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The best vacation rentals in Florida Keys

Check out our selection of great vacation rentals in Florida Keys

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Wonderful: 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. Foster was absolutely adorable, he was so kind and funny. The hotel is lucky to have him.

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9.1
Wonderful
1,425 reviews
Price from
$109
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. The location was great. We had very nice room furnished with attention to detail. The breakfast was great too.

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9.2
Wonderful
1,173 reviews
Price from
$159.85
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. 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
Wonderful
1,055 reviews
Price from
$114
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. A picturesque and cozy hotel with an excellent location

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9
Wonderful
363 reviews
Price from
$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. Right at the heart of old town key west.

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9.2
Wonderful
314 reviews
Price from
$220
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. Location location this was great you were a block maybe two away from Sloppy Joe's and Deval Street close to Mallory Square you are off the beaten path but close to everything I would recommend this it was wonderful I felt safe staying there after hours they lock the gate so you had a key to get in but I could walk back to my room feeling safe it was a wonderful place to stay the staff was wonderful this will be my new place every time I come to the Keys now which is once a year

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8.9
Excellent
261 reviews
Price from
$169
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. It was lovely to receive breakfast for free. The croissants were very nice we especially enjoyed the coconut croissant. Staff were very helpful and lovely people.

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9
Wonderful
526 reviews
Price from
$96
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
Wonderful
118 reviews
Price from
$175
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. If I could give more than 10 I would! Everything was perfect: the location (in the heart of Key West, parking space available), the rooms (they’re even nicer as on the homepage), the poolside.. everything was so tasteful and clean. And of course the hosts ! They make everything to make you feel home. Snacks and drinks available all day long, happy hour every day and the bottle of wine offered upon arrival!! We just can strongly recommend this lovely place.

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9.7
Exceptional
353 reviews
Price from
$179
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. The location was awesome. The atmosphere and vibes were great.

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9.5
Exceptional
183 reviews
Price from
$156.45
per night

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