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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. The Concierge (Foster) who checked us in, out and everything in between was truly exceptional. We felt at home thanks to Foster. The rest of the staff were also very friendly and always smiling. The room's television was larger than most hotels and is a perfect fit for the room. We shared a deck, under the trees, with our neighboring room. Our doorway onto the deck was our only doorway and was a French door. This was a nice touch for a romantic birthday get-a-way. The room was very nice and the mattress and pillows were extremely comfortable.

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9.1
Superb
1,422 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. Lovely, room with spacious bathroom and kitchen. Very helpful staff and laundry facility. Thank you.

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9.3
Superb
1,179 reviews
Price from
US$286.35
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. I did self checkin, it was super easy due to perfect instructions from the team. Everyone was so polite and nice! I like it! The breakfast was great! I recommend!

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9.1
Superb
1,058 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. The location, the room was so cozy and clean. Also the staff very kind and helpful

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9
Superb
367 reviews
Price from
US$212.50
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
305 reviews
Price from
US$240
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. The room was clean and comfortable, and the staffs were friendly and helpful.

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9
Superb
526 reviews
Price from
US$110
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$205
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
350 reviews
Price from
US$329
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. Great breakfast, beautiful room decor, perfect location

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9.5
Exceptional
188 reviews
Price from
US$120.75
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
779 reviews
Price from
US$229
per night

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