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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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9.1
Superb
1,417 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. Unique, indescribable! It was a unique, positively surprising stay in this house furnished with excellent taste and finesse.

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9.3
Superb
1,184 reviews
Price from
US$217.35
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. So convenient, perfect location right behind Deval St….. love the old charm of the house. Quite, nice landscaping excellent breakfast!! We will definitely be returning

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9.1
Superb
1,056 reviews
Price from
US$129
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. Loved the accommodation - great comfortable room out the back. Fabulous location and the Rum Bar was terrific. It was so nice either sitting up to the bar with Kayla mixing the drinks or great people watching sitting out the front with Captain the Cat as company.

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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
125 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. Great location, close to all the action yet quiet. Amazing, friendly stuff.

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9.2
Superb
304 reviews
Price from
US$265
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

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. It was lovely to receive breakfast for free. The croissants were very nice we especially enjoyed the coconut croissant. Staff were very helpful and lovely people.

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9
Superb
523 reviews
Price from
US$95
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$185
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. The property is very well maintained, it is cozy and comfortable and the owners truly care about your stay. It was great to stay in a place where people care about how you feel and are thoughtful to give you tips about the city and what to do during your visit. It made our experience a very pleasant trip.

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9.7
Exceptional
340 reviews
Price from
US$279
per night

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