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The best holiday rentals in Florida Keys

Check out our pick of great holiday rentals 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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9.2
Superb
1,407 reviews
Price from
US$159
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. The location was great. We had very nice room furnished with attention to detail. The breakfast was great too.

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9.3
Superb
1,173 reviews
Price from
US$228.85
per night

This adult-only, pet friendly, smoke-free property is located in the heart of Key West less than 1.6 km from the Southernmost Point. Guests will enjoy a daily breakfast including pastries, organic fruit, and dessert cakes during their stay. Absolutely perfect ! A lovely place in Key West, a real good address. The room is cute, with everything we need. A small terrace just for us (with table and chairs) a beautiful and quiet garden where we have breakfast (really good). The address to keep in mind. Many thanks

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9.1
Superb
1,046 reviews
Price from
US$174
per night

Offering a bar and garden view, The Speakeasy Inn and Rum Bar is situated in Key West, 500 metres from Southernmost Point and 400 metres from Ernest Hemingway Home and Museum. This bed and breakfast features free private parking and luggage storage space. The property is 400 metres from the city centre and 400 metres from South Beach. A picturesque and cozy hotel with an excellent location

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9
Superb
375 reviews
Price from
US$225
per night

Situated in the centre of Key West, 600 metres from Simonton Street Beach, the historic Key West Harbor Inn - Adults Only features accommodation with free WiFi and an indoor pool. The property has pool and garden views, and is 600 metres from Key West Aquarium. The bed and breakfast also offers facilities for disabled guests. Great location, close to all the action yet quiet. Amazing, friendly stuff.

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9.2
Superb
292 reviews
Price from
US$245
per night

Set within 500 metres of Key West Aquarium, Weatherstation Inn Circa 1911 is an adult-only bed and breakfast in Key West and features a number of amenities including an outdoor swimming pool and a terrace. the history, the location, and the staff was amazing….

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9
Superb
260 reviews

Less than 2 minutes’ walk from the Ernest Hemingway Home and Museum, this historic Key West property features guest rooms with private balconies and free Wi-Fi.

A flat-screen TV with cable channels is provided in each spacious room at The Casablanca Hotel. A private bathroom is also provided in every air-conditioned guest room. The location it's excellent!! The bed is comfortable.

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9
Superb
520 reviews
Price from
US$125
per night

Featuring garden views, Coconut Bay Resort - Key Largo provides accommodation with water sports facilities, pool with a view and a garden, around 5.1 km from Pigeon Key. With a private beach area, the 3-star aparthotel has air-conditioned rooms with free WiFi, each with a private bathroom. The aparthotel features family rooms as well as facilities for disabled guests. The place is just great. Great layout and very nice people.

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9.1
Superb
117 reviews
Price from
US$235
per night

All rooms feature a private bath, small refrigerator, and microwave. Apartments at Key West Villas include a fully-equipped kitchen and seating area.

Key West Villas guests can hire a bicycle and explore Key West. A guest launderette is available as well. This place is exceptional, very clean, cozy and centrally located- just perfect for our stay in Key West. The hosts warmly welcomed us and were extremely friendly and helpful throughout our stay. On top of anything else we very much appreciated the availability of comfortable pool towels, a really good washing machine & dryer and much more little things that were even complimentary to our surprise. The pool and hot tub are very nice too and are open until 10pm. We can highly recommend this facility and will definitely return when coming back to Key West.

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9.7
Exceptional
333 reviews
Price from
US$219
per night

This historical Key West bed and breakfast is 1 mile from the Southernmost Point and 3 minute’s walk from iconic Duval Street. The Artist House guests will enjoy a daily continental breakfast and spa hot tub. AMAZING! WOW - this place was so nice and the staff was so kind and friendly. We had the most beautiful room with fridge, coffee & tea. A very nice breakfast and snacks available in the kitchen. A nice and cozy court yard with spa.

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9.5
Exceptional
199 reviews
Price from
US$187.95
per night

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