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  

Best Western Key Ambassador Resort Inn

Class: 3 Stars 100 Rooms Internet Accepts Pets Free Breakfast Restaurant Pool

Set on 7 acres in Key West, Florida, Best Western Key Ambassador Resort Inn boasts a heated oceanfront pool with a view of the Atlantic Ocean and a sun terrace. The property offers 100 luxurious, spacious, modern rooms complete with dressing area. Tastefully decorated, the propertys tropical splendor carries through to the rooms. Local art compliments the pastel colors in each room. Many of the rooms boast a water view, some over look the pool, while others provide a sweeping view of the Atlantic Ocean.

Location & Walking Times:
Best Western Key Ambassador Resort Inn is located at 3755 South Roosevelt Boulevard, Key West, FL 33040. This is a 75 minute walk from Duval Street and 78 minutes from Mallory Square. The Historic Seaport area is a 76 minute walk away. You can walk to Higgs Beach in 53 minutes and Smathers Beach in 22 minutes.

The Curry House

Class: 2 Stars 9 Rooms Internet Free Breakfast Pool

The Curry House is one of the historic homes of a by-gone era, immaculately kept in a quiet, centrally located part of Old Town Key West. Lounge at the private, outdoor pool. Free WiFi access. Enjoy balcony views or relax at the outdoor seating area.

Location & Walking Times:
The Curry House is located at 806 Fleming Street, Key West, FL 33040. This is a 6 minute walk from Duval Street and 13 minutes from Mallory Square. The Historic Seaport area is a 6 minute walk away. You can walk to Higgs Beach in 21 minutes and Smathers Beach in 45 minutes.

NYAH (Not your average hotel)

Class: 2 Stars 35 Rooms Internet Free Breakfast Pool

Adult exclusive. NYAH provides guests with all the amenities of a modern hotel, while also breaking the barriers of an expected hotel stay. Share your needs and desires with them and they will adapt to meet your needs. Whether you are traveling in a group of 2 or 6, NYAH will configure the room to suit. NYAH also designed the hotel to encourage shared experiences and to create new connections. Meet fellow travelers pool side, or discuss the latest Key West happenings at their daily happy hour.

Location & Walking Times:
NYAH (Not your average hotel) is located at 420 Margaret Street, Key West, FL 33040. This is a 8 minute walk from Duval Street and 15 minutes from Mallory Square. The Historic Seaport area is a 5 minute walk away. You can walk to Higgs Beach in 23 minutes and Smathers Beach in 44 minutes.

Southwinds Motel

Class: 2 Stars 32 Rooms Internet Pool

Clean, comfortable rooms at travel-friendly prices. You will be treated to complimentary parking and WiFi, 32 inch LED cable television, and a sunrise treat in the front office each morning. At Southwinds Motel, there are AAA discounts available, as well as a multilingual staff on hand to help you with anything you need. Living up to its name, a local favorite convenience store is just across the street. A patio, microwave, and refrigerator are included in all rooms.

Location & Walking Times:
Southwinds Motel is located at 1321 Simonton Street, Key West, FL 33040. This is a 3 minute walk from Duval Street and 24 minutes from Mallory Square. The Historic Seaport area is a 20 minute walk away. You can walk to Higgs Beach in 12 minutes and Smathers Beach in 36 minutes.

The Inn at Key West

Class: 3 Stars 106 Rooms Fitness Center Restaurant Pool

Never compromise on comfort when you stay at this plush Key West resort. From basic in-room amenities to the fitness center and magnificent pool, The Inn at Key West ensures that you are taken care of during your Florida Keys vacation. You will be surrounded by tropical, luxury decor. After a good nights sleep, you can enjoy breakfast in the casual open air cafe and take a plunge in the largest freshwater pool in Key West. The pool is surrounded by tropical gardens and a full service Tiki bar making for a truly memorable experience.

Location & Walking Times:
The Inn at Key West is located at 3420 North Roosevelt Boulevard, Key West, FL 33040. This is a 57 minute walk from Duval Street and 66 minutes from Mallory Square. The Historic Seaport area is a 59 minute walk away. You can walk to Higgs Beach in 55 minutes and Smathers Beach in 47 minutes.

Merlin Guesthouse Key West

Class: 3 Stars 22 Rooms Internet Free Breakfast Pool

Merlin is a classic Key West guesthouse providing rustic modern lodging at an ideal location. You will be steps away from the best restaurants, nightlife, shopping, and attractions. Margaritaville, Sloppy Joes Bar, and Ernest Hemingways Home are all within easy reach. The nearest beach is just six blocks away. Simple rooms offer an excellent price and queen-size beds. King Suites offer extra comfort and romance. Cottage units offer a variety of layouts that are comfortable for families or friends. Continental breakfast is included. All guest rooms are non-smoking and do not have telephones, although all major cell carriers are supported in Key West. WIFI is available in each room

Location & Walking Times:
Merlin Guesthouse Key West is located at 811 Simonton Street, Key West, FL 33040. This is a 3 minute walk from Duval Street and 15 minutes from Mallory Square. The Historic Seaport area is a 12 minute walk away. You can walk to Higgs Beach in 20 minutes and Smathers Beach in 45 minutes.

Lighthouse Court Hotel - Key West

Class: 3 Stars 40 Rooms Internet Free Breakfast Restaurant Pool

Lighthouse Court is located in the heart of Key West, opposite the Ernest Hemingway Home and the Lighthouse & Keepers Quarters Museum. Guests can enjoy an outdoor heated pool, complimentary continental breakfast, and an on-site cafe. The Mojito Bar and Cafe serves light fare such as sandwiches, wraps, salads, and pizzas. Specialty tropical cocktails are also available. Free Wi-Fi and a flat-screen cable TV are included in all accommodations at Lighthouse Court.

