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  

The Reach Resort -Waldorf Astoria

Class: 4 Stars 150 Rooms Internet Fitness Center Spa Services Accepts Pets Restaurant Pool

Experience the beauty and serenity of Key West from The Reach resort, home to the islands only private beach. Wake up to ocean breezes and gorgeous views from your private balcony. Spend lazy days under the swaying palms, soak up rays on the natural sand beach or take a dip in the oceanfront pool. The Reach offers a perfect blend of relaxation and adventure with many amenities.

Location & Walking Times:
The Reach Resort -Waldorf Astoria is located at 1435 Simonton Street, Key West, FL 33040. This is a 5 minute walk from Duval Street and 25 minutes from Mallory Square. The Historic Seaport area is a 22 minute walk away. You can walk to Higgs Beach in 13 minutes and Smathers Beach in 37 minutes.

Casa Marina Resort - Waldorf Astoria

Class: 4 Stars 311 Rooms Internet Fitness Center Spa Services Accepts Pets Free Breakfast Restaurant Pool

Immerse yourself in a fantastic getaway on the only private beach in Key West. Established in the 1920s and a hotel icon ever since, Casa Marina, A Waldorf Astoria Resort, combines modern luxury and historic beauty. Enjoy a boutique resort feel with spectacular amenities, including oceanfront accommodations, two tropical pools, exquisite dining and thrilling water sports.

Location & Walking Times:
Casa Marina Resort - Waldorf Astoria is located at 1500 Reynolds Street, Key West, FL 33040. This is a 12 minute walk from Duval Street and 32 minutes from Mallory Square. The Historic Seaport area is a 26 minute walk away. You can walk to Higgs Beach in 2 minutes and Smathers Beach in 26 minutes.

Ocean Key Resort & Spa

Class: 4 Stars 100 Rooms Internet Fitness Center Spa Services Restaurant Pool

For this editor, this is the finest oceanfront hotel in Key West. Located at the end of Duval Street and next to Mallory Square, Ocean Key boasts what is arguably the best location on the island and is convenient most everything. Rooms offer high luxury and many enjoy spectacular views. The Sunset Pier offers entertainment, drinks and food while you enjoy the sunset.

Location & Walking Times:
Ocean Key Resort & Spa is located at 0 Duval St., Key West, FL 33040. This is a 0 minute walk from Duval Street and 0 minutes from Mallory Square. The Historic Seaport area is a 5 minute walk away. You can walk to Higgs Beach in 36 minutes and Smathers Beach in 56 minutes.

Fairfield Inn & Suites by Marriott

Class: 3 Stars 106 Rooms Internet Fitness Center Free Breakfast Pool

This Key West Fairfield Inn & Suites by Marriott hotel offers a large outdoor pool with poolside cabanas, a daily hot breakfast, and free WiFi. Enjoy a tropical resort-style pool and cold drinks at the outdoor Tiki Bar. Poolside cabanas are available for lounging and on-site bike/scooter rentals are available for those who want to explore. The redesigned guest rooms feature bright, modern decor, LCD TVs with free HBO, microwaves and mini-fridges. Some of rooms have balconies.

Location & Walking Times:
Fairfield Inn & Suites by Marriott is located at 2400 North Roosevelt Boulevard, Key West, FL 33040. This is a 34 minute walk from Duval Street and 44 minutes from Mallory Square. The Historic Seaport area is a 37 minute walk away. You can walk to Higgs Beach in 32 minutes and Smathers Beach in 29 minutes.

Chelsea House Pool & Gardens Hotel

Class: 3 Stars 37 Rooms Internet Free Breakfast Pool

Chelsea House Hotel in Key West is a historic boutique hotel that is centrally located in the Old Town area. Accommodations are tailored to couples and most hotel rooms provide one guest bed. The rooms are fully updated and are all unique. All have new furnishings and modern amenities that include a flat-screen TV, and WIFI. A range of room sizes and amenities are offered. Guests can enjoy many relaxation spots around the property including decks, porches, the pool area and the shade garden.

Location & Walking Times:
Chelsea House Pool & Gardens Hotel is located at 709 Truman Avenue, Key West, FL 33040. This is a 4 minute walk from Duval Street and 20 minutes from Mallory Square. The Historic Seaport area is a 14 minute walk away. You can walk to Higgs Beach in 15 minutes and Smathers Beach in 40 minutes.

Key West Bayside Inn & Suites

Class: 2 Stars 64 Rooms Internet Accepts Pets Free Breakfast Pool

Bayside Inn and Suites is the perfect destination for a quick weekend getaway or a vacation escape with rates to fit your budget. All of our guest rooms feature cozy amenities to make your stay feel as warm and inviting as Key West. Enjoy 32 standard rooms with one queen bed, 24 one-bedroom suites, 8 bi-level two and three-bedroom resort suites. All suites feature comfortable sleeper sofas and private balconies.

Location & Walking Times:
Key West Bayside Inn & Suites is located at 3444 North Roosevelt Boulevard, Key West, FL 33040. This is a 57 minute walk from Duval Street and 68 minutes from Mallory Square. The Historic Seaport area is a 61 minute walk away. You can walk to Higgs Beach in 58 minutes and Smathers Beach in 56 minutes.

Casa 325 Guesthouse

Class: 2 Stars 12 Rooms Internet Accepts Pets

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. Do not let the Duval Street address fool you. Though we 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 our guests the privacy they seek.

Location & Walking Times:
Casa 325 Guesthouse is located at 325 Duval Street, Key West, FL 33040. This is a 6 minute walk from Duval Street and 6 minutes from Mallory Square. The Historic Seaport area is a 6 minute walk away. You can walk to Higgs Beach in 30 minutes and Smathers Beach in 50 minutes.

