Here are 82 properties to choose from.  Included are luxury hotels, smaller motels, and historic B&B’s and Inns.  The list is filterable by must-have amenities such as free breakfast or a spa. Click the more information link to look up rates and make a booking.

Property Features:
    Pet Friendly    Spa Services    Fitness Room   Free Breakfast     Restaurant   Pool    Internet Access  

Old Town Manor

Class: 3 Stars 14 Rooms

This adult-only, smoke-free property is located in the heart of Key West, less than 1 mile from the Southernmost Point. Guests will enjoy a daily breakfast including pastries, organic fruit, and dessert cakes during their stay.

Location & Walking Times:
Old Town Manor is located at 511 Eaton Street, Key West, FL 33040. This is a N minute walk from Duval Street and minutes from Mallory Square. The Historic Seaport area is a N minute walk away. You can walk to Higgs Beach in N minutes and Smathers Beach in minutes.

The Pier House Resort and Spa

Class: 4 Stars 142 Rooms

Ideally set on a private beach in Key West's Old Town, close to local attractions, this resort offers elegant accommodations, a full-service spa and delicious on-site dining options.

Location & Walking Times:
The Pier House Resort and Spa is located at One Duval Street, Key West, FL 33040. This is a N minute walk from Duval Street and minutes from Mallory Square. The Historic Seaport area is a N minute walk away. You can walk to Higgs Beach in N minutes and Smathers Beach in minutes.

Simonton Court

Class: 4 Stars 30 Rooms Internet Free Breakfast Pool

With two-acres to work with and an eclectic historical platform, nearly every inch of Simonton Court Hotel has been meticulously crafted to give its guests the most unique Key West experience possible. World renowned artists and designers have poured themselves into Simonton Court Hotel and the lead designer, Susan Moloney, has made every second of that work her personal mission to oversee.

Location & Walking Times:
Simonton Court is located at 320 Simonton Street, Key West, FL 33040. This is a 3 minute walk from Duval Street and 8 minutes from Mallory Square. The Historic Seaport area is a 4 minute walk away. You can walk to Higgs Beach in 28 minutes and Smathers Beach in 48 minutes.

Coco Plum Inn

Class: 2 Stars 14 Rooms Internet Free Breakfast Pool

Lounge by the outdoor pool at Coco Plum Inn in Key West. This bed and breakfast offers free WiFi access. Coco Plum features cable TV, air conditioning, and outdoor furniture. The dining area includes a refrigerator and coffee-making facilities. Adults only.

Location & Walking Times:
Coco Plum Inn is located at 615 Whitehead Street, Key West, FL 33040. This is a 3 minute walk from Duval Street and 10 minutes from Mallory Square. The Historic Seaport area is a 13 minute walk away. You can walk to Higgs Beach in 27 minutes and Smathers Beach in 51 minutes.

The Artist House on Fleming

Class: 3 Stars 9 Rooms Internet Free Breakfast Pool

All rooms and suites in the Artist House on Fleming feature en-suite baths, mini-fridges, HD televisions, iron and boards, and complimentary Wi-Fi access. Sleep well on plush pillow-top mattresses. Enjoy your complimentary breakfast on an enormous wraparound porch or in the tropical back garden from 8:30 am until 10:30 am. Refresh in the new custom dipping pool that features a relaxing waterfall.

Location & Walking Times:
The Artist House on Fleming is located at 1016 Fleming Street, Key West, FL 33040. This is a 10 minute walk from Duval Street and 18 minutes from Mallory Square. The Historic Seaport area is a 6 minute walk away. You can walk to Higgs Beach in 24 minutes and Smathers Beach in 42 minutes.

Ambrosia Key West

Class: 3 Stars 20 Rooms Internet Accepts Pets Free Breakfast Pool

Spacious, tropical-themed rooms, two-room suites, two-story town homes, and a two-bedroom, two-bath cottage. Each unit has a private bath and private entrance (most with French doors) that opens onto intimate outdoor spaces, including private verandas, pools, patios and luscious gardens accented with fountains and sculptures.

Location & Walking Times:
Ambrosia Key West is located at 622 Fleming Street, Key West, FL 33040. This is a 3 minute walk from Duval Street and 11 minutes from Mallory Square. The Historic Seaport area is a 6 minute walk away. You can walk to Higgs Beach in 23 minutes and Smathers Beach in 48 minutes.

Andrews Inn & Garden Cottages

Class: 3 Stars 6 Rooms Internet Free Breakfast Pool

Situated down a shady lane just off Duval St., Andrews Inn truly captures the spirit of Old Key West. Our shimmering pool nestled amongst a tropical garden invites you to start your day with a laidback breakfast and to enjoy a refreshing cocktail after a full day of island activities.

Location & Walking Times:
Andrews Inn & Garden Cottages is located at 223 Eanes Lane, Key West, FL 33040. This is a 2 minute walk from Duval Street and 18 minutes from Mallory Square. The Historic Seaport area is a 18 minute walk away. You can walk to Higgs Beach in 21 minutes and Smathers Beach in 45 minutes.

The Saint Hotel Key West

Class: 3 Stars 36 Rooms Internet Spa Services Pool

36 smoke-free guestrooms are perfect for the guest who is looking to retire to a luxurious getaway after time in the sun and fun in Key West. All rooms are designed in the Saints signature cobalt blue and white color scheme, accented with blue LED lighting and classic, white sheer drapes. In each of guestroom, visitors will enjoy saintly sleep in luxurious bedding paired with the highest quality high-thread count Frette cotton linens with custom throws. Not to be outdone, the meticulous comfort in each bathroom includes marble fixtures, Niven Morgan Spa Products and lovely Saint Bathrobes.