Location & Walking Times:
Lighthouse Court Hotel - Key West is located at 902 Whitehead Street, Key West, FL 33040. This is a 3 minute walk from Duval Street and 15 minutes from Mallory Square. The Historic Seaport area is a 17 minute walk away. You can walk to Higgs Beach in 22 minutes and Smathers Beach in 47 minutes.

Seaport Inn

Class: 2 Stars 6 Rooms Internet Accepts Pets Free Breakfast Pool

You will find The Seaport Inn private, cozy, comfortable and to have one of the best locations found on the Island. Come and relax in the tropical garden or take a plunge in the heated pool or just smell the ocean breeze from your balcony and the Jasmine in the air. Located near the seaport in Old Town.

Location & Walking Times:
Seaport Inn is located at 329 William Street, Key West, FL 33040. This is a 11 minute walk from Duval Street and 11 minutes from Mallory Square. The Historic Seaport area is a 4 minute walk away. You can walk to Higgs Beach in 24 minutes and Smathers Beach in 45 minutes.

Duval Gardens

Class: 3 Stars 10 Rooms Internet Free Breakfast

This adult-only Key West, Florida bed and breakfast is just three blocks from the Butterfly and Nature Conservatory. This inn features an outdoor heated pool, continental buffet breakfast, and free WiFi. There four different room types to choose from. While all rooms feature the same amenities, including private bathrooms, and mini refrigerators, they are all quite unique, each with its own personality.

Location & Walking Times:
Duval Gardens is located at 1012 Duval Street, Key West, FL 33040. This is a 0 minute walk from Duval Street and 17 minutes from Mallory Square. The Historic Seaport area is a 17 minute walk away. You can walk to Higgs Beach in 19 minutes and Smathers Beach in 43 minutes.

Paradise Inn

Class: 3 Stars 18 Rooms Internet Free Breakfast Pool

An artful arrangement of cigar makers cottages, each meticulously renovated into one and two bedroom units. Additional suites are located in two authentically reproduced Bahamian-style houses with vine covered porches, sundecks and shaded balconies. Simple, elegant and tasteful best describe the impeccable interior decor. Classical and contemporary influences meld, with an emphasis on light oak, natural fibers and marble. Soothing shades of beige and gold complement the fine though functional furnishings and subtle botanical prints. French doors open wide to let in the Key West sunshine. Adults only.

Location & Walking Times:
Paradise Inn is located at 819 Simonton Street, Key West, FL 33040. This is a 3 minute walk from Duval Street and 16 minutes from Mallory Square. The Historic Seaport area is a 12 minute walk away. You can walk to Higgs Beach in 20 minutes and Smathers Beach in 44 minutes.

The Grand Guesthouse

Class: 3 Stars 10 Rooms Internet Free Breakfast

The Grand Guesthouse rooms are comfortable, sparkling clean, and all have private bathrooms and entrances, queen size beds, A/C & ceiling fans, cable television, telephone service with free domestic long distance, iPod, iPhone, and CD players, a small refrigerator, and are non-smoking. The suites feature a queen bedroom which opens into a separate dining and seating area with a kitchenette. We also have free parking and high speed wireless internet. Adult only.

Location & Walking Times:
The Grand Guesthouse is located at 1116 Grinnell Street, Key West, FL 33040. This is a 12 minute walk from Duval Street and 26 minutes from Mallory Square. The Historic Seaport area is a 20 minute walk away. You can walk to Higgs Beach in 11 minutes and Smathers Beach in 34 minutes.

Island City House

Class: 3 Stars 24 Rooms Internet Pool

Offering an outdoor pool, this historic hotel is a short walk from the Key West seaport. Features include free WiFi, garden, and rooms with a kitchen. The Island City House Hotel is the oldest operating guesthouse on Key West. It is comprised of three buildings: the Carriage House, the Island City House and the Cigar House. Each building lends its own unique history and style to the property. Island City House is part of the Key West Historic Marker Tour.

Location & Walking Times:
Island City House is located at 411 William Street, Key West, FL 33040. This is a 6 minute walk from Duval Street and 13 minutes from Mallory Square. The Historic Seaport area is a 3 minute walk away. You can walk to Higgs Beach in 23 minutes and Smathers Beach in 45 minutes.

Ibis Bay Resort

Class: 3 Stars 71 Rooms Internet Restaurant Pool

Ibis Bay is Key West the way you imagined it to be. It is your well-earned escape from the ordinary, your chance to absorb the islands famous character. White coral rock cottage rooms, weathered picket fences, brightly painted exteriors, your own hammock garden. Every room includes premium bedding, flatscreen HDTV, Cuban wall Art, mini-fridge, hair dryer, telephone, and Room Service

Location & Walking Times:
Ibis Bay Resort is located at 3101 North Roosevelt Boulevard, Key West, FL 33040. This is a 48 minute walk from Duval Street and 55 minutes from Mallory Square. The Historic Seaport area is a 49 minute walk away. You can walk to Higgs Beach in 46 minutes and Smathers Beach in 41 minutes.

Key West Harbour Oceanfront Suites

Class: N/A 6 Rooms

Offering a private beach area and a restaurant, this Key West property is located off US Highway 1 less than 5 minutes’ drive from Key West Tropical Forest and Botanical Garden. Free WiFi and a full kitchen in all villas.

Location & Walking Times:
Key West Harbour Oceanfront Suites is located at 6000 Peninsular Avenue, 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.

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