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The best cottages in Key West

Check out our selection of great cottages in Key West

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Review score

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.

The owners of the property were amazing. They looked after every need we had. The attention to detail was top notch. The daily happy hour and drink of the day was a nice perk. The location was accessible to all the tourist spots and night life.
Review score
Exceptional
389 reviews
Price from
$249
1 night, 2 adults

Featuring a private beach area, Great Key West Location provides accommodations in the center of Key West. This property offers access to a patio, free private parking, and free Wifi.

Quiet neighborhood close to everything
Review score
Wonderful
5 reviews
Price from
$733
1 night, 2 adults

Just a 18-minute walk from Key West Aquarium and one mile from Mallory Dock, The Cozy Little Cottage features accommodations in Key West with a terrace.

It was perfect for what we needed. Close to all the fun stuff. Just walked to where we wanted to go. Interior was so nice and new. Great personal touches also.
Review score
Wonderful
23 reviews
Price from
$169
1 night, 2 adults

Just a 4-minute walk from Southernmost Point and 700 yards from Ernest Hemingway Home and Museum, Keys Please! features accommodations in Key West with a garden.

Location, location and then some more location. The place is fabulous and extremely comfortable. Highly recommended!
Review score
Wonderful
6 reviews
Price from
$627.90
1 night, 2 adults

The Exuma Cay -Pool View & Parking offers accommodations in Key West, 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.

Comfortable beds view pool
Review score
Wonderful
31 reviews
Price from
$248.40
1 night, 2 adults

Sky Loft in Key West offers accommodations in Key West, a 13-minute walk from Mallory Dock and 0.7 miles from Mallory Square. Guests staying at this vacation home have access to free Wifi and a patio....

Great location close to everything.
Review score
Wonderful
16 reviews
Price from
$251.85
1 night, 2 adults

A 2-minute walk from Southernmost Point, Papa's Hideaway provides 3-star accommodations in the Downtown Key West district of Key West.

Everything was perfect, inside and out. I loved the outside environment. It was so relaxing, nestled in like our own island getaway
Review score
Wonderful
28 reviews
Price from
$414
1 night, 2 adults

5.7 miles from Ernest Hemingway Home and Museum in Key West, Grand Marina Suite -Waterfront Condo provides accommodations with access to a fitness center.

The entire experience at the marina was superb. I have already recommended your resort to my friends and family.
Review score
Excellent
117 reviews
Price from
$310.50
1 night, 2 adults

Located in Key West, Florida, these villas feature a heated outdoor swimming pool. They are adjacent to dining and shopping on Duval Street. and 1.1 mi from the Southernmost Point.

Beautiful 2-bedroom villa, clean and comfortable, a lot of light, nice swimming pool- Very good location near the main street, but no noise, very quiet place with parking in front of the villas -
Review score
Very Good
304 reviews
Price from
$249
1 night, 2 adults

Ibis Suite - Southernmost Sanctuary is located in Key West, just 1.2 miles from Key West Aquarium and 1.3 miles from Mallory Dock.

Location, quiet , landscaping
Review score
Excellent
5 reviews
Price from
$133.56
1 night, 2 adults
All cottages in Key West

Looking for a cottage?

Cottages are perfect for travelers who enjoy feeling cozy and independent in the countryside. Usually small, traditionally built houses, cottages are spread across one or two floors – making them great for families or vacations with a little more privacy.

Most booked cottages in Key West this month

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Enjoy breakfast in Key West!

  • Review score
    Exceptional · 389 reviews

    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.

  • Review score
    Wonderful · 7 reviews

    Just a 16-minute walk from Rest Beach and 1.1 miles from Ernest Hemingway Home and Museum, Andros - Spacious 2x2 Waterfront Condo features accommodations in Key West with a garden.

  • Review score
    Exceptional · 5 reviews

    Shipyard Treasure by AvantStay Communal Pool Gated Community Great Location Week Long Stays is located in Key West, just a 11-minute walk from Mallory Dock and 0.6 miles from Mallory Square.

