
Cow Key Vacations from ¥285,084
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to ¥45,448 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
The Latest Cow Key Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Cavalier Hotel South Beach
South Beach
Price was ¥442,244, price is now ¥285,084 per person
¥285,084
per person
Dec 2 - Dec 6
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8.4/10 Very Good! (1,004 reviews)
Fantastic service, great restaurant downstairs, super convenient for beach access, shopping and dining!
Reviewed on Oct 13, 2025

The Shelborne By Proper, a Member of Design Hotels
South Beach
Save 100% on your flight
Price was ¥977,486, price is now ¥475,570 per person
¥475,570
per person
Dec 2 - Dec 6
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
9.8/10 Exceptional! (39 reviews)
Great staff, beautiful property
Reviewed on Oct 26, 2025

Bentley Hotel South Beach
South Beach
Save 100% on your flight
Price was ¥548,594, price is now ¥341,442 per person
¥341,442
per person
Dec 2 - Dec 6
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
9.4/10 Exceptional! (390 reviews)
The staff was excellent, it’s a family environment hotel. My only complaint is the pool, it needs more maintenance
Reviewed on Oct 25, 2025

1 Hotel South Beach
South Beach
Save 100% on your flight
Price was ¥1,081,518, price is now ¥681,916 per person
¥681,916
per person
Dec 2 - Dec 6
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
9.4/10 Exceptional! (1,333 reviews)
Cool trendy - great design
Reviewed on Oct 27, 2025

EAST Miami Residences
Downtown Miami
Save 100% on your flight
Price was ¥624,028, price is now ¥395,346 per person
¥395,346
per person
Dec 2 - Dec 6
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
9/10 Wonderful! (78 reviews)
Convenient for shopping and food.
Reviewed on Sep 2, 2025
Find the Best Cow Key Vacation Packages
Cow Key Hotel Deals

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ¥24,121 per night from Oct 28 to Oct 29
¥24,121
¥36,006 total
Oct 28 - Oct 29
includes taxes & fees
8.8/10 Excellent! (1,726 reviews)
Beautiful setting - great water views. Room was clean and comfortable - pools were great.
Reviewed on Oct 24, 2025

Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ¥22,364 per night from Oct 30 to Oct 31
¥22,364
¥36,338 total
Oct 30 - Oct 31
includes taxes & fees
8.6/10 Excellent! (2,813 reviews)
Everyone was friendly. The desk agents were very accommodating.
Reviewed on Oct 23, 2025

Hyatt Centric Key West Resort and Spa
601 Front St, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ¥28,891 per night from Oct 29 to Oct 30
¥28,891
¥42,476 total
Oct 29 - Oct 30
includes taxes & fees
8.8/10 Excellent! (1,014 reviews)
The hotel is right on the beach, had all the amenities and walking distance from Duvall street and Mallory square. Sunsets were beautiful
Reviewed on Oct 25, 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
