Key West Hotels

The Gates Hotel Key West is a new lifestyle hotel in Key West that offers 100 contemporary accommodations with an urban chic flare. Featuring one of the best locations for hotels in Key West, our family-friendly Key West hotel is located at the entrance of the island.

Circa 1900, Heron House Court was originally built to house the workers of Flagler’s famous Overseas Railway. This hotel is now listed on the National Register of Historic Places and retains much of its traditional charm, but with modern comforts that make us a unique blend of old and new.

Come to 24 North Hotel and soak in Key West. 24 North Hotel offers standard, pool view, and Ocean View Rooms with premium features and in-room amenities. The hotel is located at the point of entry to Key West and convenient to everything in Old Town and across the island. The concierge can curate personalized experiences such as spa services, bicycle and scooter rentals, snorkeling and diving, parasailing, deep-sea fishing, and much more.

The Curry Mansion Inn blends historical charm with modern comforts in the heart of Key West. This gorgeous bed-and-breakfast offers elegant rooms, a full daily breakfast, evening cocktails and a warm, welcoming atmosphere. Guests can enjoy the beautiful pool, relax on the verandas and explore nearby attractions, including Duval Street and Mallory Square. With its rich history, top-notch amenities and perfect location, this inn provides an unforgettable Key West experience.

Casa Marina Key West, Curio Collection by Hilton™ offers legendary beach resort accommodations and the island’s largest private beach. As Key West’s first hotel, the “House by the Sea” has welcomed Hollywood celebrities and notable dignitaries for over 100 years. Plan now for a tranquil escape, yet close to all of the fun with lush grounds, two oceanfront pools, Sun Sun Beach Bar & Grill, a luxury spa, on-site watersports and excursions, and so much more.

The Marker Waterfront Resort offers 96 spacious tropically-inspired contemporary and luxurious guest rooms along the famed Historic Seaport Harbor Walk. The Marker offers multiple room categories to choose from ranging between Marina, Pool, Garden and Old Town views, with king or double queen options. Their poolside Cero Bodega is a Cal-Mex inspired cuisine that offers hand crafted cocktails, breakfast, lunch and dinner.

Those seeking the extraordinary find it at Oceans Edge, a place straight out of your get-away-from-it-all dreams. Surrounded by the clear and tranquil sea, this secluded resort offers a setting in which to unwind and recharge: exquisite rooms and suites, swimming pools, on-site dining, and an array of water activities, all just a quick ride from Downtown Key West on their complimentary shuttle. Experience life at Oceans Edge Resort & Marina, and you might book your next stay before you leave!

When tropical oasis meets Duval Street, you know you have arrived at The Cabana Inn. Located just a block from Duval Street, the inn is hidden amongst the shady trees to create a tranquil paradise. The historic conch estate, with cottages was converted into a comfortable inn, with modern designs throughout the interior and exterior. Though Duval Street is the hub for nightlife on the island, The Cabana Inn is far enough away that you can relax in the peace and quiet of the charming inn.

This upscale, art-filled B&B is set in a Queen Anne-style house dating from 1904. The 6 refined rooms feature free Wi-Fi, high-thread-count sheets, designer toiletries and iPod docks. Some add whirlpool tubs, wraparound verandas and 4-poster beds. There are also 3 brightly decorated rooms in an 1880s cottage. Full breakfast is served next to an outdoor heated plunge pool. Other free amenities include parking & evening wine.

This historic hotel is a prime example of old Key West architecture and features a heated pool, free breakfast, free WiFi, and pet-friendly rooms. Just a short walk or bike ride away from the famous Duval Street, The Palms Hotel has a perfect location for your visit to Key West.

Knowles House, a historic Key West bed and breakfast, has the personal touch that gives it a unique, charming and welcoming feel. Knowles House is set in the historic Old Town district and exemplifies classic, Key West, tropical architecture. They offer the traditional, personal service and genuine hospitality you should expect and provide an elegant, yet comfortable and homey atmosphere that is as cool as Key West, itself.

Your southernmost vacation begins here! Only half a block from Duval Street, Rose Lane Villas is a 5 minute walk to Mallory Square, Sloppy Joe's and all of your favorite Key West attractions. The family friendly 1, 2 and 3 bedroom Villas offer newly renovated kitchens, free parking and Wi-Fi. This tropical oasis features a heated pool, just steps from your front door. Don't leave your 4 legged family member behind, they're also pet friendly!

