Timberleaf Vacations from $451

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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 Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was $975, price is now $451 per person
$451
per person
Dec 3 - Dec 8
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.8/10 Excellent! (1,012 reviews)
Nice room but water pressure was very weak and kitchen sink would not drain

Reviewed on Oct 11, 2025

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was $2,708, price is now $1,141 per person
$1,141
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8/10 Very Good! (1,684 reviews)
Lo mejor. Me encantó súper recomendado.

Reviewed on Sep 30, 2025

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $3,125, price is now $1,517 per person
$1,517
per person
Dec 25 - Jan 1
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
8.8/10 Excellent! (486 reviews)
Excellent property to go too. Lazy river was night and the staff at the front desk was amazing. Very close to the beach with many restaurants and shops to walk too. Even saw Space X launch a rocket from this location. Perfect spot for a great price. Recommend especially if you're bring Children.

Reviewed on Oct 10, 2025

Summerville Vacation Homes by Columbia Management

Summerville Vacation Homes by Columbia Management

4 out of 5
Save 100% on your flight
Price was $1,997, price is now $1,052 per person
$1,052
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.4/10 Very Good! (151 reviews)
Exactly what we needed for our stay in Disney. Was first time we have stayed off property and besides not getting in to the park early, this place was great. It rained on us every day at the park and was nice to be able to through our jacket in the dryer! On negative i will say is the washer and dryer was loud HA! But other than that place had everythign we needed. Oh and fyi this place was not 3 bed rooms. It was 4! Maybe because it didtn have a bathroom? Not sure but was 4 bedroom 3 and half bath. HA kids liked havign there own rooms with own bathrooms. And so did I! Was thankful we was not crammed on an on park hotel with one room and one bathroom! Had 2 masters with Kings, one upstairs one down, and then the other 2 rooms was up stairs with one being two twins with bathroom then the other room was just a bunk. Would stay here again for sure.

Reviewed on Oct 9, 2025

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Save 100% on your flight
Price was $1,478, price is now $818 per person
$818
per person
Dec 28 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
9.6/10 Exceptional! (1,003 reviews)
The only complaint I have is that the walls are very thin. I could here the man in the next room sneeze continuously. There was also a lot of noise from people in hallway, and doors slamming.

Reviewed on Oct 9, 2025

Where to stay in Timberleaf

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

International Drive District

1 out of top 10 points of interest in this area

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

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4 out of 5
5780 Major Blvd, Orlando, FL
Fully refundable
$81 nightly
The price is $91 total per night from Nov 2 to Nov 3
$91 total
Nov 2 - Nov 3
Total with taxes and fees
8.4/10 Very Good! (6,736 reviews)
"Yes"

Reviewed on Oct 8, 2025

DoubleTree by Hilton at the Entrance to Universal 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
$133 nightly
The price is $150 total per night from Nov 5 to Nov 6
$150 total
Nov 5 - Nov 6
Total with taxes and fees
8.8/10 Excellent! (5,365 reviews)
"Rooms need to be cleaned better."

Reviewed on Oct 9, 2025

Universal's Cabana Bay Beach Resort
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
$91 nightly
The price is $103 total per night from Nov 2 to Nov 3
$103 total
Nov 2 - Nov 3
Total with taxes and fees
9.2/10 Wonderful! (3,633 reviews)
"Nice area, lots to do, very cost effective compared to other resorts in area"

Reviewed on Oct 6, 2025

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
See all 31,934 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
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Timberleaf

Walt Disney World® Resort

Walt Disney World® Resort

4.5/5(2,427 reviews)

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

4.5/5(9,273 reviews)

Thrill rides based on your favorite movies create this internationally acclaimed theme park.

Universal Studios Florida
Universal Studios Orlando showing street scenes, a city and rides

Universal Orlando Resort

4.5/5(4,155 reviews)

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

Universal Orlando Resort

Things to do

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

$42
per traveler
84% 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

$32
per adult
90% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
Universal Orlando Resort Express Passes

Universal Orlando Resort Express Passes

$160
per traveler
84% of travellers recommend
Universal Orlando Resort Express Passes
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.