Alexander’s Guesthouse is a lovingly restored Key West Conch house built in 1902, boasting beautiful, original pine floors and stately windows. Decorated with a tropical elegance, a homey atmosphere is thoughtfully created.

We are an LGBTQ guesthouse where we ALSO welcome ALL Friends of The LGBTQ Community. We promote acceptance and respect for all. Thank you everyone for your support over the years.

Think of us as a relaxed and serene Key West Inn, flowering with all the amenities, service and personal attention guests expect in a fine Bed & Breakfast in Key West. Just imagine your next island trip. You can take short strolls to anyplace: fine Key West restaurants, local attractions, activities, pubs, even the Ocean or Gulf of Mexico.

Inside the privacy of our Key West resort, you’ll harvest the bounty of our efforts as you relax amid the peace and quiet of your oasis of solitude. Nurture yourself in a tropical paradise. When you’re recharged and ready to go again, all of Key West is blossoming just outside your door. We think you’ll agree we’re growing the perfect blend of serenity and activity.

Let us welcome you to Ambrosia Key West, a tranquil tropical resort that is nestled in the heart of the Southernmost City’s Old Town Historic District. Ambrosia is set in a former tropical nursery and offers a warm and welcoming atmosphere. Once you arrive, you can unwind by relaxing in our courtyard surrounded by palm trees before taking a dip in one of our three refreshing pools.

Because Ambrosia is centrally located it is walking distance to the Duval Street Entertainment District, Mallory Square and the Historic Seaport. At Ambrosia you will be just minutes from most of the island’s museums, beaches, water sports and attractions including dozens of world-class restaurants, galleries and shops.

The Angelina is friendly and clean, no phones or television, two blocks from Duval, within walking distance of the significant sights of old Key West.

The heated lagoon style pool, surrounded by lush tropical plants is a great place to relax and get away from it all. Lay in our poolside hammock while the trickling waterfall lulls you to sleep. Enjoy a good book while sitting by the pool or just sip a drink while relaxing in the pool and watching the palms sway in a gentle breeze.

Your hosts will greet you with warm southern hospitality that makes you feel like you are visiting long lost family members. Start your morning with bagels, fruit, coffee, tea, juice and of course, our famous homemade cinnamon rolls.

Located on the quieter end of historic Duval Street, walking distance to all Key West has to offer, our 19 room boutique hotel offers several room types. Stay just one block away from the Southernmost Point in the continental USA and only steps away from the beach. Whether you are looking for a romantic getaway or this is just one stop on your Florida tour we are sure to have the right accommodations for you.

Locally owned and operated for over 20 years, this circa 1885 property has been lovingly restored to offer modern amenities while maintaining the colonial ambiance that is Key West.

Fall in love with our minimalist bed and breakfast in Key West, Florida, offering guests a peaceful oasis just steps from the activity of downtown. Imagine a classic Queen Anne mansion in the heart of Old Town, Key West where tri-level blue decks surround a shimmering swimming pool. Discover Azul Key West: your southernmost sanctuary; the perfect romantic getaway; a bed and breakfast in Key West with a serene atmosphere and a focus on personalized service.

Adults-only and completely smoke-free, our historic house hotel is just three and a half blocks from Duval Street and a five-minute walk from Hemmingway House. Experience a bold new look in Old Town. .

Experience the history and old-world charm of our historic property. Located in Old Town, Coco Plum Inn is perfectly located to all that Key West has to offer including the legendary Duval Street, historic sites, entertainment, dining, shopping and more. Offering 14 comfortable guest rooms, a beautiful pool, free WIFI, and more, we provide you with affordable accommodations backed by a best rate guarantee. Let our dedicated team help you plan the perfect Key West vacation with recommendations, reservation assistance, bike rental, and anything else you might need to get the most out of your vacation.

Listed on the National Register of Historic Places, The Conch House truly embodies the distinct character of Key West style. Guests can choose from spacious and elegant rooms in the main house, furnished with individually selected antiques, or our Keys- Caribbean themed rooms in the tropical poolside cottage and cozy cabana. Whichever you choose you will be only minutes away from Duval Street.

Key West Bed & Breakfasts!

Let us invite you into “Courtney’s Place Key West Historic Cottages & Inns”. 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. Our 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.

