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Cottages in Key West

Find the cottages that appeal to you the most

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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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Key West Villas, cottage in 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.

Friendly staff and complimentary breakfast

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9.7
Exceptional
348 reviews
Price from
TL 10,855
per night
Check availability
Just steps to Duval- Sleeps 10- Heated Pool House, cottage in Key West

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
TL 32,210
per night
Check availability
Sunrise on the Atlantic, cottage in Key West

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
TL 20,717
per night
Check availability
Julia Whitehead Guest Suites, cottage in 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
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Leaward Isle Island Retreat, cottage in Key West

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
TL 17,918
per night
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Amelia Home by AvantStay In Historic Old Town w Pool, cottage in Key West

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
TL 28,933
per night
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Lavender Jungle by AvantStay Great Location w Patio Shared Pool Week Long Stays Only, cottage in Key West

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
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Papaya Place by AvantStay Great Location w Balcony Outdoor Dining Shared Pool Hot Tub, cottage in Key West

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
Check availability
Baya House, cottage in Key West

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
TL 17,722
per night
Check availability
Sky Loft in Key West by Brightwild, cottage in Key West

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
TL 12,162
per night
Check availability
All cottages in Key West

Most booked hotels in Key West in the past month

Key West's best hotels with breakfast

  • The Andros by Brightwild-4th Floor Sunset View
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 31 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 Barbados by Brightwild-Bright Condo w Pool
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 59 reviews

    Set in Key West, 6.5 km from Southernmost Point and 7.3 km from Ernest Hemingway Home and Museum, The Barbados by Brightwild-Bright Condo w Pool offers air conditioning.

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

  • The Trinidad by Brightwild-Pool & Parking
    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
    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
    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

FAQs about hotels in Key West

Cottages that guests love in Key West

  • Wicker Guesthouse

    Wicker Guesthouse

    Downtown Key West, Key West
    From TL 11,217.86 per night
    7.9
    Scored 7.9
    Good
    Rated good
     · 2,916 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
    Germany
  • Simonton Court Historic Inn & Cottages

    Simonton Court Historic Inn & Cottages

    Downtown Key West, Key West
    From TL 11,943.93 per night
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 1,082 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
    Switzerland
  • Westwinds Inn

    Westwinds Inn

    Downtown Key West, Key West
    From TL 9,983.53 per night
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 1,105 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
    Netherlands
  • Seascape Tropical Inn

    Seascape Tropical Inn

    Downtown Key West, Key West
    From TL 10,709.61 per night
    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
    Portugal
  • Alexander Palms Court - No Hidden Resort Fees!

    Alexander Palms Court - No Hidden Resort Fees!

    Downtown Key West, Key West
    From TL 11,580.90 per night
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 883 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
    Germany
  • Winslow's Bungalows - Key West Historic Inns

    Winslow's Bungalows - Key West Historic Inns

    Downtown Key West, Key West
    From TL 14,049.71 per night
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 1,043 reviews
    Beautiful bungalows, very clean and cosy.
    Filip
    Poland
  • Ibis Bay Resort

    Ibis Bay Resort

    Key West
    From TL 11,500.22 per night
    7.0
    Scored 7.0
    Good
    Rated good
     · 2,555 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
    United States
  • Winslow's Bungalows - Key West Historic Inns

    Winslow's Bungalows - Key West Historic Inns

    Downtown Key West, Key West
    From TL 14,049.71 per night
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 1,043 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
    Brazil
  • Douglas House

    Douglas House

    Downtown Key West, Key West
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 2,528 reviews
    Very cozy bungalow style apartments, great location, great pool! Very good value for the money.
    Stefan
    Switzerland
  • The Capitana Key West

    The Capitana Key West

    Key West
    From TL 13,795.59 per night
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 2,486 reviews
    lovely cottage, wonderfully decorated, quite, nice seating on private terrace, quiet, loved key west, pool and beach area
    Laura
    United Kingdom

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