Almost Southernmost

5 Bedrooms 2 Bathrooms Sleeps 8 Key West 3089 sq. ft.

Almost Southernmost has plenty of Key West character. Spend your month long vacation here! Tastefully decorated. A perfect place in paradise!! Monthly rental right off Duval Street.

Fifth Bedroom- upstairs

1 Double

First Bedroom- downstairs

1 Queen

Second Bedroom- upstairs

1 Queen

Third Bedroom- upstairs

1 King

Fourth Bedroom-upstairs

1 Twin

Located in the heart of Old Town Key West, this spacious four bedroom, two bathroom house with one additional small bedroom with a twin bed is perfect for a vacationing family or small group of friends. Almost Southernmost is located just one block from Duval Street, three blocks from the Southernmost Point, and is walking distance to the best restaurants, shopping, galleries, and entertainment Key West has to offer.

The home has a large deck surrounded by lush landscaping, providing a wonderful atmosphere to enjoy the tropical climate. Catch some sun or relax at night under the stars during your long vacation here.

This beautiful home with hardwood floors is artfully decorated. Upstairs are three bedrooms and one full bath. Downstairs is one bedroom and a full bath. 
A living room area with plenty of seating is just off of the well equipped kitchen, providing a comfortable atmosphere just like home! Everything is provided for you in this lovely retreat, from a fully stocked kitchen with all the amenities to wireless internet and a private front porch, perfect for watching the world go by. All you need to bring is your flip flops and a pair of shorts and come enjoy the beauty and diversity that Key West has to offer!

This is a monthly rental and only rents from the first of the month to the end of the month.  We cannot split months.

Tourist Attractions

  • Health Beauty Spa
  • Marinas, Boat Rentals & Excursions
  • Museums
  • Key West Aquarium
  • Public Parks & Beaches
  • Key West Historic Seaport
  • Key West Tropical Forest & Tropical Garden
  • Southernmost Point Buoy
  • Dry Tortugas National Park & Fort Jefferson
  • Fort Zachary Taylor State Park & Beach
  • Sunset Celebration at Mallory Square
  • History Tours - Motorized, Walking & Biking
  • The Florida Reef - N. America’s only living coral barrier reef
  • Key West Marine Park stretching from Higgs Beach to South Beach
  • The Key West Butterfly & Nature Conservatory
  • Food Tours
  • Ghost Tours
  • Pub Crawls
  • Your reservation guest portal will provide details

Accommodation Essentials

  • Hair Dryer
  • Hangers
  • Kitchen
  • Wireless Internet
  • Air Conditioning
  • Bed Linens
  • Cable
  • Towels
  • Hot Water
  • Dryer
  • Iron & Ironing Board
  • Private Entrance
  • Shampoo
  • Washer

Leisure

  • Dolphin Watching
  • Dining Out
  • Live Theater, Concerts & Entertainment
  • Your reservation guest portal will provide details
  • Paint & Sip Art Classes
  • Bird Watching
  • Boating
  • Eco Tourism
  • Shopping

Kitchen

  • Stove
  • Coffee Maker - Drip
  • Dishes & Silverware
  • Microwave
  • Refrigerator
  • Toaster
  • Dishwasher
  • Oven
  • Blender

Sports

  • Banana Boat Riding & Water Tubing
  • Wind Surfing
  • Ocean Waterpark & Challenge Course
  • Kayaking
  • Kite Boarding
  • Pickleball
  • Tennis
  • Golfing
  • Scuba Diving
  • Skydiving
  • Your reservation guest portal will provide details
  • Paddle Boarding
  • Cycling
  • DeepSea Fishing
  • Fishing - Backcountry
  • Jet Skiing
  • Para-sailing
  • Fishing - Pier
  • Sailing
  • Snorkeling
  • Swimming

Local

  • Banks
  • Grocery Stores
  • Fitness Centers
  • Hospital
  • Laundromats

Home Safety

  • Fire Extinguisher
  • Smoke Detector

Outdoor

  • Grill
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June 2026
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July 2026
S M T W T F S
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$135
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$144
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$142
 
August 2026
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$143
02
$136
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$133
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$132
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$134
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$139
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$142
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$148
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$136
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$133
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$132
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$145
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$142
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$136
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$133
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$132
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$134
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$138
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$142
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$136
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$133
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$134
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$138
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$142
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$142
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$136
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$132
         
September 2026
S M T W T F S
    01
$132
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$134
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$142
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$142
05
$143
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$142
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$142
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$142
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$134
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$138
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$143
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$141
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$135
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$141
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$145
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$147
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$141
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$139
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$153
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$150
     
October 2026
S M T W T F S
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$157
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$163
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$177
November 2026
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$181
         
December 2026
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$239
   
January 2027
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