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Our top choices for Key West hotels

The Laureate Key West
The Laureate Key West
Blue Flamingo Resort Key West
Blue Flamingo Resort Key West
Beachside Resort & Residences
Beachside Resort & Residences
Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & Cottages
Hyatt Vacation Club at Beach House, Key West
Hyatt Vacation Club at Beach House, Key West
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Ibis Bay Beach Resort
Ibis Bay Beach Resort
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collection
Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key West
Opal Key Resort & Marina, Key West
Opal Key Resort & Marina, Key West
Ocean Key Resort - A Noble House Resort
Ocean Key Resort - A Noble House Resort
Hampton Inn Key West FL
Hampton Inn Key West FL
Courtyard by Marriott Key West Waterfront
Courtyard by Marriott Key West Waterfront
La Concha Key West, Autograph Collection
La Concha Key West, Autograph Collection
Parrot Key Hotel & Villas
Parrot Key Hotel & Villas
Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses
Fairfield Inn and Suites by Marriott Key West
Fairfield Inn and Suites by Marriott Key West
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key West
The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by HiltonGreat weekend hotel deals in Key West, FL
Showing deals for:Jan 30 - Feb 1
Image gallery for Pier House Resort & Spa

Pier House Resort & Spa
Where to stay in Key West

Old Town Key West
Old Town Key West captures the essence of island history with its pastel Victorian "Conch Houses" and lively atmosphere. Stroll past Ernest Hemingway's home where six-toed cats roam freely. The charming district buzzes with activity from Duval Street to Mallory Square's famous sunset celebrations. Explore this walkable neighborhood to discover hidden treasures like the Truman Little White House and Key West Butterfly Conservatory. Live music spills from open-air bars while local galleries showcase island artists. Rent a bicycle to navigate the narrow streets or simply wander among the bougainvillea-draped fences.

New Town
Key West's New Town neighborhood offers a refreshing glimpse into local island living. Here residential streets create a peaceful retreat from tourist crowds. Find budget-friendly hotels and everyday conveniences like shopping plazas and grocery stores. Smathers Beach is just a short drive away for sun seekers. The area's suburban character makes it perfect for travelers who want authentic experiences with practical amenities. Most locals choose New Town for its relaxed pace and affordable dining options.

Key West Historic District
Step into a vibrant slice of history in Key West's Historic District. This charming neighborhood blends Victorian architecture with tropical flair along its narrow brick streets. The area boasts Hemingway's former home, the Truman Little White House, and sunset celebrations at Mallory Square. Duval Street forms the lively backbone of this walkable district. Visitors can explore art galleries by day and enjoy live music venues by night. Fort Zachary Taylor offers swimming and Civil War history just steps from the six-toed cats at the Hemingway House.

Downtown Key West
Historic Downtown Key West captivates with its colorful charm and rich maritime legacy. Stroll along iconic Duval Street where Victorian architecture meets lively bars and shops. Ernest Hemingway's former home welcomes visitors with its famous six-toed cats and literary history. Join the nightly Sunset Celebration at Mallory Square where street performers entertain against breathtaking Gulf views. The Historic Seaport offers boat tours and waterfront dining options. Most attractions sit within easy walking distance, making Downtown Key West perfect for exploring on foot.

Truman Annex
Truman Annex offers a refined escape within Key West's historic heart. This upscale gated community showcases the Harry S. Truman Little White House where presidential history comes alive. Colonial Revival buildings with pristine white facades stand amid manicured tropical gardens and swaying palms. Peaceful streets create a serene atmosphere just steps from Duval Street's energy. History buffs will treasure tours of preserved naval buildings and the maritime museum. The neighborhood maintains its elegant character through meticulously maintained grounds and luxury accommodations. Enjoy waterfront promenades with harbor views or stroll to nearby attractions while basking in the community's tranquil, exclusive ambiance.
Learn more about Key West
Stroll Duval Street's colorful shops and bars before catching the sunset celebration at Mallory Square with local performers. Explore Hemingway's historic home where six-toed cats roam freely, then snorkel the vibrant coral reefs just offshore.

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Southernmost Beach Resort and Guesthouses
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