Hyatt Centric Key West Resort & Spa

601 Front St, Key West, FL 33040

Ranked #6 in Condé Nast Traveler’s Top 15 Resorts in the Florida Keys: Readers’ Choice Awards 2021. Let this tranquil waterfront resort be your starting point for offbeat adventures in Key West. You can take a short stroll to the lively Duval Street and all the history and tropical charm of Old Town, or grab a charter boat from the hotel’s dock. When you’re ready to kick back, check out Jala Spa or laze on the beach.

819 Simonton StreetKey West, FL 33040

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Tranquility Tucked Away in the Heart of Old Town, Key West. An idyllic, undeniably charming respite awaits in the colorful city of Key West, Florida. Welcome to The Paradise Inn—a pristine, tropical paradise in the heart of the Old Town Key West, only steps away from vibrant nightlife, sugary beaches, thought-provoking historical landmarks, and miles upon miles of teal water. Bask underneath exotic flora, inside a soothing Jacuzzi, or on a private balcony, overlooking the dazzling estate and its bustling streets.

The Cabana Inn

413 Applerouth Lane Key West, FL 33040

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When tropical oasis meets Duval Street, you know you have arrived at the Cabana Inn. Located just a block from Duval Street, our adult-only Key West inn is hidden amongst the shady trees to create a tranquil paradise. The historic conch estate, with cottages that were meticulously converted into a comfortable Key West hotel, features modern designs throughout the interior and exterior.

The Southernmost Inn

525 United Street, Key West, FL 33040

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Get ready to escape to your very own secret hideaway. Discover a quiet corner of Old Town Key West that is tucked away where island charm and hospitality meet with a rich history to create a delightful oasis. You will find yourself immersed in a vibrant, tropical paradise located at the Southernmost Point of the United States and surrounded by the crystal blue waters of the Gulf of Mexico. The Southernmost Inn was originally built in the 1800s as a Francisco Marrero cigar factory and, was transformed into our charming Inn that still boasts much of the original architecture.

NYAH Not Your Average Hotel

420 Margaret Street, Key West, FL 33040

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Stay with us at NYAH, an adult-only hotel with rooms designed to fit the entire crew! NYAH is only steps from Duval St. and is known as the place for group travelers. We offer bunk bed accommodations where up to 6 people can have their own bed per room. Whether you’re celebrating a birthday, bachelor (or bachelorette) party, long-awaited reunion, or simply enjoying life’s moments by traveling with a group of friends, NYAH offers a variety of room options to meet every occasion.

Key West Hospitality Inns

913 Duval Street, Key West, FL 33040

SAVE 10% with Promo Code dive.

Meet our family owned & operated collection of boutique hotels, inns & cottages all in historic Old Town, Key West. Key West Hospitality Inns is a family of Key West accommodations. Family-owned and operated since 2006, our properties suit a wide range of guests and families. Our three properties are meticulously maintained and located in the heart of historic Old Town Key West.

The Marker Key West

200 William St, Key West, FL 33040

Poised on the pristine waterfront of the island’s historic seaport, The Marker Key West Harbor Resort is a fresh approach to luxury, seamlessly blending the elegance of classic Florida Keys resorts with an understated air of modern glamour. Set on two acres of lush, tropical landscape, The Marker Key West Harbor Resort features 96 vibrant rooms and suites, 3 stunning pools, and one onsite restaurant and bar for a secluded island escape tucked away in Old Town Key West.