The 10 best cottages in Key West, US | Booking.com
Skip to main content

Cottages in Key West

Find the cottages that appeal to you the most

The best cottages in Key West

Check out our selection of great cottages in Key West

Show hotels on map

Filter by:

Review score

Andros - Spacious 2x2 Waterfront Condo

Key West (Near Key West)

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.

S
Susan
From
United States
Spacious and clean and nicely decorated
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 7 reviews
Price from
$132
1 night, 2 adults
Check availability

The Cozy Little Cottage

Key West (Near Key West)

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.

M
Marlia
From
United States
Loved the location and keyless entry! The cottage was FULLY stocked with almost anything you could’ve needed.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 26 reviews
Price from
$91
1 night, 2 adults
Check availability

St Croix - Downtown 4x4 Waterfront Penthouse Pool Dock Pet

Key West (Near Key West)

St Croix - Downtown 4x4 Waterfront Penthouse Pool Dock Pet is located in Key West, just 1.3 miles from Southernmost Point and 1.5 miles from Key West Aquarium.

R
Raquel
From
United States
Hostess made our trip easy and accommodating, the apartment was clean, beautiful and views were amazing. Thank you for having us!
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 7 reviews
Price from
$275
1 night, 2 adults
Check availability

Eleuthera - 2x2 Fully Updated Old Town Waterfront Corner Condo

Key West (Near Key West)

Eleuthera - 2x2 Fully Updated Old Town Waterfront Corner Condo offers accommodations in Key West, 1.3 miles from Southernmost Point and 1.6 miles from Key West Aquarium.

P
Patricia
From
United States
We loved the location on the waterfront. The place was spacious and extremely clean. We also enjoyed the pool
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 16 reviews
Price from
$132
1 night, 2 adults
Check availability

Aruba - Downtown Waterfront 2x2 Dock & Pool Pet-Friendly

Key West (Near Key West)

Aruba - Downtown Waterfront 2x2 Dock & Pool Pet-Friendly is located in Key West, just 1.3 miles from Southernmost Point and 1.5 miles from Key West Aquarium.

A
Angela
From
United States
We loved being away from the business but close enough to enjoy it when we wanted.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 12 reviews
Price from
$132
1 night, 2 adults
Check availability

Evershore House -Pool, Parking, Dock!

Key West (Near Key West)

Evershore House -Pool, Parking, Dock! offers accommodations in Key West, 5.3 miles from Ernest Hemingway Home and Museum and 5.3 miles from Duval Street.

J
Jonathan
From
United States
Spacious , comfortable, amenities were great, close to key west!
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Price from
$918.85
1 night, 2 adults
Check availability

Keys Please!

Key West (Near Key West)

Keys Please! is located in Key West, just 1.1 miles from Key West Aquarium and 1.1 miles from Mallory Dock. This vacation home offers air-conditioned accommodations with free Wifi.

O
Olena
From
United States
Paradise. Thank you, everything was perfect.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 6 reviews
Price from
$704.95
1 night, 2 adults
Check availability

The St Martin -Hot Tub & Pool

Key West (Near Key West)

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.

C
Christina
From
United States
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.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 16 reviews
Price from
$244.95
1 night, 2 adults
Check availability

The Exuma Cay -Pool View & Parking

Key West (Near Key West)

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.

M
Michelle
From
United States
Very clean. Quiet with exception to roosters in the morning (and that is just a part of KW charm). Nice pool. Easy parking. Little store walking distance for small items like yogurt... Right amount of dishes, pots/pans, flatware. Seats 6 at table comfortably. We had two bedrooms with two full baths and pull out bed in living room, plus a terrace with 4 seats and a table--perfect for our family. Just minutes from the busy KW town by car, but also plenty of biking trails to get downtown or just walk. Great hosts... I could text anything and they were quick to answer. Plenty of towels including pool/beach towels.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 32 reviews
Price from
$248.40
1 night, 2 adults
Check availability

Sky Loft in Key West

Key West (Near Key West)

Sky Loft in Key West offers accommodations in Key West, a 13-minute walk from Mallory Dock and 0.7 miles from Mallory Square. This vacation home provides accommodations with a patio and free Wifi.

L
Lorna
From
United States
The character of the property, great use of the space, skylights for great lighting, quiet although close to Duval Street, fully stocked kitchen (appliances, dishes etc), in-house laundry, lots of towels and extra bedding. It’s a very comfy bed. Loft was a slight challenge for my 6’3” partner but he learned quickly 😂. I would stay there again. Close to Duval street and all the activities in Old Town Key West
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 16 reviews
Price from
$256.45
1 night, 2 adults
Check availability
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 and surrounding area in the past month

See all

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

These cottages in Key West and nearby have options with free cancellation

  • Sky Loft in Key West

    Downtown Key West, Key West
    Free cancellation options available
    Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 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. This vacation home provides accommodations with a patio and free Wifi.

  • Scored out of 10, guest rating 8.6
    Excellent - What previous guests thought, 23 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.

  • NEW Grenada Suite - Parking Pool & Pets 209

    Key West
    Free cancellation options available
    Scored out of 10, guest rating 7.1
    Good - What previous guests thought, 7 reviews

    NEW Grenada Suite - Parking Pool & Pets 209 is located in Key West, just 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.

  • The Barbados -Bright Condo w Pool

    Key West
    Free cancellation options available
    Scored out of 10, guest rating 8.0
    Very Good - What previous guests thought, 57 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.

  • The Trinidad -Pool & Parking

    Key West
    Free cancellation options available
    Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 31 reviews

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

  • The Grand Turk -Sunset View & Pool

    Key West
    Free cancellation options available
    Scored out of 10, guest rating 7.8
    Good - What previous guests thought, 18 reviews

    The Grand Turk -Sunset View & Pool offers accommodations in Key West, 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.

  • The St Martin -Hot Tub & Pool

    Key West
    Free cancellation options available
    Scored out of 10, guest rating 9.2
    Wonderful - What previous guests thought, 16 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.

  • The Exuma Cay -Pool View & Parking

    Key West
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Wonderful - What previous guests thought, 32 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.

Enjoy breakfast in Key West and nearby

  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 365 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.

  • Just a 15-minute walk from Southernmost Point and 0.8 miles from Ernest Hemingway Home and Museum, Casa Blanca features accommodations in Key West, with a spa and wellness center and a garden.

  • Just a 19-minute walk from San Carlos Institute Casa Cuba and 1.1 miles from Jackson Square, Soleil Chalet features accommodations in Key West with a spa and wellness center.

  • Just a 16-minute walk from Southernmost Point and 0.8 miles from Ernest Hemingway Home and Museum, Pineapple Cottage features accommodations in Key West with a spa and wellness center.

  • Casa Sirena is located in Key West, just 1.4 miles from Key West Aquarium and 1.4 miles from Mallory Dock. The vacation home has access to a restaurant.

  • The Headquarters is located in Key West, just 1.4 miles from Key West Aquarium and 1.4 miles from Mallory Dock. The vacation home has access to a restaurant.

  • Just a 15-minute walk from Ernest Hemingway Home and Museum and 0.8 miles from Duval Street, Mango Cottage features accommodations in Key West with a spa and wellness center.

  • Offering air-conditioned rooms in the Downtown Key West district of Key West, Old Town Cottage is a 16-minute walk from Southernmost Point. The apartment has access to a restaurant.

gogless