Oldsmar Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to SAR 390 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

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 SAR 942 per night from May 4 to May 5
SAR 942
SAR 1,213 total
includes taxes & fees
4 May - 5 May
7.8/10 Good! (1,819 reviews)
"Perfect location, reasonable room rate loved the pool and pool staff Parking and breakfast were a bit too pricey Room needed a good dusting specifically the upper crown molding, fire sprinkler on ceiling and closet door grooves"

Reviewed on 17 April 2025

Hilton Clearwater Beach Resort & Spa
Wyndham Grand Clearwater Beach
Wyndham Grand Clearwater Beach
4 out of 5
100 Coronado Drive, Clearwater Beach, FL
Fully refundableReserve now, pay when you stay
The price is SAR 1,113 per night from Apr 22 to Apr 23
SAR 1,113
SAR 1,389 total
includes taxes & fees
22 Apr - 23 Apr
9.2/10 Wonderful! (2,104 reviews)
"Excellent. Loved."

Reviewed on 16 April 2025

Wyndham Grand Clearwater Beach
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
4 out of 5
4860 West Kennedy Boulevard, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is SAR 597 per night from May 18 to May 19
SAR 597
SAR 671 total
includes taxes & fees
18 May - 19 May
8.6/10 Excellent! (1,495 reviews)
"Very clean and everyone was friendly. There were not a lot of choices on site for eating and no room service. The view we had was of a rooftop so not what was expected."

Reviewed on 16 April 2025

The Westshore Grand, A Tribute Portfolio Hotel, Tampa
See all 14,551 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.

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 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.

Discover the most popular places to visit in Oldsmar

Busch Gardens Tampa Bay showing rides

Busch Gardens Tampa Bay

4.5/5(1,674 reviews)

Enjoy the rides and games at Busch Gardens Tampa Bay and find out why this is a popular amusement park in Tampa. Amble around this family-friendly area's picturesque gardens or experience its acclaimed theater scene.

Busch Gardens Tampa Bay
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