My Southernmost Kentucky Home

3 Bedrooms 3 Bathrooms Sleeps 6 Key West 1807 sq. ft. Pet Friendly

This monthly rental is a wonderful 3 bedroom, 3 bath, 1,807 sq’ home in Key West’s highly coveted Old Town. This historic property features off street parking and a plunge pool for ultimate relaxing and entertaining.

Main Bedroom

1 King

Bedroom 2

1 King

Bedroom 3

1 Queen

This private home is located on a secluded lane just behind the Key West Lighthouse across from the Hemingway Home Museum and one block from iconic Duval Street.

Enter into the open living room dining area with lofty vaulted ceilings which leads directly into the newly renovated kitchen with granite countertops and island offering prep space and seating. Off the kitchen, a few steps down brings you to a bonus room just off the heated dipping pool with waterfall feature.

Two bedrooms and two full bathrooms are also on the first floor. The bedrooms have a large bathroom with walk-in shower between them. The second full bathroom with walk-in shower is across the hall. The front bedroom has a king size bed and the back bedroom contains a queen size bed.

The private primary suite is located on the second floor, with commanding views of the Key West lighthouse from your private balcony! The suite's bathroom includes a luxurious, large walk-in shower.

You will notice many lovingly placed pieces of art and collectable treasures from the owner's Northernmost Key West Home in Kentucky! His Southernmost Kentucky Home also includes an owner selected bottle of Bourbon to welcome you! Cheers!

Pet Friendly Property

This vacation rental property offers secure, coded keyless entry with contactless check in.

Please note: This is a Monthly vacation rental with a minimum stay of 30 days, excluding February.

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
  • Free wifi
  • Air Conditioning
  • Bed Linens
  • Cable
  • Towels
  • Hot Water
  • Dryer
  • Essentials
  • Living Room
  • Parking
  • Iron & Ironing Board
  • Private Entrance
  • Private Living Room
  • 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
  • Dishes & Silverware
  • Microwave
  • Refrigerator
  • Toaster
  • Cooking Basics
  • Oven
  • Dining table
  • Coffee Maker - Kcup and Drip

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
  • Fishing - Surf
  • Hiking

Local

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

Home Safety

  • Fire Extinguisher
  • Smoke Detector

Family

  • Babysitter Recommendations

Car

  • Not Necessary

Entertainment

  • Satellite or Cable
  • Television

Facility

  • Free Parking
  • Pool

Outdoor

  • Garden or Backyard
  • Patio or Balcony
  • Balcony
  • Grill
  • Fenced Yard

Location

  • Historic District
  • Village

Pool

  • Private Pool

Themes

  • Family
  • Historic
  • Tourist Attractions
LEAVE A REVIEW
April 1, 2024 - Track Survey

by Catharine Napolitano

The home is well located and well laid out. The kitchen is large, well equipped and has plenty of storage. The bedrooms and bathrooms are more than adequate. Only suggestion is replace the living and dining furniture.

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$410
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$372
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$407
           
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$239
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$278
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$306
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$300
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$411
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$429
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$466
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$484
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$469
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$441
     
January 2026
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February 2026
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$422
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$475
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$438
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$431
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$417
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$466
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$467
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$428
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$417
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$403
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$402
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$405
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$454
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$455
March 2026
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$418
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$408
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$395
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$396
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$400
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$450
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$453
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$397
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$399
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$404
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$455
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$459
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$423
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$414
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$402
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$404
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$408
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$458
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$460
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$423
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$413
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$399
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$412
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$401
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$386
       
April 2026
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$385
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$387
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$435
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$436
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$423
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$387
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$378
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$369
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$376
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$369
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$420
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$423
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$386
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$377
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$365
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$366
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$370
   

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