Beachside Vacations
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
Where to stay in Beachside
Find the best Beachside areas and neighborhoods for the activities you enjoy most. Learn more about Beachside
Old Town Key West
3 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.
Beachside Hotel Deals
Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ￥19,702 per night from Aug 12 to Aug 13
￥19,702
￥29,604 total
Aug 12 - Aug 13
includes taxes & fees
8.4/10 Very Good! (1,429 reviews)
"Very relaxing. We honestly never had to rely on to many people once we got there. Everything was nice."
Reviewed on Aug 6, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ￥16,821 per night from Sep 4 to Sep 5
￥16,821
￥27,225 total
Sep 4 - Sep 5
includes taxes & fees
7.6/10 Good! (1,525 reviews)
"Just five minutes from the airport and the shuttle will take you into the Mallory Square area every hour. 10:30 is last shuttle back. Hopefully in the near future all the restaurants will be open and lobby bar but I didn’t have use any and didn’t know they weren’t done with renovations. Should have ..."
Reviewed on Aug 5, 2025
Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Fully refundable
The price is ￥26,099 per night from Aug 20 to Aug 21
￥26,099
￥39,322 total
Aug 20 - Aug 21
includes taxes & fees
8.6/10 Excellent! (2,651 reviews)
"Great place, my wife and I love it!"
Reviewed on Aug 2, 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.
Discover the most popular places to visit in Beachside
Smathers Beach
4/5(1,151 reviews)
Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.
Things to do
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
￥4,022
per adult
78% of travellers recommend
Key West Day Trip & Glass Bottom-Boat Tour from Miami
￥18,910
per traveler
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.