Entire home

The Southernmost Comfort House — Private Pool + Waterfall | 5BR Truman Annex Estate | 28-Day Stay

Photo gallery for The Southernmost Comfort House — Private Pool + Waterfall | 5BR Truman Annex Estate | 28-Day Stay

A two-story house with a swimming pool, surrounded by palm trees and a white fence. - The Southernmost Comfort House — Private Pool + Waterfall | 5BR Truman Annex Estate | 28-Day Stay (Key West)
A two-story house with a white picket fence, a balcony, and a red fire hydrant on the sidewalk. - The Southernmost Comfort House — Private Pool + Waterfall | 5BR Truman Annex Estate | 28-Day Stay (Key West)
A room with large windows, a wooden door, and a ceiling-mounted light fixture. - The Southernmost Comfort House — Private Pool + Waterfall | 5BR Truman Annex Estate | 28-Day Stay (Key West)
A wooden porch with a white railing, two wooden chairs with cushions, a ceiling fan, and a view of palm trees and a white house. - The Southernmost Comfort House — Private Pool + Waterfall | 5BR Truman Annex Estate | 28-Day Stay (Key West)
A spacious living area with a blue sofa, a wooden coffee table, and a kitchen with wooden cabinets and a tiled floor. - The Southernmost Comfort House — Private Pool + Waterfall | 5BR Truman Annex Estate | 28-Day Stay (Key West)
A short walk from Mallory Square and Duval Street, The Southernmost Comfort House — Private Pool + Waterfall | 5BR Truman Annex Estate | 28-Day Stay provides golfing on site, a garden, and more. Stay connected with free in-room WiFi.

Reviews

9.4 out of 10
Exceptional

Entire home

4 bedrooms4 bathrooms2753 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Add dates for prices

About this property

The Southernmost Comfort House — Private Pool + Waterfall | 5BR Truman Annex Estate | 28-Day Stay

  • The Southernmost Comfort House — 5BR/4BA Private Pool w/ Waterfall + Outdoor Shower + Detached 2-Car Garage | 28-Day Min

    Welcome to 202 Admirals Lane, The Southernmost Comfort House — a private 3-story, 5 bedroom / 4 full bathroom vacation home in the gated Truman Annex community of Old Town Key West.

    Property Layout: Three stories, 3,148 sq ft on a 4,986 sq ft lot (0.11 acre). Main floor: living, formal dining, gourmet kitchen, sunroom, full bath. 2nd floor: 4 bedrooms, 3 full baths. 3rd floor: private ensuite bedroom.

    Private Outdoor: In-ground private pool with waterfall feature, outdoor shower located poolside, patio with formal outdoor dining, gas grill, lush landscaping with palms & banana trees. Fenced for privacy. Detached 2-car garage with auto door opener + off-street parking for 2 vehicles.

    Location: Exclusive Truman Annex — gated, manned security, small cul-de-sac close to Duval Street. Walking distance to Southernmost Point, Fort Zachary Taylor State Park, Aquarium, Mallory Square.

    28-Day Minimum — City of Key West Compliant Rental:
    This home is licensed for 28-day minimum stays only in accordance with City of Key West transient rental regulations. No weekly stays permitted.

    THINGS TO KNOW:
    Check-in: 4:00 PM / Check-out: 10:00 AM
    Minimum stay: 28 nights
    Maximum occupancy: 12 guests
    Parking: Free parking for 2 vehicles in detached garage [rare for Key West]. No street parking.
    No smoking anywhere on the premises.
    No pets permitted without prior Property Manager approval.
    Age requirement: Primary booker must be 25+. Guests under 25 must be accompanied by parent/legal guardian for their entire stay.
    Guests are asked to observe the community's Good Neighbor Policy. Quiet hours are from 10:00 PM to 8:00 AM. No smoking is permitted anywhere on the property.

    ​​​​​​​Professionally managed by Seven Keys Vacations by Casago.
    Key West BTR | #BTR-2026-000120
    County: Monroe County BTR | #25230-117312

Property amenities

Pool/Spa

  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 4 bedrooms

Bathroom

  • 3.5 bathrooms
  • Shower
  • Towels provided

Living spaces

  • Separate dining area

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard
  • Garden

Laundry

  • Laundromat nearby
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • In the city center
  • Near a hospital
  • Near the sea

Things to do

  • Golf
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 2,753 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM

Contactless check-in available

Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

About the area

Located by the sea, this vacation home is in Old Town Key West, a neighborhood in Key West. Fort Zachary Taylor Historic State Park and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with cycling and ecotours. Visit our Key West travel guide
View more Vacation homes in Key West
Map
Key West, FL

What's nearby

  • A white house with red and white flags, surrounded by lush greenery and palm trees.
    Harry S. Truman Little White House
    1 min walk - 0.2 km
  • A street with a pharmacy, a theater, and a yellow building.
    Duval Street
    3 min walk - 0.3 km
  • A military jet flying low over a concrete path surrounded by vegetation.
    Key West Naval Station
    3 min walk - 0.3 km
  • A sign reading "Welcome to Mallory Square" with an American flag, a red and white striped awning, and a statue of a man in a blue shirt and straw hat.
    Mallory Square
    5 min walk - 0.4 km
  • A historic building with green shutters and a balcony, surrounded by lush greenery and palm trees.
    Ernest Hemingway Home and Museum
    11 min walk - 0.9 km

Getting around

  • Key West Intl. Airport (EYW)
    15 min drive

Restaurants

  • Irish Kevin's
    6 min walk
  • Margaritaville
    8 min walk
  • The Bull & Whistle Bar
    6 min walk
  • Key Lime Pie Factory
    5 min walk
  • Wendy's
    6 min walk

Frequently asked questions

Is The Southernmost Comfort House — Private Pool + Waterfall | 5BR Truman Annex Estate | 28-Day Stay pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at The Southernmost Comfort House — Private Pool + Waterfall | 5BR Truman Annex Estate | 28-Day Stay?

Check-in begins at 4:00 PM.

What time is check-out at The Southernmost Comfort House — Private Pool + Waterfall | 5BR Truman Annex Estate | 28-Day Stay?

Check-out is at 10:00 AM.

Where is The Southernmost Comfort House — Private Pool + Waterfall | 5BR Truman Annex Estate | 28-Day Stay located?

Located in Old Town Key West, this vacation home is within a 10-minute walk of Harry S. Truman Little White House, Duval Street, and Mallory Square. Florida Keys Beaches and Fort Zachary Taylor Historic State Park are also within 15 minutes.

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The Southernmost Comfort House — Private Pool + Waterfall | 5BR Truman Annex Estate | 28-Day Stay Reviews