    Guest review
    Love the location! Walking distance to everywhere! Very nice and clean condo!
  • Review score
    Wonderful · 8 reviews

    Featuring massage services, Sunrise on the Atlantic offers accommodations in Key West. The air-conditioned accommodation is a 4-minute walk from Smathers Beach.

    Guest review
    The available amenities were very nice. The property is well maintained and inviting.
  • Review score
    Wonderful · 5 reviews

    Featuring massage services, Coral Hammock Poolside Home provides accommodations in Key West.

  • Review score
    Exceptional · 6 reviews

    Julia Whitehead Guest Suites offers accommodations in Key West, a 15-minute walk from Key West Aquarium and 0.8 miles from Mallory Dock. The vacation home has access to a restaurant.

  • Casa Pap Del Mar

    Key West
    Breakfast options
    Review score
    Exceptional · 5 reviews

    1.6 miles from Southernmost Point in Key West, Casa Pap Del Mar features accommodations with access to a sauna and hot tub.

  • Review score
    Wonderful · 10 reviews

    St Kitts - Downtown Waterfront Penthouse Pool Dock Parking offers accommodations in Key West, 1.3 miles from Southernmost Point and 1.5 miles from Key West Aquarium.

    Guest review
    Excellent location. Great view. Very comfortable for a large family

These cottages in Key West have options with FREE cancellation

  • The Cozy Little Cottage

    Downtown Key West, Key West
    Free cancellation options available
    Review score
    Wonderful · 23 reviews

    Just a 18-minute walk from Key West Aquarium and one mile from Mallory Dock, The Cozy Little Cottage features accommodations in Key West with a terrace.

    Guest review
    Breakfast??? I liked everything. Close to Duval and everything we needed.
  • The Exuma Cay -Pool View & Parking

    Key West
    Free cancellation options available
    Review score
    Wonderful · 31 reviews

    The Exuma Cay -Pool View & Parking offers accommodations in Key West, 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.

    Guest review
    the place was very clean, the condo was very comfortable and the bedrooms were large.
  • Sky Loft in Key West

    Downtown Key West, Key West
    Free cancellation options available
    Review score
    Wonderful · 16 reviews

    Sky Loft in Key West offers accommodations in Key West, a 13-minute walk from Mallory Dock and 0.7 miles from Mallory Square. Guests staying at this vacation home have access to free Wifi and a patio.

    Guest review
    Great location. Very quiet and private but still close to Duval St. Blackout shades in bedroom made for excellent sleeping.
  • Grand Marina Suite -Waterfront Condo

    Key West
    Free cancellation options available
    Review score
    Excellent · 117 reviews

    5.7 miles from Ernest Hemingway Home and Museum in Key West, Grand Marina Suite -Waterfront Condo provides accommodations with access to a fitness center.

    Guest review
    Love being ducked off right on the marina and a lil beach access very nice
  • Rose Lane Villas

    Downtown Key West, Key West
    Free cancellation options available
    Review score
    Very Good · 304 reviews

    Located in Key West, Florida, these villas feature a heated outdoor swimming pool. They are adjacent to dining and shopping on Duval Street. and 1.1 mi from the Southernmost Point.

    Guest review
    Great place to stay! Lovely pool, rooms were perfect. Location is perfect.
  • Review score
    Excellent · 6 reviews

    Just a 5-minute walk from Key West Aquarium and 500 yards from Mallory Dock, New The Cottage at James House features accommodations in Key West with a garden.

  • Review score
    Very Good · 11 reviews

    New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool offers accommodations in Key West, a 18-minute walk from Key West Aquarium and one mile from Mallory Dock.

  • The Barbados -Bright Condo w Pool

    Key West
    Free cancellation options available
    Review score
    Very Good · 56 reviews

    The Barbados -Bright Condo w Pool is located in Key West, just 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.

    Guest review
    We had a chance to stay in Key West for reasonable price

Traveling by car? These cottages in Key West offer free parking!

  • Review score
    Excellent · 15 reviews

    The St Martin -Hot Tub & Pool offers accommodations in Key West, 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.

    Guest review
    The place was clean and comfortable. The location was perfect...close to all the action but far enough no traffic or noise from the busy areas in town. The pool and spa were very well maintained.
  • Review score
    Very Good · 21 reviews

    Sea Breeze -Great Location! is located in Key West, just a 16-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock.

