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The 10 Best Cottages in Key West, USA

Check out our selection of great cottages in Key West

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Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
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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.

Everything! Complimentary wine, happy hours, snacks, good breakfast, amenities, clean clean clean, run by wonderful folks.

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9.7
Exceptional
337 reviews
Price from
$299
per night

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 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 200 metres from the city centre and 600 metres from Fort Zachary Taylor State Park Beach.

Location was awesome. Beds comfortable. Had everything we needed.

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9.8
Exceptional
5 reviews
Price from
$879
per night

Located in Key West, 400 metres from Smathers Beach and 600 metres from Rest Beach, Sunrise on the Atlantic offers air conditioning. This holiday home provides free private parking, a 24-hour front desk and free WiFi. 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
5 reviews
Price from
$411.82
per night

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.

Location was great - close to Duval, but far enough away to be quiet.

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9.8
Exceptional
5 reviews

Located in Key West, 400 metres from Smathers Beach and 600 metres from Rest Beach, Leaward Isle Island Retreat offers air conditioning. This property offers access to a balcony, free private parking and free WiFi. The accommodation provides a 24-hour front desk, a lift and organising tours for guests.

Close to the ocean. Large rooms

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9.5
Exceptional
8 reviews
Price from
$402.38
per night

Located 500 metres from South Beach and 700 metres from Fort Zachary Taylor State Park Beach in the centre of Key West, Amelia Home by AvantStay In Historic Old Town w Pool provides accommodation with free WiFi and free private parking. This holiday home features air-conditioned accommodation with a patio. The property is non-smoking and is situated 1.2 km from Higgs Beach.

Conveniently located near Duval Street, the Duval Loop free bus stop, but also very quiet and peaceful. The house is exceptionally well decorated.

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9.6
Exceptional
5 reviews
Price from
$555
per night

Located in the centre of Key West, 600 metres from Fort Zachary Taylor State Park Beach and 1.2 km from Simonton Street Beach, Lavender Jungle by AvantStay Great Location w Patio Shared Pool Week Long Stays Only offers free WiFi and air conditioning. This holiday home provides accommodation with a patio. The property is non-smoking and is set 1.5 km from South Beach.

Great location. Super helpful staff

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9.8
Exceptional
5 reviews
Price from
$283
per night

In a central area of Key West, located within a short distance of South Beach and Fort Zachary Taylor State Park Beach, Baya House offers free WiFi, air conditioning and household amenities such as a microwave and coffee machine. This holiday home also has a heated pool. The property is non-smoking and is situated 1.4 km from Higgs Beach.

Quiet comfy place just like home

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9.6
Exceptional
7 reviews
Price from
$373.33
per night

In the centre of Key West, located within a short distance of Simonton Street Beach and South Beach, Sky Loft in Key West by Brightwild offers free WiFi, air conditioning and household amenities such as a dishwasher and kettle. Popular points of interest nearby include Key West Aquarium, Mallory Dock and Southernmost Point. The property is non-smoking and is situated 1.5 km from Fort Zachary Taylor State Park Beach.

Location, and general layout of the property.

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9.1
Wonderful
8 reviews
Price from
$330
per night

The spacious holiday home features 2 bedrooms, a TV with cable channels, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hot tub. Towels and bed linen are featured in the holiday home. For added privacy, the accommodation features a private entrance.

Very easy access to the Property by door code. The property was very clean. Rooms were very comfortable, Kitchen facility was first class. Location was perfect from us as we had a car - I'm unsure if it would suit families without transport. Would highly recommend this Property to my friends and family.

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9.2
Wonderful
30 reviews
Price from
$285
per night

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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.
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  • Key West Villas
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 337 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.

    the personal touch the service was out of this world

  • Just steps to Duval- Sleeps 10- Heated Pool House
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 5 reviews

    Just steps to Duval- Sleeps 10- Heated Pool House is located in Key West, just a 7-minute walk from Southernmost Point and 0.8 miles from Mallory Square.

    Location was awesome. Beds comfortable. Had everything we needed.

  • Sunrise on the Atlantic
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 5 reviews

    Sunrise on the Atlantic offers accommodations in Key West, 1.6 miles from Southernmost Point and 2 miles from Ernest Hemingway Home and Museum.

    The available amenities were very nice. The property is well maintained and inviting.

