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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. great location, very clean, friendly staff

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9.1
Superb
1,412 reviews
Price from
US$139
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. Absolutely everything! We booked room 6 and we're not disappointed as it was excellent. The whole house,location and staff on site were first class ... 5 star. It is my new favourite place .

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9.3
Superb
1,170 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. Stunning courtyard, delicious breakfast, quiet but right around the corner from bars, restaurants

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9.1
Superb
1,050 reviews
Price from
US$159
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
372 reviews
Price from
US$189
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
292 reviews
Price from
US$275
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
519 reviews
Price from
US$105
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 meticulous attention to detail and the large waterfront area. The scones freshly baked every morning is very special

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9.1
Superb
119 reviews
Price from
US$260
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
336 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. 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
197 reviews
Price from
US$156.45
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. My husband and I stayed 2 nights in the poolside room #110 (second floor). It was wonderful and included coffee, tea, a refrigerator, a couple of chairs on the patio and robes. We found street parking for free on William street a couple blocks away. I’m glad we picked the basic poolside room because it was lovely and up to date. Would definitely recommend!

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9
Superb
769 reviews
Price from
US$359
per night

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