Oldsmar Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Choose two or more items and save on your trip:
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to CA $775 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    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, 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.
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
per person
Jul. 29 - Aug. 5
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
8.2/10 Very Good! (1,003 reviews)
Beautiful spot, staff was excellent, course was well maintained! No complaints at all. The rooms were clean, very welcoming! I will visit again!

Reviewed on May 19, 2024

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Jun. 27 - Jul. 4
found 8 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Tampa (TPA)
9.6/10 Exceptional! (297 reviews)
Loved everything about our stay at the Avalon Club! Beach access, easy access, parking, amazing staff, amazing room and views. Everything we were looking for and more!

Reviewed on May 21, 2024

Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jun. 27 - Jul. 4
found 8 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Tampa (TPA)
8.4/10 Very Good! (1,030 reviews)
It was amazing everything was close. I would definitely go back again.

Reviewed on May 23, 2024

TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Save 100% on your flight
per person
Jul. 29 - Aug. 5
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
7.6/10 Good! (1,003 reviews)
We were here for four days, only one elevator worked so the wait time was long, WiFi was also down, so no online ordering, wait time was also ridiculously long. Ice maker on second floor was down.

Reviewed on May 18, 2024

Silver Sands

Silver Sands

3.5 out of 5
per person
Jul. 29 - Aug. 5
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
9.2/10 Wonderful! (129 reviews)
Walkimg distance to a lot of places

Reviewed on Apr. 29, 2024

Oldsmar Hotel Deals

Wyndham Grand Clearwater Beach
Wyndham Grand Clearwater Beach
4 out of 5
100 Coronado Drive, Clearwater Beach, FL
Fully refundableReserve now, pay when you stay
The price is CA $232 per night from Jun. 16 to Jun. 17
CA $232
CA $311 total
includes taxes & fees
Jun 16 - Jun 17
9/10 Wonderful! (1,873 reviews)
Wonderful!
"I had a hard time deciding which hotel I wanted to stay at on the beach and I was very happy with my choice! Clean, great location and modern. I loved the ocean view from my room and my stay included all the amenities that I needed and appreciated such as a fridge, keurig, hair dryer and toiletries. ..."

Reviewed on May 23, 2024

Wyndham Grand Clearwater Beach
Hotel Alba, Tapestry Collection by Hilton
Hotel Alba, Tapestry Collection by Hilton
4 out of 5
5303 W Kennedy Blvd, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is CA $179 per night from Jun. 16 to Jun. 17
CA $179
CA $203 total
includes taxes & fees
Jun 16 - Jun 17
8.8/10 Excellent! (1,231 reviews)
"Excellent"

Reviewed on May 21, 2024

Hotel Alba, Tapestry Collection by Hilton
Hilton Clearwater Beach Resort & Spa
Hilton Clearwater Beach Resort & Spa
4 out of 5
400 Mandalay Ave, Clearwater Beach, FL
Fully refundableReserve now, pay when you stay
The price is CA $321 per night from May 27 to May 28
CA $321
CA $417 total
includes taxes & fees
May 27 - May 28
7.4/10 Good! (1,628 reviews)
"The hotel is quite nice, friendly staff, and very convenient to walk to most anywhere you want to get to. Our first room had a patio door that seal and we were transferred to a different room which helped to make things quiet enough for our toddler to fall asleep. The pool and private beach were ..."

Reviewed on May 22, 2024

Hilton Clearwater Beach Resort & Spa
See all 15,867 properties in Oldsmar
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does an Oldsmar vacation package cost?
Custom make your Oldsmar vacation package from as little as CA $1,053. Pick from any combination of flights, hotels and rental cars to pull together the escape you’ve been dreaming of. Remember to add on some tours and experiences!
How do I get a cheap travel package to Oldsmar?
If you love landing a bargain, bundle your bookings into an Oldsmar vacation package. Whether you need flights, hotels, tours or rental cars, you can browse and book everything in one place. You’ll have a wealth of choice at your fingertips too. Expedia has over 550 airlines and 1,000,000 hotels globally to pick from. Fly with who you prefer, find a room where you like and save a bundle — now that’s the ideal escape!
Where should I stay in Oldsmar?
With lots to explore in Oldsmar, we recommend you stay near its attractions. Tampa Bay Downs, Oldsmar Flea Market and Upper Tampa Bay Park are some good ones to add to your itinerary.
What are the top hotels in Oldsmar?
If you’d like to stay in the East Lake Woodlands neighborhood, some quality options are Courtyard by Marriott Tampa Oldsmar and Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar, an IHG Hotel. Quail Forest is another well-known Oldsmar area. We recommend Hampton Inn & Suites Tampa Northwest/Oldsmar or Hilton Garden Inn Tampa Northwest/Oldsmar if you choose this end of town.
How far in advance should I book my Oldsmar vacation?
Smart travelers will likely want to book early. You can normally look up international airfares on Expedia up to a year before your intended flight. If you’re booking last minute, don’t despair. Low prices occasionally appear in the last weeks prior to departure.
What does an Expedia Oldsmar travel package include?
Flights, hotels and a cool set of wheels for your road trip adventures. Simply mix and match your favorite bundle and gain access to great discounts. Once you’ve made your booking, add on a couple of tours and activities and watch your savings stack up. When it comes to crafting your Oldsmar vacation, you’re the boss!
What should I know before booking an Oldsmar travel package?
When you book your flights, hotels and car rentals together, you’ll score amazing discounts. Whether you’re organizing a beach escape in a villa or would rather stay in a comfortable hotel in the city, Expedia will help make it happen.
Can I choose my airline with an Oldsmar Expedia vacation package?
Expedia has access to more than 550 partner airlines globally, so you definitely can. Simply select the airline you want and craft your ideal Oldsmar getaway.
If I'm not able to travel, can I cancel my Oldsmar vacation package?
Yes, it’s possible to cancel your Oldsmar booking if your travel plans have changed. Whether you’ll incur a penalty or not depends on your airline, hotel or car rental company. It may be possible to cancel or change free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.

Discover the most popular places to visit in Oldsmar

Image for Busch Gardens Tampa Bay

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.

Busch Gardens Tampa Bay
Image for Port of Tampa

Port of Tampa

4.5/5(149 reviews)

Explore the waterfront in Tampa with a trip to Port of Tampa. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Port of Tampa
Image for Raymond James Stadium

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.

Raymond James Stadium

What to do in Oldsmar

Image for Tampa: ZooTampa at Lowry Park Entry Ticket

Tampa: ZooTampa at Lowry Park Entry Ticket

CA $65
Per adult
80% of travellers recommend
Tampa: ZooTampa at Lowry Park Entry Ticket
Image for Brandon: Wild West Heist

Brandon: Wild West Heist

CA $47
Per adult
Brandon: Wild West Heist
Image for Tampa Bar Hunt: Tampa Takeover Bar Crawl

Tampa Bar Hunt: Tampa Takeover Bar Crawl

CA $17
Per adult
Tampa Bar Hunt: Tampa Takeover Bar Crawl
See all activities in Oldsmar

Other vacations you might like

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