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The best guest houses in Florida Keys

Check out our pick of great guest houses in Florida Keys

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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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. Very welcoming and comfortable. Photos online don’t do the property justice. Balcony out the front was great and we utilised it a couple of times.

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9.1
Superb
1,425 reviews
Price from
US$109
per night

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. We had a lovely time in this romantic guesthouse as a 30 y.o. couple. The room was quite big and clean, bathroom was spacious and the balcony was so nice. We were on the first floor, and there was armchairs to sit in outside there and just enjoy the ocean breeze. Magical. The bar was quite cool as well, with live music. A pity that they stop playing at 19:00 and close the bar at 19:30 though. Breakfast was a lot of options, homemade cooking kinda vibe, we enjoyed it a lot. Parking was very convenient, I don’t understand the bad reviews about the distance. Guys, it’s literally 1 minutes walk. It’s good for you, just walk. It’s not gonna kill you. Strongly recommend!

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9.2
Superb
1,174 reviews
Price from
US$136.85
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. 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.

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9
Superb
2,633 reviews
Price from
US$145.77
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. World class location and property - that’s it!

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9.2
Superb
1,046 reviews
Price from
US$129
per night

Conveniently set in the centre of Key West, The Porch on Frances Inn - Adults Exclusive provides free WiFi throughout the property and a terrace. The property is around 1.6 km from Mallory Dock, 1.7 km from Mallory Square and 2 km from Southernmost Point. The property is non-smoking and is located 1.6 km from Simonton Street Beach. Location is super convenient but still quiet. Easy parking. Beautiful room and great facilities.

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9.1
Superb
126 reviews
Price from
US$144
per night

Located in Key Largo, 5.1 km from Pigeon Key, Kona Kai Resort and Gallery provides accommodation with an outdoor swimming pool, free private parking, a garden and a private beach area. This 3-star inn offers a range of water sports facilities, a concierge service and free WiFi. The inn has a sun terrace and a hot tub. Everything was great, we really appreciated using the kayaks, the swimming pool and the spa. The greenery in the surroundings makes the place very delightful.

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9.5
Exceptional
126 reviews
Price from
US$149
per night

Alexander's Guesthouse-Adult Exclusive, LGBTQ Friendly features a hot tub and air-conditioned guest accommodation in the centre of Key West, 1.5 km from Simonton Street Beach, 1.3 km from Duval Street and 1.6 km from Key West Aquarium. The property has garden and quiet street views, and is 1.6 km from Ernest Hemingway Home and Museum. Outdoor seating allows guests to sit outside and enjoy the good weather. 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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9.5
Exceptional
43 reviews
Price from
US$164
per night

Located on Florida Bay, The Pelican Key Largo Cottages offers accommodation in Key Largo. Guests can enjoy free WiFi during their stay.

The Pelican Key Largo Cottages features an accessible boat ramp and 3 docks. In addition to fishing, outdoor barbecue facilities and free kayaks are available to guests looking to enjoy the outdoors. I loved our stay at The Pelican Key Largo. Our cottage was a delight with a feeling of privacy. Car parking right outside our door. Spotlessly clean. Fridge, microwave and coffee machine were great. Coffee machine allowed you to just heat water so it was possible to make a cup of tea. Huge comfortable bed with crisp white cotton bedding. The beach was right beside us and we enjoyed a swim. The beach area was well maintained and had beds and chairs to relax on. I highly commend this resort.

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8.2
Very good
2,409 reviews
Price from
US$114.55
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. What a beautiful property! Very clean, close to Duval , almost next to Hemingway house, we very also impressed by the territory itself, as it very well arranged , pools very clean and cozy, fresh towels, a bar and nice breakfast. I have read some reviews and actually was expecting something less impressive, but our room was fresh, no humidity, super clean and with a patio, so we really enjoyed our stay! Especially we liked that it was a historical property very well maintained!

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8.6
Fabulous
1,275 reviews
Price from
US$227
per night

Featuring free WiFi, a sun terrace with a swimming pool and a garden, Authors Key West Guesthouse is situated in Key West. It is set 1.7 km from South Beach and features a concierge service. Boasting family rooms, this property also provides guests with a picnic area. It had a wonderful cosy atmosphere. Love Williams cottage with its little porch

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8.7
Fabulous
1,178 reviews
Price from
US$79
per night

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