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.

Key West House Rentals

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}
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Find a rental
    Price per night
    Min
    to
    Max
    Bedrooms
    Any
    Amenities
    Select
    Community
    Select
    Payment
    Select
    Go to map view
    More filters
    loading...
    From
    $176
    / Night
    Payment Protection
    View Details
    1 / 27
    5 of 5 stars (1) Excellent
    Studio / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    From
    $6,847
    / Month
    View Details
    1 / 17
    5 of 5 stars (2) Excellent
    2 Bedrooms / 3 Bathrooms / Sleeps 4
    Overview Reviews (2) Make Enquiry
    From
    $6,626
    / Month
    View Details
    1 / 20
    5 of 5 stars (3) Excellent
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (3) Make Enquiry
    From
    $510
    / Night
    View Details
    1 / 25
    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This home has a unique pricing structure. While it can rent for less than 30 days, the owner prefers Monthly rentals. Because of this, this home offers substantial (25% off) Monthly Rental discounts. Your space. Your vacation lifestyle. The Quilted Giraffe provides both. This two-bedroom, two full... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 8 June 2011
    This cottage is perfect for a couple, with occasional visitors. Walking distance to everything, away from the Duval madness, and reflecting the owner's taste, this rental is first...
    5 of 5 stars Reviewed 6 March 2010
    The heated pool and lush backyard foliage were the draw to this well appointed home. Parking was a nightmare, the neighbor to the right facing the house was most unpleasant. A...
    See all reviews
    From
    $255
    / Night
    Payment Protection
    View Details
    1 / 21
    5 of 5 stars (7) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Gym
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    What a unique way to spend time on the water. Its not a 5 star hotel but you will have a nice clean private chartered boat on the water. Get ready for a unique vacation that others will envy. Boat is a 2003 Beneteau 331, while the boat is dockside the marina has electricity, water and Internet.... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 7 March 2015
    We spent 3 nights on this boat. James the owner was easy going and welcoming. He explained all we needed to know and was available by phone for any questions or concerns. Boat...
    5 of 5 stars Reviewed 3 March 2015
    For sail boat minded people this is perfect : comfortable boat, beautiful yacht club and possibility to enjoy environment with kayaks. After visit of crowded key west it's very...
    See all reviews
    From
    $4,333
    / Month
    View Details
    1 / 17
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    30 DAY MINIMUM RENTAL Welcome to the Mango Menagerie - a treasury of island colors combined with Key West charm. Located in the heart of Old Town, this home is located just one block from the ever popular Cuban restaurant El Siboney and one block from the local's favorite Flaming Buoy restaurant.... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys
    From
    $7,009
    / Month
    View Details
    1 / 21
    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    SPRING SPECIALS! 10% off MAY & JUNE 2015! Please see Specials Page for terms, rules and limitations. To say this townhouse condominium is worth the amassed treasure of Blackbeard, one of the most notorious and wealthy pirates in seafaring history, is a major understatement. The 1950's era art deco... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 28 April 2015
    We very much enjoyed this condo. It is beautifully decorated and there is a high priority for safety. Each condo has a private elevator that can only be entered with a specific...
    See all reviews
    From
    $3,186
    / Month
    View Details
    1 / 9
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Completely hidden from the street, this recently redecorated garden flat provides you with two private entrances off a large gated manicured garden. Your own private expansive covered bricked front porch spans the width of the garden right out the front door and leads to a beautiful meditation... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys
    5 of 5 stars Reviewed 1 April 2015
    I have stayed at the Butterfly Garden more than once while in Key West on business. I enjoy the location as everything is a short bike ride away. The landscaping is amazing, the...
    See all reviews
    From
    $637
    / Night
    Payment Protection
    View Details
    1 / 7
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Beautiful 3 Bedroom, 2 1/2 bath Key West Home just steps to Duval. Nice Pool and Jacuzzi. Living Room, Dining Room, Kitchen, Family Room 1/2 bath on First Floor. 3 Bedrooms 2 baths on second floor. 30 Day Rental View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $236
    / Night
    Payment Protection
    View Details
    1 / 8
    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Pool Table
    • Private Outdoor...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Note, this is a monthly rental. We do not rent our home out for less than 30 days. Historic 'conch' house has been completely redesigned and custom crafted by 2 architects as our home away from home. Featured on HGTV in 2007 (!), this intimate house boasts many fun and thoughtful features which... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 9 December 2014
    This is a wonderful conch house in Old Town, Key West. The house is just around the middle of Old Town, so you can walk or bike to the harbor, the ocean, and the great music at...
