Relax on the spacious second floor front porch with comfortable seating, surrounded by lush tropical greenery and beautiful views of historic Old Town Key West.
Private heated swimming pool surrounded by lush tropical gardens, creating a peaceful and secluded oasis in the heart of historic Old Town Key West.
Elegant living room with comfortable seating, a fireplace, large windows, and original architectural details that showcase the character of this historic Key West home.
Third floor primary suite featuring a king bed, vaulted wood ceilings, a cozy sitting area, and beautiful architectural details.
Lush tropical backyard surrounding the private swimming pool, offering a peaceful place to relax and enjoy the laid back atmosphere of Key West.
Historic William Skelton Home surrounded by mature tropical landscaping, showcasing its distinctive architecture and classic Key West character.
Private backyard with a heated swimming pool, comfortable lounge seating, and lush tropical landscaping for a relaxing outdoor escape.
Outdoor lounge area overlooking the private pool and surrounded by lush tropical gardens.
Private swimming pool tucked into a lush tropical garden, offering a secluded and relaxing setting in the heart of Old Town Key West.
Beautifully landscaped backyard with a private swimming pool, comfortable outdoor seating, and the historic home framed by tropical greenery.
Private heated swimming pool surrounded by lush tropical gardens, with comfortable lounge seating and a peaceful, secluded setting perfect for relaxing outdoors.
Peaceful evening view of the private backyard and swimming pool, beautifully illuminated and surrounded by lush tropical landscaping.
Bright second floor living room featuring original wood walls, comfortable seating, large windows, and distinctive historic Key West details.
Spacious second floor living room with original wood walls, comfortable furnishings, beautiful natural light, and classic architectural details.
Elegant second floor living room with original wood walls, arched architectural details, comfortable seating, and large windows overlooking the tropical surroundings.
Inviting second floor living room with comfortable seating, original wood walls, large windows, and French doors opening toward the tropical surroundings.
Beautifully styled living room details showcase the home’s original wood walls, curated artwork, books, and distinctive historic character.
William Skelton Home - Upstairs - Key West
Traditional second floor dining room with seating for eight, a beautiful chandelier, original wood walls, and large windows overlooking the tropical surroundings.
Elegant dining room featuring seating for eight, a classic chandelier, original wood walls, and abundant natural light for memorable meals together.
Spacious second floor dining room with elegant furnishings, original wood walls, beautiful artwork, and easy access to the adjoining living spaces.
Beautifully set dining table in the home’s elegant dining room, creating an inviting space for enjoying meals and gathering with family and friends.
Bright kitchen with stainless steel appliances, generous cabinetry, and a convenient layout connecting to the home’s elegant dining room.
Bright, newly renovated kitchen featuring white cabinetry, stainless steel appliances, generous counter space, and a distinctive patterned tile backsplash.
Bright and modern kitchen with stainless steel appliances, ample counter space, white cabinetry, and a distinctive patterned backsplash.
Light filled kitchen workspace with generous counter space, a farmhouse style sink, stainless steel appliances, and views of the lush tropical surroundings.
Original wood walls and charming architectural details line the staircase leading from the entrance to the rental space.
Enjoy the tropical views from the spacious second floor front porch, furnished with comfortable seating and overlooking the charming streets of Old Town Key West.
Relax on the shaded second floor front porch, surrounded by tropical greenery and colorful Key West architecture.
Spacious second floor front porch with comfortable seating and views of the charming streetscape and colorful architecture of historic Old Town Key West.
Spacious second floor back balcony with comfortable wicker seating and an outdoor dining table, surrounded by lush tropical greenery and overlooking the private pool.
Shaded outdoor dining area in the private tropical backyard, offering a beautiful setting for al fresco meals surrounded by lush greenery.
Relax on the shaded second floor balcony with comfortable seating and views of the lush tropical gardens and private swimming pool below.
A private staircase leads from the second floor balcony to the lush tropical backyard and swimming pool, surrounded by mature palms and greenery.
Spacious third floor primary suite with a king bed, cozy sitting area, vaulted wood ceilings, and beautiful historic Key West character.
Third floor primary suite featuring a comfortable king bed, vaulted wood ceilings, a built in window seat, and a distinctive arched window overlooking the gardens.
Serene third floor primary bedroom featuring a king bed, warm wood walls and ceilings, arched windows, and comfortable furnishings.
Inviting third floor primary suite with a king bed, built in window seat, vaulted wood ceilings, and a charming arched window overlooking the tropical surroundings.
Warm and inviting third floor primary suite with a king bed, comfortable sitting area, vaulted wood ceilings, and distinctive Key West architectural details.
Spacious third floor primary bathroom featuring a large walk in shower, elegant tilework, skylights, and a private window overlooking the tropical greenery.
Bright and spacious third floor primary bathroom featuring a double vanity, large mirror, walk in shower, skylights, and tropical views.
Bright second floor queen bedroom featuring a comfortable bed, soft blue walls, plantation shutters, and plenty of natural light.
Inviting second floor queen bedroom with a comfortable bed, soft blue walls, plantation shutters, and charming Key West details.
Spacious second floor queen bedroom with a comfortable bed, ceiling fan, plantation shutters, and colorful artwork.
Cheerful second floor twin bedroom featuring two comfortable twin beds, colorful artwork, tropical views, and abundant natural light.
Bright second floor twin bedroom with two comfortable twin beds, colorful artwork, plantation shutters, and French doors opening to the tropical surroundings.
Second floor bathroom featuring a combination tub and shower, classic tilework, a spacious vanity, and plenty of natural light.
Thoughtful guest amenities include a basket of beach towels, perfect for enjoying sunny days by the pool or exploring Key West.
Floor plan of the second floor, showing the bedrooms, living spaces, dining room, kitchen, and outdoor balcony.
Floor plan of the third floor, featuring the spacious primary suite and private bathroom.
The William Skelton Home’s lush tropical backyard features a private swimming pool, comfortable outdoor seating, and beautifully landscaped gardens.
Classic Key West architecture and lush tropical landscaping surround the William Skelton Home, creating a beautiful and welcoming setting in historic Old Town.
The charming front of the William Skelton Home showcases its historic architecture, colorful details, inviting porches, and lush tropical landscaping.
Inviting front porch of the William Skelton Home, surrounded by tropical greenery and overlooking the charming streets of historic Old Town Key West.
Conveniently located in historic Old Town Key West, the William Skelton Home is close to the island’s restaurants, shops, galleries, and iconic attractions.
A map showing the William Skelton Home’s location in historic Old Town Key West, within easy reach of the island’s many attractions and amenities.
The William Skelton Home is ideally located in Old Town Key West, close to popular beaches, restaurants, shops, galleries, and historic landmarks.
Key West Aloe bath products make for a locally inspired spa-like experience
A Keurig coffee maker, Nespresso machine, and a traditional drip coffee maker are provided, as well as a starter set of coffee, creamer, and sugar.