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. Each of the eight accommodations has either a porch or a balcony. Some have sitting rooms with daybeds and trundles which makes it perfect for families.

The Douglas House is your ticket to Paradise, offering the finest accommodations and the best location. And check out our affordable room rates. Located in the center of Old Town Key West, the Douglas House is literally footsteps away from world class Duval Street. We’re also in walking distance to the Southernmost Point Monument, as well as the historic Ernest Hemingway House Museum, the sunset pier at Mallory Square, the Lighthouse Museum and many other museums and attractions. .

Duval Gardens boasts charming, intimate accommodations, located in the heart of Old Town on Key West’s famous Duval Street. Guest rooms possess tropical ambiance, with queen & king beds, AC, flat screen TV, refrigerators, private bathroom. Porch side continental breakfast buffet included. Walking distance to all Key West has to offer including restaurants, nightlife, attractions and beaches. .

Relax & Recharge in Key West Style Located in the heart of Old Town in a quiet residential neighborhood. 5 blocks from the world famous Duval Street, and the Atlantic beaches. A Frommer’s Guidebook ‘Find,’ winner of the Superior Small Lodgings ‘White Glove’ award for excellence in cleanliness, and featured in National Geographic Traveler. Queen Rooms and Efficiency Suites.

Welcome to the prettiest hotel in Key West, where our elegant guestrooms, cottages, and suites are the only choice for visitors seeking the highest level of luxury….

Through Historic Hideaways, you can rent and enjoy a Key West Vacation Rental for the same amount of money…or less…than it costs to rent a hotel room! Choose from private and historic Key West Vacation Rental homes with private pools, or a cozy cottage, or condominiums or townhomes with a shared pool. Each of the unique and charming Key West Vacation Rentals on our website has a detailed description, along with great interior and exterior photos, a list of amenities, and a map location.

Historic Key West Vacation Rentals offers luxury historic vacation rental homes in Key West Florida. One of our well-trained vacation specialists will guide you through the important process of selecting just the right property for your stay. Whether your party is one of friends or family, or a group celebrating a special occasion, we are eager to help you find the ideal property.

Nestled on a quiet residential street in Old Town is The Inn on Fleming. Just two blocks from the historic Seaport District, our cozy Inn offers 9 well-appointed guest rooms, a relaxing pool, spacious porch that is just perfect for lounging and people watching, and so much more. You can walk to area restaurants, bars, and shops from our convenient location. Or, if you prefer to live like a local, we can assist you with bike rental so you can travel around the island with ease. Our helpful team can assist you with dinner and excursion reservations, hidden gems worth seeing, the best spots to see the sunset, and even where to get a slice of Key Lime Pie. We look forward to welcoming you to The Inn on Fleming!.

Located in the heart of Old Town, this historic property offers 24 guest rooms including suites. The grounds are comprised of three unique houses: The Arch House, Cigar House, and Island City House. Lush, tropical foliage, brick walkways, a Koi pond, and large welcoming porches await you. Amenities include full kitchens, a large pool, free WIFI, onsite bike rental, and so much more. We are a family-friendly property and suitable for extended stays. As the oldest operating Guest House in Key West, we know how to deliver impeccable hospitality and an exceptional guest experience. We look forward to your visit!.

Island House was recently named “The best gay resort in the world” by OUT Traveler magazine, by BOYZ magazine, and by PlanetOut.com. We are Key West’s largest gay men’s guesthouse. Newly renovated. Luxurious rooms with our Heavenly Bed. Private, clothing-optional compound with heated swimming pool. Poolside café and bar. Gym with machines, free weights, and aerobic equipment. Sauna & steam room.

Historic architecture with updated, modern rooms and amenities are what you will enjoy at our Key Lime Inn located in the center of the Old Town area of Key West. Key Lime Inn is a stylish, boutique hotel with 37 guest rooms located just two blocks from amazing Key West nightlife on the world famous Duval Street. You can walk to restaurants and nightlife and enjoy the quaint houses in Key West’s historic neighborhoods. Rooms are situated in several buildings spread out on an acre of grounds, giving the property a very tranquil, spacious feel. Garden paths and tropical foliage separate buildings and quiet resting spots. A large heated pool is surrounded by palm trees, and has plenty of deck space for comfortable chaise lounges. Continental breakfast is served poolside each morning and guest parking is available.

