Entire home

3 Bedroom Home - Perfect Location & Private Pool

Photo gallery for 3 Bedroom Home - Perfect Location & Private Pool

A pool area with lounge chairs and a dining table, surrounded by lush tropical plants.
Property video
A patio with outdoor furniture and a grill, surrounded by lush greenery and a pink house with a balcony.
A cozy cabin interior with a bed, seating area, and a TV.
A wooden interior with a white door, a white railing, and a chandelier.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Cook, dine, and unwind
    Top-rated for its fully equipped kitchen, perfect for every meal.
  • Outdoor pool
    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Duval Street
3 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Private pool
  • Onsite parking available
  • Kitchen
  • Washer
  • Air conditioning
  • Barbecue grill

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪1 min walk‬
  • Place, Harry S. Truman Little White House
    ‪6 min walk‬
  • Place, Mallory Square
    ‪7 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪12 min drive‬

Where you'll sleep

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Twin Beds

2 bathrooms

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Number of living rooms
Garden
Dining area

About this property

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.
Our prices include all fees. No hidden fees.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Sliding Door out to the pool deck
Casa Rosa: 4BR/4BA house, pool, near Duval
Historic Seaport
  • Pool
  • Hot tub
  • Kitchen
  • Washer
9.8 out of 10, Exceptional, (93 reviews)
Casa Rosa: 4BR/4BA house, pool, near Duval

House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
default

Children

Children allowed: ages 0-17
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.

Important information

You need to know

Property # 3847002
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Key West

Located near the beach, this vacation home is in Key West Historic District, a neighborhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. Mel Fisher Maritime Museum and Key West Shipwreck Museum are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby.
View more Vacation Homes in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Duval Street - 1 min walk - 0.0 km
  • Oldest House Museum and Garden - 3 min walk - 0.3 km
  • Harry S. Truman Little White House - 6 min walk - 0.6 km
  • Mallory Square - 7 min walk - 0.7 km
  • Ernest Hemingway Home and Museum - 14 min walk - 1.2 km

Getting around

  • Key West Intl. Airport (EYW) - 12 min drive

Restaurants

  • ‪Sloppy Joe's Bar - ‬4 min walk
  • ‪Irish Kevin's - ‬4 min walk
  • ‪Margaritaville - ‬3 min walk
  • ‪The Bull & Whistle Bar - ‬3 min walk
  • ‪Rick's Bar - ‬4 min walk

Frequently asked questions

Does 3 Bedroom Home - Perfect Location & Private Pool have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at 3 Bedroom Home - Perfect Location & Private Pool?

As of Sep 22, 2026, prices found for a 1-night stay for 2 adults at 3 Bedroom Home - Perfect Location & Private Pool on Oct 12, 2026 start from $847, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is 3 Bedroom Home - Perfect Location & Private Pool pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at 3 Bedroom Home - Perfect Location & Private Pool?

Check-in begins at 4:00 PM.

What time is check-out at 3 Bedroom Home - Perfect Location & Private Pool?

Check-out is at 10:00 AM.

Where is 3 Bedroom Home - Perfect Location & Private Pool located?

Located in Key West Historic District, this vacation home is steps from The Key West Theater and Duval Street. Florida Keys Beaches and Mallory Square are also within 10 minutes.

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 4 out of 5 reviews
Rating 8 - Good. 1 out of 5 reviews
Rating 6 - Okay. 0 out of 5 reviews
Rating 4 - Poor. 0 out of 5 reviews
Rating 2 - Terrible. 0 out of 5 reviews

9.6/10

Cleanliness

9.6/10

Check-in

10/10

Communication

9.6/10

Location

9.2/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

1st Trip to Key West!

We really enjoyed our stay...great house in an outstanding location!!
Stayed 4 nights in Apr 2024
Response from VrboOwner on May 8, 2024
Thank you for the great review! We hope to see you again!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Location in Key West

This was a great place to stay. The house was in a perfect location, close to Duval but far enough off for a quiet night. The backyard and pool were a relaxing place to hang out for a bit as well. If we do this trip again next year I hope we can get this house.
Stayed 4 nights in Mar 2024
Response from VrboOwner on Mar 8, 2024
Thank you for the wonderful review! We love that you had an awesome experience and hope to see you again in the future.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely with central locations

Absolutely lovely house and fantastic location. Right in the center of Key West. Walking distance to any location. The owner was very pleasant and responsive, even at night when we contacted him with questions. Highly recommend this house for your stay at Key West.
Stayed 2 nights in Aug 2024
Response from VrboOwner on Aug 23, 2024
Thank you for the great review! We are so glad you enjoyed your stay and hope to see you again in the future.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Doesn’t get much better

We had such a great experience staying here. The house is old and wonderfully maintained, so many places to sit and enjoy inside or outside, the balconies are amazing, and the pool was a gem. Parking was tight, but we made it work, and didn’t have to pay for street parking. The host was responsive and accommodating, although we didn’t really need much of anything.
Stayed 2 nights in Jun 2024
Response from VrboOwner on Jul 8, 2024
Thank you for the great review! We are so glad you enjoyed your time.
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key West Vacation

The William Skelton house is very nice and we liked it alot. There were a few glitches: there was a problem with the entry door to the unit, and we couldn't lock it either from the inside nor from the outside, until the property manager and her colleague came and took a screw out of the door knob latch plate, which then allowed the door to close fully. The main floor bathroom has a water saver toilet which meant holding the flush handle down for a bit to get it to flush properly. The kitchen is very cute and pretty fully equipped, and coffee pods and creamers were provided. The TV is very cool, with artwork shown when TV is off, just wish we knew more about streaming so we might have been able to watch what we wanted. Overall, very very nice, pretty expensive but all things in Key West are at this time of year. Would definitely consider staying again.
Stayed 2 nights in Jan 2025

About the host

Hosted by Alison

Host profile image
I’m Alison, a longtime hospitality professional and Key West local. After more than 15 years in the hospitality industry, I love sharing my knowledge of the island and helping guests have an unforgettable stay. I’m passionate about creating beautiful, comfortable homes that capture the charm and character of Key West while providing everything you need for a relaxing vacation. I’m always happy to share my favorite restaurants, activities, and local spots to help you experience the island like a local. I look forward to welcoming you to Key West!

Why they chose this property

The Upper Level Retreat offers a rare combination of historic Key West charm, privacy, and an unbeatable Old Town location. Stay just steps from Duval Street while enjoying three bedrooms, spacious indoor and outdoor living areas, a newly renovated chef’s kitchen, off street parking, and your own private heated swimming pool surrounded by lush tropical gardens. The first floor remains vacant during your stay, giving you added privacy and space to truly relax.

What makes this property unique

Enjoy the best of Old Town Key West with the space and privacy of a private home. The Upper Level Retreat offers a private heated pool, off street parking, three bedrooms, multiple indoor and outdoor living spaces, and a newly renovated chef’s kitchen. Its location on Eaton Street puts you just steps from Duval Street, while the vacant first floor provides added privacy during your stay.

Languages:

English
Tell us how we can improve our siteShare feedback