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SAILOR HOUSE ~ Charming 2 Bedroom, 1.5 Bathroom Just Steps to Duval St!

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A bedroom with a bed, a bookshelf, and a sliding barn door.
A two-story house with a green door and white porch columns.
A staircase with a chandelier, a sliding barn door, a bed with a lamp, and a wall with a compass artwork.
A modern kitchen with a central island, wooden cabinets, and a built-in oven.
A covered patio with wicker furniture, a grill, and lush tropical plants.

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 41080 sq ft

Popular amenities

  • Kitchen
  • Free WiFi
  • Air conditioning
  • Outdoor Space
  • Barbecue grill

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪2 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪5 min walk‬
  • Place, Key West Lighthouse and Keeper's Quarters Museum
    ‪5 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

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About the neighborhood

Key West

Located in Old Town Key West, this vacation home is next to popular attractions like Duval Street and Ernest Hemingway Home and Museum. The vacation home includes a kitchen, a balcony, and a fenced private yard.
View more Vacation Homes in Key WestOpens in a new window

What's nearby

  • Duval Street - 2 min walk - 0.1 miles
  • Ernest Hemingway Home and Museum - 5 min walk - 0.3 miles
  • Key West Lighthouse and Keeper's Quarters Museum - 5 min walk - 0.3 miles
  • South Beach - 9 min walk - 0.5 miles
  • Southernmost Point - 11 min walk - 0.6 miles

Getting around

  • Key West Intl. Airport (EYW) - 15 min drive

Restaurants

  • ‪Moondog Cafe & Bakery - ‬3 min walk
  • ‪Mangoes Restaurant - ‬4 min walk
  • ‪801 Bourbon Bar - ‬2 min walk
  • ‪Old Town Tavern - ‬1 min walk
  • ‪Rams Head Southernmost - ‬4 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

SAILOR HOUSE ~ Charming 2 Bedroom, 1.5 Bathroom Just Steps to Duval St!

FAR FROM ORDINARY...
Extraordinary moments and blissful surroundings lie ahead for your Key West adventure as you soak in an alternate reality full of sunshine and serenity. Nestled just 1 block off the fun-loving Duval St., this cozy retreat makes your time in Paradise hard to leave with everything at your fingertips such as all the highly adored restaurants, bars and attractions.
***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE

DETAILS AND AMENITIES...
Greeted by swaying palms and lush greenery surrounding this charming tropical getaway, the stress of the real world instantly washes away. A front porch begins your time calling for a good book as you unwind and watch neighbors passing by. Find a bright and open Great Room inside outfitted with comfortable furnishings, a writing desk and a flat screen TV. A fully equipped kitchen area includes a table for 4 and bar top seating for 3.

SLEEPING ARRANGEMENTS...
Follow the stairs up to two comfortable guest rooms lying beyond charming barn doors for your peaceful night's rest. The first room comes with a queen bed and a TV with direct access to the front balcony with a charming swing to overlook the vibrant neighborhood. The second room comes with a king bed and a TV , as well as access to a rear facing private sundeck with loungers for your lazy days. Full bathroom with shower is located on the second floor. An additional half bathroom lies outside off the back porch area.

OUTDOOR LIVING...
Slip outside from the kitchen area to your covered, tranquil outdoor oasis. Grill up your fresh catch of the day to be enjoyed at the outdoor table for 4. Enjoy an outdoor shower so you can rinse off after a fun summer day out on the town. This property is just a stone's throw from the famous Duval St. making your time in Paradise practically perfect.

PARKING...
This home does not have designated parking but there is on street parking in the surrounding neighborhood.  Please refrain from parking in spots marked “residential”. Guests may also park at the Old Town Parking Garage which allows daily and monthly rates.

CONCIERGE SERVICES...
Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!

CANCELLATION...
Bookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.

PARADISE AT YOUR FINGERTIPS...
The vacation home is air-conditioned and features a kitchen, 1.5 bathrooms, and a balcony, and there's space to spread out with 2 bedrooms. Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a fenced private yard, a coffee maker, and an ironing board. Housekeeping is available on request.

