We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Apartments in Key West, FL

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Find a rental
    Price range
    ($393 Average)
    $0per night $2,000+
    Bedrooms
    Any
    Amenities
    Select
    Community
    Select
    Go to map view
    More filters
    loading...
    From
    $11,835
    / Month
    View Details
    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    From
    $826
    / Night
    View Details
    1 / 12
    3 Bedrooms, 3 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    From
    $3,562
    / Month
    Payment Protection
    View Details
    1 / 30
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    From
    $909
    / Night
    Payment Protection
    View Details
    1 / 53
    5 of 5 stars (14) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 16
    other travellers have booked this property
    Overview Reviews (14) Make Enquiry
    Overview Reviews (14)
    Amenities & Details
    • Internet Access
    • Deck
    • Hot Tub
    • Air Conditioning
    • DVD Player
    • Patio
    • Satellite TV
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Almost Southernmost Retreat is made up of Part of ALMOST SOUTHERNMOST and Part of ALMOST SOUTHERNMOST TOOon the 400 block of Truman Avenue is the perfect location between Duval Street and Whitehead Streets. This style is common throughout the islands. Located in a row of identical cigar-maker... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $1,923
    / Week
    View Details
    1 / 22
    4.5 of 5 stars (22) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5
    Overview Reviews (22) Make Enquiry
    Overview Reviews (22)
    Amenities & Details
    • Air Conditioning
    • Grill
    • Shared Outdoor Pool...
    • Parking
    • Balcony
    • TV
    • Hairdryer
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    PARROT PERCH: Great location and great value for a great vacation. Parrot Perch is an upstairs 2 bedroom 2 bath condo with a balcony from the living room offering a view of the neighborhood and BBQ grill. The best priced 2 bedroom 2 bath condo in Truman Annex with a queen bed and bathroom... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $197
    / Night
    Payment Protection
    View Details
    1 / 32
    4.5 of 5 stars (31) Very good
    Studio, 1 Bathroom, Sleeps 2
    other travellers have booked this property
    Overview Reviews (31) Make Enquiry
    Overview Reviews (31)
    Amenities & Details
    • Grill
    • Patio
    • Internet Access
    • Satellite TV
    • Linens Provided
    • Parking
    • Air Conditioning
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Monroe Suite is nestled at the rear of the Simonton Court complex. The efficiency studio features a fully-equipped kitchen, flatscreen TV with cable, free wireless internet, and private patio furniture to relax on. The bathroom has a custom tiled shower with glass door and vanity. Take... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $3,562
    / Month
    Payment Protection
    View Details
    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Patio
    • Internet Access
    • Satellite TV
    • Hot Tub
    • Sauna
    • Air Conditioning
    • Deck
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Playa Royale is located on South Roosevelt Blvd., directly across from Key West's largest beach (Smathers) on the Atlantic Ocean. You can choose to join in activities held in the club house overlooking the... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $3,562
    / Month
    Payment Protection
    View Details
    1 / 20
    4.5 of 5 stars (6) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4
    Overview Reviews (6) Make Enquiry
    Overview Reviews (6)
    Amenities & Details
    • Shared Outdoor Pool...
    • Internet Access
    • Patio
    • Deck
    • Air Conditioning
    • Grill
    • Satellite TV
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Nestled in extensive tropical and flowering gardens, complete with aviaries with singing cockatiels lays the Paradise Suite. Paradise Suite (renovated for January 2013) is a bi-level suite with one... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $9,688
    / Month
    Payment Protection
    View Details
    1 / 24
    4.5 of 5 stars (2) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6
    Overview Reviews (2) Make Enquiry
    Overview Reviews (2)
    Amenities & Details
    • Deck
    • DVD Player
    • Satellite TV
    • Stereo System
    • Private Outdoor...
    • Internet Access
    • Air Conditioning
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** You will certainly enjoy this wonderful historic home with recent renovations, perfectly placed pool, and plenty of outdoor living space located at 1116 Curry Lane. This home is situated in the heart of Old... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $3,277
    / Month
    View Details
    1 / 25
    5 of 5 stars (4) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4
    Overview Reviews (4) Make Enquiry
    Overview Reviews (4)
    Amenities & Details
    • Hairdryer
    • Shared Outdoor Pool...
