Beachside Vacations
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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 ￥19,155 per night from Aug 18 to Aug 19
￥19,155
￥29,032 total
Aug 18 - Aug 19
includes taxes & fees
8.4/10 Very Good! (1,451 reviews)
"Great vacation with my son. Ultimate adventure was awesome. Property was nice. Room was too small for my taste, but otherwise, friendly staff, close to shopping, plenty of places to eat in the area. No laundry on site, no microwave in unit, shuttle to downtown was a bonus. Beach was too small but ..."
Reviewed on Aug 14, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ￥17,460 per night from Sep 15 to Sep 16
￥17,460
￥27,926 total
Sep 15 - Sep 16
includes taxes & fees
7.6/10 Good! (1,543 reviews)
"Perfect"
Reviewed on Aug 11, 2025
Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Fully refundable
The price is ￥26,043 per night from Sep 4 to Sep 5
￥26,043
￥39,238 total
Sep 4 - Sep 5
includes taxes & fees
8.6/10 Excellent! (2,674 reviews)
"Best resort!! My boyfriend just said “ I would say there 100 more times”. The staff was great, upgraded our rooms since it was a big family trip. Walkable distance to everything. Special shoutout the the restaurant chef on the property who cooked us the most unforgettable meal after we brought her ..."
Reviewed on Aug 12, 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.