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Interior entrance
Wicker Guesthouse
Old Town Key West
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
8.6 out of 10, Excellent, 1,006 reviews
$199 nightly
The price is $224
Aug 24 - Aug 25
Total with taxes and fees
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Property amenities

Internet

  • Available in the house: Free WiFi

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1.5 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard
  • Garden

Work spaces

  • Desk

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Concierge services
  • Housekeeping (on request)
  • Iron/ironing board

Location highlights

  • In the city center
  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Housekeeping (on request)
  • Unit size: 1,080 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25
Property Registration Number 25230-104502

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a fire extinguisher, a smoke detector, and a deadbolt lock.

Property is also known as

2450-222177

Frequently asked questions

What's there to see near this vacation home?

This vacation home is situated in Old Town Key West, just steps from Duval Street and Ernest Hemingway Home and Museum, and within a short walk of Florida Keys Beaches. You'll also find South Beach and Southernmost Point less than a mile away.

Will I be able to park at SAILOR HOUSE ~ Charming 2 Bedroom, 1.5 Bathroom Just Steps to Duval St!?

No, this vacation home doesn't offer parking.

Is this vacation home adjacent to a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

Is SAILOR HOUSE ~ Charming 2 Bedroom, 1.5 Bathroom Just Steps to Duval St! good for couples?

Amenities that appeal to couples at this historic vacation home include a kitchen as well as concierge services and a garden.

Are there hot tubs at SAILOR HOUSE ~ Charming 2 Bedroom, 1.5 Bathroom Just Steps to Duval St!?

No, there isn't a spa tub at this vacation home.

Does this vacation home offer breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay for free?

No, pets aren't allowed at this vacation home.

Are there connecting rooms at SAILOR HOUSE ~ Charming 2 Bedroom, 1.5 Bathroom Just Steps to Duval St!?

No, there aren't connecting guestrooms at this vacation home.

Where is the closest airport to this vacation home?

The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 3.8 mi away (15 minutes by car).

Can I book a room with a balcony at SAILOR HOUSE ~ Charming 2 Bedroom, 1.5 Bathroom Just Steps to Duval St!?

Yes, every house at SAILOR HOUSE ~ Charming 2 Bedroom, 1.5 Bathroom Just Steps to Duval St! comes with a balcony.

SAILOR HOUSE ~ Charming 2 Bedroom, 1.5 Bathroom Just Steps to Duval St! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 75 out of 78 reviews
Rating 8 - Good. 3 out of 78 reviews
Rating 6 - Okay. 0 out of 78 reviews
Rating 4 - Poor. 0 out of 78 reviews
Rating 2 - Terrible. 0 out of 78 reviews

10/10

Cleanliness

10/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Mary S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location!! Easy walk to most things. Wish we could have stayed longer to just enjoy sitting on the patios. Would definitely come back
Stayed 4 nights in Mar 2026
Verified review

10/10 Excellent

kathy s.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very close to everything .. clean very kool air ..comfortable beds … had everything we needed ..
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Jennifer S.

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

Great location

This was a great location for our weekend trip!
Stayed 3 nights in Oct 2024
Verified review

10/10 Excellent

Patricia S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great just wish it it had two bathrooms
Stayed 3 nights in Sep 2025
Verified review

10/10 Excellent

Christine T.

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

Perfect location

Clean, comfortable and right around the corner from park, shopping and dining! Can’t wait to come back!
Stayed 4 nights in Apr 2024
Verified review

10/10 Excellent

edward f.

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

Great stay

Great location. Beautiful property. Exceeded our expectations.
Stayed 4 nights in Apr 2023
Verified review

10/10 Excellent

James G.

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

Pleasant Stay

Great house in a great location. Great walkable neighborhood. Lush. Excellent way to experience Olde Town.
Stayed 4 nights in Mar 2025
Verified review

10/10 Excellent

Kimberly B.

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

Lovely stay!