    • Air Conditioning
    • TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    EMMA'S ESCAPE: 2 bedroom 1 bath condo in historic Bahama Village.The kitchen is well appointed and overall modern decor brings contemporary comfort to historic charm. Central a/c, flatscreen TV, WIFI and washer/dryer. Relax by the pool and hot tub or in the garden, a tropical oasis with seating... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    From
    $453
    / Night
    Payment Protection
    View Details
    1 / 28
    4.5 of 5 stars (9) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8
    other travellers have booked this property
    Overview Reviews (9) Make Enquiry
    Overview Reviews (9)
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Patio
    • Satellite TV
    • Deck
    • Internet Access
    • Grill
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Amelia House is surrounded by fine restaurants, art galleries, and fine shopping. The living room incorporates a sofa and chairs, in a colorful Caribbean print, which compliments the soft peach wall color. Included are rattan tables to complete the comfortable ambiance of the great room which... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys
    From
    $268
    / Night
    Payment Protection
    View Details
    1 / 27
    4 of 5 stars (2) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4
    other travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Overview Reviews (2)
    Amenities & Details
    • Patio
    • Refrigerator
    • Satellite TV
    • Air Conditioning
    • Deck
    • Shared Outdoor Pool...
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of the Nightly Group PALM GARDENS Flamingo Hideaway is a spacious unit. Historic homes dating to the late 1880s, this tropical paradise has just undergone a complete restoration with exceptional attention to details. The original Dade County pine walls have been saved to create that... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys
    From
    $1,530
    / Night
    View Details
    1 / 23
    5 of 5 stars (2) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 16
    Overview Reviews (2) Make Enquiry
    Overview Reviews (2)
    Amenities & Details
    • Internet Access
    • TV
    • Dryer
    • Air Conditioning
    • Patio
    • Private Outdoor...
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Ready to escape to Key West? Make the most of your visit and stay at Top of Duval Vacation Rentals, located in the heart of Key West's Old Town. It's like having your own private hotel. If you are vacationing with family and friends, Top of Duval offers a truly unique layout with six individual... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $363
    / Night
    View Details
    1 / 24
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Reviews (4) Make Enquiry
    Overview Reviews (4)
    Amenities & Details
    • Stereo System
    • Washer
    • Internet Access
    • DVD Player
    • Elevator/Lift access
    • Satellite TV
    • Air Conditioning
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Impressive. Distinctive. Comfortable. The perfect spot for your tropical getaway. This second-story, two-bedroom, two full bath Harbour Place condominium is a part of Key West's prestigious Truman Annex community. From the luxurious pool area one floor below, you can enjoy breathtaking views just... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $2,992
    / Month
    View Details
    1 / 32
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Terrace
    • DVD Player
    • Shared Outdoor Pool...
    • Balcony
    • TV
    • Internet Access
    • Hairdryer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    A LITTLE SLICE OF PARADISE (monthly rental): Secluded community, steps from the golf course, minutes from the beach, airport and some of the locals' favorite restaurants. 2 bedrooms, 1 full bath upstairs; open floor plan downstairs with sleeper sofa for guests, half bath, and screened porch.... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $306
    / Night
    View Details
    1 / 24
    4 of 5 stars (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Parking
    • Grill
    • Satellite TV
    • Stereo System
    • DVD Player
    • Hot Tub
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Nestled midway between the Atlantic Ocean and the Gulf of Mexico is Casa Alegre, an easy-living one-bedroom, one-bath duplex cottage featuring a bubbling hot tub on its own private deck. The White Street corridor is an Old Town neighborhood unto itself, yet the world-famous Duval Street in easy... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $442
    / Night
    View Details
    1 / 25
    4.5 of 5 stars (22) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Reviews (22) Make Enquiry
    Overview Reviews (22)
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Dryer
    • Stereo System
    • Washer
    • DVD Player
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Thoroughly Key West and designed for easy living, this three-story town home is located in the Foundry, part of the residences within the prestigious Truman Annex gated community only a block from Duval and the Historic Seaport. While the impressive brick structure that houses this residence was... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $306
    / Night
    View Details
    1 / 25
    4.5 of 5 stars (44) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3
    Overview Reviews (44) Make Enquiry
    Overview Reviews (44)
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Deck
    • Washer
    • Shared Outdoor Pool...
