Title: Oldsmar Vacation Packages & Trips 2026 from CA $654 | Expedia.ca

[Oldsmar Travel Guide](https://expedia.ca/Oldsmar.dx141455)[Hotels in Oldsmar](https://expedia.ca/Oldsmar-Hotels.d141455.Travel-Guide-Hotels)[Vacation Rentals in Oldsmar](https://expedia.ca/Oldsmar-Vacation-Rentals.d141455.Travel-Guide-VacationRentals)[Flights to Oldsmar](https://expedia.ca/Cheap-Flights-To-Oldsmar.d141455.Travel-Guide-Flights)[Oldsmar Car Rentals](https://expedia.ca/Car-Rentals-In-Oldsmar.d141455.Car-Rental-Guide)

![](https://images.trvl-media.com/place/141455/70840b93-13a2-48b2-bf43-521b35c12b65.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Oldsmar Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, 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](https://www.expedia.ca/Big-Cat-Rescue-Tampa.d6065207.Vacation-Attraction), [Westfield Citrus Park](https://www.expedia.ca/Westfield-Citrus-Park-Citrus-Park.d6321574.Vacation-Attraction) and [Tampa Bay Downs](https://www.expedia.ca/Tampa-Bay-Downs-Westchase.d6128333.Vacation-Attraction) 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.

![Delray House With Hot tub & Game Room](https://images.trvl-media.com/lodging/104000000/103840000/103835900/103835873/79a3e201_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Delray House With Hot tub & Game Room

Palm River-Clair Mel

CA $654

per person

Apr 28 - May 5

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

2/10 (2 reviews)

![Sleeps 6 Hot Tub Fenced Yard Cozy Chic](https://images.trvl-media.com/lodging/93000000/92340000/92332700/92332674/2a7c2ed0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Town 'n' Country

CA $678

per person

Apr 28 - May 5

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

2/10 (4 reviews)

![Hotel Tampa Riverwalk](https://images.trvl-media.com/lodging/1000000/30000/22400/22354/e58c12ba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Tampa Riverwalk

Downtown Tampa

CA $796

per person

Apr 28 - May 5

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

7/10 Good! (1,744 reviews)

staff was amazing the hotel needs major improvements. We were very disappointed in the appearance and the needing of repairs everywhere. The pool , bathrooms , balconys etc

Reviewed on Feb 9, 2026

![Ocean Club Treasure Island Hotel](https://images.trvl-media.com/lodging/97000000/96160000/96150700/96150639/3e4355d4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ocean Club Treasure Island Hotel

Sunshine Beach

CA $1,232

per person

Apr 28 - May 5

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

9.6/10 Exceptional! (712 reviews)

We had an issue with the 1st room upon check-in. The next morning (we got in late the night before) they were really great about helping us out and switching us to another room. We really loved the location, layout of the room, and just about everything about it. We plan to go there again!

Reviewed on Feb 6, 2026

![Bayview Plaza Waterfront Resort](https://images.trvl-media.com/lodging/1000000/910000/904800/904795/99568c67_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Bayview Plaza Waterfront Resort

Belle Vista

CA $873

per person

Apr 28 - May 5

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

8.6/10 Excellent! (496 reviews)

The room was clean. Comfortable bed. Kitchenette. Beautiful view of the water. Can watch the birds. Close to stores, restaurant, St. Pete beach, Tampa bay, and old Tampa bay, and other sites. The city of St. Petersburg and Tampa.

Reviewed on Jan 24, 2026

## Ready to book your vacation to Oldsmar?

Choose your dates

## Oldsmar Hotel Deals

![Wyndham Grand Clearwater Beach](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/3e998290_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL

Fully refundableReserve now, pay when you stay

CA $455

CA $568 total

Feb 16 - Feb 17

includes taxes & fees

9.2/10 Wonderful! (3,031 reviews)

We had an amazing stay at the Wyndham Grand Clearwater Beach. The hotel was super clean, the rooms were comfortable, and the location was perfect — literally right by the beach and close to everything. The staff was friendly and helpful the whole time, check-in was easy, and the atmosphere felt upscale ...

Reviewed on Feb 7, 2026

[](https://expedia.ca/Hotel-Search?startDate=16%2F02%2F2026&endDate=17%2F02%2F2026&selected=15914352&PinnedHotelID=15914352&HadPinnedHotel=true&regionId=141455)

![Ramada by Wyndham Tampa Westshore Airport South](https://images.trvl-media.com/lodging/1000000/30000/27400/27302/cfa6c456_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Ramada by Wyndham Tampa Westshore Airport South

1200 N Westshore Blvd Tampa FL

CA $101

CA $115 total

Mar 8 - Mar 9

includes taxes & fees

6.2/10 (3,915 reviews)

Clean, comfortable room. Staff friendly and helpful.

