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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. Breakfast, comfortable bed, clean room/area!

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9.2
Superb
1,385 reviews
Price from
US$219
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. Room was clean and perfect location breakfast was great

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9.3
Superb
1,175 reviews
Price from
US$343.85
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. 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
1,045 reviews
Price from
US$224
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 place to stay. Walking distance to most best places to eat and walk.

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9.1
Superb
383 reviews
Price from
US$375
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. Fantastic location, oasis in the city

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9.2
Superb
285 reviews
Price from
US$285
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. A lovely hotel in a great location, with very spacious rooms (at least the one I stayed in). The breakfast is simple but tasty, and the staff are very polite and friendly.

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9
Superb
262 reviews
Price from
US$259
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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9.2
Superb
125 reviews
Price from
US$215
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
319 reviews
Price from
US$349
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. Beautiful and historical. Rooms were stunning and so comfortable with all the amenities. The staff were so friendly and helpful and took the time to show me everything and answer any questions I had. Will definitely be back

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9.4
Superb
207 reviews
Price from
US$261.45
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
745 reviews
Price from
US$298
per night

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