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    (Ann Street Gardens is a 16+ compound. Regretfully, no children under 16 allowed.) The cottage is a cozy hideaway. The poolside area is picture-postcard perfect. The location is in the very heart of Key West's Old Town, a half a block off the world-famous Duval Street. In short, Ann Street Gardens... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $6,981
    / Week
    View Details
    1 / 24
    4.5 of 5 stars (16) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Reviews (16) Make Enquiry
    Overview Reviews (16)
    Amenities & Details
    • Internet Access
    • Deck
    • Stereo System
    • Satellite TV
    • Air Conditioning
    • Washer
    • DVD Player
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    As part of the Truman Annex, this stately four-bedroom, three-bath home on Admiral's Lane is tucked away in the beauty and privacy of thick tropical foliage. The Annex neighborhood, named for President Harry Truman who wintered at The Little White House just blocks away, is Old Town's premiere... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $313
    / Night
    View Details
    1 / 30
    4.5 of 5 stars (10) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Reviews (10) Make Enquiry
    Overview Reviews (10)
    Amenities & Details
    • Grill
    • DVD Player
    • Parking
    • Balcony
    • Air Conditioning
    • Internet Access
    • TV
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    CORAL VILLA: A beautiful 3-bedroom townhome in the gated community of Coral Hammock. Just off U.S. 1, across from the golf course, and minutes from some of Key West locals' favorite restaurants, marinas, Smathers Beach and the airport.Fully equipped kitchen, HDTVs, WIFI and off-street parking... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    Get the List
    From
    $997
    / Night
    View Details
    1 / 24
    4.5 of 5 stars (11) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10
    Overview Reviews (11) Make Enquiry
    Overview Reviews (11)
    Amenities & Details
    • DVD Player
    • Stereo System
    • Hot Tub
    • Air Conditioning
    • Private Outdoor...
    • Wi-Fi
    • Deck
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Keys have some of the most charming, top-rated vacation residences in the world. Truman House, a 1920's Conch home with four spacious bedrooms, three full baths, a dazzling pool, and ample amenities easily qualifies for the list. And as an added perk, this classic pet-friendly home is located... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $570
    / Night
    View Details
    1 / 24
    5 of 5 stars (20) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (20) Make Enquiry
    Overview Reviews (20)
    Amenities & Details
    • Stereo System
    • Washer
    • Air Conditioning
    • Deck
    • Satellite TV
    • DVD Player
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    If you choose this two-bedroom, two plus bath home for your Key West vacation, you won't be sorry. While Key West has some fourteen neighborhoods, locals identify The Meadows area, your vacation neighborhood, as the most neighborly. Here you'll find houses with a statistically high year-around... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $570
    / Night
    View Details
    1 / 25
    5 of 5 stars (13) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Reviews (13) Make Enquiry
    Overview Reviews (13)
    Amenities & Details
    • Air Conditioning
    • Washer
    • Internet Access
    • Private Outdoor...
    • DVD Player
    • Satellite TV
    • Deck
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    You'll know you've found island heaven--the term heaven meaning transcendence or going beyond the ordinary--when you enter Casa Camilla. This two-bedroom, two-bathroom home located in the lovely Meadows neighborhood of Old Key West is extraordinary inside and out. The outside rear half of the... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $356
    / Night
    View Details
    1 / 22
    4 of 5 stars (35) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (35) Make Enquiry
    Overview Reviews (35)
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Elevator/Lift access
    • Satellite TV
    • Hot Tub
    • Deck
    • DVD Player
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The rooftop community of Duval Square is a prime perch from which to launch the best tropical vacation ever. The townhomes cluster on the second story above their namesake square. Winding pathways bordered by swaying palm and colorful plantings arranged in terracotta pots define the layout. Best... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $2,992
    / Month
    View Details
    1 / 34
    3.5 of 5 stars (2) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (2) Make Enquiry
    Overview Reviews (2)
    Amenities & Details
    • Hairdryer
    • Terrace
    • Air Conditioning
    • Balcony
    • Shared Outdoor Pool...