Located in the William Russell House, circa 1898, our charming Bed and Breakfast is listed on the National Register of Historic Places. We invite you to stroll through our three-story Victorian home where you will find evidence of our past in the exposed wood and shaded verandas. Each of our 10 guest rooms are impeccably decorated with a unique character all their own. Hardwood floors, natural light, breezeways, and comfortable beds await you in the heart of Old Town Key West. An adult-only property, Key West Bed & Breakfast takes hospitality to a higher level. Let our team help you plan the perfect Key West vacation. From dinner and excursion reservations to bike rental and where to see the best sunset, they can help you get the most from your visit to paradise. We are conveniently located to food and entertainment venues, shopping, iconic attractions, and beaches. Welcome to your “home away from home.”.

The Quiet Oasis in the Heart of Old Town Key West. Family owned and operated since 1984. Continental breakfast buffet served poolside. Balconies, sundecks, guest kitchens and lounge rooms. Walking distance to beaches. Ideally located on colorful Duval Street in the heart of the Historic District. Stroll out your front door where shops, restaurants, galleries and live music awaits you. .

We want each of our guests to come away feeling that same magic we felt ourselves the first time we came to Key West. Our collection of 5-star meticulously furnished homes, condos & villas include 24/7 concierge guest services. Daily, Weekly & Monthly. .

Known as LaTeDa (from “La Terraza de Marti” or “the Balcony of Marti”). LaTeDa is an Establishment with its own Key West History. The former residence is the Hotel lobby and popular evening Piano Bar. Adjacent to the Lobby is a world class restaurant, 2nd floor Cabaret Theater, the street side Terrace Bar and luxurious newly renovated guestrooms. Take a step back in time and experience the history of Key West and live the adventure of the most sophisticated accommodations, entertainment and dinning on the island.

Located on Duval Street in Key West, La Te Da welcomes adult guests with a restaurant and bar.

Privately owned, and operated by an enthusiastic team of “Local Lovers of Paradise”, L’Habitation is in the ideal location for stepping out the front door and being right in the middle of all the action Key West has to offer. Less than a block from Duval Street, you’ll find yourself a very short distance from fine dining, famous bars, local entertainment, historical sites, and shopping. You’re minutes away from the best sunset views of any island paradise, and access to any water activity you might want to enjoy. It’s all here for you…footsteps away from the front door of our eleven room guesthouse. And, when it’s time to take a break, and enjoy a short respite from the hustle and bustle of main street Duval, you won’t have to walk far to find yourself back at L’Habitation. .

Step into Marrero’s Guest Mansion and step back in time to a more relaxed era. Rich in history and steeped in mystique. Enjoy the grandeur of our elegant Victorian mansion, carefully updated and lovingly converted into a charming Marrero’s Guest Mansion Porch Key West inn featuring true island hospitality, while maintaining the original architectural detail. .

A gorgeous Bed & Breakfast in the heart of Old Town, The Mermaid & The Alligator offers guests an exceptional experience. Each of our 9 guest rooms are the epitome of sophistication, comfort, and romance. Private porches, soaking tubs, four-poster beds, and a host of incredible amenities will elevate your experience and leave you wanting to return. Enjoy our gardens with someone you love or take a dip in our “Mermaid and Alligator” pool. When you’re ready for some exploring, let our knowledgeable and helpful team assist you with reservations, where to see the sunset, which beach to visit, and so much more. We look forward to welcoming you to The Mermaid & The Alligator.

Location! Location! Location! Ideally located just steps off of Duval Street in the heart of Old Town Key West, Old Town Manor offers a huge continental breakfast, beautiful historic gardens to host weddings, and a quaint atmosphere. Very few can compare to its classical setting. Built in 1886 the Old Town Manor is a true reminder of our rich history. .

The Orchid Key is located on Duval Street and Truman Avenue right at the very crossroads of Historic Old Town Key West. Everything the island is famous for is just foot steps outside our gates… We are one block from the Hemingway House, Historic Light House, and just a short walk to water sports, art galleries, theaters, bars, wonderful restaurants, and sandy beaches.