William Skelton Home - Upstairs - Key West

  1. United States
  2. /
  3. Florida
  4. /
  5. Key West
6 guests
3 bedrooms
2 bathrooms
Vacation Home•Entire place
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Hosted by Alison

2 months hosting on Houfy

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About this place

3 Bedroom Home - Perfect Location & Private Pool

Step into historic Key West at the William Skelton Home, beautifully situated on Eaton Street in the heart of Old Town. Just steps from Duval Street, you’ll be surrounded by hundreds of restaurants and bars, galleries, shops, and Key West’s most beloved attractions.

The Upper Level Retreat includes the entire second and third floors of this historic home, offering three comfortable bedrooms and spacious living areas designed for relaxing and gathering. The newly renovated chef’s kitchen is fully equipped for preparing meals at home, while multiple outdoor spaces provide plenty of opportunities to enjoy the tropical Key West setting.

Outside, enjoy your own private heated swimming pool surrounded by lush tropical landscaping. There is also off street parking, a valuable convenience in Old Town.

The rental includes the second and third floors only. The first floor will remain vacant and unoccupied during your stay, giving you added privacy and allowing you to enjoy the upper levels and outdoor amenities without another guest group in the home.

The William Skelton Home is a wonderful combination of historic Key West charm and comfortable modern amenities, with an unbeatable Old Town location.

Want to see what past guests have to say? Check out the many reviews on our entire home listing, #3519858, where guests have enjoyed the William Skelton Home as a full property.

Sleeping configuration

Bedroom 1

1 king bed

Bedroom 2

1 queen bed

Bedroom 3

2 single beds

What this place offers

30 Amenities
Washing Machine
Iron & Board
Hair Dryer
Linens Provided
Full Kitchen
Oven
Private Pool
Balcony
High Speed Internet
Desk chair
Smart TV
Smoke Detector
Processing...

Nearby activities

13 Activities
Jet skiing
Deepsea fishing
Pier fishing
Wind surfing
Golf
Cycling
Swimming
Fly fishing

Property Suitability

Please review these important guidelines to ensure this property meets your needs and expectations.

Child friendly

No events allowed

No smoking allowed

Parking Included

Meet the Host

Alison profile picture
Alison

Host

English
Alison Costello is the founder of Welcome Home Key West and Welcome Home Charlevoix, where she combines her professional hospitality experience with her genuine love for creating beautiful, welcoming places to stay. A longtime Key West resident and a proud Michigander with deep roots in Northern Michigan, Alison considers both Key West and Charlevoix home. Her love for travel, great food and wine, animals, and discovering the little things that make a destination special is reflected in the homes she manages and the experiences she creates for guests. Outside of work, Alison is a mom, animal lover, and self proclaimed foodie and wine enthusiast. She loves exploring local restaurants, spending time with family, being on the water, and finding new places and experiences to share with others. Through Welcome Home, Alison brings a personal touch to vacation rental management, combining professional hospitality with the kind of local knowledge and attention to detail that comes from genuinely loving the places she calls home. Whether you're visiting Key West for sunshine and island life or Charlevoix for lake days, small town charm, and Northern Michigan summers, Alison hopes to make your stay feel a little more like coming home.
Member Since
August 2026

Have Questions?

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Scenic views

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Policies & Rules

Check-In
4PM
Flexible timing
Check-Out
10AM
Standard
Max Guests
6 People
Min Age
21
Primary renter
Not Allowed
Pets • Smoking • Parties
Security Deposit
500
Refundable

Click sections for details • All policies strictly enforced

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