L'Habitation Guest House
L'Habitation reflects all the architectural charm of a true Key West Conch House with Victorian and Bahamian accents. Located 1/2 block from Duval Street, 10 minutes walking distance from Fort Zachary Taylor beach, Hemingway House, Audubon House, Truman's Little White House, and Mallory Square.
Angelina Guest House
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.
Suite Dreams Inn
Suite Dreams Inn is an intimate family-owned boutique Key West Guest House nestled in the heart of the tranquil upscale Casa Marina neighborhood of Old Town Key West, Florida, just a 3 minute stroll from the best Key West public beaches and a 9 minute stroll or 3 minute bike ride to world-famous Duval Street.
The Perry Hotel
The moment you arrive at The Perry Hotel, you’ll find yourself transported by the salty air, large open spaces, and five-star service. Situated just one bridge away from historic Old Town, yet unlike anything you can find in downtown Key West, The Perry's 40-plus-acre campus offers the ultimate resort-like experience. Fish the backcountry, dive the Vandenberg, lounge poolside, and sip homemade rum—it’s all possible just steps from your door at their waterfront Stock Island oasis.
Center Court
Center Court is close to plenty of great restaurants and attractions. Within walking distance there are several great restaurants that serve in freshest seafood daily. The Hemingway House is just a short walk. Center Court is just a half block from famous Duval Street. Duval offers plenty of shopping, art galleries, coffee shops, restaurants and bars. It is the main street of Key West’s downtown area.
Amsterdam's Curry Mansion Inn
Amsterdam’s Curry Mansion Inn is comprised of 28 unique guest rooms in three different structures. The Mansion, built in 1869, is open for tours daily. Four guest rooms and the owner’s residence are located on the second floor. The Guest Wing wraps around the rear of the house and the 16 room either overlook or open onto the pool and deck area where breakfast and cocktails are served daily. The James House is located directly across Caroline Street.
The Laureate Key West
Introducing The Laureate Key West, between the modern, luxurious accommodations and a prime bayfront location, this Key West getaway is one you do not want to miss. The Laureate serves as a perfect jumping off point for exploring the colorful town and all of the things to do in Key West. Whether you are looking for a family beach vacation or a romantic beach getaway, The Laureate Key West offers something for everyone!
Ocean Key Resort and Spa
Located at Mallory Square, the Ocean Key Resort and Spa has an abundance of oceanfront rooms that relax, as well as energize, with the plethora of amenities. All rooms come with balconies with views of the water or Duval Street, jetted baths and seating areas. Pamper yourself at Spa Terre. Sip on a cool cocktail on the Sunset Pier with live music or enjoy elegant dining at the Hot Tin Roof. Enjoy a sail in the blue waters of the Key West Harbor.
Casa Marina Key West
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.
Sunset Key Cottages
Located on a secluded 27-arce island called Sunset Key these cottages are designed for the sophisticated traveler who demands the very best! This tropical paradise are luxurious one, two, three and four bedroom cottages, each designed in traditional Key West architecture and offering magnificent ocean or garden views. This is the perfect location to sip a glass of champagne or enjoy your complimentary breakfast basket and newspaper delivered each morning.
The Palms Hotel
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.
DoubleTree Resort by Hilton Hotel Grand Key
Set on lush grounds, this classic resort is near the beaches and downtown Key West. All rooms offer traditional decor and custom-designed beds, plus mini fridges, flat-screen TVs and free WiFi. There's also an outdoor pool with poolside tiki bar, sundeck and waterfall. Additional amenities include 7,000 sq ft of meeting space and a business center, plus a free beach, airport, and area shuttle.
The Inn on Fleming
The Inn on Fleming is nestled on a quiet residential street two blocks from the Historic Seaport. Built in 1894, this inn served as a private home until it was transformed into a beautiful, modern bed and breakfast in the 2000s. From this quiet inn you can walk to the restaurants and bars by the Seaport or to Duval Street, featuring dining, shopping, and local events.
The Marker
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.
The Southernmost Inn
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.
The Mermaid & The Alligator
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.
Fairfield Inn & Suites by Marriott
The best of coastal life awaits guests at the Fairfield Inn & Suites Key West at The Keys Collection. A family-friendly hotel, they offer travelers a charming home base from which to explore the beautiful Florida Keys. The guest rooms and suites will make you feel right at home. Spend your days soaking up the Florida sunshine at nearby Smathers Beach, or discovering the historic sights of Old Town.
Casa 325
In the heart of Historic Old Town Key West, at 325 Duval Street, you will find Casa 325, a quaint Key West guesthouse with all the comforts of home. Don’t let the Duval Street address fool you. Though they are just steps away from some of the finest restaurants, shops, galleries, nightlife and activities on Duval Street and the Historic Key West Waterfront, Casa 325 Guesthouse is nestled away off the street, providing guests the privacy they seek.
Orchid Key Inn
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!
Rose Lane Villas
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!
The Grand Guesthouse
The Grand Guesthouse rooms are comfortable, sparkling clean, and all have private bathrooms and entrances, Queen or King size beds, A/C & ceiling fans, cable television, USB charging stations, a small refrigerator, and are non-smoking. Their suites feature a queen bedroom which opens into a separate dining and seating area with a microwave, dishes and small fridge. They also have 6 on-site free parking spaces (more nearby) and high speed wireless internet.
Truman Hotel
Located in the heart of Old Town, the Truman Hotel is just steps away from the infamous Duval Street. The Truman Hotel features spacious, newly renovated rooms with a pool and courtyard.
NYAH
Set amongst gently swaying palm trees, in the midst of the Key West pulse is where you will find NYAH – Not Your Average Hotel. NYAH offers a true Floridian vibe accentuated by a unique BYOR concept. NYAH is only a few blocks away from the energetic Duval Street. Experience the magnificent beaches, shopping, the fantastic nightlife, and more.
The Banyan Resort
The Banyan Resort is a luxury timeshare resort that is the ultimate destination for a weekend getaway or long term accommodations in their well appointed suites which offer the perfect blend of history and modern convenience located on a Historic Caribbean Estate tucked away in the heart of Old Town Key West. Enjoy the best of both worlds that only their unique location can offer: A serene atmosphere within steps to everything the island has to offer.
Marrero's Guest Mansion
Step into Marrero’s Guest Mansion and step back in time to a more relaxed era. Enjoy the grandeur of their elegant Victorian home, carefully updated and lovingly converted into Marrero’s Guest Mansion. The original architectural details of this charming bed and breakfast remain intact while modern touches throughout the house provide guests with the best of both old and new Key West hospitality. Marrero’s Guest Mansion is just half a block from the famous Duval Street.