
Midtown Vacations from ¥338,447
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The Latest Midtown Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Hyatt Vacation Club at Windward Pointe, Key West
Price was ¥414,598, price is now ¥338,447 per person
¥338,447
per person
Apr 4 - Apr 7
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Key West (EYW)
9.6/10 Exceptional! (1,002 reviews)
room was spotless. staff were pleasant
Reviewed on Feb 13, 2026
Where to stay in Midtown
Find the best Midtown areas and neighborhoods for the activities you enjoy most. Learn more about Midtown

Old Town Key West
4 out of top 10 points of interest in this area
4.5/5(226 area reviews)
Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.
Midtown Hotel Deals

Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Key West FL
9.8/10 Exceptional! (273 reviews)
Exquisite lodgings. Pristine conditions. Quintessential Key West decorations with a great location. Love the bikes. Definitely would rent again.
Reviewed on Feb 4, 2026

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
The price is ¥84,828 per night from Mar 15 to Mar 16
¥84,828
¥106,604 total
Mar 15 - Mar 16
includes taxes & fees
8.6/10 Excellent! (3,069 reviews)
Beautiful property. Great room with a porch w ocean view. Very clean. Loved hearing the roosters everywhere. Shore Pool is great! Bartender great! Breakfast great at the hotel restaurant. The location of the hotel is close to everything, Duval St, restaurants and shopping. Recommend a golf cart for ...
Reviewed on Feb 9, 2026

Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is ¥52,853 per night from Mar 2 to Mar 3
¥52,853
¥63,565 total
Mar 2 - Mar 3
includes taxes & fees
8/10 Very Good! (2,080 reviews)
Clean, nice location, small but nice room
Reviewed on Feb 9, 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.
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