    See all reviews
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    From
    $5,097
    / Month
    View Details
    1 / 14
    5 of 5 stars (8) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Private Outdoor...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    THIS PROPERTY IS A MONTHLY ONLY RENTAL Casa Mañana at 800 Virginia Street is perfectly situated for the discriminating guest who wants to enjoy Key West at its finest. Located just two blocks from Duval Street, home of world famous watering holes, shopping and dining, you are steps away from... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 24 April 2012
    We've stayed in 4 different vacation rentals for a month or more at a time, and I think we enjoyed Casa Manana the best. Lots of character, great location, friendly cats and...
    5 of 5 stars Reviewed 3 July 2011
    The home was wonderful & the perfect size for our family. It was close to everything & we enjoyed the nearby church bells while sitting by the pool. We were surprised however...
    See all reviews
    From
    $5,097
    / Week
    View Details
    1 / 17
    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    RENTAL RATES ARE NEGOTIABLE. PLEASE SEE 'RATES' FOR SPECIAL OFFERS The City of Key West requires that we rent the house to you for a twenty-eight (28) day rental period, so if you, your family, friends, or guests want to use the house at any time during the twenty-eight (28) day rental... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 5 May 2010
    The best place to have a taste of old Key West. Not at all like anything you would rent anywhere else in the country!It was walking distance to everything in Old Town and the...
    See all reviews
    From
    $455
    / Night
    View Details
    1 / 27
    5 of 5 stars (12) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (12) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    SeaShadows is a townhouse located just 2 blocks from Duval Street and a few minutes walk from Mallory Square. Down the street is Ft. Zachary Taylor Park where you can spend the day fishing, swimming, barbecuing, walking, and anything else that you can think of doing in the sun. It sleeps 4... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 3 April 2015
    First of all, I had no idea of all the amenities this offered. I was floored when I got in! I mean it, towels, robes, shampoo, toiletries, anything that you normally pack could...
    5 of 5 stars Reviewed 1 July 2013
    The house was very nice and well kept and within walking distance to just about anything. We did a lot of walking and actually ate in most of our meals.
    See all reviews
    From
    $445
    / Night
    Payment Protection
    View Details
    1 / 18
    5 of 5 stars (3) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Ocean Views
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Upscale 'Yacht and Breakfast'! 3 bedroom, (4th convertible bed), 2bath luxury yacht. Please search for or see Key West Yacht and Breakfast for more information. Otherwise, the system only allows you and us to converse via the online system and will block any attempts to send phone numbers, etc.... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 11 March 2015
    We enjoyed our visit and stay. The Marina and boating way of life is slow and relaxing which is exactly what we were looking for. The boat was as advertised and we found it clean...
    5 of 5 stars Reviewed 6 March 2015
    The owners of this property were helpful in so many ways. I feel they went above and beyond to help us out with a lot of questions about Key West and activities that we were...
    See all reviews
    From
    $6,690
    / Month
    View Details
    1 / 16
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Strikingly set in the oft-missed Key West Beachside neighborhood, we find Island Elegance ~ Near the Beach, making a seriously smart curbside statement showing a tall white privacy wall topped with shimmering green louvers. Completely renovated in summer 2012, to modern luxury standards, this... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $510
    / Night
    View Details
    1 / 18
    4.5 of 5 stars (32) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (32) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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
    4 of 5 stars Reviewed 19 September 2013
    Relaxing fun time with friends. Rented beach cruisers and saw the island.
    5 of 5 stars Reviewed 19 July 2013
    Excellent friendly,clean, lots of linen and supplies. Rooms large and very cozy. loved the balconies and outside furniture. Everyone had smiles on their faces,it made you feel...
    See all reviews
    From
    $3,823
    / Week
    View Details
    1 / 14
    5 of 5 stars (4) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    RENTAL RATES ARE NEGOTIABLE. PLEASE SEE 'RATES' FOR SPECIAL OFFERS The City of Key West requires that we rent the house to you for a twenty-eight (28) day rental period, so if you, your family, friends, or guests want to use the house at any time during the twenty-eight (28) day rental... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 1 July 2014
    My husband & I found the Conch House online. The property manager, Craig, met us upon our arrival and was very friendly. Throughout our trip, he was very helpful and very...
