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The best holiday homes in Florida Keys

Check out our pick of great holiday homes in Florida Keys

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Key West Villas

Duval, Key West

Located in the heart of historic Key West, guests will be 1 minutes’ walk from Duval Street. A heated pool, daily continental breakfast, and free WiFi are provided.

All rooms feature a private bath, small refrigerator, and microwave. Apartments at Key West Villas include a fully-equipped kitchen and seating area. 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
380 reviews
Price from
£314
per night

Newly renovated and cozy home in the Florida Keys

Marathon

This holiday home comes with 2 bedrooms, a kitchen with an oven and a microwave, a flat-screen TV, a seating area and 2 bathrooms equipped with a walk-in shower. Towels and bed linen are featured in the holiday home. For added privacy, the accommodation has a private entrance and soundproofing. I love that the house had 2 bathrooms & 2 bedrooms outside was very nice pool was great very clean host was very fast on responding to any questions love that we could have a small dog she loved having a fenced in yard.

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9.3
Superb
6 reviews
Price from
£211
per night

Sun Outdoors Sugarloaf Key

Summerland Key

Situated within 32 km of Ernest Hemingway Home and Museum and 32 km of Duval Street, Sun Outdoors Sugarloaf Key features rooms with air conditioning and a private bathroom in Summerland Key. Both free WiFi and parking on-site are accessible at the holiday home free of charge. Key West Aquarium is 32 km from the holiday home and Mallory Dock is 32 km away. We had a great stay here. The staff were all very friendly and helpful. The grounds were beautiful and very clean. Our bungalow was very cute and beautifully decorated.

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9.3
Superb
93 reviews
Price from
£215
per night

Tiny Home on Waterfront, Bay Views, Deck, Pool

Jewfish

Located in Jewfish, 17 km from John Pennekamp State Park and 25 km from Florida Keys Factory Shops, Tiny Home on Waterfront, Bay Views, Deck, Pool offers a garden and air conditioning. Both free WiFi and parking on-site are available at the holiday home free of charge. The property is non-smoking and is situated 29 km from Pigeon Key.

The holiday home is equipped with 3 bedrooms, 1 bathroom, bed linen, towels, a TV, a fully equipped kitchen, and a balcony with garden views. The property has an outdoor dining area. That you can fish right in front of your door, beautiful dock and Tiki area.

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9.3
Superb
7 reviews
Price from
£276
per night

Casa Blue Pelican.

Marathon

Boasting a Blu-ray player, the spacious holiday home has a fully equipped kitchen with a dishwasher, an oven and a microwave, a living room with a seating area and a dining area, 3 bedrooms, and 2 bathrooms with a hot tub and a bath. The unit is air conditioned and is comprised of a balcony with an outdoor dining area as well as a flat-screen TV with streaming services. The holiday home offers bed linen, towels and laundry service. Everything. Very comfortable, everything you need is here. Owners did an amazing job making it a warm, inviting place. I've stayed at dozens of booking.com rentals and this is the best I've experienced.

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9.3
Superb
8 reviews
Price from
£627
per night

Pelican's Roost, Waterfront comfort at Venture Out

Cudjoe Key

Set in Cudjoe Key, 37 km from Ernest Hemingway Home and Museum and 37 km from Duval Street, Pelican's Roost, Waterfront comfort at Venture Out offers a private beach area and air conditioning. This beachfront property offers access to a balcony, tennis at the tennis court, free private parking and free WiFi. The holiday home offers a pool with a view with a fence, as well as a hot tub and a 24-hour front desk. Very nice on the water with view of Atlantic

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9.2
Superb
13 reviews
Price from
£342
per night

Just steps to Duval- Sleeps 10- Heated Pool House

Duval, Key West

Popular points of interest near the holiday home include Ernest Hemingway Home and Museum, Duval Street and Southernmost Point. The nearest airport is Key West International Airport, 4 km from Just steps to Duval- Sleeps 10- Heated Pool House. Location was awesome. Beds comfortable. Had everything we needed.

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9.1
Superb
11 reviews
Price from
£1,308
per night

Sunrise on the Atlantic

Key West

The holiday home is equipped with 2 bedrooms, 2 bathrooms, bed linen, towels, a flat-screen TV with cable channels, a dining area, a fully equipped kitchen, and a balcony with sea views. For added privacy, the accommodation features a private entrance. I loved everything about it.The place was so gorgeous and clean.The customer service was excellent.The master bedroom has a his and hers sink in the bathroom the shower was very big and nice.If I come back to Key West again I will choose to stay at this beautiful condo again.

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9.5
Exceptional
8 reviews
Price from
£538
per night

Coral Hammock Poolside Home

Key West

The spacious holiday home features 3 bedrooms, a flat-screen TV with cable channels, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a bath. Towels and bed linen are provided in the holiday home. For added privacy, the accommodation features a private entrance. The view was gorgeous, the small neighborhood style of the location made it feel very cozy and reminded us of home. Of course the small lizards and big iguanas were also enjoyable to see

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9.4
Superb
5 reviews
Price from
£629
per night

Julia Whitehead Guest Suites

Duval, Key West

The spacious holiday home features 3 bedrooms, a TV, a fully equipped kitchen with an oven and a microwave, and 4 bathrooms with an a bath or shower. Towels and bed linen are provided in the holiday home. For added privacy, the accommodation features a private entrance. This is a perfect spot to stay in Key West. Great location - just a couple minutes walk to Duval Street. We rent entire unit and it was amazing. Apartments are clean, beautiful cuban style. we spend there only 2 night but it was amazing experience. Highly recommend it!

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9.8
Exceptional
6 reviews

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