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The 10 Best Guesthouses in Key West, USA

Check out our selection of great guest houses in Key West

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Review Score

Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
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This Key West, Florida Southernmost Point Guest House & Garden Bar is located on Duval Street 110 metres from the Southernmost Point and 73 metres from the beach. Features include a free hot American breakfast and a hot tub.The property is located across 4 buildings.

The room, service, breakfast and location were all amazing! Literally couldn't fault a thing. One of the best places we have stayed!

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9.2
Wonderful
1,147 reviews
Price from
$309.35
per night

Located just 2 minutes’ walk from the Ernest Hemingway Home and Museum, this adult-only inn features free parking and a shared outdoor swimming pool. Free Wi-Fi is also available.

The southernmost point of the United States is just 5 minutes’ walk from Douglas House inn. Guests will also be just 0.5 km from Key West Lighthouse and Keeper’s Quarters Museum.

Amenities, location, clean. Very good location in Keywest, I strongly endorse this location

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9
Wonderful
2,516 reviews
Price from
$240.35
per night

Located in Key West, this Florida adult-only inn offers complimentary, light continental breakfast and free Wi-Fi access. Duval Street is 2 minutes’ drive from the property and The Ernest Hemingway Home and Museum is 3 minutes’ drive away.

Amazing historic location in the middle of the old town. Super tranquil environment with lots of orchids, flowers, palm trees in the garden. 4 nice pools and very beautifully restored rooms and cottages. Also good breakfast provided every morning and amazing hosts either great tips for trips, i.e. the sunset sailing boat cruise! Thanks to the great team at Simonton for making our stay so great.

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9.2
Wonderful
1,080 reviews
Price from
$359
per night

Located in Key West, 1.5 km from Higgs Beach, The Porch on Frances Inn provides air-conditioned rooms and express check-in and check-out. The inn is close to several noted attractions, around 1.1 km from Ernest Hemingway Home and Museum, 1.2 km from Mallory Dock and 1.2 km from Mallory Square. The accommodation offers room service, a concierge service and luggage storage for guests.

We loved it! True to description.

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9.4
Wonderful
163 reviews
Price from
$186
per night

This all-adult bed and breakfast is within a 10-minute walk of Duval Street and the Atlantic Ocean. This environmentally-friendly inn offers in-room refrigerators, bicycle rentals and a continental breakfast.

The Ernest Hemingway Museum is a 15-minute walk from the Guesthouse. The Butterfly and Nature Conservatory is a 10-minute walk from the hotel. Parking is free and available on site and on street.

Everything was perfect, since the welcoming up to the farewell. The room very comfortable, the excellent breakfast and the quietness of the localization.

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9.2
Wonderful
676 reviews
Price from
$234.19
per night

Set in a 3-story, conch-style home in Key West, Alexander's Gay Lesbian Guesthouse (Adult Only) offers air-conditioned guestrooms with free WiFi. Mallory Dock and Mallory Square are 1.1 km from the accommodation.

The staff was wonderful. They were very friendly. This was my first time here And would definitely go back there. The room was very clean and appealing. I will pass on to my friends the info and highly recommend you.

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9.7
Exceptional
40 reviews
Price from
$309.58
per night

Located in Key West, 600 metres from Key West Aquarium and 600 metres from Mallory Dock, L'Habitation Guesthouse- Adult Exclusive provides accommodation with free WiFi, air conditioning, a garden and a terrace.

Our host Foster was fantastic. We were welcomed with a smile and made to feel at home. Facilities were good and breakfast was plentiful. The bed was very comfortable. The complex was very close so everything. Just metres away from Duval Street. Thank you for a nice stay. We recommend L' Habitaion Guest house and would loved to have stayed longer.

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8.7
Excellent
1,385 reviews
Price from
$185
per night

Located in Key West, Florida, Winslow's Bungalows features 3 swimming pools, free WiFi access, and complimentary continental breakfast. The Southernmost Point is just 1 km away, and Duval Street is 750 metres from the inn.

nicely nestled in downtown Key West, everything in walking distance. A nice breakfast was offered with a good variety even with real cutleries, no plastic stuff.

