The Southernmost Comfort House

House in Key West, Florida

Max 10 guests 4 bedrooms 3.5 baths No pets 
4.85
13 reviews
What our guests are saying...
Diamond AI-summarized from guest reviews for this property
The Southernmost Comfort House is described as beautiful, spacious, and well suited for families and larger groups, with separate living areas that add comfort and flexibility. Guests appreciated the attractive setting and the peaceful feel of the gated community and neighborhood. The location was consistently praised as excellent, with easy walking access or close proximity to historic attractions, entertainment, restaurants, bars, and much of what the area offers. Guests also especially enjoyed the pool, noting that it added to a great overall stay. Read more

OVERVIEW

Southern snowbird-friendly house with pool, stunning backyard & great location

Situated in the heart of Key West, this unbelievable retreat will be the perfect place for entertaining the whole family! With three stories, high-end furnishings, and ample areas to spread out, there will ample room for everyone to indulge in their own kind of vacation. As if that isn't enough, recent renovations to enhance your stay include new carpet, updates to the upstairs bathrooms, and adding a waterfall to the pool. The interior is absolutely stunning with a gourmet kitchen, French doors throughout, and sunrooms to dive into your favorite book, yet stepping outside to the lush backyard will also be a treat. When days heat up, everyone can take a dip in the sparkling pool or simply lounge under the shade of the palms and banana trees as the chef of the group cooks up some burgers on the gas grill. Dine al fresco or gather with the whole family in the formal dining room to reminisce about the day's adventures. When the sun dips below the horizon, cozy up on the sectional sofa and play a movie on the TV with a bowl of popcorn. With so much fun to be had right at your fingertips, no one will want to leave this southern oasis!

Located in Truman Annex, an exclusive private residential community in Old Town Key West, this home is situated on a small cul-de-sac just off Duval Street and close to great entertainment, dining, shopping, and attractions. When you want to venture out a bit, head over to the Key West Aquarium or Mallory Square, both sitting within walking distance of your front door. Little White House, the Key West Lighthouse, the Hemingway House, and Mel Fisher Maritime Museum are all great options as well within a few miles of home base. Don't forget to pop into some of the local restaurants and grab some seafood!

Things to Know

  • Check-in time: 4:00 p.m.
  • Check-out time: 10:00 a.m.
  • All guests shall abide by the good neighborpolicy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.
  • No smoking is permitted anywhere on the premises.

    • Permit number: BTR-2026-000120

    You must be 25 years or older to rent this property.

    AMENITIES

     Internet

     Pool (Private)

     Washer/dryer

     Cable

    Features

    Washer/dryer

    Heating & cooling

    Central AC

    Partial AC

    Kitchen & dining

    Dishwasher

    Fridge

    Microwave

    Stove

    Media

    Internet

    TV

    Cable

    Nearby activities & attractions

    Golf on-site

    On-site activities

    Pool : Private

    Adult bikes

    Outdoor

    Gas grill

    Theme

    Snowbird-friendly

    Location

    Key West, Florida, USA

    (Exact address will be provided after booking)
    Map showing the location of the Unit

    Rating

    4.85
    What our guests are saying...
    The Southernmost Comfort House is described as beautiful, spacious, and well suited for families and larger groups, with separate living areas that add comfort and flexibility. Guests appreciated the attractive setting and the peaceful feel of the gated community and neighborhood. The location was consistently praised as excellent, with easy walking access or close proximity to historic attractions, entertainment, restaurants, bars, and much of what the area offers. Guests also especially enjoyed the pool, noting that it added to a great overall stay. Read more
    Diamond AI-generated from guest reviews for this property

    13 reviews

    Home USA Southeast Florida Florida Key West
    24 hour cancellation*
    Get a full refund if you cancel within 24 hours of booking
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    *Some exceptions may apply. Review the unit cancellation terms before payment.