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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. Good location Great staff at the reception Good breakfast

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9.1
Superb
1,408 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. Location was excellent, very clean room, nice warm pool, excellent parking and a nice bar area

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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. Absolutely perfect ! A lovely place in Key West, a real good address. The room is cute, with everything we need. A small terrace just for us (with table and chairs) a beautiful and quiet garden where we have breakfast (really good). The address to keep in mind. Many thanks

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9.1
Superb
1,049 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 location and vibe! We stayed in a renovated room. Unfortunately we just stayed there for one night!

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9
Superb
373 reviews
Price from
US$225
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. The location it's excellent!! The bed is comfortable.

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9
Superb
519 reviews
Price from
US$95
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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9.1
Superb
118 reviews
Price from
US$155
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
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. 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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9.5
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
766 reviews
Price from
US$289
per night

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