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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. The Concierge (Foster) who checked us in, out and everything in between was truly exceptional. We felt at home thanks to Foster. The rest of the staff were also very friendly and always smiling. The room's television was larger than most hotels and is a perfect fit for the room. We shared a deck, under the trees, with our neighboring room. Our doorway onto the deck was our only doorway and was a French door. This was a nice touch for a romantic birthday get-a-way. The room was very nice and the mattress and pillows were extremely comfortable.

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9.1
Superb
1,423 reviews
Price from
US$99
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
1,181 reviews
Price from
US$286.35
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
1,060 reviews
Price from
US$149
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. The location, the room was so cozy and clean. Also the staff very kind and helpful

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9
Superb
368 reviews
Price from
US$199.50
per night

Located in Key West, 9.1 km from Ernest Hemingway Home and Museum and 9.2 km from Duval Street, Grand Marina Suite -Waterfront Condo offers a garden and air conditioning. The property is set 10 km from Southernmost Point, 10 km from Key West Aquarium and 10 km from Mallory Dock. Providing free WiFi throughout the property, the non-smoking holiday home has a fitness centre. We were in a different place. It was not conducive for me as I have difficulty walking. The staff was efficient, professional, great communicators, and attentive.

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9
Superb
124 reviews
Price from
US$310.50
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. Right at the heart of old town key west.

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9.2
Superb
303 reviews
Price from
US$265
per night

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. Beautiful, renewed, organized and clean, filled with courtesy and kindness, in a great location downtown, really close to the beach…

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9
Superb
523 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. Everything! The grounds are well kept. The cottages are very clean. Kayaks and other water equipment are well maintained and clean. The fresh scones and coffee in the morning are a bonus. We will definitely stay here again!!

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9.1
Superb
119 reviews
Price from
US$165
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. Location location location. Center of Duval st was fantastic

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9.7
Exceptional
346 reviews
Price from
US$299
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. Breakfast was very nice and both days it was different, giving some good variety. Sitting outside on the patio was lovely and the staff was very friendly!

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9.5
Exceptional
187 reviews
Price from
US$120.75
per night

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