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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. fabulous location in the middle of everything. but stil quiet . our room was big comfy and spotless. the maids were superb every day. staff si friendly

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9
Superb
1,416 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. Beautiful location Polite and efficient support staff Generous daily free drink!! An altogether paradise- like ambience Cozy feeling to the room Possibility of opening at least one window to air out the room would be a plus Need to de-clutter the room to make more space. Try less cushions. Two luggage racks—Excellent idea! Great Seating on the veranda -provides space outside the room Free parking is a real plus!

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9.2
Superb
1,168 reviews
Price from
US$159.85
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. What a hidden gem! Clean and cozy. Air-conditioned. Amazing breakfast. Right in the heart of Key West. Recommended!

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9.1
Superb
1,055 reviews
Price from
US$134
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. Very nice room with private patio. The position of the accommodation was perfect, right on Duval Street. The bar serves very good cocktails, the employees were very nice and gave us all the information we needed. Also they have a very friendly cat that comes in and out of the bar, who stayed with us while we enjoyed our drinks. We’ll definitely come back.

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9.1
Superb
354 reviews
Price from
US$130
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
321 reviews
Price from
US$215
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. highly recommend. This is not a hotel in the full sense of the word. But this is a great bed and breakfast. Well maintained, in a very quiet, semi-private neighborhood. Walking distance from everything and there is also parking. A large shower with plenty of towels and other things.

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9
Superb
259 reviews
Price from
US$169
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. So close to the water and very personal staff, other quests were friendly like a family atmosphere

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9
Superb
115 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. We could not have asked for a more perfect place to stay. Every detail was thought of and the owners are incredibly kind and are on site taking care of everything. Breakfast and the daily happy hour was great as was our room the pool and hot tub. The recommended activities and restaurants were also much appreciated. In a heartbeat we would book again!

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9.7
Exceptional
372 reviews
Price from
US$399
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
166 reviews
Price from
US$115.50
per night

This Key West bed and breakfast is 3 minutes’ walk from the art galleries and cafés of historic Duval Street. Guests can start their day with a full hot breakfast and enjoy two outdoor pools.

All accommodations feature a small refrigerator and microwave. Ambrosia Key West guests will also have in-suite Keurig® tea- and coffee-making facilities. Location was great. The room fabulous. It would be nice if a mirror could be added. Beautiful garden terrace. Nice spa in the garden. Very friendly and helpful staff.

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9
Superb
778 reviews
Price from
US$179
per night

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