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The best guest houses in Florida Keys

Check out our selection of great guest houses in Florida Keys

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Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
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Southernmost Point Guest House & Garden Bar

Duval, Key West

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
1,132 reviews
Price from
$217.35
per night

Douglas House

Duval, Key West

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. Excellent location and a great room.

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9
Wonderful
2,729 reviews
Price from
$174.33
per night

Simonton Court Historic Inn & Cottages

Duval, Key West

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. Surroundings, service and atmosphere

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9.2
Wonderful
1,123 reviews
Price from
$139
per night

The Porch on Frances Inn - Adults Exclusive

Downtown Key West, Key West

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
158 reviews
Price from
$195.30
per night

Kona Kai Resort and Gallery

Key Largo

You can play tennis and table tennis at the inn. Islamorada is 24 km from Kona kai Key Largo, while Homestead is 44 km from the property. Miami International Airport is 82 km away. John Pennekamp Coral Reef State Park is 17.1 km away. Everything. Great spot. Lovely grounds

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9.3
Wonderful
112 reviews
Price from
$179
per night

The Inn on Fleming

Downtown Key West, Key West

This Key West bed and breakfast is 10 minutes' walk from historic Duval Street.

All accommodations feature a small refrigerator and a flat-screen cable television. Tea and coffee-making facilities are included in every room. Lovely quirky property. Great comfort. Snacks and drinks available when needed.

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9
Wonderful
492 reviews
Price from
$166.32
per night

The Grand Guesthouse

Downtown Key West, Key West

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. Perfect location. Great customer service, comfortable rooms and very clear recommendations and instructions in each suite. Good breakfast!

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9.1
Wonderful
698 reviews
Price from
$115.50
per night

Alexander's Gay Lesbian Guesthouse (Adult Only 21+)

Downtown Key West, Key West

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. It is not possible to find a nicer atmosphere anywhere. The staff and managers are extremely attentive and nice. Arriving feels like coming home - even if it was our first time. We spent all day at the pool and enjoyed the happy hour and company of other nice guests. The rooms are very clean and gives a feeling of luxury. The place is perfect for couples, groups and individual travellers. Absolutely fabulous!

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9.7
Exceptional
36 reviews
Price from
$213.15
per night

L'Habitation Guesthouse- Adult Exclusive

Duval, Key West

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. Met all our expectations - great location, clean, quiet, fair breakfast 😉 for this price we couldn't expect more. Thanks!

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8.7
Excellent
1,409 reviews
Price from
$119
per night

Winslow's Bungalows - Key West Historic Inns

Downtown Key West, Key West

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. unique One of a kind Property

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8
Very Good
1,076 reviews
Price from
$219
per night

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