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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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Sun Outdoors Sugarloaf Key

Summerland Key

Situated 32 km from Ernest Hemingway Home and Museum, Sun Outdoors Sugarloaf Key in Summerland Key features rooms with air conditioning and free WiFi. With lake views, this accommodation provides a swimming pool. Key West Aquarium is 32 km from the holiday home and Mallory Dock is 32 km away. The staff are unbelievable. This place is paradise at a reasonable price. You will love it.we spent £1000 for 2 nights in Miami and it was a poor experience in comparison to this absolute gem

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9.3
Wonderful
143 reviews
Price from
$317.52
per night

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
381 reviews
Price from
$449
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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9.4
Wonderful
15 reviews
Price from
$336
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

Tiny Home on Waterfront, Bay Views, Deck, Pool

Jewfish

Located in Jewfish, 16 km from Dolphin Cove and 17 km from John Pennekamp State Park, 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 25 km from Florida Keys Factory Shops. Great location, very unique with the canal setting. Home was immaculate and well equipped. Private deck/patio area was a huge plus.

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9
Wonderful
12 reviews
Price from
$372.15
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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9.1
Wonderful
10 reviews

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. Location, attention to detail, and soooo many amenities!

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9.2
Wonderful
15 reviews
Price from
$373.75
per night

Sunrise on the Atlantic

Key West

Featuring air-conditioned accommodation with a pool with a view, Sunrise on the Atlantic is located in Key West. A hot tub is available for guests. The holiday home features a sauna, a lift and free WiFi. 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
8 reviews
Price from
$999.46
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
$597.67
per night

Julia Whitehead Guest Suites

Duval, Key West

In the centre of Key West, located within a short distance of Fort Zachary Taylor State Park Beach and South Beach, Julia Whitehead Guest Suites offers free WiFi, air conditioning and household amenities such as a toaster and coffee machine. Guests can benefit from a balcony and a children's playground. The property is non-smoking and is situated 1.6 km from Higgs Beach. 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
Price from
$1,168.50
per night

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