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The best vacation homes in Florida Keys

Check out our selection of great vacation homes in Florida Keys

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Wonderful: 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. Amazingly welcoming staff and incredible amenities. Such a fun atmosphere with their snacks, happy hour, pool, and great owners!

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9.7
Exceptional
386 reviews
Price from
$279
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
Wonderful
6 reviews
Price from
$225
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. Everything was perfect, very friendly staff, they even invited us for burgers 😀😀

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9.3
Wonderful
88 reviews
Price from
$199
per night

Villas at Hawks Cay Resort

Duck Key

Situated in Duck Key, 14 km from Florida Keys Aquarium Encounters and 34 km from Upper Matecumbe Key, Villas at Hawks Cay Resort offers an outdoor swimming pool and air conditioning. Private parking is available on site. The accommodation features a hot tub, free WiFi throughout the property and family rooms. The location is brilliant! right in the middle, so we travelled to Key West for a day. We loved the pool area and enjoyed the house with our own private pool.

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9
Wonderful
9 reviews
Price from
$349
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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9.2
Wonderful
6 reviews
Price from
$151.20
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. Home was amazing and just as pictured. Entering the property was easy and seamless it was well maintained and clean. Lots of activities for kids and adults and awesome fishing off the back dock. Home was well stocked with everything you could need for your stay including a well stocked kitchen with pots and pans. Beds were comfortable AC stayed cold on extremely hot days and it was centrally located for all of our family’s needs will stay here again.

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9.1
Wonderful
7 reviews
Price from
$380.34
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
Wonderful
13 reviews
Price from
$263.35
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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9.8
Exceptional
9 reviews
Price from
$765
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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9.4
Wonderful
7 reviews
Price from
$312.31
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
Wonderful
5 reviews
Price from
$482.62
per night

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