Oldsmar Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.
voco Sarasota by IHG
Central Sarasota
Price was CA $1,157, price is now CA $763 per person
CA $763
per person
Jun 1 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,006 reviews)
The hotel was clean and staff were accommodating. I would book again.
Reviewed on Apr 12, 2026
The Avalon Club
Price was CA $3,138, price is now CA $2,030 per person
CA $2,030
per person
May 21 - May 26
found 19 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Tampa (TPA)
9.4/10 Exceptional! (524 reviews)
We really enjoyed the Avalon, this is the second time we have stayed there. Albeit, the view of the gulf was nice, I wouldn't pay the higher rate for this feature. The unit was incredible, the gym was handy, and the pool bartender was very friendly.
Reviewed on Apr 7, 2026
FUSION Resort Waterfront Suites
Price was CA $2,406, price is now CA $1,588 per person
CA $1,588
per person
May 16 - May 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (1,151 reviews)
The property is pretty, the view is amazing, I didn’t like that the kitchen cookware was extremely low quality (goodwill have better frying pan) no towel at the pool, they change resorts fee, but never a single towel to use, the price for room
Was high, the free shuttle to beach was a joke, but overall the hotel was nice but I won’t stay again. To pricey for they offer.
Reviewed on Apr 4, 2026
Island Grand at TradeWinds
Price was CA $3,357, price is now CA $2,239 per person
CA $2,239
per person
May 16 - May 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
7.6/10 Good! (1,074 reviews)
I got a standard room for four people, and it was really small. No room anywhere to put any suitcases but other than that everything was excellent. Definitely will be going back and getting a bigger room next time.
Reviewed on Apr 9, 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 $169 per night from May 11 to May 12
CA $169
CA $191 total
May 11 - May 12
includes taxes & fees
9.4/10 Exceptional! (1,055 reviews)
Nice breakfast clean hotel VERY helpful staff. It should be noted they have EV chargers all cars, not just Tesla
Reviewed on Apr 13, 2026
Wyndham Grand Clearwater Beach
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $469 per night from May 10 to May 11
CA $469
CA $585 total
May 10 - May 11
includes taxes & fees
9.4/10 Exceptional! (3,153 reviews)
Overall a very nice place to stay, good location only ding I have is the staff trying to talk you into joining their version of a time share, I paid to be on vacation not to be bothered with sales pitches
Reviewed on Apr 13, 2026
Hotel Tampa Riverwalk
200 N Ashley Dr Tampa FL
The price is CA $202 per night from May 3 to May 4
CA $202
CA $232 total
May 3 - May 4
includes taxes & fees
7/10 Good! (1,835 reviews)
Good location with a good price!
Reviewed on Apr 12, 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.
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.
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.
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
St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key
CA $91
per adult
100% of travellers recommend
Explore a world of travel with Expedia
- 4 Star Hotels in Tampa Shores
- 5 Star Hotels in Westchase
- Bay Towne Hotels
- Hotels near Chi Chi Rodriguez Golf Club
- Clearwater Hotels
- Hotels near Countryway Golf Club
- Dunedin Hotels
- Family Hotels in East Lake Woodlands
- Lgbt Friendly Hotels in East Lake Woodlands
- East Lake Woodlands Hotels
- Lake Valencia Hotels
- Landmark Estates Hotels
- Boutique Hotels in North Bay Hills
- Hotels with an Indoor Pool in North Bay Hills
- Spa Hotels in North Bay Hills
- North Bay Hills Hotels
- Northwood Estates Hotels
- Adults Only Resorts & in Northwood
- Casino Hotels in Northwood
- Lake Hotels in Northwood
- Spa Hotels in Northwood
- Northwood Hotels
- Adults Only Resorts & in On Top of The World
- Hotels with Balconies in On Top of The World
- Hotels with Bar in On Top of The World
- Lgbt Friendly Hotels in On Top of The World
- Scuba Diving Hotels in On Top of The World
- On Top of The World Hotels
- Adults Only Resorts & in Philippe Estates
- Rustic Oaks Hotels
- Hotels near Ruth Eckerd Hall
- B&B in Safety Harbor
- Chalets in Safety Harbor
- Guest Houses in Safety Harbor
- Adults Only Resorts & in Safety Harbor
- Beach Hotel Hotels in Safety Harbor
- Casino Hotels in Safety Harbor
- Cheap Hotels in Safety Harbor
- Hotels & Resorts for Couples in Safety Harbor
- Golf Hotels in Safety Harbor
- Hotels with Free Airport Shuttle in Safety Harbor
- Hotels with Free Parking in Safety Harbor
- Hotels with Hot Tubs in Safety Harbor
- Luxury Hotels in Safety Harbor
- Oceanfront Hotels in Safety Harbor
- Pet-Friendly Hotels in Safety Harbor
- Spa Hotels in Safety Harbor
- Safety Harbor Hotels
- Inns in Safety Harbor
- Motels in Safety Harbor
- Palaces in Safety Harbor
- Resorts in Safety Harbor
- Townhomes in Safety Harbor
- Hotels near Safety Harbor Waterfront Park
- Hotels near Tampa Bay Downs
- Tampa Shores Hotels
- Hotels near The Eagles Golf Club
- Hotels near Westchase Golf Course
- Cheap Hotels in Westchase
- Golf Hotels in Westchase
- Hotels with Free Breakfast in Westchase
- Spa Hotels in Westchase
- Westchase Hotels
- Hotels near Westfield Countryside Mall
- Anderson Park
- Baycare Ballpark
- Caladesi Island State Park Vacations
- Chi Chi Rodriguez Golf Club
- Clearwater Beach
- Clearwater Beach Vacations
- Clearwater Vacations
- Crystal Beach Vacations
- Cypress Point Park
- Dunedin Golf & Country Club
- Dunedin Vacations
- Eagle Lake Park
- Eddie C. Moore Softball Complex
- Fairway Village Golf Course
- Florida Auto Exchange Stadium - Dunedin Blue Jays
- George M. Steinbrenner Field
- Honeymoon Island State Park Vacations
- Innisbrook Golf Club
- Keystone Vacations
- Morton Plant Hospital
- Palm Harbor Vacations
- Pier 60 Park
- Rocky Point Vacations
- Visit Safety Harbor
- Simcenter Tampa Bay
- Tampa Bay Downs
- Tarpon Springs Sponge Docks
- Tarpon Springs Vacations
- Westchase Golf Course
- Westshore Plaza Mall
- Westshore Vacations
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