Reviewed on Feb 7, 2026

[](https://expedia.ca/Hotel-Search?startDate=08%2F03%2F2026&endDate=09%2F03%2F2026&selected=27302&PinnedHotelID=27302&HadPinnedHotel=true&regionId=141455)

![Quality Inn Airport - Cruise Port](https://images.trvl-media.com/lodging/1000000/10000/4500/4462/dbf70823_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Quality Inn Airport - Cruise Port

1020 S Dale Mabry Hwy Tampa FL

Fully refundableReserve now, pay when you stay

CA $157

CA $178 total

Feb 16 - Feb 17

includes taxes & fees

8/10 Very Good! (1,417 reviews)

Although not a newer facility, everything was very clean. All the staff were friendly and courteous. We would stay there again when needed.

Reviewed on Feb 6, 2026

[](https://expedia.ca/Hotel-Search?startDate=16%2F02%2F2026&endDate=17%2F02%2F2026&selected=4462&PinnedHotelID=4462&HadPinnedHotel=true&regionId=141455)

[See all 15,926 properties in Oldsmar](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=12%2F02%2F2026&endDate=13%2F02%2F2026&regionId=141455)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

### Discover the most popular places to visit in Oldsmar

![Busch Gardens Tampa Bay showing rides](https://images.trvl-media.com/place/6048135/88f298de-d898-4d9e-b3c3-63644981d741.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### 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.

[](https://expedia.ca/Busch-Gardens-Tampa-Bay-Terrace-Park.d6048135.Vacation-Attraction)

![Tampa_RaymondJamesStadium_503050_03](https://images.trvl-media.com/place/503050/251abf71-b594-4551-b05d-9b8317b8bc79.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### 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. 

[](https://expedia.ca/Raymond-James-Stadium-Tampa.d503050.Vacation-Attraction)

![Tampa Riverwalk](https://images.trvl-media.com/place/6319740/331148f4-a2ec-4ff4-a071-6fd049d9ed26.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Tampa Riverwalk

Walk, bike or rollerblade along Tampa’s waterside neighborhood, with public art, museums, restaurants and more attractions right on the waterfront.

[](https://expedia.ca/Tampa-Riverwalk-Downtown-Tampa.d6319740.Vacation-Attraction)

### What to do in Oldsmar

![The StarLite Majesty Cruise Ship in Clearwater, Florida](https://mediaim.expedia.com/localexpert/614700/aa2c41b1-9599-4a2b-b690-98569abc7309.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### StarLite Majesty Evening Yacht Cruise Clearwater

CA $50

per adult

**90%** of travellers recommend

[](https://expedia.ca/things-to-do/starlite-majesty-evening-yacht-cruise-clearwater.a614700.activity-details)

![The Tropics Boat at Sunset](https://mediaim.expedia.com/localexpert/1343868/8586728a-5afb-4de8-9fb4-c255024557a9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Sunset Celebration Cruise on Tropics Boat Tours

CA $51

per adult

**92%** of travellers recommend

[](https://expedia.ca/things-to-do/sunset-celebration-cruise-on-tropics-boat-tours.a1343868.activity-details)

![Little Toot Dolphin Adventure at Clearwater Beach ](https://mediaim.expedia.com/localexpert/1933548/3011b2fc-8304-4433-8cd5-4f51de89816a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Little Toot Dolphin Adventure at Clearwater Beach

CA $50

per adult

**96%** of travellers recommend

[](https://expedia.ca/things-to-do/little-toot-dolphin-adventure-at-clearwater-beach.a1933548.activity-details)

[See all activities in Oldsmar](https://expedia.ca/things-to-do/search?rid=141455)

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- [Hotels near Westfield Countryside Mall ](https://www.expedia.ca/Westfield-Countryside-Mall-Hotels.0-l6277212-0.Travel-Guide-Filter-Hotels)

- [Flights to Safety Harbor ](https://www.expedia.ca/Cheap-Flights-To-Safety-Harbor.d9792.Travel-Guide-Flights)
- [Flights from Toronto (YYZ) to Tampa (TPA) ](https://www.expedia.ca/lp/flights/yyz/tpa/toronto-to-tampa)

