Beachside Vacations
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Where to stay in Beachside
Old Town Key West
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.
Downtown Key West
If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.
Key West Historic District
Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.
New Town
Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Key West Tropical Forest and Botanical Garden.
Uptown - Upper Duval
If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.
Beachside Hotel Deals
Beachfront 2BDR Condo, Pool & Hot Tub w/ Ocean Views | Papaya Place by AvantStay
"Very good experience, the room was very clean, the beds were so very comfortable and communication was good."
Reviewed on Sep 13, 2026
Southernmost Beach Resort and Guesthouses
"Southernmost was in a great location. We were happy with our stay. But we were very disappointed that the largest pool was closed for repairs (without being notified) causing the pineapple pool to be over crowded and and wild in the off season. The tranquility pool was nice and was quiet at night. ..."
Reviewed on Sep 20, 2026
Blue Flamingo Resort Key West
"Room was not to clean and the resort fee is way to much for the place not to be as fun or lit."
Reviewed on Sep 19, 2026
Stay near popular Beachside attractions
Smathers Beach
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
