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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
1,420 reviews
Price from
US$129
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. Beautiful location Polite and efficient support staff Generous daily free drink!! An altogether paradise- like ambience Cozy feeling to the room Possibility of opening at least one window to air out the room would be a plus Need to de-clutter the room to make more space. Try less cushions. Two luggage racks—Excellent idea! Great Seating on the veranda -provides space outside the room Free parking is a real plus!

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9.3
Superb
1,175 reviews
Price from
US$240.35
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
1,059 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 place to stay. Walking distance to most best places to eat and walk.

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9
Superb
365 reviews
Price from
US$200
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
309 reviews
Price from
US$220
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 location it's excellent!! The bed is comfortable.

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9
Superb
527 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. 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
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. We went there for two nights. The location was amazing. The service is awesome. A truly quiet pool area, good breakfast with all you need, and the happy hour with cocktails for free. We definitely will come back!!

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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. AMAZING! WOW - this place was so nice and the staff was so kind and friendly. We had the most beautiful room with fridge, coffee & tea. A very nice breakfast and snacks available in the kitchen. A nice and cozy court yard with spa.

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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
781 reviews
Price from
US$229
per night

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