Timberleaf Vacation Packages 2026 from $260

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The Latest Timberleaf Vacation Packages

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

Oct 6 - Oct 11
Westgate Towers Resort + Flight
Kissimmee
5 nights
3.5 star property
8.6/10 - Excellent (1,001 reviews)
"This was our 2nd time staying here. Rooms are amazing. Highly recommended."
Reviewed July 5, 2026
Roundtrip • New York (EWR) - Orlando (MCO)
EWR - MCO • Nonstop MCO - EWR • Nonstop
Save 100% on your flight
~~$584~~
$260
per traveler
found 1 day ago
Westgate Towers Resort
Aug 31 - Sep 5
Westgate Palace Hotel / Universal / I-Drive + Flight
International Drive District
5 nights
4.0 star property
9.0/10 - Wonderful (1,290 reviews)
"Marlyn on reception was so helpful during our check-in - thank you. We had a 2 bedroom apartment on the 14th floor which had fantastic views towards Epic and SeaWorld. The apartment was fully fitted with everything you need. Washing machine and dryer, full cooking facilities including a dishwasher. The furniture was all modern and had TVs in every room. In the communal areas the gym was great, the pool area was well maintained and relaxed (no lifeguard). Saw other guests using the..."
Reviewed July 16, 2026
Roundtrip • New York (EWR) - Orlando (MCO)
EWR - MCO • Nonstop MCO - EWR • Nonstop
~~$1,044~~
$429
per traveler
found 1 day ago
Westgate Palace Hotel / Universal / I-Drive
Oct 6 - Oct 11
Westgate Vacation Villas Resort + Flight
Kissimmee
5 nights
4.0 star property
8.2/10 - Very Good (2,021 reviews)
Roundtrip • New York (EWR) - Orlando (MCO)
EWR - MCO • Nonstop MCO - EWR • Nonstop
Save 100% on your flight
~~$591~~
$271
per traveler
found 1 day ago
Westgate Vacation Villas Resort
Oct 2 - Oct 6
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive + Flight
International Drive District
4 nights
3.0 star property
7.8/10 - Good (550 reviews)
"Everything was great about the hotel and location"
Reviewed July 16, 2026
Roundtrip • New York (EWR) - Orlando (MCO)
EWR - MCO • Nonstop MCO - EWR • Nonstop
~~$567~~
$275
per traveler
found 1 day ago
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
Oct 6 - Oct 11
WorldQuest Orlando Resort + Flight
Orlando
5 nights
4.0 star property
8.4/10 - Very Good (4,083 reviews)
"Had the most amazing time in the 3 bed 3 bath. From the view overlooking the pool to how at home the condo felt. So spacious. I will be back every year."
Reviewed July 12, 2026
Roundtrip • New York (EWR) - Orlando (MCO)
EWR - MCO • Nonstop MCO - EWR • Nonstop
Save 100% on your flight
~~$747~~
$427
per traveler
found 1 day ago
WorldQuest Orlando Resort