    • Internet Access
    • TV
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    WIND SWEPT: 2 bedroom 1.5 bath townhome which includes kitchen, dining alcove, living room and screened-in sitting room. A few doors away from the community pool and clubhouse makes this the perfect location for a month (or two) of peace and serenity at Key West Golf Club.Upstairs you will find... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $855
    / Night
    View Details
    1 / 24
    5 of 5 stars (12) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6
    Overview Reviews (12) Make Enquiry
    Overview Reviews (12)
    Amenities & Details
    • Washer
    • Satellite TV
    • Deck
    • DVD Player
    • Private Outdoor...
    • Air Conditioning
    • Wi-Fi
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This Civil War Era home sits in Key West's most desirable Historic Seaport District, less than a block from the Gulf of Mexico. Did Abraham Lincoln sleep here? Probably not. But anyone staying today in this classic revival valued in the millions will find not only history but every creature comfort... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $392
    / Night
    View Details
    1 / 25
    4.5 of 5 stars (20) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Reviews (20) Make Enquiry
    Overview Reviews (20)
    Amenities & Details
    • Shared Outdoor Pool...
    • Deck
    • DVD Player
    • Air Conditioning
    • Washer
    • Satellite TV
    • Internet Access
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This is the real deal-a light, airy, well-appointed Key West townhome with two stories, two bedrooms, two full baths, and all the amenities needed to enhance your vacation lifestyle. Not to mention a large private deck and an inviting pool for the exclusive use of compound residents. La Prive has... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $605
    / Night
    View Details
    1 / 25
    5 of 5 stars (49) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Reviews (49) Make Enquiry
    Overview Reviews (49)
    Amenities & Details
    • Washer
    • Private Outdoor...
    • Deck
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This two-bedroom, two-bath classic contemporary is the perfect headquarters for your dream vacation. The entire inside is painted cloud white. This choice creates not only a crisp, clean elegance but also serves as the perfect backdrop for an amazing art collection. It's fitting that this special... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $306
    / Night
    View Details
    1 / 22
    4.5 of 5 stars (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4
    Overview Reviews (3) Make Enquiry
    Overview Reviews (3)
    Amenities & Details
    • Deck
    • Stereo System
    • Refrigerator
    • Grill
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Location combined with history and design makes Coral Condo a prize piece of vacation real estate. This cozy one bedroom is located in the heart of Old Town just one block off Duval Street, where you'll find many of the attractions visitors come to the island to enjoy. This large corner condo is on... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys
    From
    $3,847
    / Month
    View Details
    1 / 24
    2 Bedrooms, 3 Bathrooms, Sleeps 4
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Hairdryer
    • Air Conditioning
    • TV
    • Parking
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    GREEN ORCHID: Situated on a narrow lane in one of the last historic Old Town neighborhood, this 2-bedroom 2.5 bath home has it all!Living room has French doors opening to let in the tropical breezes. Modern, stainless kitchen. Outdoor shower on the lushly landscaped walkway. Guest bedroom with... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $356
    / Night
    View Details
    1 / 24
    4.5 of 5 stars (26) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (26) Make Enquiry
    Overview Reviews (26)
    Amenities & Details
    • Washer
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Refrigerator
    • Stereo System
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Everybody knows it's all about location: in this case, a dream vacation location in the heart of Old Town Key West. Duval Street Suite is a two-bedroom, two-full-bath townhouse in a small rooftop community overlooking the island's main artery for fun and entertainment. From your private and... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $407
    / Night
    View Details
    1 / 25
    5 of 5 stars (13) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5
    Overview Reviews (13) Make Enquiry
    Overview Reviews (13)
    Amenities & Details
    • Internet Access
    • Washer
    • Satellite TV
    • DVD Player
    • Stereo System
    • Water Views
    • Elevator/Lift access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Call it casual luxury. Call it tropical chic. This two bedroom/two full bath Harbour Place condominium is a part of Key West's prestigious Truman Annex community. From the luxurious pool area below, you can enjoy breathtaking views just steps from the Gulf of Mexico. Watch passing tall ships,... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys
    From
    $328
    / Night
    View Details
    1 / 19
    4 of 5 stars (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5
    Overview Reviews (2) Make Enquiry
    Overview Reviews (2)
    Amenities & Details
    • DVD Player
    • Internet Access
    • Dryer
    • Grill
    • Stereo System
    • Satellite TV
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    There's no better way to experience 'Island Time'-that slow shifting of hours that makes Key West such an ideal vacation spot-than staying at Royal Palm. Located in the prestigious Foundry building within the exclusive Truman Annex gated community, this two-bedroom, three-story brick townhouse... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys
    From
    $997
    / Night
    View Details
    1 / 25
    5 of 5 stars (5) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Reviews (5) Make Enquiry
    Overview Reviews (5)
    Amenities & Details
    • Satellite TV
    • Deck
    • Stereo System
    • Air Conditioning
    • Private Outdoor...
