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.

Holiday Rentals near Mallory Square

400 Wall St, Key West, Florida 33040-6633
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    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}
    View Map
    Location
    Any Distance
    from
    Suitability
    More filters
    Travellers to Key West are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 198 Rentals in Key West
    Azure Morning- Oceanfront, near Marina, Pool & Jacuzzi1 / 24
    (43)Excellent
    8.0 kilometres from Mallory Square
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Key West Gem - Large, Bright 2 BR Condo on Ocean w/ Olympic-size Pool1 / 29
    (90)Excellent
    3.1 kilometres from Mallory Square
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Enjoy More Privacy in a Truman Annex End Unit Townhome1 / 24
    (42)Excellent
    0.7 kilometres from Mallory Square
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Spectacular Atlantic Ocean View Condo At Oceanside Marina (MONTHLY RENTAL)1 / 24
    (67)Excellent
    8.0 kilometres from Mallory Square
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Internet Access
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Craig & Cindy's Key West 2 Bdrm Poolside Coral Hammock Royal Palm House1 / 23
    (22)Excellent
    6.9 kilometres from Mallory Square
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Washer
    • DVD Player
    • Housekeeping Included
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    ~$~1,500/wk - Best Deal in Key West - Plus 7 Bikes Included!1 / 50
    (88)Excellent
    7.1 kilometres from Mallory Square
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Balcony
    • Patio
    • Terrace
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    My Condo by the Beach with Ocean View1 / 50
    (73)Excellent
    3.4 kilometres from Mallory Square
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Balcony
    • Hot Tub
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    82’ THE BEST KEPT SECRET IN KEY WEST “Catchin Moments”1 / 25
    (8)Excellent
    8.3 kilometres from Mallory Square
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Parking
    • Patio
    • DVD Player
    • Air Conditioning
    • Sauna
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Sea Breeze Cottage- in Beautiful Truman Annex1 / 44
    (68)Excellent
    0.8 kilometres from Mallory Square
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Patio
    • Internet Access
    • Cable/satellite TV
    • Balcony
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Rose Lane Villas - Villa Vista - 2 bedrooms - Downtown Key West1 / 38
    (20)Excellent
    0.4 kilometres from Mallory Square
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Parking
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Save time - get the best Key West rentals sent straight to your email!
    Get the List
    Rent a Piece of Paradise!1 / 36
    (48)Excellent
    0.7 kilometres from Mallory Square
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Patio
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Parking
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    'CASA DE VINO' ~ Excellent Price for an Amazing Townhouse with Pool & Tiki!1 / 24
    (55)Excellent
    7.2 kilometres from Mallory Square
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Balcony
    • Internet Access
    • Cable/satellite TV
    • Patio
    • Washer
    • Air Conditioning
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Boli Townhouse - Luxury Rental in Key West - Truman Annex1 / 50
    (69)Excellent
    0.8 kilometres from Mallory Square
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Internet Access
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Parking
    • DVD Player
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    STARFISH - SUNNY TOWNHOME in QUIET TRUMAN ANNEX TWO BLOCKS FROM DUVAL ST.1 / 41
    (84)Excellent
    0.7 kilometres from Mallory Square
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Patio
    • Washer
    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    • Housekeeping Included
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Attitude Key West at the Beach, 2 Bikes and Internet, Pool, Whirl Pool, Sauna1 / 50
    (112)Excellent
    3.0 kilometres from Mallory Square
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Washer
    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • Sauna
    • Patio
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Craig & Cindy Key West Truman Annex 212 Fleming House1 / 47
    (16)Excellent
    0.6 kilometres from Mallory Square
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Internet Access
    • Patio
    • Parking
    • DVD Player
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Oceanfront Condominium - Key West's Crown Jewel1 / 47
    (173)Excellent
    3.2 kilometres from Mallory Square
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • DVD Player
    • Sauna
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Majestic Escape near Duval!  Pool, wifi, renovated 2/2 1/2, private courtyard.1 / 50
    (38)Very good
    0.8 kilometres from Mallory Square
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Balcony
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Spacious Truman Annex End Unit Townhouse /Side Courtyard1 / 24
    (58)Excellent
    0.5 kilometres from Mallory Square
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • DVD Player
    • Patio
    • Internet Access
    • Air Conditioning
    • Balcony
    • Cable/satellite TV
    • Washer
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    Nautical Keys Suite at Top Of Duval1 / 24
    (13)Excellent
    1.1 kilometres from Mallory Square
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Parking
    • Private Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Internet Access
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    Decorators own Coastal Chic home1 / 22
    (63)Excellent
    7.1 kilometres from Mallory Square
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Patio
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Balcony
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Duval Square Retreat: A beautiful condo steps from the action1 / 38
    (48)Excellent
    1.4 kilometres from Mallory Square
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Balcony
    • Internet Access
    • Cable/satellite TV
    • Terrace
    • Parking
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    Attitude Key West (2 Bikes and Wireless Internet)1 / 49
    (78)Excellent
    0.8 kilometres from Mallory Square
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    • Internet Access
    • Patio
    • Balcony
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Beach House with Ocean View1 / 24
    (56)Excellent
    3.3 kilometres from Mallory Square
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Cable/satellite TV
    • Balcony
    • Air Conditioning
    • Internet Access
    • Sauna
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Simonton Studio, an Old Town get-away for 21 / 50
    (162)Excellent
    1.2 kilometres from Mallory Square
    Studio, 1 Bathroom, Sleeps 2 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 December 2017
    My friend & I stayed Dec 3-8, 2017 and everything was perfect! You can't beat the location in Old Town and having two bikes makes it easy to get around and work off all that...