Location & Walking Times:
The Saint Hotel Key West is located at 417 Eaton Street, Key West, FL 33040. This is a 1 minute walk from Duval Street and 7 minutes from Mallory Square. The Historic Seaport area is a 8 minute walk away. You can walk to Higgs Beach in 30 minutes and Smathers Beach in 50 minutes.

The Marker Waterfront Resort

Class: 4 Stars 96 Rooms Internet Fitness Center Restaurant Pool

Poised on the pristine waterfront of Key Wests historic seaport, The Marker is more than a gleaming new addition to the Florida islands. As the only newly built hotel to grace Old Town Key West in over 20 years, it marks a fresh approach to luxury - seamlessly blending the timeless elegance of classic Florida Keys resorts with an understated air of modern glamour. Featuring 96 state-of-the-art rooms on two lush acres of tropical landscaped seclusion, The Marker is a tropical oasis set within a vibrant, free spirited paradise filled with sun, surf, art and culture.

Location & Walking Times:
The Marker Waterfront Resort is located at 200 William Street, Key West, FL 33040. This is a 6 minute walk from Duval Street and 10 minutes from Mallory Square. The Historic Seaport area is a 0 minute walk away. You can walk to Higgs Beach in 27 minutes and Smathers Beach in 47 minutes.

The Gardens Hotel

Class: 4 Stars 23 Rooms Internet Accepts Pets Free Breakfast Restaurant Pool

The Gardens Hotel estate houses 23 luxurious guest suites and cottages amidst one of Floridas oldest and most respected tropical gardens. Once the largest private estate in Key West, the expansive grounds of The Gardens Hotel comprise over an acre of lush, tropical landscaping just steps away from Key Wests infamous Duval Street. The property has a very central location making it ideal for those who plan to get from place to place without a car.

Location & Walking Times:
The Gardens Hotel is located at 526 Angela Street, Key West, FL 33040. This is a 1 minute walk from Duval Street and 13 minutes from Mallory Square. The Historic Seaport area is a 11 minute walk away. You can walk to Higgs Beach in 22 minutes and Smathers Beach in 46 minutes.

Sunset Key Cottages, a Luxury Collection Resort, Key West

Class: 5 Stars 40 Rooms Internet Fitness Center Spa Services Free Breakfast Restaurant Pool

An island resort located just off the island of Key West. The twenty seven lush, tropical acres include private homes and two, three and four bedroom cottages available for rental on a nightly basis. Every detail of the cottages captures the casual Key West lifestyle with tranquility and charm from the pastel-colored wood finishes to the Victorian-style tin roofs. Take pleasure in the panoramic views of the turquoise blue waters or gardens filled with jasmine scented courtyards. Each of the cottages are custom designed and fully equipped for the sophisticated traveler who demands the very best. Spacious wrap-around verandas with Adirondack chairs and tables are the perfect location to enjoy your breakfast basket, customized and delivered to your porch each morning.

Location & Walking Times:
Sunset Key Cottages, a Luxury Collection Resort, Key West is located at 245 Front Street, Key West, FL 33040. This is a NA minute walk from Duval Street and NA minutes from Mallory Square. The Historic Seaport area is a NA minute walk away. You can walk to Higgs Beach in NA minutes and Smathers Beach in NA minutes.

La Concha Hotel & Spa

Class: 4 Stars 160 Rooms Internet Fitness Center Spa Services Restaurant Pool

History, vibrant nightlife and tropical paradise come together at the La Concha Hotel & Spa. A landmark hotel retreat with deluxe amenities and a fresh take on island ambiance is what you will find waiting for you at the La Concha Hotel & Spa. Designed with total comfort in mind, our newly renovated accommodations feature tropical Colonial architecture accented by peacock colored ceilings, dark wood plantation furnishings and window shutters all adding an air of sophisticated elegance that surrounds you in over 80 decades of Key West history.

Location & Walking Times:
La Concha Hotel & Spa is located at 430 Duval Street, Key West, FL 33040. This is a 0 minute walk from Duval Street and 8 minutes from Mallory Square. The Historic Seaport area is a 8 minute walk away. You can walk to Higgs Beach in 28 minutes and Smathers Beach in 51 minutes.

Wicker Guesthouse

Class: 3 Stars 26 Rooms Internet Accepts Pets Free Breakfast Pool

The Wicker Guesthouse compound occupies a full block and includes six houses that were converted into 24 individual rooms with private entrances and bathrooms. The rooms surround a heated swimming pool and patio with lounge chairs and hammocks. Located on the most iconic street in Key West, but you will find privacy, seclusion and quiet once you step onto the property.

Location & Walking Times:
Wicker Guesthouse is located at 913 Duval Street, Key West, FL 33040. This is a 4 minute walk from Duval Street and 15 minutes from Mallory Square. The Historic Seaport area is a 16 minute walk away. You can walk to Higgs Beach in 20 minutes and Smathers Beach in 45 minutes.

Duval Inn - Key West

Class: N/A 15 Rooms Internet Free Breakfast Pool

Offering an outdoor pool and free WIFI, the Duval Inn is located just steps from Duval Street. Every room will include cable television, phone, and refrigerator. Irons and hairdryers are available by request. Full concierge services as well as a complete daily turndown service is also available.

Location & Walking Times:
Duval Inn - Key West is located at 511 Angela Street, Key West, FL 33040. This is a 0 minute walk from Duval Street and 12 minutes from Mallory Square. The Historic Seaport area is a 11 minute walk away. You can walk to Higgs Beach in 22 minutes and Smathers Beach in 47 minutes.

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