The Emelina

Welcome to The Emelina.

This one bedroom one bath rental is situated on the second floor of a historic downtown home. Total relaxation awaits in the airy living room with vaulted ceilings and plush furnishings. The restful upstairs bedroom is adorned with shiplap ceilings, a queen bed, and separate seating area with ample storage. The bathroom features a tub and shower combo with upscale fixtures. This treetop accommodation is the perfect place to enjoy all that Key West has to offer.

The Emelina is named to honor its owner in the early 1900s and carefully crafted to reflect the fun socialite who was often seen cruising the quaint streets of Key West in a Studebaker with her beloved sister, Estela.

Book online at Airbnb or VRBO

The Estela

Step into the Estela.

This one bedroom one bath rental located on the first floor boasts a private garden and patio. Cozy and sophisticated, this light-filled vacation home offers a full kitchen and comfortable living area. The bright and spacious bedroom holds a queen bed and enough storage space to accommodate monthly and weekly visitors. The modern bathroom features a glass-enclosed tub and shower enhanced by designer décor.

The Estela is named to honor its owner in the early 1900s and designed to embody her love of plants, Key West sunshine, and the tight bond with her sister, Emelina.

Book online at Airbnb or VRBO

The Patricia

Paradise awaits at The Patricia.

A classic Key West bungalow, this one bedroom, one bath whole-home rental features original Dade County Pine walls and private back yard. The welcoming porch opens to a comfortable seating area decorated in a tropical theme followed by a sizeable bathroom and plush bedroom. A fully equipped kitchen and dining table  open onto the outdoor space perfect for grilling and enjoying island life.  

The Patricia is named for an original owner whose family still owns the property today. Located in the heart of downtown, the Patricia just steps away from world-class dining, live music, and popular attractions.

Book online at Airbnb or VRBO

The Bolivar

Venture into the Bolivar.

Unique in name and in style, the Bolivar is a second-story rental featuring one bedroom and one bath. Decorated with a masculine touch, this Cuban-inspired residence presents a warm and inviting living area, spacious bedroom with a king bed, two closets and an updated bath embellished in artsy accessories. The private balcony is the perfect for relaxing at the end of the day as well as a starting point for an evening out.

The Bolivar is named after its homeowner in the early 1900s, a lively businessman who managed the family wholesale grocery business alongside his three brothers.

Book online at Airbnb

The Marguerite

Meet The Margarite.

This delightfully cozy second-story rental offers one bedroom and one bath. Tucked away on a quiet Key West street, the quaint space houses a full kitchen and counter seating that opens to a welcoming living area. The bathroom provides a shower and tub as well as additional storage.

The Margarite is named after the young woman whose family owned this property in the early 20th century and decorated to convey her quirky and fun nature.

Book online at  VRBO

LPA at The Publisher's House

Leisurely living in the LPA at the Publisher's House.

Truly a home away from home, this one bedroom one bath rental is a masterpiece. The entrance opens to a large living area and workspace tucked into the corner. The sunlit kitchen is equipped with modern conveniences, including seating for two at the breakfast counter. The airy bedroom holds a king bed, two closets and furniture for maximum storage space. With pops of bright color and nautical theme throughout, the LPA also includes a true Key West porch. Lounge in the seating area and enjoy a meal at the quaint table by day and under the twinkling cafe lights at night.

The L.P.A. is named in honor of L.P. Artman, the local real estate developer who began acquiring the properties that have become The Artman Collection of today. L.P.A's legacy continues to live on through his family who still manages and lovingly maintains his stunning array of historic homes.

Check availability and book online at Airbnb or VRBO

The Norman

Next we present The Norman.

This traditional Key West home is located in a prime location just steps away from Key West's famous Southernmost Point Buoy. Along with its ideal location only one block off Duval, this newly renovated apartment is positioned on the second floor with access to a wrap around porch and views of the ocean. The Norman is a large one bedroom, one bath with plenty of space for entertaining in the large dining and living areas.

Check availability and book online at Airbnb or VRBO

The Rex

The Rex,

This spacious home rests on the corner of Fleming, with close access to many boutiques and restaurants. This home originally served its purpose as an cigar factory. Now the downstairs space has been transitioned into a one bedroom one bath, featuring a large kitchen and living area with the original doors. The house contains a back entrance with a small outdoor patio and covered outdoor area.

Check availability and book online at Airbnb or Vrbo

The Sylvia Gwynn

The Sylvia Gwynn,

This historic conch style home has been renovated with modern farmhouse touches. This home is located near the Southernmost point and a great porch for sunbathing and relaxing. There is a large living area, as well as a spacious dining space perfect for entertaining. The newly renovated kitchen is perfect for those who may enjoy cooking and hosting.

Check availability and book online at Airbnb or Vrbo

The Cordelia

The Cordelia,

This home exemplifies a non-traditional beach home. The house still holds much of its originally architecture and features such as the Dade county pine walls and original hardwood flooring. The home flaunts a more rustic, masculine energy and has an outdoor seating area perfect for entertaining or enjoying the scenery. Entering through the living room leads you through a large kitchen and dining area and doors which allow access to the backyard.

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The Gisela

The Gisela

This space is a hidden oasis, with an off-street front porch perfect for drinking coffee and hanging out. This home has gorgeous , tall vaulted ceilings. The kitchen opens up to a small kitchenette and living area and a seperate bedroom. This home has a bohemian feel and has a queen bed and bath attached which is all newly renovated.

Check availability and book online at Airbnb or VRBO