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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 nice guesthouse in perfekt shape in the best location. The owner is very nice na happy to help whenever needed.

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9.1
Superb
1,420 reviews
Price from
US$119
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. We loved EVERYTHING about this property. From the gated parking lot, to the daily hot breakfast, to the daily Happy Hour Beverages (all of which were complimentary), to the absolutely PERFECT location, and the beautifully appointed air conditioned rooms. We will definitely be coming back to this property. Stunning.

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9.3
Superb
1,178 reviews
Price from
US$171.35
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. Our room was lovely - great aircon, lovely bathroom and toiletries. Property close to Duval Street and just as picture is lovely trees and peaceful.

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9.1
Superb
1,057 reviews
Price from
US$124
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
Superb
366 reviews
Price from
US$167.50
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
308 reviews
Price from
US$210
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
526 reviews
Price from
US$90
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
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. great location, nice service ,

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9.7
Exceptional
350 reviews
Price from
US$199
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
185 reviews
Price from
US$141.75
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. Loved access to pools and morning coffee. Staff were friendly and helpful. Location was fantastic.

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9
Superb
783 reviews
Price from
US$199
per night

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