    Guest review
    Great location and good size apartment in Key west
  • 5.4 miles from Ernest Hemingway Home and Museum in Key West, Parking Pool & Dock - Shellstone House offers accommodations with access to a fitness center.

  • Review score
    Exceptional · 2 reviews

    Duval Street Retreat offers accommodations in Key West, a 18-minute walk from Key West Aquarium and one mile from Mallory Dock.

  • Review score
    Exceptional · 2 reviews

    Duval Hideaway is located in Key West, just a 18-minute walk from Key West Aquarium and one mile from Mallory Dock. This property offers access to a balcony, free private parking, and free Wifi.

  • Just a 3-minute walk from Duval Street and 600 yards from Ernest Hemingway Home and Museum, Conch Cove features accommodations in Key West with massage services.

  • Review score
    Exceptional · 1 review

    5.2 miles from Ernest Hemingway Home and Museum in Key West, NEW Private Pool & Docking - Floralee House features accommodations with access to a fitness center.

  • Brand New Build Larkshine House - Pool is located in Key West, just 5.2 miles from Ernest Hemingway Home and Museum and 5.2 miles from Duval Street.

FAQ about cottages in Key West

Cottages That Guests Love in Key West

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  • Avg. price/night: $257.63
    Review score
    Good · 2,939 reviews
    It is a great cozy hotel in the main party street district - very charming using old houses - also the poot in the middle is great - the staff very friendly, parking available (big plus) - very big plus: real silverware and reusable hard plastic/porcelain for breakfast (that was a big plus from a European eye and differentiates it from most hotels or motels we have seen in US). Also the charm is great.
    Guest review by
    Klaus
    Young couple
  • Avg. price/night: $241.38
    Review score
    Wonderful · 1,080 reviews
    Amazing historic location in the middle of the old town. Super tranquil environment with lots of orchids, flowers, palm trees in the garden. 4 nice pools and very beautifully restored rooms and cottages. Also good breakfast provided every morning and amazing hosts either great tips for trips, i.e. the sunset sailing boat cruise! Thanks to the great team at Simonton for making our stay so great.
    Guest review by
    Benedikt
    Young couple
  • Avg. price/night: $191.25
    Review score
    Excellent · 866 reviews
    It’s a lovely, cosy, romantic little hotel. In the middle of Downtown Key west. The garden is an urban jungle, the breakfast was exactly what we were expecting. We had an amazing stay. Also the personal was very helpful regarding restaurants, parking and the neighbourhood. Would definitely recommend.
    Guest review by
    Aiko
    Young couple
  • Avg. price/night: $297
    Review score
    Very Good · 520 reviews
    Very cozy and in a good location, close enough to enjoy Duval St. without being bothered by the noise of the nightlife ;D Chilling in the hot tub after walking the whole day was a nice plus. It wasn't hot, because it was late at night, but we didn't need it to be after the scorching temperatures of the day
    Guest review by
    Desirée
    Group
  • Avg. price/night: $163.13
    Review score
    Excellent · 889 reviews
    A very cozy hotel. Every room is a little bungalow - arranged around the pool. A lot of sights, bars, restaurants, etc. are close by. Free parking (although limited to 6 slots) was always available. Towels for the pool and beach (and even sunscreen) is available near the pool. The staff is really friendly and helpful. Everything was very clean.
    Guest review by
    Ellen
    Young couple
  • Avg. price/night: $443.26
    Review score
    Very Good · 1,274 reviews
    Beautiful bungalows, very clean and cosy.
    Guest review by
    Filip
    Young couple
  • Avg. price/night: $317
    Review score
    Good · 1,829 reviews
    Very cozy cabin close to the swimming pool and with a good restaurant. Amazing sea food available! Easy to drive around and good place for drinks.
    Guest review by
    Paulo
    Young couple
  • Avg. price/night: $443.26
    Review score
    Very Good · 1,274 reviews
    The pictures don't show all the real size of the hotel. It is big but cosy. Many charming white bungalows and apartments. The locations is good, almost close to the turistic points.
    Guest review by
    André Dias Barreto
    Family with young children

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