Oldsmar Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Save up to NZ$616 when you book a flight and hotel together*
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    Find the right fit
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Oldsmar Holiday

Our pick of the best 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 NZ$471 per night from 2 July to 3 July
NZ$471
2 July - 3 July
includes taxes & fees
8/10 Very Good! (1,954 reviews)
"It was very nice. I wish at least some of the seating was higher for your older guest with bad knees. It was not easy to sit and get back up with the seating being so low to the ground."

Reviewed on 27 Jun. 2025

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 NZ$193 per night from 13 July to 14 July
NZ$193
13 July - 14 July
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
"K"

Reviewed on 26 Jun. 2025

Hilton Tampa Airport Westshore
Hilton St. Petersburg Bayfront
Hilton St. Petersburg Bayfront
4 out of 5
333 1st St S, St. Petersburg, FL
Fully refundableReserve now, pay when you stay
The price is NZ$205 per night from 20 July to 21 July
NZ$205
20 July - 21 July
includes taxes & fees
7.6/10 Good! (1,007 reviews)
"great location for nearby cultural attractions but very high necessary valet parking fee ($45 per night ???)"

Reviewed on 25 Jun. 2025

Hilton St. Petersburg Bayfront
See all 15,047 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 holiday package cost?
You can grab a holiday package to this top destination on Expedia. However, how much your holiday 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 holiday package, consider visiting in September, October and November. You'll generally find lower rates on flights and hotels during these quieter months --- perfect for travellers wishing to save money.
How many days is enough for Oldsmar?
With a well-organised 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 holiday for longer.
Is it worth booking a holiday 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 holiday guarantees an unforgettable adventure. Book your trip with Expedia and discover why Oldsmar is such a good holiday 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 holiday as a package?
An Expedia holiday 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 holiday 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, favourite 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 holiday package that brings all your bookings together.

Discover the most popular places to visit in Oldsmar

Busch Gardens Tampa Bay

Busch Gardens Tampa Bay

4.5/5(2 reviews)

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
Port of Tampa

Port of Tampa

4.5/5(2 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
Raymond James Stadium

Raymond James Stadium

Raymond James Stadium is one of the more well-known attractions to visit during your trip to Tampa. Attend a football match or simply enjoy the top-notch restaurants while you're in the area.

Raymond James Stadium

What to do in Oldsmar

Sharks in 500,000 gallon Coral Reef habitat

The Florida Aquarium in Tampa General Admission

NZ$56
per adult
84% of travellers recommend
The Florida Aquarium in Tampa General Admission
Self-Guided Driving Bundle of Florida Tours

Florida's Must-See Sights: Self-Guided Driving Audio Tour Bundle

NZ$67
per traveller
100% of travellers recommend
Florida's Must-See Sights: Self-Guided Driving Audio Tour Bundle
Step into the shadows and discover the haunting tales of our city's past.

Tampa Terrors Ghost Tour By US Ghost Adventures

NZ$53
per adult
100% of travellers recommend
Tampa Terrors Ghost Tour By US Ghost Adventures
See all activities in Oldsmar
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.