Welcome Home
Key West

Welcome Home Key WestWelcome Home Key WestWelcome Home Key West

Welcome Home
Key West

Welcome Home Key WestWelcome Home Key WestWelcome Home Key West
  • Home
  • William Skelton Home
  • Monthly Rentals
    • Cottage
    • Ivy
    • Shipwreck
    • Nauti
    • Casa
    • Reynolds
  • Our Approach
  • Cape Coral
  • More
    • Home
    • William Skelton Home
    • Monthly Rentals
      • Cottage
      • Ivy
      • Shipwreck
      • Nauti
      • Casa
      • Reynolds
    • Our Approach
    • Cape Coral
  • Home
  • William Skelton Home
  • Monthly Rentals
    • Cottage
    • Ivy
    • Shipwreck
    • Nauti
    • Casa
    • Reynolds
  • Our Approach
  • Cape Coral

Old Town Cottage

A Charming Old Town Key West Cottage Steps from Duval Street

Tucked behind a classic white picket fence in the heart of historic Old Town Key West, Old Town Cottage offers the perfect blend of island charm, modern comfort and an unbeatable location.


Just steps from Duval Street, you'll be within easy walking distance of Key West's restaurants, galleries, boutiques, nightlife and iconic attractions, while your private outdoor spaces give you a quiet place to relax when you're ready to slow down.

2 Bedrooms · 1.5 Bathrooms · Sleeps 6 · Private Patio · Outdoor Shower · Shared Pool · parking

Old Town Cottage

    OLD TOWN COTTAGE AT A GLANCE

    Everything you need for a comfortable Key West stay, all in one charming Old Town cottage.

    • Prime Old Town Key West location
    • Steps from Duval Street
    • Two comfortable bedrooms
    • King bed in the primary bedroom
    • Queen bed in the second bedroom
    • Sofa bed in the living room
    • One full bathroom
    • One half bathroom with direct access to a private outdoor space
    • Private outdoor shower
    • Open kitchen, dining and living area
    • Private patio with outdoor dining and grill
    • Shared swimming pool
    • On site parking
    • Private washer and dryer
    • Fully equipped kitchen
    • WiFi
    • Dedicated workspace
    • Dog friendly with advance approval
    • Ideal for couples, friends, families and extended stays

    Old Town Cottage Availability

    Reserve your stay

    "It was a great location. The place is lovely, very clean and had everything I could have wanted."


    -Heidi, June 2026

    THE HEART OF OLD TOWN KEY WEST

    Old Town Cottage offers a peaceful retreat on a quiet lane just steps from Duval Street, surrounded by historic homes, tropical gardens, restaurants, galleries, boutiques and iconic Key West landmarks. Enjoy exploring the island on foot before returning to your private outdoor space for a relaxing evening beneath the palms.


    Duval Street
    2 minute walk


    Local Dining & Shopping

    2-15 minute walk


    Hemingway Home
    5 minute walk


    Fort Zachary Taylor Beach
    10 minute walk


    Live Music & Nightlife

    2 minute walk



    THE WELCOME HOME EXPERIENCE

    Local Attention

    Thoughtfully Prepared

    Thoughtfully Prepared

    We are a locally based Key West team with an intimate knowledge of the island, from its most celebrated landmarks to its hidden gems. Our dedicated local staff is available throughout your stay to provide thoughtful recommendations, personalized assistance and discreet, attentive service.

    Thoughtfully Prepared

    Thoughtfully Prepared

    Thoughtfully Prepared

    Your cottage is cleaned, cared for and thoughtfully prepared with the details of a comfortable stay in mind, so settling in feels easy from the moment you arrive.

    Feels Like Home

    Thoughtfully Prepared

    Feels Like Home

    Settle into your own kitchen, living room, bedrooms and outdoor spaces. Stay for a month or longer and experience Key West at your own pace, with the comfort and privacy of a home rather than a hotel room.

    Amenities

    Everything you need for an easy Key West stay.