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8
Very Good
1,044 reviews
Price from
$282.63
per night

Featuring free WiFi, a sun terrace with a swimming pool and a garden, Authors Key West Guesthouse is situated in Key West. Boasting a concierge service, this property also provides guests with a picnic area. The guest house has family rooms and facilities for disabled guests.

Luxury room Hemingway…and you can walk anywhere on key west

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8.2
Very Good
1,252 reviews
Price from
$157
per night

All air-conditioned rooms include a cable TV and en suite bathroom. Cottages include a full kitchen and seating area. A pool view is included with select units at Courtney's Place Historic Cottages and Inns.

Excellent and quiet location. The rooms are spotless and the staff really nice. Reasonable price for Key West

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8.9
Excellent
1,435 reviews
Price from
$289
per night

Looking for a guest house?

Warm and welcoming guest houses are ideal for travelers who prefer laid-back accommodations with a personal touch. Usually family run, these hosts will provide local recommendations and even optional meals. Guest houses sometimes feature a cozy living room or a garden – and are still cheaper than most regular hotels.
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Most booked guest houses in Key West this month

Guest Houses That Travelers Love in Key West

  • Avg. price/night: $555.49
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 676 reviews
    Location was great, guesthouse was beautiful and charming. Breakfast was lovely especially the banana bread ☺️
    Owen
    Young couple
  • Avg. price/night: $268.88
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 223 reviews
    Great location in an elegant neighbourhood! Nice room with quaint furniture.
    HORST
    Young couple
  • 8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 1,514 reviews
    We were upgraded to house on water which was extremely quiet, great location, clean, pool 5 meters away, next to water, very well equipped. We were also able to see lot of fishes and sharks about 100m away from the house. Amazing stay!
    Jarmo
    Young couple
  • Avg. price/night: $358.88
    7.9
    Scored 7.9
    Good
    Rated good
     · 2,911 reviews
    Good amenities provided in room and in guesthouse overall. Great location. Friendly staff. Would return 😀!!
    Jennifer
    Family with young children
  • Avg. price/night: $331.88
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 623 reviews
    The property has a great location and the room we had looked on to Williams St, which was quiet and had the sun in the afternoon. The large balcony was a great place to sit and relax.
    andy
    Young couple
  • Avg. price/night: $223.88
    8.2
    Scored 8.2
    Very Good
    Rated very good
     · 1,252 reviews
    Located in a quiet neighbourhood, with free street parking. Jacuzzi pool is a great feature, perfect for a dip after a day out in the Keys. Room very tidy and neat. You can hop on the Duval Bus loop via a 8 min walk to the stop. Guesthouse was kind to accommodate late checkout request.
    TackW
    Young couple
  • Avg. price/night: $223.88
    8.2
    Scored 8.2
    Very Good
    Rated very good
     · 1,252 reviews
    Minimal room in terms of space, but modern, spotless and comfortable. With large balcony. Charming structure in a quiet area, not far from the centre. Comfortable bed, satisfying breakfast. Kind staff. Advised!
    Fulvio
    Young couple
  • Avg. price/night: $268.88
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 223 reviews
    highly recommend. This is not a hotel in the full sense of the word. But this is a great bed and breakfast. Well maintained, in a very quiet, semi-private neighborhood. Walking distance from everything and there is also parking. A large shower with plenty of towels and other things.
    Alon
    Solo traveler
  • Avg. price/night: $302.63
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 3,067 reviews
    Nice hotel in a great location. Walking distance to the city center and the beach. Large and clean rooms. Friendly and helpful staff. I can definitely recommend this hotel.
    Daniel
    Young couple
  • Avg. price/night: $555.49
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 676 reviews
    Cathy is a very nice and caring she assisted us with all of our needs during our visit. The rooms are very clean, fresh and comfortable. We felt so welcomed and there is free tea, coffee and water 24 hours with a beautiful complimentary breakfast spread in the mornings. The Grand Guesthouse is close to everywhere you want to see (we walked everywhere) except one night we took an Uber. We will be returning to the Grand Guesthouse in the future it was a great location, very quiet, peaceful and inviting. I recommend this place to stay.
    D
    DUSTIN
    Young couple

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