Timberleaf Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
- Palazzo Lakeside Hotel
Aug 11 - Aug 15Palazzo Lakeside Hotel + Flight
Kissimmee4 nights8.2/10 - Very Good (5,175 reviews)"Buen hotel, muy buen desayuno, excelente ubicación."Reviewed May 31, 2026Roundtrip • Boston (BOS) - Orlando (MCO)BOS - MCO • Nonstop MCO - BOS • Nonstop$1,067$395found 1 day agoper traveler - Westgate Town Center Resort
Aug 4 - Aug 11Westgate Town Center Resort + Flight
Kissimmee7 nights8.2/10 - Very Good (1,750 reviews)"Es super increíble me encantó"Reviewed May 31, 2026Roundtrip • Boston (BOS) - Orlando (MCO)BOS - MCO • Nonstop MCO - BOS • Nonstop - Westgate Vacation Villas Resort
Aug 1 - Aug 8Westgate Vacation Villas Resort + Flight
Kissimmee7 nights8.2/10 - Very Good (1,950 reviews)"Perfect"Reviewed May 31, 2026Roundtrip • Boston (BOS) - Orlando (MCO)BOS - MCO • Nonstop MCO - BOS • Nonstop - Westgate Cocoa Beach Resort
Aug 18 - Aug 24Westgate Cocoa Beach Resort + Flight
Cocoa Beach6 nights8.6/10 - Excellent (550 reviews)"Esta bien Accesible a todas las amenidades, incluyendo el área de la playa,Solo que es un poco caro el precio por noche, por lo demás todo muy bien."Reviewed May 25, 2026Roundtrip • New York (EWR) - Orlando (MCO)EWR - MCO • Nonstop MCO - EWR • Nonstop - Westgate Palace Hotel / Universal / I-Drive
Jul 17 - Jul 20Westgate Palace Hotel / Universal / I-Drive + Flight
International Drive District3 nights8.8/10 - Excellent (1,259 reviews)"It was a very nice clean property just a bit smaller unit size than what we’re used to!"Reviewed May 25, 2026Roundtrip • Boston (BOS) - Orlando (MCO)BOS - MCO • Nonstop MCO - BOS • Nonstop
Where to stay in Timberleaf
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.
Timberleaf Hotel Deals
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
"The property was very pretty, clean and spacious."
Reviewed on May 31, 2026
The Grove Resort & Water Park Orlando
"Very spacious, great space, love the property.The resort everything was five stars"
Reviewed on May 31, 2026
Universal's Cabana Bay Beach Resort
"Very clean and updated room! Everything smelled and looked fresh and kept very nice. Loved the amenities and never had any issues with noise or smell!"
Reviewed on May 31, 2026
Discover the most popular places to visit in Timberleaf
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.
Universal Studios Florida
Thrill rides based on your favorite movies create this internationally acclaimed theme park.
Universal Orlando Resort
Make your Florida vacation one to remember with a stay at this hotel and theme park complex.
Things to do
Walt Disney World® Resort Disney After Hours