Parrot Key Hotel and Resort

Class: 4 Stars 146 Rooms Internet Fitness Center Restaurant Pool

Parrot Key Resort is situated within 10 minutes of all the activities you would want to enjoy during your island getaway, including dining, shopping, historic attractions, beaches, entertainment and nightlife. This 148-room waterfront hotel in Key West features spacious deluxe rooms and one or two-bedroom suites, plus three-bedroom villas. The elegantly appointed accommodations feature the finest amenities, including flat screen TVs, complimentary WiFi Internet access, fine linens, handcrafted furniture, and charming island artwork. Lush award-winning landscaping and gardens surround the resort and give you that wonderful island getaway experience. Parrot Key Hotel & Resort provides prime water view Key West lodging, boasting the largest rooms and suites of all luxury resorts on the island.

Location & Walking Times:
Parrot Key Hotel and Resort is located at 2801 North Roosevelt Boulevard, Key West, FL 33040. This is a 42 minute walk from Duval Street and 49 minutes from Mallory Square. The Historic Seaport area is a 41 minute walk away. You can walk to Higgs Beach in 39 minutes and Smathers Beach in 35 minutes.

Pegasus International Hotel

Class: 3 Stars 25 Rooms Internet Free Breakfast Restaurant Pool

This Art Deco hotel has a large poolside sun terrace and a great location that puts you in close proximity to all the bars, clubs, restaurants and the festive ambiance of Duval street. Pegasus International Hotel offers elegant newly renovated guestrooms and spacious suites that feature the latest technology, impressive amenities, and the creature comforts of home like plush bedding, microwaves and refrigerators. Free wifi and a secure off-site parking lot round out their offerings.

Location & Walking Times:
Pegasus International Hotel is located at 501 Southard Street, Key West, FL 33040. This is a 0 minute walk from Duval Street and 10 minutes from Mallory Square. The Historic Seaport area is a 10 minute walk away. You can walk to Higgs Beach in 25 minutes and Smathers Beach in 50 minutes.

Courtyard by Marriott

Class: 3 Stars 68 Rooms Internet Fitness Center Free Breakfast Restaurant Pool

This Key West hotel is located on the Gulf of Mexico in the New Town section of Key West and is within a 10 minute drive of any attraction on the island. It features a large outdoor heated swimming pool, a hot tub, a Tiki Bar, a private sunbathing beach, a 300 foot observation boardwalk, a free computer workstation in the lobby, complimentary in-room refrigerators and laptop size safes, and a concierge agent to help you plan your Key West vacation. Complimentary shuttle service is available to and from the downtown Key West area from 8am to 11pm.

Location & Walking Times:
Courtyard by Marriott is located at 3031-41 North Roosevelt Boulevard, Key West, FL 33040. This is a 46 minute walk from Duval Street and 54 minutes from Mallory Square. The Historic Seaport area is a 47 minute walk away. You can walk to Higgs Beach in 44 minutes and Smathers Beach in 39 minutes.

Simonton Court Cottages

Class: N/A 4 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 our guests the most unique Key West experience possible. This adults-only hotel resort is just around the corner from Duval Street in the heart of Old Town Key West.

Location & Walking Times:
Simonton Court Cottages is located at 1075 Duval Street Suite C-22 (Check-in Location), 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 29 minutes and Smathers Beach in 46 minutes.

Westwinds Inn

Class: N/A 26 Rooms Internet Free Breakfast Pool

Hospitality, intimacy and relaxation are the hallmarks of every stay at the Circa 1900 Westwinds Inn. Located in the Historic Seaport District of Old Town, this Inn was built before World War II but has a Victorian compound with the comforts of a modern hotel. All rooms are air-conditioned with private bath, telephone, HD television and wireless Internet. Coin laundry facilities are onsite.

Location & Walking Times:
Westwinds Inn is located at 914 Eaton Street, Key West, FL 33040. This is a 13 minute walk from Duval Street and 14 minutes from Mallory Square. The Historic Seaport area is a 4 minute walk away. You can walk to Higgs Beach in 25 minutes and Smathers Beach in 42 minutes.

Sheraton Suites of Key West

Class: 3 Stars 183 Rooms Internet Fitness Center Accepts Pets Free Breakfast Restaurant Pool

An all-suite Key West hotel designed with fresh, bright and modern decor. Spacious suites feature a separate living room, the Sheraton Sweet Sleeper Bed, two flat-screen televisions, microwaves, refrigerators, coffee makers and WiFi. Amenities include shuttle service to downtown, a complimentary airport shuttle, fitness facility and a beautifully landscaped outdoor heated pool.

Location & Walking Times:
Sheraton Suites of Key West is located at 2001 South Roosevelt Boulevard, Key West, FL 33040. This is a 47 minute walk from Duval Street and 56 minutes from Mallory Square. The Historic Seaport area is a 49 minute walk away. You can walk to Higgs Beach in 24 minutes and Smathers Beach in 0 minutes.

Knowles House B&B

Class: 3 Stars 8 Rooms Internet Free Breakfast Pool

This restored 1800s conch house in Key West boasts a rooftop sundeck. It is only 5 blocks from Duval Street and each room is uniquely decorated and includes a fridge. Enjoy a leisurely complimentary breakfast of yogurt, fresh fruit, bagels, muffins, pastries, hard boiled eggs, assorted cereals, juice and coffee or tea served in the Knowles Houses comfortable, covered, outdoor gathering area overlooking our lush, tropical gardens.

Location & Walking Times:
Knowles House B&B is located at 1004 Eaton Street, Key West, FL 33040. This is a 9 minute walk from Duval Street and 16 minutes from Mallory Square. The Historic Seaport area is a 4 minute walk away. You can walk to Higgs Beach in 26 minutes and Smathers Beach in 41 minutes.

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