    See all reviews
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Condo/Apartment - 1 Bathroom, Sleeps 2
    'A Touch of Paradise' Great Pool, by the Beach, Duval, Music, Bars. 2 FULL baths1 / 50
    (78)Excellent
    0.8 kilometres from Mallory Square
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Washer
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Mojitoville: 3 bedroom pet-friendly, Old Town, Private Pool, Historic Seaport1 / 26
    (36)Excellent
    0.8 kilometres from Mallory Square
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Washer
    • Internet Access
    • Patio
    • Parking
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    E1LUXURY 4 bed 3 bath home with pool and dockage, central & close to everything!1 / 36
    (33)Excellent
    1.8 kilometres from Mallory Square
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Washer
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Patio
    • Internet Access
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Superb Location, Affordably Priced1 / 50
    (96)Excellent
    0.9 kilometres from Mallory Square
    Studio, 1 Bathroom, Sleeps 1 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Condo/Apartment - 1 Bathroom, Sleeps 1
    Sunshine Daydream: Private Home 1/2 Block Off Duval in Gallery District -1 / 20
    (56)Excellent
    1.5 kilometres from Mallory Square
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Parking
    • Internet Access
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Private Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    Bonus!!!  Two bicycles provided! Beautifully appointed first floor condo.1 / 20
    (25)Excellent
    0.9 kilometres from Mallory Square
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Internet Access
    • Washer
    • Patio
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Apple of Your Eye in Paradise (Truman Annex)!1 / 19
    (51)Excellent
    0.7 kilometres from Mallory Square
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Patio
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Housekeeping Included
    • Washer
    • DVD Player
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Key Lime Pie Suite at Top Of Duval1 / 24
    (9)Excellent
    1.1 kilometres from Mallory Square
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Washer
    • Air Conditioning
    • Parking
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    'VILLA AZUL' ~ Beautiful Unit Located in Truman Annex - Walk to all the Fun!1 / 18
    (35)Excellent
    0.8 kilometres from Mallory Square
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Terrace
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Balcony
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Newly Renovated 4 bedroom/3 full bath home w/private pool in Old Town Truman Ann1 / 45
    (88)Excellent
    0.6 kilometres from Mallory Square
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Hot Tub
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Housekeeping Included
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    William Skelton House - Available Easter Weekend!1 / 50
    (66)Very good
    0.5 kilometres from Mallory Square
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Terrace
    • Parking
    • Patio
    • Internet Access
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
    'DANCING PALMS' ~ Truman Annex, Covered Parking Spot, Gas Grill,  & Hot Tub!1 / 26
    (36)Excellent
    0.6 kilometres from Mallory Square
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Patio
    • Washer
    • Internet Access
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Peaceful Setting Amongst The Active Island Life Style1 / 28
    (5)Very good
    2.9 kilometres from Mallory Square
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    • Balcony
    • Patio
    • Washer
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Club Cuba Suite at Top of Duval1 / 26
    (12)Very good
    1.1 kilometres from Mallory Square
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Parking
    • Patio
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Truman Annex: The Plantation SELF CATERING  beautifully landscaped rear patio1 / 17
    (61)Excellent
    0.6 kilometres from Mallory Square
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Washer
    • Cable/satellite TV
    • Balcony
    • Internet Access
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    New Luxury townhouse in the Gallery District of Old Town, Key West.1 / 22
    (2)Excellent
    1.4 kilometres from Mallory Square
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Balcony
    • Washer
    • Cable/satellite TV
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Key West Golf Club - Completely Renovated - Tree House Too.1 / 21
    (11)Excellent
    7.2 kilometres from Mallory Square
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Washer
    • DVD Player
    • Internet Access
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Luxury 1 Bedroom with Full Kitchen - Sleeps 3 - Walk to the Beach & Nightlife1 / 27
    (53)Excellent
    1.2 kilometres from Mallory Square
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Internet Access
    • Balcony
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    Casa Cay West ~ Beautiful Tropical House - 2 King Beds! Sleeps 81 / 42
    (232)Excellent
    7.1 kilometres from Mallory Square
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Washer
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Parking
    • DVD Player
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Catherine House: A charming Old Town Key West cottage1 / 29
    (95)Excellent
    1.5 kilometres from Mallory Square
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi1 / 49
    (159)Excellent
    0.8 kilometres from Mallory Square
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Villa Paradiso: A unique mid-town paradise1 / 39
    (84)Excellent
    2.5 kilometres from Mallory Square
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Patio
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Chavez House! C 1870: New for Winter 2016! Spacious and Luxurious!1 / 37
    (34)Excellent
    0.9 kilometres from Mallory Square
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Internet Access
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Chick-a-Pea's Cottage: Pet-Friendly with Fenced Yard! Parking & Private Pool1 / 28
    (69)Excellent
    1.3 kilometres from Mallory Square
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Patio
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Oversized Oldtown home for the whole family with private pool and dock!1 / 38
    (30)Excellent
    1.8 kilometres from Mallory Square
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Patio
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Hot Tub
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Key West, Florida Keys
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    1
    List your property
    Owner log in