
Sleeping up to 16 guests, The William Skelton House features six beautifully appointed bedrooms, four bathrooms, a private heated pool, and a prime Old Town location within walking distance of Duval Street. Historic charm and modern comforts come together to create an unforgettable Key West retreat.
-Dylan, July 2026


Rich in historic character and thoughtfully updated for modern comfort, The William Skelton House is a place where unforgettable vacations begin. Spend sun-filled afternoons relaxing by the private heated pool, gather for meals and conversation in inviting shared spaces, and enjoy the freedom to explore Old Town on foot, with Duval Street just moments away. Designed to comfortably accommodate larger groups, the home offers six beautifully appointed bedrooms, generous indoor and outdoor living spaces, and the warmth of a home that's meant to be shared. Whether you're planning a family vacation, celebrating a special occasion, or reconnecting with friends, every stay is elevated by the boutique hospitality and local expertise of Welcome Home.

Experience the timeless character of a beautifully restored historic home in the heart of Old Town.

Relax in your own private heated pool, surrounded by lush tropical landscaping.

With six bedrooms and four bathrooms, there's plenty of room for up to 16 guests to gather comfortably.

Stroll to Duval Street, restaurants, shops, galleries, and many of Key West's most iconic attractions.

Thoughtfully designed for family vacations, reunions, celebrations, and memorable getaways with friends.

Professionally managed by Welcome Home Key West, with personalized service and local support before, during, and after your stay.

Perfect for larger families, reunions, weddings, and group celebrations.
Sleeps: Up to 16 guests
Bedrooms: 6
Bathrooms: 4
Private heated pool
Three spacious living areas
Fully equipped kitchen plus kitchenette
Front porch & tropical backyard
Walk to Duval Street
Exclusive use of the entire property
Ideal for: Family reunions, wedding groups, milestone celebrations, and multi-generational vacations.

The perfect option for smaller groups looking to enjoy the same historic charm at a lower price point.
Sleeps: Up to 6 guests
Bedrooms: 3
Bathrooms: 2
Private second and third floors
Full kitchen, dining room & living room
King suite plus two additional bedrooms
Front porch & back deck
Private backyard and heated pool
First floor remains vacant during your stay
Ideal for: Families, couples traveling together, and friends visiting Key West.
2 minute walk
2 - 15 minute walk
10 minute walk
15 minute walk
3 minute walk

One of the most loved homes on Airbnb

350+ Five-Star Reviews Across Airbnb & VRBO

Top 10% of guest reviews in this area

Begin your vacation the moment you arrive with a professionally prepared home featuring premium linens, luxury bath amenities from local favorite Key West Aloe, premium coffee and tea bar featuring Nespresso, locally inspired welcome touches, and carefully selected essentials.

As a locally owned and operated company, our team is just minutes away should you need assistance before, during, or after your stay. From local recommendations to unexpected maintenance needs, we're here to help.

Enjoy complimentary coffee and tea, cooking essentials, paper products, toiletries, laundry supplies, WiFi, and the everyday conveniences that make settling in effortless.

Every home is professionally cleaned, inspected, and thoughtfully prepared before your arrival, ensuring the highest standards of comfort, cleanliness, and quality.

Enjoy seamless self check-in with detailed arrival instructions, digital guidebooks, and responsive communication from booking through departure.

We're happy to share our favorite restaurants, beaches, activities, and hidden gems to help you experience Key West like a local. Whether you're celebrating a special occasion or simply looking for the perfect sunset spot, we're here to make your stay unforgettable.
Every detail has been carefully considered to make your stay as comfortable, convenient, and memorable as possible.

Convenient off-street parking is available for two medium sized vehicles. Once you've arrived, many of Key West's most popular attractions, restaurants, and shops are within walking or biking distance.
Whether you're planning a family vacation, group getaway, wedding weekend, or special celebration, The William Skelton House offers the perfect combination of historic charm, modern comfort, and an unbeatable Old Town location. Just steps from Duval Street, this beautifully restored six-bedroom vacation rental places you within walking distance of many of Key West's most iconic attractions, including the Southernmost Point, the Ernest Hemingway Home and Museum, Mallory Square, and Fort Zachary Taylor Beach.
Designed to comfortably accommodate up to 16 guests, the home features spacious living areas, a private heated pool, a fully equipped kitchen, and inviting indoor and outdoor gathering spaces, making it ideal for family reunions, milestone birthdays, bachelorette parties, wedding guests, and multi-generational vacations.
As a professionally managed vacation rental by Welcome Home Key West, every stay includes boutique hospitality, responsive local support, professionally prepared accommodations, and thoughtfully curated amenities to ensure a seamless and memorable experience from arrival to departure.
Whether you're exploring historic Old Town, enjoying world-class dining, relaxing by the pool, or watching the sunset over the Gulf, The William Skelton House provides the perfect home base for experiencing everything Key West has to offer.
If you're searching for a spacious vacation rental near Duval Street, a luxury Key West home with a private pool, or the perfect place for your next family vacation or group getaway, The William Skelton House offers an exceptional location, premium amenities, and the personalized hospitality that makes every stay unforgettable.