  • Julia Whitehead Guest Suites
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 5 reviews

    Julia Whitehead Guest Suites offers accommodations in Key West, a 6-minute walk from Duval Street and 500 yards from Southernmost Point.

  • Leaward Isle Island Retreat
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 8 reviews

    Leaward Isle Island Retreat offers accommodations in Key West, 1.6 miles from Southernmost Point and 2 miles from Ernest Hemingway Home and Museum.

  • Amelia Home by AvantStay In Historic Old Town w Pool
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 5 reviews

    Amelia Home by AvantStay In Historic Old Town w Pool offers accommodations in Key West, a 7-minute walk from Ernest Hemingway Home and Museum and half a mile from Duval Street.

  • Lavender Jungle by AvantStay Great Location w Patio Shared Pool Week Long Stays Only
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 5 reviews

    Lavender Jungle by AvantStay Great Location w Patio Shared Pool Week Long Stays Only is located in Key West, just a 9-minute walk from Ernest Hemingway Home and Museum and 0.6 miles from Mallory...

  • Baya House
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 7 reviews

    Baya House offers accommodations in Key West, a 7-minute walk from Duval Street and half a mile from Southernmost Point.

These cottages in Key West have options with FREE cancellation

  • Sky Loft in Key West by Brightwild
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 8 reviews

    Sky Loft in Key West by Brightwild offers accommodations in Key West, a 9-minute walk from Ernest Hemingway Home and Museum and 0.7 miles from Mallory Square.

  • The Andros by Brightwild-4th Floor Sunset View
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 30 reviews

    The Andros by Brightwild-4th Floor Sunset View is located in Key West, just 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.

    Très spacieux et très propre, très bon rapport qualité / prix

  • Rose Lane Villas
    Free cancellation options available
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 258 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.

    clean. well equipped and the location was amazing.

  • The Barbados by Brightwild-Bright Condo w Pool
    8.1
    Scored 8.1
    Very Good
    Rated very good
     · 59 reviews

    The Barbados by Brightwild-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.

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

  • The Trinidad by Brightwild-Pool & Parking
    Free cancellation options available
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 25 reviews

    The Trinidad by Brightwild-Pool & Parking offers accommodations in Key West, 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.

  • The Tortuga by Brightwild-Pool, Parking & Pets!
    8.4
    Scored 8.4
    Very Good
    Rated very good
     · 22 reviews

    The Tortuga by Brightwild-Pool, Parking & Pets! is located in Key West, just 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.

    Clean and had just what we needed for a short trip

  • The Salt Cay by Brightwild-Modern & Pet Friendly
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 18 reviews

    The Salt Cay by Brightwild-Modern & Pet Friendly offers accommodations in Key West, 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.

    Clean, had kitchen and laundry, more than one bathroom

  • Villa Coastal by Brightwild-Pool & Free Parking
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 14 reviews

    Villa Coastal by Brightwild-Pool & Free Parking offers accommodations in Key West, a 6-minute walk from Duval Street and 700 yards from Southernmost Point.

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

FAQ about cottages in Key West







Cottages That Guests Love in Key West

  • Avg. price/night: $302.63
    7.9
    Scored 7.9
    Good
    Rated good
     · 2,896 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.
    Klaus
    Young couple
  • Avg. price/night: $898.88
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 1,081 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.
    Benedikt
    Young couple
  • Avg. price/night: $343.13
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 1,132 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.
    Aiko
    Young couple
  • Avg. price/night: $376.88
    8.4
    Scored 8.4
    Very Good
    Rated very good
     · 445 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
    Desirée
    Group
  • Avg. price/night: $370.13
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 879 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.
    E
    Ellen
    Young couple
  • Avg. price/night: $604.13
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 1,046 reviews
    Beautiful bungalows, very clean and cosy.
    Filip
    Young couple
  • Avg. price/night: $356.38
    7.0
    Scored 7.0
    Good
    Rated good
     · 2,573 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.
    Paulo
    Young couple
  • Avg. price/night: $604.13
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 1,046 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.
    André Dias Barreto
    Family with young children
  • Avg. price/night: $427.15
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 2,495 reviews
    Very cozy bungalow style apartments, great location, great pool! Very good value for the money.
    Stefan
    Travelers with friends
  • Avg. price/night: $499.51
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 2,448 reviews
    lovely cottage, wonderfully decorated, quite, nice seating on private terrace, quiet, loved key west, pool and beach area
    Laura
    Group

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