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 Barrymore Hotel Tampa Riverwalk
Downtown Tampa
Price was CA $1,458, price is now CA $956 per person
CA $956
per person
Jul 1 - Jul 8
found 8 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Tampa (TPA)
8.6/10 Excellent! (2,588 reviews)
There was no fan in the bathroom. Appreciated the snack room.
I have to pay for water.
Reviewed on Apr 29, 2026
Ocean Club Treasure Island Hotel
Sunshine Beach
Price was CA $3,129, price is now CA $1,841 per person
CA $1,841
per person
Jul 1 - Jul 8
found 8 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Tampa (TPA)
9.6/10 Exceptional! (899 reviews)
We have never vacationed twice in the same spot, but we were here last year and loved it, so we came back. This is one of the cleanest places I have ever stayed in and the beach access and the boardwalk is amazing. We were really happy that our favorite bartender, Jake, was still here. For us, it’s the great (and clean) rooms, balcony views, and easy access to the beach and local amenities that makes us love Ocean Club.
Reviewed on Apr 29, 2026
Cedar Cove Resort and Cottages
Price was CA $3,098, price is now CA $1,951 per person
CA $1,951
per person
Jul 6 - Jul 13
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.2/10 Wonderful! (503 reviews)
We loved this hotel for a family trip. The beach is literally just steps away, which made everything so convenient. Everything was clean, the staff was good, and there are plenty of nearby restaurants.
Reviewed on Apr 24, 2026
voco Sarasota by IHG
Central Sarasota
Price was CA $1,465, price is now CA $964 per person
CA $964
per person
Jun 10 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,002 reviews)
Great staff at the desk. Tiffany was great! Room was very modern. WiFi was mostly good. Location was central to downtown within walking distance of restaurants and cafes. Nice walking trail down by the water, too.
Reviewed on Apr 21, 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 $153 per night from May 26 to May 27
CA $153
CA $173 total
May 26 - May 27
includes taxes & fees
9.4/10 Exceptional! (1,090 reviews)
Room was clean and area was nice
Reviewed on May 1, 2026
Wyndham Grand Clearwater Beach
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $484 per night from May 25 to May 26
CA $484
CA $600 total
May 25 - May 26
includes taxes & fees
9.4/10 Exceptional! (3,193 reviews)
Amazing stay . Everyone went above and beyond , all the staff was so friendly . Amenities top notch ! We had such a blast and mostly because we picked the perfect location to stay .
Reviewed on Apr 29, 2026
The Westin Tampa Bay
7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
The price is CA $224 per night from May 25 to May 26
CA $224
CA $254 total
May 25 - May 26
includes taxes & fees
8.6/10 Excellent! (1,265 reviews)
My stay and views were wonderful. The bed, I did not want to get out of, it is very relaxing. The room was clean and the staff was friendly. I would definitely visit again!
Reviewed on Apr 30, 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
4.5/5(79 reviews)
Exotic animals and thrill rides all on the one site at this theme park and zoo designed for the whole family.
Raymond James Stadium
4.5/5(30 reviews)
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
4.5/5(93 reviews)
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 $62
per adult
100% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
CA $51
per adult
90% of travellers recommend
St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key
CA $92
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.
