Timberleaf Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

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    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Timberleaf

Price found within the past 48 hours. Click for updated prices.
Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Price was CA $1,324, price is now CA $742 per person
CA $742
per person
Jul 17 - Jul 24
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.6/10 Excellent! (1,007 reviews)
Everything was great

Reviewed on May 4, 2026

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was CA $1,457, price is now CA $811 per person
CA $811
per person
Jul 17 - Jul 24
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.2/10 Very Good! (1,661 reviews)
That resort was amazing. The only thing missing was a breakfast restaurant because the Mexican restaurant that opened to serve breakfast wasn't very good and didn't offer many good options.

Reviewed on May 7, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was CA $2,787, price is now CA $1,636 per person
CA $1,636
per person
Jul 18 - Jul 24
found 14 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Orlando (MCO)
9.2/10 Wonderful! (1,005 reviews)
Me and my fiancé got a cottage just for me and him and it was beautiful! It made us feel like we were at home with all the amenities we also cooked a home made meal they had all the pans, plates, etc.. we did have to rewash current stuff there was still food on them from who knows when. Also one of the pillow sheets were really dirty we just removed it. Other than that everything was amazing also we loved the H2O water park! We mostly differently will be back !

Reviewed on May 4, 2026

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was CA $3,455, price is now CA $2,111 per person
CA $2,111
per person
Jul 11 - Jul 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.6/10 Excellent! (541 reviews)
Clean Room friendly staff

Reviewed on May 2, 2026

Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Price was CA $1,561, price is now CA $1,018 per person
CA $1,018
per person
Jul 18 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.6/10 Excellent! (1,005 reviews)
Our favorite place to stay at when we are in Orlando

Reviewed on Apr 28, 2026

Where to stay in Timberleaf

Find the best Timberleaf areas and neighborhoods for the activities you enjoy most. Learn more about Timberleaf
International Drive District

International Drive District

Adventure activities, iconic attractions, shopping and world-class dining destinations make this famous street one of Orlando’s most popular tourist attractions.

Find hotels in International Drive District

Timberleaf Hotel Deals

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
The price is CA $198 per night from May 12 to May 13
CA $198
CA $223 total
May 12 - May 13
includes taxes & fees
9.2/10 Wonderful! (5,388 reviews)
Nice property offering many amenities.

Reviewed on May 6, 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way Orlando FL
Fully refundableReserve now, pay when you stay
The price is CA $205 per night from May 13 to May 14
CA $205
CA $230 total
May 13 - May 14
includes taxes & fees
9/10 Wonderful! (6,762 reviews)
* El ambiente retro años 50/60 está SUPER lindo y diferente. Se siente divertido, no como un hotel aburrido. * Para familias y adolescentes está buenísimo porque siempre hay algo: * lazy river, * dos piscinas, * bolera, * arcade, * fogata con s’mores, * Starbucks, * food court grande. * La ubicación ...

Reviewed on May 7, 2026

Universal's Cabana Bay Beach Resort
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
Fully refundableReserve now, pay when you stay
The price is CA $225 per night from May 14 to May 15
CA $225
CA $328 total
May 14 - May 15
includes taxes & fees
8/10 Very Good! (9,784 reviews)
Love it! Great stay for families

Reviewed on May 7, 2026

The Grove Resort & Water Park Orlando
See all 32,234 properties in Timberleaf
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 a Timberleaf vacation package cost?
From just CA $742. Yes, you read that right. Our Timberleaf packages are an easy way to make your budget stretch further. Bundle your hotels, flights and rental car and get out and explore this top destination.
How do I get a cheap travel package to Timberleaf?
Combine your bookings with Expedia to save big on your next trip. With more than 550 airlines and 1,000,000 properties throughout the world, your Timberleaf vacation package can be customized exactly to suit your travel style. With all that extra cash, why not add one or more awesome activities and tours? It's an easy way to unlock even more discounts. Your dream getaway to Timberleaf is much closer than you thought!
Where should I stay in Timberleaf?
Most people who visit Timberleaf include Universal Studios Florida and Orange County Convention Center on their to-do lists. Why not consider a hotel that's close to these popular attractions?
How far in advance should I book my Timberleaf vacation?
It all depends on the airline, but you can generally compare international airfares on Expedia up to 12 months in advance. While it's a good idea to book ahead of time, lucky customers will sometimes nab a cheaper seat just weeks prior to departure dates.
What does an Expedia Timberleaf travel package include?
Expedia has all you need to book your Timberleaf trip, but how you structure your package depends on you. Choose from a combination of hotels, rental cars and flights. In search of some experiences or tours to keep you on the go? Once you've made your booking, you can add them on too. Whatever your style or budget, there's a deal to suit your needs.
What should I know before booking a Timberleaf travel package?
Bundling your bookings into a Timberleaf vacation package is the easiest way to organize your trip. Not only that, you'll get great discounts just for combining your flights, hotels and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with a Timberleaf Expedia vacation package?
You sure can. We offer more than 550 airline partners globally, so pick the carrier that suits your budget needs.
If I'm not able to travel, can I cancel my Timberleaf vacation package?
If your vacation plans in Timberleaf have been upended, it's good to know that it's possible to cancel or amend your booking. If you booked in the last 24 hours, you may be able to receive a refund. If your booking is older than that, your hotel, airline or car rental company may impose fees. To learn more, check our Customer Service Portal.

Discover the most popular places to visit in Timberleaf

Walt Disney World® Resort

Walt Disney World® Resort

Walt Disney World® Resort is part of Orlando. It makes up part of bustling metropolis that is home to 240,000 inhabitants. Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando’s city center. If you are flying in, Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando International Airport.

Walt Disney World® Resort
Universal Studios Florida

Universal Studios Florida

Movie sets and thrill rides combine to create this internationally acclaimed theme park.

Universal Studios Florida
Universal Orlando Resort

Universal Orlando Resort

Make your Florida vacation one to remember with a stay at this hotel and theme park complex.

Universal Orlando Resort

Things to do

Universal Orlando Resort Theme Park Tickets

Universal Orlando Resort Theme Park Tickets (US & Canada)

CA $230
per adult
86% of travellers recommend
Universal Orlando Resort Theme Park Tickets (US & Canada)
LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

CA $53
per traveller
86% of travellers recommend
LEGOLAND® Florida Tickets
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

CA $38
per adult
92% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
See all activities in Orlando
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.