    • Internet Access
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The name Hermitage invokes the sense of secluded residence or private retreat that aptly describes this inspiring four-bedroom, four-bath home in the heart of Old Town Key West. You'll know the minute you walk through the front door that an artist with considerable flair has decorated Hermitage... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys
    From
    $890
    / Night
    View Details
    1 / 24
    4.5 of 5 stars (24) Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Reviews (24) Make Enquiry
    Overview Reviews (24)
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Private Outdoor...
    • Grill
    • Balcony
    • Internet Access
    • TV
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    BAHAMA HOUSE: Conveniently located in the heart of Old Town 1/2 block from shops, restaurants and nightlife on Duval Street. 3 bedrooms with private baths on 3 floors. Main level with gourmet kitchen, dining area, half bath, and sitting room with a wall of French doors to the deck and private... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $306
    / Night
    View Details
    1 / 25
    4.5 of 5 stars (16) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2
    Overview Reviews (16) Make Enquiry
    Overview Reviews (16)
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Washer
    • Stereo System
    • Air Conditioning
    • Dryer
    • DVD Player
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Vacation ever so comfortably in this well-designed one bedroom, one-full-bath courtyard unit at Campbell Court. You can step off your front porch and up to the deck of the enticing, heated, residents-only Monaco pool. Steps to the right, you'll find a raised deck with table, chairs, and shade... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $264
    / Night
    View Details
    1 / 25
    4.5 of 5 stars (22) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4
    Overview Reviews (22) Make Enquiry
    Overview Reviews (22)
    Amenities & Details
    • Dryer
    • Satellite TV
    • Internet Access
    • Grill
    • Air Conditioning
    • DVD Player
    • Stereo System
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This cozy two-bedroom, one-bath condo lies hidden behind wrought iron gates and down a winding pathway. The Shipyard, part of the Truman Annex neighborhood named for President Harry Truman, is Old Town's premiere gated waterfront community. The manicured landscaping, verdant palms, and white picket... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $356
    / Night
    View Details
    1 / 22
    4.5 of 5 stars (70) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2
    Overview Reviews (70) Make Enquiry
    Overview Reviews (70)
    Amenities & Details
    • Dryer
    • Internet Access
    • Air Conditioning
    • Stereo System
    • Washer
    • Satellite TV
    • DVD Player
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Old Key West style defines this charming Bahamian Colonial studio hidden away on Rose Lane, which runs only one block from Simonton to Duval. The building right next door on Simonton, Casa Antigua, was Hemingway's first island residence, where in 1928 he wrote Farewell to Arms. Going the other way,... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $499
    / Night
    View Details
    1 / 25
    5 of 5 stars (41) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4
    Overview Reviews (41) Make Enquiry
    Overview Reviews (41)
    Amenities & Details
    • DVD Player
    • Washer
    • Satellite TV
    • Deck
    • Private Outdoor...
    • Air Conditioning
    • Internet Access
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Poinciana House, a one-bedroom, two-full bath conch cottage, is a standout in authentic Florida design and guest friendliness. The private pool area and tropical garden is where you find the namesake Royal Poinciana tree complete with a chair hammock beckoning from one enormous branch. Swinging... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $890
    / Night
    View Details
    1 / 23
    4.5 of 5 stars (24) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Reviews (24) Make Enquiry
    Overview Reviews (24)
    Amenities & Details
    • Balcony
    • TV
    • Grill
    • DVD Player
    • Private Outdoor...
    • Air Conditioning
    • Internet Access
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    DUVAL PENTHOUSE: Fabulous location, beautiful furnishings and plenty of space, suited to the casual lifestyle here in Key West. 2nd and 3rd story of the building; 3 bedrooms 2.5 bathrooms and an open floor plan. Living room, kitchen and master suite on the 2nd floor; French doors open from... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $392
    / Night
    View Details
    1 / 24
    4.5 of 5 stars (25) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3
    Overview Reviews (25) Make Enquiry
    Overview Reviews (25)
    Amenities & Details
    • DVD Player
    • Deck
    • Air Conditioning
    • Washer
    • Private Outdoor...
