
Webster Vacations from ¥241,376
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The Latest Webster Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
International Drive District
Price was ¥302,394, price is now ¥241,376 per person
¥241,376
per person
Apr 15 - Apr 20
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
7.8/10 Good! (188 reviews)
Floor was FILTHY. and shower leak all over the bathroom floor.
Reviewed on Feb 26, 2026

Margaritaville Cottages Orlando with H2O Waterpark by Vstays
Price was ¥418,810, price is now ¥302,516 per person
¥302,516
per person
Apr 15 - Apr 20
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)
Everything was excellent. Beautiful house that was spotless.
Reviewed on Feb 22, 2026


Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Golden Oak
Price was ¥769,168, price is now ¥614,076 per person
¥614,076
per person
Apr 15 - Apr 20
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.6/10 Exceptional! (877 reviews)
Fantastic hotel, lovely front desk and housekeeping staff.
Reviewed on Oct 19, 2025
Find the Best Webster Vacation Packages
Webster Hotel Deals

Saddlebrook Resort
5700 Saddlebrook Way Wesley Chapel FL
Fully refundableReserve now, pay when you stay
The price is ¥19,931 per night from Mar 23 to Mar 24
¥19,931
¥27,000 total
Mar 23 - Mar 24
includes taxes & fees
7.2/10 Good! (24 reviews)
No cleaning service Noisy neighbors Car damaged by valet staff
Reviewed on Feb 23, 2026

SPOT X Hotel Tampa - Wesley Chapel by The Red Collection
5703 Oakley Blvd Wesley Chapel FL
Fully refundableReserve now, pay when you stay
The price is ¥18,414 per night from Mar 1 to Mar 2
¥18,414
¥20,624 total
Mar 1 - Mar 2
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
The whole facility was clean. The furniture needs to be updated but I wasn’t there for luxury. Beds were hard too. Overall stay was great and food was good!!
Reviewed on Feb 25, 2026

Days Inn by Wyndham Brooksville/Dade City
6320 Windmere Rd Brooksville FL
Fully refundableReserve now, pay when you stay
The price is ¥11,791 per night from Mar 4 to Mar 5
¥11,791
¥13,146 total
Mar 4 - Mar 5
includes taxes & fees
7.4/10 Good! (44 reviews)
The room was very comfortable and clean. The gentleman at the front desk was very friendly. It's close to shops and restaurants.😃
Reviewed on Feb 22, 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
