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The 10 Best Cottages in Key West, USA

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.

Location location location. Center of Duval st was fantastic

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9.7
Exceptional
345 reviews
Price from
£340
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
£745
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
£512
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 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
£474
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
£667
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

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

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
£437
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
Superb
8 reviews
Price from
£406
per night

Looking for a cottage?

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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  • Key West Villas
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 345 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.

  • 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.

  • 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...

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

    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...

  • Papaya Place by AvantStay Great Location w Balcony Outdoor Dining Shared Pool Hot Tub
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 5 reviews

    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.

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
     · 8 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...

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

    Featuring air-conditioned accommodation with a patio, The Andros by Brightwild-4th Floor Sunset View is located in Key West.

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

  • Rose Lane Villas
    Free cancellation options available
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 263 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
     · 26 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
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 23 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
     · 23 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
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 19 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

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

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