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The best cottages in Florida Keys

Check out our selection of great cottages 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. Perfect location, but even more importantly, Heather and Kevin were dream hosts. The snacks, cocktails and customer service were outstanding. I would recommend Key West villas to everyone!

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9.7
Exceptional
385 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 700 metres from South Beach, and within 200 metres of the city centre. Loved the decor and cleanliness; located close to main attractions; comfortable place to stay

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9.9
Exceptional
8 reviews
Price from
$242
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

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
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. 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
$160.56
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
$451.25
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
$332.35
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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9.3
Wonderful
10 reviews
Price from
$1,016
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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9.4
Wonderful
7 reviews
Price from
$307.39
per night

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