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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.
The Latest Oldsmar vacation packages
Price found within the past 48 hours. Click for updated prices.




Saddlebrook Resort
Wesley Chapel South
Price was $1,937, price is now $1,312 per person
$1,312
per person
Jan 12 - Jan 18
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.2/10 Very Good! (184 reviews)
N/A
I won't book again. I have been to better resorts. For the money they charge I had torn curtains in my room and sugar ants and s stopped up tub that I had to call the maintenance
Reviewed on Nov 3, 2026

Stay near popular Oldsmar attractions
What to do in Oldsmar

Starlite Infinity Evening Yacht Cruise Clearwater
$37
per adult
90% of travellers recommend

Clearwater Beach: Dolphin & Island Sandbar Cruise
$28
per adult
96% of travellers recommend

ZooTampa at Lowry Park Admission Ticket
$54
per adult
94% of travellers recommend
Oldsmar Hotel Deals

Courtyard by Marriott Tampa Oldsmar
4014 Tampa Rd Oldsmar FL
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $106 total per night from Nov 29 to Nov 30
$106 total
Nov 29 - Nov 30
Total with taxes and fees
8.8/10 Excellent! (1,004 reviews)
"There were some kind of worm looking bugs in the room and the staff couldn't move us"
Reviewed on Nov 5, 2026

Wyndham Grand Clearwater Beach
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
$193 nightly
The price is $218 total per night from Nov 9 to Nov 10
$218 total
Nov 9 - Nov 10
Total with taxes and fees
9.4/10 Exceptional! (4,041 reviews)
"Room, food, and entire stay was amazing"
Reviewed on Nov 4, 2026

Hyatt Regency Clearwater Beach Resort and Suites
301 S Gulfview Blvd Clearwater Beach FL
Fully refundableReserve now, pay when you stay
$259 nightly
The price is $293 total per night from Nov 11 to Nov 12
$293 total
Nov 11 - Nov 12
Total with taxes and fees
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.
Find the Best Oldsmar Vacation Packages
Oldsmar Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Tampa Intl. Airport (TPA) |
Population | 14,200 |
Max Temp Winter | 70ºF |
Max Temp Summer | 90ºF |
Top Sights | ZooTampa at Lowry Park, Ben T. Davis Beach and Big Cat Rescue |
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