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The best cottages in Key West

Check out our pick of great cottages in Key West

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Superb: 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.

The couple who run the villas are charming. They greeted us with cocktails and made us feel comfortable at all times. The place is beautiful and the location is fantastic, just off the main street in Key West.

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9.7
Exceptional
349 reviews
Price from
€ 238
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
€ 1,065
per night

Located in the centre of Key West, 600 metres from South Beach and 700 metres from Fort Zachary Taylor State Park Beach, New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool offers free WiFi and air conditioning. With city views, this accommodation provides a patio and a swimming pool. The property is non-smoking and is situated 1.4 km from Higgs Beach.

It was close to everything. It was clean and very roomy. There was a bike rental across the street (a must)

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9.2
Superb
5 reviews
Price from
€ 671
per night

Featuring a DVD player, the 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, 2 bedrooms, and 2 bathrooms with a hot tub and a shower. The unit is air conditioned and includes a balcony with outdoor furniture as well as a flat-screen TV with cable channels. For added privacy, the accommodation features a private entrance.

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
Superb
5 reviews
Price from
€ 590
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.

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

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 property is non-smoking and is situated less than 1 km from Higgs Beach.

Close to the ocean. Large rooms

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9.5
Exceptional
8 reviews
Price from
€ 508
per night

Located in Key West, 1.4 km from Rest Beach and 1.6 km from Higgs Beach, 2x2 Fully Updated Old Town Waterfront Corner Condo offers 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 set 1.9 km from South Beach.

Such a beautiful room, so chill and quiet. But a beautiful experience.

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9.4
Superb
5 reviews
Price from
€ 389
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.

Location was perfect pool looked amazing

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9.5
Exceptional
6 reviews
Price from
€ 799
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
€ 358
per night

Set in Key West, 200 metres from Smathers Beach and 700 metres from Rest Beach, Papaya Place by AvantStay Great Location w Balcony Outdoor Dining Shared Pool Hot Tub offers air conditioning. This property offers access to a balcony, free private parking and free WiFi. The property is non-smoking and is located 1.1 km from Higgs Beach.

Slept 6. There is private and secure parking. This is a big deal in Key West. Full kitchen with everything you need for a family dinner.

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9
Superb
5 reviews

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Cottages are perfect for travellers who enjoy feeling cosy and independent in the countryside. Usually small, traditionally built houses, cottages spread across one or two floors, making them great for families, or holidays with a little more privacy.
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Enjoy breakfast in Key West!

  • Key West Villas
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 349 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

    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.

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

  • New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 5 reviews

    Located in the centre of Key West, 600 metres from South Beach and 700 metres from Fort Zachary Taylor State Park Beach, New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool offers free WiFi...

  • Sunrise on the Atlantic
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 5 reviews

    Located in Key West, Sunrise on the Atlantic provides sea views and free WiFi, 400 metres from Smathers Beach and 600 metres from Rest Beach. This holiday home also features a pool with a view.

    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
     · 6 reviews

    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...

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

    Located in Key West, 400 metres from Smathers Beach and 600 metres from Rest Beach, Leaward Isle Island Retreat offers air conditioning.

  • 2x2 Fully Updated Old Town Waterfront Corner Condo
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 5 reviews

    Located in Key West, 1.4 km from Rest Beach and 1.6 km from Higgs Beach, 2x2 Fully Updated Old Town Waterfront Corner Condo offers air conditioning.

  • Amelia Home by AvantStay In Historic Old Town w Pool
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 6 reviews

    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...

These cottages in Key West have options with FREE cancellation

  • Sky Loft in Key West by Brightwild
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 7 reviews

    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...

  • Rose Lane Villas
    Free cancellation options available
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 264 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 1.8 km from the Southernmost Point.

    clean. well equipped and the location was amazing.

  • The Trinidad by Brightwild-Pool & Parking
    Free cancellation options available
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 27 reviews

    Boasting air-conditioned accommodation with a patio, The Trinidad by Brightwild-Pool & Parking is situated in Key West.

  • The Samana Cay by Brightwild-Private Balcony
    Free cancellation options available
    8.4
    Scored 8.4
    Very good
    Rated very good
     · 24 reviews

    Boasting air-conditioned accommodation with a patio, The Samana Cay by Brightwild-Private Balcony is situated in Key West.

    - gute Ausstattung - große Wohnung - Pool und Whirlpool - genügend Handtücher

  • The St Martin by Brightwild-Hot Tub & Pool
    Free cancellation options available
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 6 reviews

    Located in Key West in the Florida region, The St Martin by Brightwild-Hot Tub & Pool has a patio. Both free WiFi and parking on-site are accessible at the holiday home free of charge.

  • The Tortuga by Brightwild-Pool, Parking & Pets!
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 22 reviews

    Located in Key West in the Florida region, The Tortuga by Brightwild-Pool, Parking & Pets! has a patio. Both free WiFi and parking on-site are accessible at the holiday home free of charge.

    Clean and had just what we needed for a short trip

  • The Salt Cay by Brightwild-Modern & Pet Friendly
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 18 reviews

    Boasting air-conditioned accommodation with a patio, The Salt Cay by Brightwild-Modern & Pet Friendly is set in Key West.

    Clean, had kitchen and laundry, more than one bathroom

  • The Indigo by Brightwild-Great Location!
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 6 reviews

    In the heart of Key West, set within a short distance of South Beach and Fort Zachary Taylor State Park Beach, The Indigo by Brightwild-Great Location!

Travelling 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: € 268.65
    7.9
    Scored 7.9
    Good
    Rated good
     · 2,926 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: € 310.14
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 1,085 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: € 274.87
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 1,103 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
  • 8.5
    Scored 8.5
    Very good
    Rated very good
     · 451 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: € 393.12
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 891 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: € 359.93
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 1,028 reviews
    Beautiful bungalows, very clean and cosy.
    Filip
    Young couple
  • Avg. price/night: € 328.58
    7.0
    Scored 7.0
    Good
    Rated good
     · 2,546 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: € 359.93
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 1,028 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: € 332.10
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 2,541 reviews
    Very cozy bungalow style apartments, great location, great pool! Very good value for the money.
    Stefan
    People with friends
  • Avg. price/night: € 356.82
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 2,499 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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