    5 of 5 stars Reviewed 23 June 2014
    This property is so beautiful and peaceful.!! Perfect location, 2 short blocks from Duval, 1 block from Ft. Zach beaches. We stayed in the Conch House , We could not have been...
    See all reviews
    From
    $7,391
    / Month
    View Details
    1 / 11
    4 of 5 stars (2) Very good
    3 Bedrooms / 4 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    30 DAY MINIMUM RENTAL Packer Retreat is a beautifully renovated 'Conch' house with many architectural touches in the charming historic district. Designed to bring the outdoors in, this home features a bright living room with cathedral ceilings & tall French doors opening to the pool & garden... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    3 of 5 stars Reviewed 18 June 2009
    Packer retreat is a great house. So great I am renting it in 2010. The layout and outdoor space is unusually large for Key West. And the home is very private and quiet. the...
    See all reviews
    From
    $637
    / Night
    View Details
    1 / 13
    4.5 of 5 stars (14) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (14) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    The Pineapple Cottage is tucked away and totally private, yet it is only a half a block from Duval Street. This two story 'cottage' offers a first floor bedroom that opens through french doors to the private pool and gardens. A second floor suite includes a bedroom and bath plus a seperate living... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 19 January 2015
    My wife & I have been to Key West a few times, and this last trip we brought some first timers with us. We stayed at the Pineapple Cottage and it was amazing. It truly is a...
    5 of 5 stars Reviewed 29 January 2014
    This place is amazing. I have been to Key West numerous times and it is rare to find a place so perfectly located in the Old Town area that also has the privacy and feeling of...
    See all reviews
    From
    $758
    / Night
    Payment Protection
    View Details
    1 / 7
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Ocean Views
    • Satellite TV
    • Waterfront
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    For six or less adults only. The 'ANAA B' is 41ft long and 24ft wide Catamaran with 2 diesel engines and a powerful sloop rigged sail plan. You will enjoy our complimentary sunset sail. The interior is comfortable with four cabins each with a marine bathroom with toilet and shower. The beds are... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    Get the List
    From
    $1,274
    / Night
    View Details
    1 / 24
    5 of 5 stars (19) Excellent
    5 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (19) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Luxury on Duval Street in historic Key West? Luxury is not what most people visiting Key West associate with Duval Street until you look at Dreaming On Duval! There are very few private homes on Duval, let alone a single family vacation rental that is steps away from everything Key West has to... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 14 December 2014
    We had our five year vow renewal on the Jolly Rover in Key West and invited our closest friends and family to join us at Dreaming on Duval. Everyone was stunned with how beautiful...
    5 of 5 stars Reviewed 20 August 2014
    This is a beautiful 5 bedroom house in a great location right on Duval Street which makes it very convenient . The layout of the house though keeps you in the back of the house...
    See all reviews
    From
    $382
    / Night
    View Details
    1 / 15
    4.5 of 5 stars (37) Very good
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (37) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Great, popular, quiet townhouse in the well-liked Duval Square complex in the heart of Old Town. One off-street parking space per unit. Easy walking distance to all downtown attractions. Bank, convenience store, health club, hair salon and fine restaurants in the complex. Families are... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 13 August 2013
    Lobster Fest was a blast! We had a great time and loved being on Duval Street, but far enough away from the main strip. The property was nice and well kept. Bathroom shower...
    4 of 5 stars Reviewed 20 June 2013
    Property is OK. Needs some maintenance and upgrades but overall acceptable, but not great. Good location if you want to be on Duval Street but away from the noise. Includes a...
    See all reviews
    From
    $1,529
    / Week
    View Details
    1 / 13
    5 of 5 stars (21) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (21) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Forget that 'been there, done that' hotel room; enjoy the comforts of home in Old Town Key West at the Seashell Cottage. Located on a quiet lane, just 1 block to Duval Street, walk to the grocery store, restaurants, museums, beach, and 'Sunset Celebration'. The original local artwork throughout... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 11 December 2013
    We have been traveling to Key West 1-2 times a year for about 15 years and have stayed everywhere from the most economical to the high end resorts and will confidently say this...
