Timberleaf Vacations from $287

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Your Timberleaf Vacation

Experience all the wonderful things this neighborhood has to offer with a customized Timberleaf vacation package. However you imagine yourself spending your time here, you'll find countless opportunities for relaxation, fun and adventure. Some top nearby attractions to visit during your trip to Timberleaf include Camping World Stadium, Tinker Field and Bill Frederick Park. Whatever your dream Timberleaf vacation may look like, you can make it a reality with Expedia.

The Latest Timberleaf Vacation Packages

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

Westgate River Ranch Resort & Rodeo

Save 100% on your flight

$287

per person

Oct 2 - Oct 4

found 3 hours ago

Roundtrip flight included

San Juan (SJU) to Orlando (MCO)

8.4/10 Very Good! (556 reviews)

Westgate Leisure Resort

International Drive District

Save 100% on your flight

$324

per person

Nov 3 - Nov 8

found 2 hours ago

Roundtrip flight included

San Juan (SJU) to Orlando (MCO)

8.4/10 Very Good! (1,000 reviews)

Naaaaaaaa

Reviewed on Aug 7, 2026

Seasons Florida Resort

Save 100% on your flight

$319

per person

Nov 8 - Nov 14

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

9/10 Wonderful! (3,830 reviews)

Westgate Lakes Resort & Spa Universal Studios Area

Save 100% on your flight

$365

per person

Oct 5 - Oct 10

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

8.4/10 Very Good! (6,964 reviews)

Security was constantly driving around the

Reviewed on Sep 2, 2026

Westgate Blue Tree Resort in Lake Buena Vista

Save 100% on your flight

$448

per person

Nov 10 - Nov 17

found 9 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

8.6/10 Excellent! (1,002 reviews)

Clean rooms, friendly and helpful.staff, well maintained property!

Reviewed on Aug 31, 2026

Where to stay in Timberleaf

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

A traditional Japanese torii gate with a dragon sculpture in front, overlooking a calm lake with a distant view of a spherical building.

Bay Lake

4 out of top 10 points of interest in this area

Home to all four Walt Disney World Resort theme parks and one water park, this city offers endless entertainment, including Disney's Fort Wilderness Resort & Campground and Magnolia and Palm Golf Courses.

A theme park with a large rock formation, Old-Town sign, and various food and restaurant signs.

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.

A golf course with sand bunkers, a water hazard, and a clubhouse in the background.

Reunion

The waterparks and pristine golf courses are top of the list for many visitors to Reunion. A stop by Reunion Resort Golf Course or Jack Nicklaus Course might round out your trip.

A city skyline with modern buildings, a lake with swans, and a fountain.

Florida Center

2 out of top 10 points of interest in this area

While visiting Florida Center, you might make a stop by sights like Universal Orlando Resort and Universal Studios Florida.

A large Ferris wheel with blue lighting, surrounded by a parking lot and buildings.

Champions Gate

Abundant dining options and pristine golf courses are well-reviewed features of Champions Gate. Make a stop by top sights like ChampionsGate Golf Club while you're exploring the area.

Timberleaf Hotel Deals

Hyatt Regency Orlando International Airport

9300 Jeff Fuqua Boulevard Orlando FL

Fully refundableReserve now, pay when you stay

$209 nightly

$235 total

Sep 14 - Sep 15

Total with taxes and fees

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8800 Vistana Centre Dr Orlando FL

Fully refundableReserve now, pay when you stay

$123 nightly

$139 total

Sep 22 - Sep 23

Total with taxes and fees

Marriott's Grande Vista

5925 Avenida Vista Orlando FL

Fully refundableReserve now, pay when you stay

$95 nightly

$107 total

Sep 22 - Sep 23

Total with taxes and fees

9/10 Wonderful! (4,871 reviews)

"My third stay here not a single complaint"

Reviewed on Sep 2, 2026

See all 33,165 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.