Hilton Garden Inn Key West / The Keys Collection is an upscale hotel set at the entry point of Key West, on North Roosevelt Boulevard, and is convenient to the island's best attractions such as Old Town, Mallory Square, Smathers Beach, and the Hemingway House. The hotel is also a short drive from Duval Street, the center of the action, where Key West's best restaurants, bars, nightlife and shopping reside.

Dating from the Victorian era, this famous, art-filled guesthouse is just a 2-minute walk from the famous Duval Street. Individually decorated with vintage-style furnishings, all rooms and suites offer free Wi-Fi, flat-screen TVs, coffeemakers and mini fridges. Many suites add pull-out sofas, private outdoor staircases, patios and decks. Amenities include a communal porch, an outdoor pool and a garden courtyard with tables. A complimentary happy hour is offered daily.

Courtney's Place is tucked away on a quiet lane in The Heart of Old Key West - just 1-1/2 blocks from world famous "Duval Street" and 7 blocks from Ocean to Ocean. This Key West bed & breakfast is only minutes from all Key West attractions. Courtney's Place Key West has bed & breakfast accommodations to meet just about any ones need - from Cottages to just a Private Room. Courtney's Place Key West offers lots of amenities along with great rates.

Just a step away from Mallory Square, the Pier House Resort and Caribbean Spa has been a Florida icon for nearly 40 years. The Harbor View Café and Chart Room Bar along with the Caribbean Spa offer guests a quiet oasis surrounded by lush gardens, pools, and private beaches. It’s a taste of the luxury and relaxation that Key West offers to those seeking calm and pampered vacations.

The Caribbean House is a charming and unique Bed and Breakfast. It's located in historic Bahama Village, a hip location with a great vibe. At the Caribbean House, you'll have your high-speed internet and complimentary continental breakfast with complimentary mimosa. This beautiful B&B is located only two blocks from Duval street and is surrounded by many of Keys West's most popular attractions, restaurants, and shops.

The Orchid Key is located on Duval Street and Truman Avenue right at the very crossroads of Historic Old Town Key West. Upon entering the Inn, brick paths lead you through lush tropical landscapes which surrounds their 24 elegant, amenity-filled guest rooms and suites. Tranquil waterfalls and water features fill the air as you near the peaceful sun deck, heated pool, and spa. Be sure to join them back at the Orchid Bar for their sunset complimentary Happy Hour!

Winslow's Bungalows spans a lush, landscaped campus in the heart of Old Town. Named for famous painter and summer resident Winslow Homer, this expansive haven boasts three private pools, an outdoor bar and vibrant gardens. It’s an idyllic scene for couples, families, groups and wedding parties.

The tallest building in Old Town Key West, the La Concha is centrally located in the heart of Duval Street. It was at the La Concha that Tennessee Williams penned “A Streetcar Named Desire!” The La Concha features Sleep Advantage beds, free Wi-Fi, a tropical sun deck and pool! The La Concha features the delicious Jack’s Seafood Shack, and The Top Lounge, a rooftop bar with the best view of Key West.

Simonton Court Hotel is a tropical boutique bed and breakfast located in the heart of Old Town Key West. Whether you’re relaxing by one of their four pools, enjoying the lush secluded beauty of their gardens and restored Victorian and Conch architecture, or exploring the world famous historic attractions of Key West just steps from their property, how you enjoy Key West is entirely up to you. You’ll be conveniently located just off the beaten path.

Set in former gambling spot and bordello dating from the 1920s, this quaint, adults-only guesthouse is 5 minutes' walk from the Hemingway Home and Museum, and 2 blocks from Duval Street. Accommodations range from simple rooms with shared bathrooms to 2-bedroom units with en suite facilities, microwaves and mini-fridges. All rooms have air-conditioning and ceiling fans. Some rooms offer private entrances to the property's courtyard. Amenities include a free continental breakfast with homemade cinnamon rolls, and a heated lagoon-style outdoor pool surrounded by tropical plants.

An intimate retreat in the center of Old Town Key West, Ella’s Cottages blend cottage charm with historic character. Enjoy a front-porch seat to the lively Key West scene, unwind by the secluded pool or wander through hidden gardens.

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. The Southernmost Inn was originally built in the 1800s as a Francisco Marrero cigar factory and, was transformed into a charming inn that still boasts much of the original architecture. Experience all that our historical island has to offer while relaxing at the Southernmost Inn.

This cozy, tropical-style guesthouse is 2 blocks from dining and nightlife on Duval Street. Homey rooms offer cable TV, ceiling fans and rainfall showers. Studios add sitting areas and kitchenettes, while 1- and 2-bedroom suites come with full kitchens, and living rooms with pull-out sofas. Kid age 16 and under stay free.