    5 of 5 stars Reviewed 11 September 2013
    First of all, I must say that I never even considered staying in a rental house on a vacation. But I am so glad that I did, because it was absolutely wonderful! My husband and I...
    See all reviews
    From
    $280
    / Night
    View Details
    1 / 8
    4.5 of 5 stars (49) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (49) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Located just a step away from Old Town area surrounded by coconut palms and blooming bougainvilleas this charming one bedroom bungalow is a true island hideaway .The bungalow features an one level open space living/dining area, full kitchen and a spacious bedroom with a king size bed. There is a... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 22 November 2014
    My husband and I recently enjoyed a wonderful week long stay at this condo in Key West! We certainly made the right choice when selecting Colony Poolside for our vacation. This...
    5 of 5 stars Reviewed 31 August 2014
    Just a few minutes walk from duval, a perfect balance of having all the bars etc nearby, but peaceful enough when sitting out by the pool that you're not disturbed by noise...
    See all reviews
    From
    $3,186
    / Month
    View Details
    1 / 14
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Take a trip to someplace where warm breezes lull you into a tropical state of mind... Key West Vacation Rental Banana Dream offers you an exceptional opportunity to enjoy Key West at its best! This charming 2 bedroom / 2 bath - first floor condominium is the perfect getaway for two. It is furnished... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys
    From
    $408
    / Night
    View Details
    1 / 17
    4 of 5 stars (30) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (30) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Thoughtfully restored, Havana Lane hearkens back to a time when cigar makers lived in the neighborhood, gathering on porch stoops to pass on the latest news. Near the notorious Key West Cemetery, this classic conch cottage embodies the essence of rustic charm while offering modern amenities and... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 19 April 2014
    This house will not be for everyone. It's rustic, and advertised as such. If you like new, bright, cookie cutter houses with granite countertops and pillowtop mattresses, with...
    5 of 5 stars Reviewed 23 August 2012
    The house was even more perfect than we'd imagined. It perfectly captured the Key West charm that we wanted while visiting. The backyard was amazing and we enjoyed the pool and...
    See all reviews
    From
    $414
    / Night
    View Details
    1 / 7
    4 of 5 stars (2) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Imagine the quintessential Caribbean island village, its cottages nestled hand-in-hand on charming historic pedestrian streets. As people stroll by, sun kissed from an afternoon of beaching and sight seeing, they'll say hi to one another even if they've never met. This is your neighborhood during... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    3 of 5 stars Reviewed 16 February 2015
    comfortable front porch was nice for street watching. think this is over priced 1 1/2 bath but best deal I could find 4-5 months prior. the parking in front of the cottage is...
    5 of 5 stars Reviewed 2 December 2013
    We just stayed here Thanksgiving week and had a great time. It is right off Duval Street and you can walk any where easily. The hot tub is the back yard is very private. The...
    See all reviews
    From
    $287
    / Night
    View Details
    1 / 21
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    CONCH WIND - Stop searching, Conch Wind is the property you have been hunting for! This two story Conch Style townhome located in Old Town Key West is nestled in a quiet, secure compound and has everything you have been looking for in a vacation rental home. Plenty of space, beautifully furnished... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 20 January 2015
    Sweet 2 bedroom 2 story condo at Truman and Simonton - just a block from Duval street! Great privacy for two couples (my husband and I and our daughter and son in law) because...
    See all reviews
    From
    $3,186
    / Month
    View Details
    1 / 37
    4 of 5 stars (1) Very good
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    A surprise awaits you inside the gates of the Southard Square village. Nestled in the heart of Historic Key West, you will be only 4 blocks from world famous Duval Street and 3 blocks away from the scenic Historic Seaport of Key West. Please see our video!! When you arrive, park your car in your... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys
    From
    $344
    / Night
    View Details
    1 / 13
    4 of 5 stars (43) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (43) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    The best of Key West, in the middle of Historic Old Town and a half block from Duval Street and the gates to Bahama Village, a perfect location for visitors to our Island. Guests can stroll to Mallory Square, Fort Zachary Beach or the sunset piers which are all within easy walking distance of this... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    3 of 5 stars Reviewed 26 June 2013
    First let me say I have rented several houses in Key West. And have been on vacation there now abt. 20 times. So I get Key West, and dont have silly expectations about properties...