We had a wonderful stay at the house! The owner was very helpful in identifying day trips and where to store our luggage prior to check-in. Overall, a wonderful experience!
Stayed 3 nights in Sep 2023
Verified review

10/10 Excellent

Julie J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay at the Sailor House. There was plenty of room. Everything was comfortable and in good working order. The location was convenient. Check in was a breeze.The only issue we had were an infestation of small insects the first night mostly on the second level. We were able to kill them with Raid that was provided. I would suggest during cleanings apply Raid so that guests do not have to do this or have the house sprayed professionally more often.
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Jill T.

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

Perfect Getaway!

Great location! House had everything we needed. It was a perfect weekend getaway ☀️😎
Stayed 4 nights in Apr 2023
Verified review

10/10 Excellent

Mark J.

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

Ideal location, perfect house and great management. Will be back!

All I say is that it was perfect. Just my oldest daughter and I. Great time and accommodations! THANK you and I will be back!
Stayed 4 nights in Sep 2024
Verified review

10/10 Excellent

Rob W.

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

Charming house in great location

Very nice 2-bedroom home with generous space for spreading out and relaxing when not out exploring downtown Key West!
Stayed 3 nights in Mar 2023
Verified review

10/10 Excellent

Mary P.

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

Great location

We really enjoyed our stay. We were able to walk everywhere very easily. The house had everything we needed and was very clean. We also enjoyed the back patio for evenings.
Stayed 5 nights in Mar 2024
Verified review

10/10 Excellent

Nicole D.

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

Convenient location

Had a great stay at Sailor House! Very convenient to Duval St., quiet street, clean property and excellent communication with Brian (property manager).
Stayed 4 nights in Jul 2022
Verified review

10/10 Excellent

Amy C.

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

Great trip!

We had a great stay at the Sailor House! Good location for getting around the island. The property manager was extremely helpful throughout the entire process.
Stayed 3 nights in Sep 2023
Verified review

10/10 Excellent

Angela M.

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

Sailor House

Highly recommend the Sailor House in Key West!
Stayed 4 nights in May 2023
Verified review

10/10 Excellent

Kevin J.

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

Fantastic Hideaway Steps from Duval

Awesome location! Spotless home with every need anticipated, met and exceeded! My family thoroughly enjoyed our vacation at Sailor House!
Stayed 7 nights in Jan 2023
Verified review

10/10 Excellent

Catherine L.

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

Attractive, clean comfortable house. Right off Duval St.

Wanted to stay longer!!!
Stayed 2 nights in Sep 2023
Verified review

10/10 Excellent

John w.

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

Great location

Perfectly clean and a great place! Perfect for 2 couples. Very spacious first floor for entertaining plus 3 great outdoor spaces too! Book it!
Stayed 4 nights in Feb 2023
Verified review

10/10 Excellent

Teresa A.

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

Beautiful property and a great location!

The house was great! We really liked the location and we were able to walk everywhere we needed to go. We will definitely be back! The manager was very responsive and helpful!
Stayed 3 nights in Jun 2023
Verified review

10/10 Excellent

Kim C.

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

Perfectly located

This property did not disappoint! Perfect location and steps away from everything you need! The home was very comfortable and we enjoyed many mornings on the porch before the day festivities! Loved our stay and would stay again!
Stayed 7 nights in Dec 2023
Verified review

10/10 Excellent

Michelle F.

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

Fantastic Option

Beautiful appointed home and convenient location! I would definitely recommend.
Stayed 4 nights in Oct 2024
Verified review

10/10 Excellent

Anita T.

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

House is fantastic!

We loved this house! So clean and comfortable. Location is great. Close to Duvall Street but still quiet. We will definitely be back!
Stayed 2 nights in Jan 2023
Verified review

10/10 Excellent

Brenda D.

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

Amazing stay

The house is perfect! It has everything you’ll need, it’s spotless and so nicely decorated. Added plus is its perfect location to all things Key West. We were able to walk everywhere and were able to find parking every day on Truman street. I highly recommend this property. Thank you for a perfect vacation rental!
Stayed 5 nights in Jun 2024
Verified review

10/10 Excellent

Donald P.

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

Great location

Property was very nice and clean. Location was just off of Duvall but far enough to be able to enjoy some peace and quiet. Property manager was in contact with us before, during and after visit.
Stayed 5 nights in May 2022

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