    • Internet Access
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This gracious one bedroom, one bath conch cottage with private pool is the perfect place for your dream vacation. Casablanca is set back from White Street which runs the fourteen-block width of the island from the Gulf of Mexico to a fishing pier jutting out into the wide Atlantic Ocean. The... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $306
    / Night
    View Details
    1 / 25
    4.5 of 5 stars (11) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2
    Overview Reviews (11) Make Enquiry
    Overview Reviews (11)
    Amenities & Details
    • Stereo System
    • Dryer
    • Refrigerator
    • DVD Player
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Having spent a long weekend in this one bedroom, one and a half bath apartment, one previous guest described it as a 'cozy condo hideaway in the heart of historic Key West.' The historic significance is close to home. It starts with the white stucco building that houses this suite and other... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $1,059
    / Night
    View Details
    1 / 22
    3 Bedrooms, 4 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Stereo System
    • DVD Player
    • Air Conditioning
    • Water Views
    • Satellite TV
    • Internet Access
    • Private Outdoor...
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Bring more luminescence into your next vacation with evening after evening of incomparable Key West sunsets viewed from the third-floor deck of this spectacular private home. Called The Water's Edge because of its location at the edge of the Gulf of Mexico, this lovely and comfortable... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $2,137
    / Week
    View Details
    1 / 14
    4.5 of 5 stars (12) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (12) Make Enquiry
    Overview Reviews (12)
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Balcony
    • DVD Player
    • Shared Outdoor Pool...
    • Linens Provided
    • Satellite TV
    • Gym
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. Eaton Manor sits on the north side of LaBrisa and provides easy access to... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $299
    / Night
    View Details
    1 / 24
    4.5 of 5 stars (23) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2
    Overview Reviews (23) Make Enquiry
    Overview Reviews (23)
    Amenities & Details
    • Hairdryer
    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Grill
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    ISLAND PEARL: Loft bedroom 1-bath cottage, complete with living room and kitchen. French doors open to deck. Located behind a needlepoint store in Old Town Key West. This is a wonderful place to experience the 'real' Key West in a secure Old Town setting. Steps away from Duval Street, Old Town... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $427
    / Night
    View Details
    1 / 24
    4.5 of 5 stars (28) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (28) Make Enquiry
    Overview Reviews (28)
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Grill
    • Balcony
    • Dishwasher
    • Linens Provided
    • Shared Outdoor Pool...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. Our beautiful waterfront... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $427
    / Night
    View Details
    1 / 23
    4 of 5 stars (31) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Reviews (31) Make Enquiry
    Overview Reviews (31)
    Amenities & Details
    • Shared Outdoor Pool...
    • Satellite TV
    • Dishwasher
    • Grill
    • Linens Provided
    • Balcony
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. Our beautiful waterfront... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $2,493
    / Week
    View Details
    1 / 17
    4 of 5 stars (13) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Reviews (13) Make Enquiry
    Overview Reviews (13)
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Terrace
    • Balcony
    • Shared Outdoor Pool...
    • Gym
    • Linens Provided
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. Bright, tropical colors and tile floors provide an island ambience to... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $427
    / Night
    View Details
    1 / 23
    4.5 of 5 stars (25) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Reviews (25) Make Enquiry
    Overview Reviews (25)
    Amenities & Details
    • Shared Outdoor Pool...
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Grill
    • Balcony
    • Satellite TV
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. Our beautiful waterfront... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $228
    / Night
    View Details
    1 / 24
    4 of 5 stars (28) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4
    Overview Reviews (28) Make Enquiry
    Overview Reviews (28)
    Amenities & Details
    • TV
    • DVD Player
    • Hairdryer
    • Hot Tub
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    PARADISE PLACE: Ground level 1-bedroom 1-bath condo in the Palm Gardens community just 6 blocks from Duval Street.Completely renovated, this lovely property offers hardwood floors and cabinets, granite kitchen countertop and beautifully tiled bath.Queen size sleeper sofa in living room and 50'... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040