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The best cottages in Florida Keys

Check out our selection of great cottages in Florida Keys

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Review score

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. great location, nice service ,

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9.7
Exceptional
379 reviews
Price from
$329
per night

The Cozy Little Cottage

Duval, Key West

Situated in Key West, less than 1 km from Fort Zachary Taylor State Park Beach and a 18-minute walk from Higgs Beach, The Cozy Little Cottage provides accommodation with amenities such as free WiFi and a flat-screen TV. Boasting private check-in and check-out, this property also provides guests with a picnic area. The property is 200 metres from the city centre and 700 metres from South Beach. Loved the location and keyless entry! The cottage was FULLY stocked with almost anything you could’ve needed.

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9.9
Exceptional
9 reviews
Price from
$276
per night

Newly renovated and cozy home in the Florida Keys

Marathon

Featuring air-conditioned accommodation with a private pool, Newly renovated and cozy home in the Florida Keys is set in Marathon. This property offers access to a terrace, free private parking and free WiFi. The property is non-smoking and is located 600 metres from Florida Keys Aquarium Encounters. 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
$202.50
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
Wonderful
93 reviews
Price from
$229
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. That you can fish right in front of your door, beautiful dock and Tiki area.

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9.3
Wonderful
7 reviews
Price from
$244.80
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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9.3
Wonderful
8 reviews
Price from
$654.55
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
$373.75
per night

Just steps to Duval- Sleeps 10- Heated Pool House

Duval, Key West

Situated in Key West, 600 metres from South Beach and 1.6 km from Higgs Beach, Just steps to Duval- Sleeps 10- Heated Pool House offers a garden and air conditioning. The property is close to several well-known attractions, 1.3 km from Mallory Square, 1.3 km from Key West Aquarium and 1.4 km from Mallory Dock. The property is 600 metres from Fort Zachary Taylor State Park Beach, and within 200 metres of the city centre. Location was awesome. Beds comfortable. Had everything we needed.

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9.1
Wonderful
11 reviews
Price from
$1,344.50
per night

Sunrise on the Atlantic

Key West

Located in Key West, 400 metres from Smathers Beach and 600 metres from Rest Beach, Sunrise on the Atlantic offers free WiFi and air conditioning. This holiday home also features a pool with a view. The property is non-smoking and is situated less than 1 km from Higgs Beach. 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
$487.73
per night

Coral Hammock Poolside Home

Key West

Featuring air-conditioned accommodation with a heated pool, Coral Hammock Poolside Home is located in Key West. This property offers access to a balcony, free private parking and free WiFi. The property is non-smoking and is situated 7.5 km from Ernest Hemingway Home and Museum. 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
$519.20
per night

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