    4 of 5 stars Reviewed 10 April 2013
    Spent a week at this house. The pool is the best part though with the surrounding trees many leaves fall into pool. We told pool guy we didn't need him everyday so we took care...
    See all reviews
    From
    $4,842
    / Month
    View Details
    1 / 15
    4.5 of 5 stars (2) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    30 DAY MINIMUM RENTAL This cute cottage just off of Frances Street is a great hideaway, still in Old Town, but a good central location to get to the Historic seaport or new town. The light & airy combined living/dining area with its soft color toned furnishings, hardwood floors & many windows... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 7 February 2013
    We really loved the cottage and did appreciate all the little extras our host had provided. The location couldn't have been more convenient. We rented bicycles but could have...
    5 of 5 stars Reviewed 27 June 2009
    I have rented the Angla Cottage for the past three seasons. The house is very comfortable with space for guests in a separate portion of thje house. Swimming pool is great, and...
    See all reviews
    From
    $306
    / Night
    View Details
    1 / 15
    4.5 of 5 stars (47) Very good
    1 Bedroom / 2 Bathrooms / Sleeps 2
    Overview Reviews (47) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Tucked away in an inviting compound you'll find the perfect hideaway called Ann Street Cottage; a charming one bedroom cottage. The quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West has to offer.... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 3 July 2013
    I selected this cottage via computer. The location is excellent for seeing ALL the sights of Key West. This cottage is as represented. The kitchen was spacious and nicely...
    5 of 5 stars Reviewed 2 August 2012
    The location is excellently placed in Key West. My girlfriend and I were never more than a 15 minute walk to anything that we needed and the kitchen had many of the things we...
    See all reviews
    From
    $4,460
    / Month
    View Details
    1 / 12
    5 of 5 stars (3) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 7
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Our lovely home is rented for a 28 day minimum.Enjoy the lovely Key West ocean breeze from your private Tree House. Two Blocks to Blue Heaven, 4 blocks to the beach, 3 blocks to Duval, 3 blocks to the biggest pool on the Island, you will not find a better or quieter location to enjoy all that Key... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 11 February 2015
    Absolutely loved our stay. Owners were great to work with. Furnishings were warm and inviting. Would definitely stay again!
    5 of 5 stars Reviewed 1 November 2014
    First of all, this hotel is awesome! We went as a group of 8 women and I was thrilled that we only needed two rooms and they were side by side! Had a balcony, and plenty of room...
    See all reviews
    From
    $956
    / Night
    View Details
    1 / 23
    5 of 5 stars (27) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (27) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    On a lovely tree-lined residential street in the heart of the historic Old Town district, this quiet, historic compound offers three separate vacation suites sharing a lush, large, sunny pool or combines for a wonderful four bedroom retreat. Downstairs enjoys a large, open floor plan with living... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 7 December 2012
    The Queen Conch property is a very well maintained property and provides the perfect setup for a small gathering of friends or family. The main common areas are large enough and...
    5 of 5 stars Reviewed 6 December 2012
    Had a large party (8 adults) and this was just the right kind of property for our group with 3 separate units in one. All amenities were great!! Loved it & highly recommended!
    See all reviews
    From
    $8,283
    / Month
    View Details
    1 / 12
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Look no further you have found a beautiful 2 bedroom 2 bath 'Shot-Gun' house in the heart of Old Town Key West, just 4 blocks from Famous Duval Street. This great property is very spacious and will accommodate up to 6 guests comfortably. There is a Fully equipped kitchen with a full size... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $6,371
    / Week
    View Details
    1 / 17
    4 of 5 stars (2) Very good
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    RENTAL RATES ARE NEGOTIABLE. PLEASE SEE 'RATES' FOR SPECIAL OFFERS The City of Key West requires that we rent the house to you for a twenty-eight (28) day rental period, so if you, your family, friends, or guests want to use the house at any time during the twenty-eight (28) day rental... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 11 July 2014
    This property is lovely. With the large main house and several small cottages,it would be great for family reunions. The pool, jacuzzis and landscaping are all beautifully...
