Oldsmar Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Oldsmar

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 Rp2.774.400 per night from 12 Aug to 13 Aug
Rp2.774.400
Rp3.780.527 total
12 Aug - 13 Aug
includes taxes & fees
8/10 Very Good! (2,062 reviews)
"Everything walking distance"

Reviewed on 25 Jul 2025

Hilton Clearwater Beach Resort & Spa
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
5303 W Kennedy Blvd, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is Rp2.066.928 per night from 3 Aug to 4 Aug
Rp2.066.928
Rp2.345.963 total
3 Aug - 4 Aug
includes taxes & fees
8.6/10 Excellent! (2,026 reviews)
"Excellent, for the Price"

Reviewed on 27 Jul 2025

Hotel Alba, Tapestry Collection by Hilton
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 Rp4.685.472 per night from 17 Aug to 18 Aug
Rp4.685.472
Rp5.940.039 total
17 Aug - 18 Aug
includes taxes & fees
9.2/10 Wonderful! (2,438 reviews)
"We loved the proximity to the beach and the beach chairs /umbrellas. Pool was a bit crowded , but to be expected since there is only one pool. Elevators are very slow and at times only one was working. We are still waiting on our itemized invoices as the system was new and they were not able to provide ..."

Reviewed on 26 Jul 2025

Wyndham Grand Clearwater Beach
See all 15,092 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.

Popular places to visit

Adventure Island

Adventure Island

4/5(4 reviews)

Experience a thrilling combination of gravity, water and state-of-the art rides and slides at this water park for all ages.

Adventure Island

Tampa General Hospital

If Tampa General Hospital is what brings you to town, hopefully you'll have a chance to explore more of Tampa.

Tampa General Hospital

What to do in Oldsmar

Sharks in 500,000 gallon Coral Reef habitat

The Florida Aquarium in Tampa General Admission

Rp543.009
per adult
82% 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

Rp652.637
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

Rp424.320
per adult
100% of travellers recommend
Tampa Terrors Ghost Tour By US Ghost Adventures
See all activities in Oldsmar

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.

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