right on bed and a starbucks in the hotel"

Reviewed on 2025/8/4

Hilton Clearwater Beach Resort & Spa
Hilton Tampa Airport Westshore

Hilton Tampa Airport Westshore

4 out of 5
2225 N Lois Ave, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is NT$2,850 per night from Aug 17 to Aug 18
NT$2,850
NT$3,235 total
Aug 17 - Aug 18
includes taxes & fees
8.4/10 Very Good! (1,017 reviews)
"I was worried about it not being clean cause I’m ocd but it was thank good"

Reviewed on 2025/8/4

Hilton Tampa Airport Westshore
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

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
Busch Gardens Tampa Bay showing rides

Busch Gardens Tampa Bay

Exotic animals and thrill rides all on the one site at this theme park and zoo designed for the whole family.

Busch Gardens Tampa Bay
University of South Florida

University of South Florida

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

Frequently asked questions

How much does an Oldsmar vacation package cost?
You can grab a vacation package to this top destination 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.