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.
Kompose Boutique Hotel
Price was CA $1,620, price is now CA $1,050 per person
CA $1,050
per person
Apr 26 - May 3
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Tampa (TPA)
9.2/10 Wonderful! (5,088 reviews)
This is the best hotel I ever stayed the manager is amazing human being the hotel is clean nice great breakfast amazing customer service I would never going to stay in another place in Sarasota Florida
Reviewed on Mar 17, 2026
Ocean Club Treasure Island Hotel
Sunshine Beach
Price was CA $2,687, price is now CA $1,554 per person
CA $1,554
per person
May 23 - May 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (846 reviews)
Amazing property. Clean comfortable and beautiful condo.
Reviewed on Mar 15, 2026
The Sarasota Modern, a Tribute Portfolio Hotel
Central Sarasota
Price was CA $4,149, price is now CA $2,439 per person
CA $2,439
per person
Jun 4 - Jun 11
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
8.2/10 Very Good! (532 reviews)
Staff were really friendly from front desk to bartenders to valet. Food was excellent and pool was nice with a fun vibe. Parts of hotel are dated and parts are newly renovated. It’s in a great location. I would return.
Reviewed on Mar 9, 2026
voco Sarasota by IHG
Central Sarasota
Price was CA $1,909, price is now CA $1,153 per person
CA $1,153
per person
Apr 26 - May 3
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Tampa (TPA)
9/10 Wonderful! (1,012 reviews)
The AC thermostat malfunctioning, causing it to remain on throughout the night. So cold that I woke up at 2am to turn it completely off. It’s like sleeping in an airplane; noisy and cold. Floor tiles coming off.
$500/night is not worth the price.
Reviewed on Mar 17, 2026
Plaza Beach Hotel Beachfront Resort
Price was CA $2,075, price is now CA $1,375 per person
CA $1,375
per person
May 23 - May 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,012 reviews)
Everything was wonderful!! Walls a little thin as we could hear neighbor's all hours of the night. Otherwise i had a wonderful experience.
Reviewed on Mar 14, 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 $178 per night from Apr 6 to Apr 7
CA $178
CA $201 total
Apr 6 - Apr 7
includes taxes & fees
9.4/10 Exceptional! (1,021 reviews)
Very friendly and helpful front desk; clean and comfortable room and bed. Would stay again.
Reviewed on Mar 16, 2026
Wyndham Grand Clearwater Beach
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $487 per night from Apr 12 to Apr 13
CA $487
CA $604 total
Apr 12 - Apr 13
includes taxes & fees
9.4/10 Exceptional! (3,075 reviews)
Room was very quiet as long as the balcony door was closed. Staff was friendly and attentive.
Reviewed on Mar 16, 2026
Hotel Tampa Riverwalk
200 N Ashley Dr Tampa FL
Fully refundableReserve now, pay when you stay
The price is CA $273 per night from Apr 5 to Apr 6
CA $273
CA $312 total
Apr 5 - Apr 6
includes taxes & fees
7/10 Good! (1,817 reviews)
I felt parking fees of $45 was a bit steep. Additionally, they have a hidden amenities/resort fee of $25 a night which I felt was dishonest and poorly communicated. A heads up, you can use the $25 as a credit at the hotel restaurant or bar, otherwise you will lose it. There is no room service or ...
Reviewed on Mar 16, 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.
Tampa Riverwalk
Walk, bike or rollerblade along Tampa’s waterside neighborhood, with public art, museums, restaurants and more attractions right on the waterfront.
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.
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 $50
per adult
90% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
CA $51
per adult
92% 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.