    See all reviews
    From
    $3,186
    / Month
    View Details
    1 / 23
    5 of 5 stars (2) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Gorgeous studio apartment on the second floor of the historic Sailmaker's House. This 28 night minimum vacation rental is located only 1.5 blocks from the Historic Seaport and 4.5 blocks from Duval Street. The open concept floor plan maximizes the space in this airy tree top studio. Comfortable... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys
    5 of 5 stars Reviewed 11 February 2015
    I've been to Key West many times and know the city as well as my home town. First, the most important thing is LOCATION. You want to be within walking or biking of all the...
    5 of 5 stars Reviewed 3 September 2014
    I really enjoyed my stay at the sailmaker's studio. The staff as well as the owner were very easy to work with and very helpful. My small dog was with me and he enjoyed it too. It...
    See all reviews
    From
    $382
    / Night
    View Details
    1 / 19
    5 of 5 stars (9) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (9) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Envision yourself unwinding and getting into the casual clothes we wear in Key West while you look around and know you are in Paradise as our island is called. Then ask anyone and they will tell you the best place to stay in Key West is the Truman Annex. My Bermuda-style cottage is on the... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 5 September 2014
    After several visits to KW, this was our second time staying in a condo in Truman Annex. We were situated right on Southard Street, and sat on our porch enjoying a festive parade...
    4 of 5 stars Reviewed 25 August 2014
    This was our first visit to Key West and we stayed here with our 3 kids. While we could have walked to the beach, we drove anyway and it took about 3 minutes. The walk to Duval...
    See all reviews
    From
    $624
    / Night
    View Details
    1 / 18
    4 of 5 stars (40) Very good
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (40) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Great location, just half a block off Duval Street, walking distance to restaurants, the Atlantic beaches and the Southernmost Point. Casually decorated in soft pine and white, wicker furnishings and sofa sleeper in living room, this four bedroom, three and a half bath home provides a comfortable... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 17 April 2015
    This house is very roomy for 3 couples. We spent most of our time outside by the pool which was more than we expected. Some of the other reviews complained about the lack of...
    4 of 5 stars Reviewed 21 September 2014
    I would give this property 5 stars if only. If only the mattresses were comfortable. We all had soar backs from the experience. Some people complain about small things and the...
    See all reviews
    From
    $218
    / Night
    View Details
    1 / 17
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Three story townhouse with master bedroom, deck and full bath on second floor and guest bedroom and full bath on third floor. Kitchen, great room, and half bath on first floor as well as deck and garden. Outdoor grill on deck. Please note that I have a licensed real estate broker in Key West who... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $599
    / Night
    View Details
    1 / 16
    4.5 of 5 stars (38) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (38) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    An Old town Key West home, located in the Historic District and just one half a block off Duval Street. Guests are within walking distance of restaurants, the Atlantic Ocean, Southernmost Point of Key West and our sunset piers. All lovingly restored and cared for, this charming 1 & 1/2 story... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 18 October 2012
    This amazing little house had everything you could need to make a Key West vacation even better. The whole house was clean, and with a tropical flair that told you the moment you...
    5 of 5 stars Reviewed 2 September 2012
    The house was spotless. Easy to live in. Close to everything. Comfortable. The small pool/grotto is where I hang out in my memories. Everyone was sweet, accommodating and...
    See all reviews
    From
    $280
    / Night
    View Details
    1 / 14
    4.5 of 5 stars (43) Very good
    Studio / 1 Bathroom / Sleeps 2
    Overview Reviews (43) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Perfect for two, this Bali-style studio cottage has it all: comfort, privacy and location. The quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West has to offer. Within 2 blocks you'll find Key West... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 7 March 2015
    My husband and I have made numerous trips to Key West and have usually stayed at larger hotels but this time we wanted to try something different so we booked the Bali Hideaway...
    5 of 5 stars Reviewed 14 March 2013
    This is the first time my husband and I have been to Key West and this was the perfect spot to stay. It was just the right size for a romantic getaway. Even though we were only a...
    See all reviews
    From
    $1,083
    / Night
    View Details
    1 / 34
    4.5 of 5 stars (15) Very good
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (15) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Tropical seclusion best describes this oasis in the Casa Marina District. Enter the splendor of this large estate through a private gate; stroll down brick pathways, meandering by the cottage until you reach the two story main home. The gardens are lush and abundant featuring various species of... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 3 August 2013
    After reading great reviews about the Villa Tropicale, we rented this property for six nights last month. We were traveling with a group of eight and wanted a large home where we...