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- [Caladesi Island State Park Vacations ](https://www.expedia.ca/Caladesi-Island-State-Park.d6159955.Destination-Travel-Guides)
- [Chi Chi Rodriguez Golf Club ](https://www.expedia.ca/Chi-Chi-Rodriguez-Golf-Club-St-Petersburg-Clearwater.d6277237.Vacation-Attraction)
- [Clearwater Beach ](https://www.expedia.ca/Clearwater-Beach-St-Petersburg-Clearwater.d553248635983990696.Vacation-Attraction)
- [Clearwater Beach Vacations ](https://www.expedia.ca/Clearwater-Beach.d10759.Destination-Travel-Guides)
- [Clearwater Vacations ](https://www.expedia.ca/Clearwater.d6033.Destination-Travel-Guides)
- [Crystal Beach Vacations ](https://www.expedia.ca/Crystal-Beach.d6085089.Destination-Travel-Guides)
- [Cypress Point Park ](https://www.expedia.ca/Cypress-Point-Park-Tampa.d6321366.Vacation-Attraction)
- [Dunedin Golf & Country Club ](https://www.expedia.ca/Dunedin-Golf-Country-Club-St-Petersburg-Clearwater.d553248621532652750.Vacation-Attraction)
- [Dunedin Vacations ](https://www.expedia.ca/Dunedin.d7932.Destination-Travel-Guides)
- [Eagle Lake Park ](https://www.expedia.ca/Eagle-Lake-Park-St-Petersburg-Clearwater.d553248621532652733.Vacation-Attraction)
- [Eddie C. Moore Softball Complex ](https://www.expedia.ca/Eddie-C-Moore-Softball-Complex-St-Petersburg-Clearwater.d553248633935162601.Vacation-Attraction)
- [Fairway Village Golf Course ](https://www.expedia.ca/Fairway-Village-Golf-Course-St-Petersburg-Clearwater.d6256381.Vacation-Attraction)
- [Florida Auto Exchange Stadium - Dunedin Blue Jays ](https://www.expedia.ca/Florida-Auto-Exchange-Stadium-Dunedin-Blue-Jays-St-Petersburg-Clearwater.d553248621532652745.Vacation-Attraction)
- [George M. Steinbrenner Field ](https://www.expedia.ca/George-M-Steinbrenner-Field-Drew-Park.d6065215.Vacation-Attraction)
- [Honeymoon Island State Park Vacations ](https://www.expedia.ca/Honeymoon-Island-State-Park.d6160046.Destination-Travel-Guides)
- [Innisbrook Golf Club ](https://www.expedia.ca/Innisbrook-Golf-Club-St-Petersburg-Clearwater.d6277350.Vacation-Attraction)
- [Keystone Vacations ](https://www.expedia.ca/Keystone.d553248635975872201.Destination-Travel-Guides)
- [Morton Plant Hospital ](https://www.expedia.ca/Morton-Plant-Hospital-St-Petersburg-Clearwater.d553248634415694264.Vacation-Attraction)
- [Palm Harbor Vacations ](https://www.expedia.ca/Palm-Harbor.d55174.Destination-Travel-Guides)
- [Pier 60 Park ](https://www.expedia.ca/Pier-60-Park-St-Petersburg-Clearwater.d6179637.Vacation-Attraction)
- [Rocky Point Vacations ](https://www.expedia.ca/Rocky-Point.d6341894.Destination-Travel-Guides)
- [Visit Safety Harbor ](https://www.expedia.ca/Safety-Harbor.dx9792)
- [Simcenter Tampa Bay ](https://www.expedia.ca/SimCenter-Tampa-Bay-St-Petersburg-Clearwater.d6277317.Vacation-Attraction)
- [Tampa Bay Downs ](https://www.expedia.ca/Tampa-Bay-Downs-Westchase.d6128333.Vacation-Attraction)
- [Tarpon Springs Sponge Docks ](https://www.expedia.ca/Tarpon-Springs-Sponge-Docks-St-Petersburg-Clearwater.d6128335.Vacation-Attraction)
- [Tarpon Springs Vacations ](https://www.expedia.ca/Tarpon-Springs.d7241.Destination-Travel-Guides)
- [Westchase Golf Course ](https://www.expedia.ca/Westchase-Golf-Course-Westchase.d6065217.Vacation-Attraction)
- [Westshore Plaza Mall ](https://www.expedia.ca/Westshore-Plaza-Mall-Tampa.d6128349.Vacation-Attraction)
- [Westshore Vacations ](https://www.expedia.ca/Westshore.d6340415.Destination-Travel-Guides)

- [Car rental Safety Harbor ](https://www.expedia.ca/Car-Rentals-In-Safety-Harbor.d9792.Car-Rental-Guide)
- [Rental cars Tampa Intl. airport ](https://www.expedia.ca/Car-Rentals-In-Tampa-Intl.d4280404.Car-Rental-Guide)

- [Safety Harbor Vacation Rentals ](https://www.expedia.ca/Safety-Harbor-Vacation-Rentals.d9792.Travel-Guide-VacationRentals)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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