Title: Oldsmar Vacation Packages & Trips 2026 from CA $839 | 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/141455/564625c4-6126-4f48-b040-8b702e2c9aff.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.

![Saddlebrook Resort](https://images.trvl-media.com/lodging/1000000/10000/8200/8126/3a68ae49_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Saddlebrook Resort

Wesley Chapel South

CA $839

per person

Feb 20 - Feb 27

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Tampa (TPA)

No reviews

![Mar Bay Motel &Suites](https://images.trvl-media.com/lodging/24000000/23610000/23608800/23608750/d8e0ef7d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Mar Bay Motel &Suites

CA $893

per person

Feb 20 - Feb 27

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Tampa (TPA)

8.6/10 Excellent! (60 reviews)

Excellent customer service

Reviewed on Dec 14, 2025

![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 $1,858

per person

Jan 31 - Feb 7

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Tampa (TPA)

9.6/10 Exceptional! (712 reviews)

Room is amazing. Staff are friendly. Hotel is clean. Highly recommend.

Reviewed on Dec 16, 2025

![SkyBeach Resort](https://images.trvl-media.com/lodging/1000000/20000/15200/15134/0e9469ba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### SkyBeach Resort

Greater Pinellas Point

CA $994

per person

Mar 3 - Mar 9

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

8.8/10 Excellent! (417 reviews)

I didn’t know about the $50 resort fee! Place is great!

Reviewed on Dec 10, 2025

![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 $1,162

per person

Mar 3 - Mar 9

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

8.6/10 Excellent! (496 reviews)

Great Stay!!! The room was clean, the property was great, staff super friendly, and the location is amazing!! We will totally be back.

Reviewed on Nov 25, 2025

## Ready to book your vacation to Oldsmar?

Choose your dates

## Oldsmar Hotel Deals

![Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG](https://images.trvl-media.com/lodging/1000000/910000/901800/901720/d9f838b5_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

3990 Tampa Rd Oldsmar FL

Fully refundable

CA $149

CA $168 total

Dec 21 - Dec 22

includes taxes & fees

9.4/10 Exceptional! (1,017 reviews)

Clean rooms, courteous staff

Reviewed on Dec 14, 2025

[](https://expedia.ca/Hotel-Search?startDate=21%2F12%2F2025&endDate=22%2F12%2F2025&selected=901720&PinnedHotelID=901720&HadPinnedHotel=true&regionId=141455)

![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 $303

CA $397 total

Jan 4 - Jan 5, 2026

includes taxes & fees

9.4/10 Exceptional! (2,875 reviews)

Ok

Reviewed on Dec 10, 2025

[](https://expedia.ca/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%2F01%2F2026&selected=15914352&PinnedHotelID=15914352&HadPinnedHotel=true&regionId=141455)

![Hilton Clearwater Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/30000/28100/28023/da46d3f6_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hilton Clearwater Beach Resort & Spa

400 Mandalay Ave Clearwater Beach FL

Fully refundableReserve now, pay when you stay

CA $191

CA $270 total

Dec 22 - Dec 23

includes taxes & fees

8/10 Very Good! (2,349 reviews)

Great stay experience

Reviewed on Dec 7, 2025

[](https://expedia.ca/Hotel-Search?startDate=22%2F12%2F2025&endDate=23%2F12%2F2025&selected=28023&PinnedHotelID=28023&HadPinnedHotel=true&regionId=141455)

[See all 15,827 properties in Oldsmar](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=17%2F12%2F2025&endDate=18%2F12%2F2025&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](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/175000/175753-Busch-Gardens.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Busch Gardens Tampa Bay

4.5/5(77 reviews)

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)

![Raymond James Stadium](https://mediaim.expedia.com/destination/2/7dd27be3f5e0a3c55d2554e24905bf6b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Raymond James Stadium

4.5/5(29 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. 

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

![Tampa Riverwalk](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/340000/340225-Tampa-Riverwalk.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Tampa Riverwalk

4.5/5(92 reviews)

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

![Sharks in 500,000 gallon Coral Reef habitat](https://mediaim.expedia.com/localexpert/690204/ffff2ef6-838f-4281-bdd0-b83d158e0424.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### The Florida Aquarium in Tampa General Admission

CA $46

per adult

**84%** of travellers recommend

[](https://expedia.ca/things-to-do/the-florida-aquarium-in-tampa-general-admission.a690204.activity-details)

![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 $40

per adult

**90%** of travellers recommend

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

![2 Hour Sunset Cruise in Clearwater, Florida](https://mediaim.expedia.com/localexpert/3907132/0d48bc87-4fcc-4c61-a95c-c67678f2ab32.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### 2 Hour Sunset Cruise in Clearwater, Florida

CA $44

per adult

**90%** of travellers recommend

[](https://expedia.ca/things-to-do/2-hour-sunset-cruise-in-clearwater.a3907132.activity-details)

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

## Explore a world of travel with Expedia

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- [Flights from Toronto (YYZ) to Tampa (TPA) ](https://www.expedia.ca/lp/flights/yyz/tpa/toronto-to-tampa)

- [Anderson Park ](https://www.expedia.ca/Anderson-Park-St-Petersburg-Clearwater.d6128310.Vacation-Attraction)
- [Baycare Ballpark ](https://www.expedia.ca/BayCare-Ballpark-St-Petersburg-Clearwater.d6128327.Vacation-Attraction)
- [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)

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