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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 was spacious and was very clean. The maid was very nice and the check-in clerk was friendly and helpful. The bar was loud but shut down at 7 so it was not a nuisance.

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9.2
Wonderful
1,151 reviews
Price from
$343.85
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.

best place. love it! nice people, good clean, wonderful space.

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9
Wonderful
2,493 reviews
Price from
$297.85
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
1,082 reviews
Price from
$239
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.

Jeff and Belinda are great. They gave as a really warm welcome and were really caring and helpful during our stay. Jeff and Belinda alone would be worth to come to this place. The room and bathroom was very clean. The furnitures and other stuff in the room were carefully selected to fit in this renovated house with its lovely history. We can highly recommend this place for a wonderful stay in Key West.

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9.4
Wonderful
160 reviews
Price from
$246
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
675 reviews
Price from
$281.21
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 entire team were exceptional . nothing was too much trouble . The service , the cleanliness , the friendliness . I can’t fault a thing . We loved it and will be back . Than you to everyone for making our stay a fabulous experience !!!!

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9.7
Exceptional
41 reviews
Price from
$340.02
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.

The guesthouse is such a beautiful house! we loved our room and it was very comfortable! the breakfast had everything we needed - even almond milk! the location is perfect to explore everything in key west! just around the corner of the duval street and still very quiet!

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8.7
Excellent
1,381 reviews
Price from
$198
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.

very nice little “resort “, nice looking rooms.

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8
Very Good
1,046 reviews
Price from
$380
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.

Wonderfully located close to our family and the Fringe Theatre. Very quiet & clean.

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8.3
Very Good
1,247 reviews
Price from
$209
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.

Cozy place, friendly staff, perfect location!

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8.9
Excellent
1,428 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

  • 9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 337 reviews
    Our best stay in florida, great host, super happy hour, great pool, everything fantastic, beautiful, Wish we could stay longer, unfortunately only one night was available. Best regards
    Christian
    Family with young children
  • 9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 952 reviews
    Great location and a charming property
    Steve
    Young couple
  • Avg. price/night: $427.15
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 2,492 reviews
    Douglas House is a really charming guesthouse in Key West perfectly located right next to Duval street. Everything you are looking for in Key West is within walking distance. The little garden is perfect, and we had a big balcony where we enjoyed our mornings and evenings. The apartments are in different sizes and they offer free parking.
    Svein-Oskar
    Young couple
  • Avg. price/night: $555.49
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 675 reviews
    Ideal quiet location near all the amenities. Quaint property with all facilities required for a short break. Staff really helpful & on site during day. Thoroughly enjoyed my stay & fully recommend The Grand Guesthouse for anyone staying in Key West.
    Stephen
    Young couple
  • Avg. price/night: $320.63
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 557 reviews
    Charming. Quiet, great location, affordable
    M
    Margaret
    Young couple
  • Avg. price/night: $555.49
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 675 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
  • Avg. price/night: $302.63
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 1,381 reviews
    Beautiful house, great hosts, very clean room and a comfy bed. Close to the nain street yet quiet. Delicious breakfast.
    Shelly
    Young couple
  • Avg. price/night: $460.69
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 160 reviews
    very lovely guesthouse, well located and quiet. Good beds, extremely courteous hosts and parking spaces in front of the house
    DanKung
    Young couple
  • Avg. price/night: $280.13
    8.3
    Scored 8.3
    Very Good
    Rated very good
     · 1,247 reviews
    Authors is a very quaint boutique style guest house, location was quite a walk to Duval St , probably made worse because of the heat we got uber back at night. Parking we found a space in the next street . Breakfast basic but adaquate,pool was tiny more like a Jacuzzi,ok to dip in to cool off ,pool area bit shabby ,could do with a spruce up. Rooms were very comfortable and clean ,super comfy beds
    janice
    Group
  • Avg. price/night: $375.21
    8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 478 reviews
    Great Location, right in Key West Downtown, charming Key West style guest house. The Mallory room was really spacious and the bed amazingly comfy. There is a lovely tiny pool at the back of the property. David, at the front desk, was very friendly.
    Isabelle
    Young couple

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