Oldsmar Vacation Packages
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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.
Top Oldsmar Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The BC Resort on the Water
Price was CA $1,340, price is now CA $924 per person
CA $924
per person
Jul 28 - Aug 4
found 20 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
7.8/10 Good! (18 reviews)
We had a great stay at this condo during our trip to Florida. Everything was very clean and well maintained, which made it easy to relax right away. Communication was excellent—clear, prompt, and the instructions were simple to follow from check-in to check-out. The accommodations were comfortable and nicely set up, with everything we needed for our stay. The location was a big highlight—perfect for easy beach access and close to plenty of activities. We would definitely stay here again.
Reviewed on Apr 24, 2026
Cedar Cove Resort and Cottages
Price was CA $2,725, price is now CA $1,836 per person
CA $1,836
per person
Jun 29 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.2/10 Wonderful! (510 reviews)
Property was great! I would definitely recommend people to stay here great place parking is a bit of an issue if you have more than one car coming in but that comes with the island pretty typical but overall great
Reviewed on May 17, 2026
Stones Throw Beachfront Luxury Suites
Independence Square
Price was CA $2,566, price is now CA $1,770 per person
CA $1,770
per person
Jun 29 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
8.4/10 Very Good! (6 reviews)
We stayed at Bungalow #1 and had a great time! It is behind the main house so it doesn't have a view of the beach, but is pretty quiet and peaceful. The place was well stocked, clean and provided enough room for 2 adults and 2 kids :) The beach access was great; you literally walk about 100' and you're on the beach :)
Reviewed on Mar 23, 2026
Oldsmar Hotel Deals
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
3990 Tampa Rd Oldsmar FL
Fully refundable
The price is CA $154 per night from Jun 4 to Jun 5
CA $154
CA $174 total
Jun 4 - Jun 5
includes taxes & fees
9.4/10 Exceptional! (1,141 reviews)
"Clean room and nice staff"
Reviewed on May 21, 2026
Wyndham Grand Clearwater Beach
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $462 per night from May 31 to Jun 1
CA $462
CA $577 total
May 31 - Jun 1
includes taxes & fees
9.4/10 Exceptional! (3,262 reviews)
"Outdated room"
Reviewed on May 22, 2026
The Westin Tampa Bay
7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
The price is CA $227 per night from Jun 7 to Jun 8
CA $227
CA $257 total
Jun 7 - Jun 8
includes taxes & fees
8.6/10 Excellent! (1,312 reviews)
"Same boring breakfast for at least 10 years besides they charge $75, that should be includes in the room price like all other hotels. Pool was not open with 100°F outside, nobody was working to fix it. Staff was nice A++"
Reviewed on May 21, 2026
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
Busch Gardens Tampa Bay
Exotic animals and thrill rides all on the one site at this theme park and zoo designed for the whole family.
Raymond James Stadium
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.
Tampa Riverwalk
Walk, bike or rollerblade along Tampa’s waterside neighborhood, with public art, museums, restaurants and more attractions right on the waterfront.
What to do in Oldsmar
Pirate Adventure Cruise - John's Pass
CA $61
per adult
100% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
CA $50
per adult
90% of travellers recommend
St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key
CA $91
per adult
100% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
