Key West's Best Small Inns and B&Bs

  • The Mermaid and the Alligator
  • The Gardens Hotel
  • Caribbean House Key West
  • Atlantis House
  • Alexander's Guesthouse
  • The Artist House on Fleming
  • Simonton Court Historic Inn and Cottages
  • Travelers Palm Inn
  • Big Ruby's
  • An incredible value at a peaceful inn

    The Popular House Key West Bed and Breakfast

    This inviting, three-story B&B has been welcoming visitors for 25 years. A wrap-around balcony overlooks a quiet street, and with no televisions in the rooms, the inn is downright peaceful. Every inch is spotless and has been carefully restored.  (It is listed on the National Historic Register.) Lower-priced rooms have shared bathrooms, but three rooms are available with private baths, and there’s even a room for solo travelers.

    Photo courtesy of Amber Nolan

  • A Key West landmark in the heart of Old Town

    The Mermaid and the Alligator

    This Key West landmark in the heart of Old Town needs little introduction. Added touches like Brookstone sound machines, Sealy Posturepedic mattresses, and a plunge pool set this boutique B&B apart. Each room has a unique atmosphere, from the wood-panel ceilings in the “Treetop Suite” to the bright décor of the “Sun Room.” Be sure to spend time with Havana and Caya, the two playful dogs that call it home.

    Photo courtesy of The Mermaid and the Alligator

  • A secret garden estate with luxurious amenities

    The Gardens Hotel

    This high-end sanctuary consists of 17 luxurious guest suites set among one of the oldest tropical gardens in Florida. The estate’s rooms feature private entrances, marble counter tops, verandahs, and plush spa robes. Amenities include a wine room gallery, a Jacuzzi and heated pool, expansive breakfast, trickling fountains, and an aviary.

    Photo courtesy of Amber Nolan

  • A cheerful, budget option in Bahama Village

    Caribbean House Key West

    As one of the cheapest digs in town, the Caribbean House is no-frills accommodations, but that doesn’t mean it isn’t a welcoming place to stay. It’s pet-friendly, the balcony-fitted rooms are tiny but clean, and the Bahama Village location can’t be beat. With the Hemingway House and Mallory Square just a short walk away (and free guest parking to boot), it’s easy to leave the car and forget about it for a while.

    Photo courtesy of Caribbean House Key West

  • Atlantis House

    Atlantis House

    Located on the south side of the island, this isolated inn is across the street from one of Key West’s few stretches of sand, and is just a few blocks from Higgs Beach Pier. The owners of this self-proclaimed “fishing and diving guesthouse” take guests on an eco-island tour and cook up their catch of the day. Plan ahead: there are just exclusive two rooms (both suites), with a massage therapist on hand to ease your worries away.

    Photo courtesy of Atlantis House

  • Key West's premier gay and lesbian guesthouse

    Alexander's Guesthouse

    This 17-room, gay-friendly guesthouse is doing everything right: from tasteful, room décor (think modern black-and-white furniture and over-sized portraits of animals), to the shaded pool and Jacuzzi, or clothing-optional sundeck. Each day complimentary happy hour is perfect for mingling with other guests. The staff truly embraces the “one human family” credo which make travelers return to this home-away-from-home.

    Photo courtesy of Alexander's Guesthouse

  • An artistic addition to a classic bed and breakfast

    The Artist House on Fleming

    As the sister property to the Artist House (on Eaton Street), the Artist House on Fleming continues the tradition of excellent hospitality. Rates include breakfast on the wraparound porch, and rooms and suites come equipped with over-sized baths and HD televisions. After briefly shutting its doors in 2011, the Artist House on Fleming re-emerged with sparkling hard wood floors, a new swimming pool, and completely renovated guest rooms.

    Photo courtesy of Amber Nolan

  • Lush gardens surround immaculate, boutique cottages

    Simonton Court Historic Inn and Cottages

    Take a stroll through your own “Wonderland” on Simonton Court’s garden pathway, and adults-only lodging that is hidden on a quiet side street near Duval. This lush hideaway offers guests several accommodation options: a historic mansion, private cottages, manor house, or townhouse. Free WiFi is available throughout, and complimentary breakfast is served poolside in the morning.  

    Photo courtesy of Amber Nolan

  • Peace and serenity at an eco-friendly sanctuary

    Travelers Palm Inn

    This eco-friendly, adults-only inn is a serene oasis just a short walk from Duval Street. Following a complete renovation in 2010, it re-emerged as a green hotel with a solar-heated pool, energy-conserving lighting, and a cistern to catch rainfall.  Cottages are fitted with kitchen appliances, designer furniture, and down comforters. Some accommodate four to six people – making it an ideal (and affordable) choice for groups.

    Photo courtesy of Travelers Palm Inn

  • A charming gay-friendly B&B where clothing is optional

    Big Ruby's

    The staff at Big Ruby’s goes above and beyond to accommodate any special requests, whether it’s a meal preference, assistance with a tour, or room selection. Centrally located on a downtown side street in a shaded, fenced-in yard, this clothing-optional jewel is the place to be during Pride Fest and Fantasy Fest. The inn also offers complimentary happy hour and breakfast, a fitness room, and tropical pool with outdoor showers.

    Photo courtesy of Amber Nolan


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