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The best homestays in Florida Keys

Check out our pick of great homestays in Florida Keys

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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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. Excellent Service & Impeccable Cleanliness – Highly Recommended! After a terrible experience with bed bugs at another hotel the night before, we were understandably anxious when we arrived here. We called ahead and explained the situation, asking if they could please double-check and thoroughly clean the room for peace of mind. The staff was incredibly understanding and kind. Upon check-in, someone from the front desk personally walked with us to our room and went over everything together to ensure it was spotless and in perfect condition — and it truly was. The room was exceptionally clean, everything smelled fresh, and we felt completely safe and comfortable from the moment we walked in. The hotel itself is well-maintained and the service exceeded all expectations. A big thank you to the staff for their professionalism and empathy. We would absolutely stay here again. Five stars!

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8.8
Fabulous
1,106 reviews
Price from
US$229
per night

Offering an outdoor pool, this historic Key West property is just 1 minutes’ walk from Duval Street. Free WiFi and a light continental breakfast are provided daily to all guests.

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. Lovely places to stay. Super comfy bed and super clean rooms

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8.9
Fabulous
1,270 reviews
Price from
US$319
per night

Alexander Palms Court - No Hidden Resort Fees! provides accommodation located less than 1 km from the centre of Key West and features an outdoor swimming pool and a garden. The property features pool and garden views, and is 300 metres from South Beach. Featuring family rooms, this property also provides guests with a sun terrace. Great location, very nice, close to everything by foot

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8.8
Fabulous
839 reviews
Price from
US$279
per night

Featuring free WiFi throughout this adult-only property, Caribbean House offers accommodation in Key West. Caribbean House is 4 minutes' walk from Duval Street and 12 minutes' walk from Fort Zachary Taylor Beach. How colorful it was and how close to Duval.

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8.7
Fabulous
378 reviews
Price from
US$219.70
per night

Well located in Key West, The Garden House provides express check-in and check-out and private parking. With a garden, the 2-star guest house has air-conditioned rooms with free WiFi, each with a private bathroom. Parking on-site is available and the guest house also offers bike hire for guests who want to explore the surrounding area. Pool, breakfast, staff, bed, sun deck, location

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8.8
Fabulous
325 reviews
Price from
US$207
per night

Located in Key West, Florida, these furnished self-catering apartments feature free WiFi access. The Ernest Hemingway Home and Museum is only 3 minutes’ walk away from Old Town Suites.

A flat-screen cable TV is featured in all Old Town units as well as a fully equipped kitchen or kitchenette with a stovetop, microwave, and refrigerator. All private bathrooms have a hairdryer and free toiletries. Very clean and comfortable. Same as described. The location was amazing just a few steps from the Main Street.

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8.2
Very good
466 reviews
Price from
US$214
per night

Located above a nightclub on historic Duval Street in Key West, Florida, this gay male guest house features an outdoor swimming pool, a clothing-optional sundeck, and an on-site restaurant. A daily continental breakfast is available, as is daily complimentary happy hour. A great place just to be yourself.

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8.6
Fabulous
186 reviews
Price from
US$260
per night

Within walking distance of the beach, local attractions and activities, this Old Town Key West inn features on-site laundry facilities, comfortable guest rooms and an extended continental breakfast.

Guestrooms include a flat-screen TV and private bathroom. Rooms are air conditioned and feature coffee-making facilities. The location and breakfast. Room was clean and quiet, standard.

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8.7
Fabulous
684 reviews
Price from
US$340
per night

Situated in the centre of Key West, less than 1 km from Simonton Street Beach and a 3-minute walk from Duval Street, NUMBER ELEVEN at Scarlet Mango Inn Key West offers free WiFi and air conditioning. It is located less than 1 km from Key West Aquarium and features a concierge service. The property is non-smoking and is set 700 metres from Ernest Hemingway Home and Museum.

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8
Very good
1 reviews
Price from
US$256.36
per night

Set in the centre of Key West, 1.3 km from Simonton Street Beach and 1.1 km from Duval Street, THE GATO ROOM at Inn on Fleming Key West! offers free WiFi and air conditioning. It is located 1.4 km from Mallory Dock and offers a concierge service. The property is non-smoking and is situated 1.5 km from Key West Aquarium.

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Price from
US$197.20
per night

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