Upon entering the Inn, brick paths lead you through lush tropical landscapes which surround our 24 elegant, amenity-filled guest rooms and suites. Tranquil waterfalls and water features fill the air as you near our peaceful sun deck, heated pool, and spa. .

An elegant, luxury guest house in the heart of Old Town featuring 18 spacious suites and one and two bedroom cottages. Marble bathrooms (with telephones) and separate marble vanities. All feature A/C, TV, radio, telephone, safe, refrigerator, hair dryer, bathrobes, private balconies. A pool, spa, lily pond, on-site parking, complimentary continental breakfast and concierge service are part of list of amenities. .

Nestled on a quiet lane in the heart of Old Town, Rose Lane Villas is easy to find but difficult to leave. It’s as close to the action as you’ll get without sacrificing a good night’s sleep. Each of the 6 Villas is perfectly laid out for your family gathering, reunion, or destination wedding. .

Silver Palms Inn is a new boutique hotel. Come experience our brand new beautifully appointed guest rooms with a modern island décor and get pampered in Silver Palms style. Enjoy our luxurious double pillow- top mattresses draped in 310 thread count sheets, complimented by hypoallergenic pillows and duvets. From pool views to island views with your own private balconies. .

Plan your vacation in paradise at one of the most historic Key West Beach hotels, and surround yourself in upscale elegance at the magnificent Southernmost House. When you take a dip in the zero-entry pool that is perched directly on the oceanfront, it feels like the crystal-clear waters ebb and flow into the horizon. Find out why our famous bed and breakfast has been the Key West, Florida boutique hotel of choice for Presidents, royalty, and famous figures like Ernest Hemingway. .

For charming, cozy accommodations located near the famous Southernmost Point in beautiful Old Town Key West, Florida, Southwinds Motel has you covered.

Spend time enjoying the gorgeous natural landscape of Key West, and stay within walking distance of the incredible attractions, beautiful Key West beaches, shopping, watersports, and scooter rentals. You will love our location, just a few short blocks from world-famous Duval Street. Drop your bags off at Southwinds Motel and start enjoying your vacation Key West style! .

Tucked away on an exclusive 27-acre island just 500 yards off Key West, Sunset Key Cottages embodies the relaxed luxury of island living. Bougainvillea-laced cottages, exquisite waterfront dining, and exclusive resort activities abound as guests enjoy the intimacy of a true tropical island getaway.

Sunset Key matches sophistication and elegance with exceptional intimacy and warmth. Nestled amidst the tropical paradise filled with vibrant bougainvillea and exotic orchids, you’ll find our private one, two, three and four bedroom cottages with charming details and panoramic views. .

Discover relaxation at Travelers Palm Inn & Suites. A charming and private compound just off of Duval Street, it is the epitome of rest and relaxation. Offering 6 cottages with full kitchens, a gorgeous pool, lush tropical foliage, and private porches, this property is perfect for those looking for something a bit more private or an extended stay. Close to all that Key West has to offer and bike rental is available as well as limited parking.

Tropical Inn is an intimate, exclusively adult inn where independent bed and breakfast character meets the inspired design and understated grace of a stylish Key West, Florida boutique hotel. This oasis of tranquility is set in a lush, secret garden enclave, with only eleven rooms sharing the inn’s spacious but intimate grounds, assuring optimal privacy. The mellow vibe found throughout plays perfect counterpart to the high-energy scene that beckons just beyond the doors of its walk-to-everything location on Duval Street. .

The newly renovated Weatherstation Inn is located in the exclusive Truman Annex of Old Key West. Eight distinctively different rooms with king and queen size beds with the exception of one room that has two singles, several balconies, lush tropical landscaping, secluded private pool, harbor views and complimentary continental breakfast. .

Welcome to Westwinds Inn located in Old Town Key West. Offering 26 cozy guest rooms, two swimming pools, free WIFI and more, our Inn offers everything you need for a comfortable and convenient vacation. Our dedicated team is excited to help you have the most memorable trip and can assist you with bike rental, dinner and excursion reservations, famous sites to see, best sunset views, and more. Rest and relaxation are the hallmarks of a stay at Westwinds Inn and we can’t wait to welcome you!.