Oldsmar Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to CA $1,096 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

Your Oldsmar Vacation

There's no better way to head off on a break than with one of our vacation packages to Oldsmar. The lively atmosphere and welcoming locals are just two of the countless reasons you'll want to visit this fascinating city. Eager to start exploring your surroundings? Big Cat Rescue, Westfield Citrus Park and Tampa Bay Downs are just three of the best places to visit during a trip to Oldsmar. No matter your travel plans or the size of your budget, organizing your ultimate tailored Oldsmar vacation is a walk in the park with Expedia.

Top Oldsmar Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Avalon Club
Ocean Club Treasure Island Hotel
Inn on the Beach
FUSION Resort Waterfront Suites
Bayview Plaza Waterfront Resort

Ready to book your vacation to Oldsmar?

 

Choose your dates

Oldsmar Hotel Deals

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
3990 Tampa Rd, Oldsmar, FL
Fully refundable
The price is CA $146 per night from Sep 29 to Sep 30
CA $146
CA $165 total
Sep 29 - Sep 30
includes taxes & fees
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
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 CA $154 per night from Sep 7 to Sep 8
CA $154
CA $175 total
Sep 7 - Sep 8
includes taxes & fees
8.4/10 Very Good! (1,025 reviews)
"Nicely designed and seemed more like a resort. Pleased"

Reviewed on Aug. 27, 2025

Hilton Tampa Airport Westshore
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 CA $234 per night from Aug 30 to Aug 31
CA $234
CA $312 total
Aug 30 - Aug 31
includes taxes & fees
8.8/10 Excellent! (1,032 reviews)
"Casitas were clean and cozy and near a pool with cocktail waitress."

Reviewed on Aug. 25, 2025

Grand Hyatt Tampa Bay
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

What to do in Oldsmar

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