    5 of 5 stars Reviewed 28 January 2013
    This was not our first stay at Villa Tropicale and we certainly intend to come back. When we first opened the gate of the property a few years ago, we were delighted to discover...
    See all reviews
    From
    $471
    / Night
    View Details
    1 / 19
    4 of 5 stars (42) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (42) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Whitehead House is a unique two-story single family attached home nestled beside the Audubon House in Old Town Key West. Hidden behind the most photographed 'prohibition fence' in Key West, this three bedroom, two bathroom home includes a large sunny pool and patio as well as off street parking (1... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 7 August 2013
    My husband, kids and I stayed here for a week with another family and were very happy with it! The location is amazing--you are just off Duval and can walk just about everywhere...
    3 of 5 stars Reviewed 24 March 2013
    House had a great location. Close to everything in Old Town section. Maybe a little too close to the bars. The noise from the bars at night was very loud and went on until very...
    See all reviews
    Enquire for rates
    1 / 8
    5 of 5 stars (2) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This beautiful home offers you contemporary luxury combined with exquisite historical charm of Old Town Key West. The open and spacious downstairs floorplan has an abundance of natural light and opens onto a fabulous pool area with an expansive deck. Entertaining your family and friends is... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 3 November 2013
    I was there with my husband. The place is so beautiful. It has everything you need for a great holiday. The house is spacious. The pool/garden area is very big and private. The...
    See all reviews
    From
    $327
    / Night
    View Details
    1 / 11
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This 2 bedroom, 1 and ½ bath end unit town home is located on President's walk ( Ivory Coast) in the prettiest section of the Truman Annex. The home is decorated in exceptional taste; including a King size bed in the master bedroom with ample closet space and its own private covered deck for your... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 13 January 2015
    This is a wonderful place to stay in a perfect location! Just 2 blocks from Duval street and just down from Mallory Square! Its a Hidden treasure! close to everything! It was...
    See all reviews
    From
    $408
    / Night
    View Details
    1 / 11
    4.5 of 5 stars (37) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (37) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This charming Key West style cottage is just a short walk to a selection of great restaurants, art galleries, and shopping. Catherine House is located only ½ block from the quieter end of Duval Street, and better yet, just three blocks to a beach (Duval & South Streets). The house can comfortably... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 10 April 2015
    We have a really a nice stay for one week stay at new year. The house have everything for a comfortable holiday.Close to Duval Street with lot of choice for shopping .Or enjoy...
    5 of 5 stars Reviewed 5 April 2013
    We were very happy with everything ! It was well located, close to Duval, restaurants, and the southernmost beach...we parked our car and did not use it again until the day we...
    See all reviews
    From
    $344
    / Night
    View Details
    1 / 13
    4 of 5 stars (1) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This property has it all! The styling of the original shot gun homes of Key West restored with a beautiful natural cypress exterior combines with the clean lines of a contemporary home. Each Twin opens to it's own semi-private deck and lounge area with steps into a large kidney shaped pool with... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys
    4 of 5 stars Reviewed 14 October 2014
    Nice place. Quiet location. I would have thought someone might clean the pool during our stay since the iguanas in the trees used it for their bathroom quite frequently...
    See all reviews
    From
    $1,019
    / Night
    View Details
    1 / 30
    5 of 5 stars (36) Excellent
    5 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (36) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Seaside Place is located half a block from our main street, Duval Street. We are across the Street from a public beach, and down the street from the Southernmost Point of the US. We have parking for you to leave your car in the drive and walk to all the main activities that Key West has to offer.... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 31 March 2015
    Great week, 2 families, spent most of our time in the backyard in and around the pool. It is also fun to sit on the porch with morning coffe and watch people get off the trolley...
    5 of 5 stars Reviewed 13 September 2014
    We went with my husbands adult sibling and spouses. It was so much fun and just perfect for our group! The house is absolutely wonderful, very fitting for the area and had all...
    See all reviews
    From
    $2,294
    / Week
    Payment Protection
    View Details
    1 / 17
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Bluewater is a classic porch-on-porch Key West home with all the amenities to make your vacation ideal. Located in the prestigious Sanctuary of the Key West Golf Club, the house has two bedrooms each with its own private bath. The house sleeps 4 adults and two children or smaller adults. It... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040