    • King bed
    • Queen bed
    • Sofa bed in living room
    • One full bathroom
    • One half bathroom
    • Private outdoor shower accessible directly from the half bathroom
    • Fresh linens and towels
    • Premium Key West Aloe bath products
    • Hand soap
    • Starter set of toilet paper and tissues


    • Fully equipped kitchen
    • Refrigerator
    • Stove and oven
    • Dishwasher
    • Microwave
    • Cookware and kitchen essentials
    • Dining area
    • Traditional drip coffee maker
    • Keurig coffee machine
    • Starter set of K-Cups
    • Hot tea bags
    • Hot water kettle
    • Creamers and sugar
    • Olive oil
    • Salt and pepper
    • Ice maker


    • Private outdoor space
    • Private patio
    • Outdoor dining
    • Outdoor seating
    • Propane grill
    • Private outdoor shower
    • Tropical surroundings
    • Shared swimming pool


    • WiFi
    • Smart TVs in the living room and in each bedroom
    • Comfortable, quiet living area
    • Large designer vintage board game collection
    • Keyless entry lock


    • Private washer
    • Private dryer
    • Starter supply of laundry detergent
    • Dish soap
    • Dishwasher detergent
    • Paper towels
    • Cleaning products
    • Laundry essentials


    • On site parking
    • Walkable Old Town location
    • Easy access to Duval Street and surrounding attractions


    Dogs are welcome with advance approval.


    A $200 pet fee applies. There is no weight limit, although dogs must be crated when left alone and guests are responsible for cleaning up after their pets. Please contact us before booking if you plan to bring your dog.


    Your Key West Home Base

    Experience Old Town Key West Like a Local

    There is a distinctive elegance to staying in the heart of Old Town Key West.


    Rather than waking in a conventional resort, begin each day in the privacy of your own beautifully appointed cottage. Prepare coffee in the fully equipped kitchen, step into the warm tropical air and enjoy the rare convenience of exploring Key West's historic streets, galleries, restaurants and waterfront on foot.


    Old Town Cottage offers an exceptional setting for experiencing the island at its most authentic. Duval Street is moments away, while the cottage itself is discreetly tucked along a quiet lane, creating an ideal balance of accessibility, privacy and tranquility.


    Thoughtful details throughout the property capture the character of Key West while providing the comfort and ease of a private residence.


    Following a day at the beach or pool, retreat to the private outdoor shower, conveniently accessed through the half bathroom and set within your secluded outdoor space. Dine al fresco, unwind on the patio with a glass of wine or allow the gentle tropical atmosphere to define the evening.


    Spend your days discovering Key West's historic architecture, distinguished galleries, acclaimed restaurants and waterfront landmarks. Visit the Ernest Hemingway Home, ascend the Key West Lighthouse, explore the Historic Seaport or enjoy an afternoon at Fort Zachary Taylor State Park.


    At day's end, everything you desire is close at hand. Return home on foot, pour a favorite drink, step into the evening air, enjoy a refreshing swim in the pool and rinse away the day beneath the palms before settling into the unhurried rhythm that makes Key West so enduringly captivating.


    A Key West Vacation Rental in the Heart of Old Town


    If you're looking for a Key West vacation rental near Duval Street, Old Town Cottage puts you in one of the island's most desirable locations. You'll be close to restaurants, nightlife, historic attractions, shopping and waterfront activities while still having a private cottage to return to at the end of the day.


    The cottage is also a wonderful option for extended stays in Key West. With a full kitchen, comfortable living space, two bedrooms, private laundry, outdoor space, outdoor shower and on site parking, it offers many of the conveniences that make a longer stay feel easy.


    Whether you're planning a winter escape, an extended Key West getaway or simply looking for a comfortable home base in Old Town, Old Town Cottage gives you the opportunity to experience Key West beyond the typical vacation.

    READY TO EXPERIENCE KEY WEST?

    Make Old Town Cottage Your Home Away From Home.

    Book Your Stay

    Welcome Home Key West

    info@welcomehomekeywest.com

    Copyright © 2026 Welcome Home Key West - All Rights Reserved.

    Powered by