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

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A two-story house with a green door and white porch columns.
A two-story house with a green front porch, white railings, and a green door.
A spacious living room with two leather sofas, a glass coffee table, and a large flat-screen TV mounted on the wall.
A spacious living room with a leather sofa, a glass coffee table, and a view of the outdoors through large windows.
A spacious living room with a dark leather sofa, a dining area with wicker chairs, and a staircase with a white railing.

Reviews

10 out of 10
Exceptional

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Private garden
    A rare find — relax in the peaceful, private garden space.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Duval Street
2 bedrooms1+ bathroomSleeps 4

Popular amenities

  • Kitchen
  • Air-conditioning
  • Barbecue
  • Balcony
  • Free Wi-Fi
  • Balcony or patio

Explore the area

View map
Key West, FL
  • Place, Duval Street
    ‪2 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪5 min walk‬
  • Place, Southernmost Point
    ‪11 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

1 bathroom, 1 half bathroom

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Garden
Dining area

About this property

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...

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property Registration Number 25230-104502
Property # 9597525
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
On-site 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 that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock

About the area

Key West

Located by the sea, this holiday home is in Old Town Key West, a neighbourhood in Key West. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby.
View more Holiday homes in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Duval Street - 2 min walk - 0.2 km
  • Ernest Hemingway Home and Museum - 5 min walk - 0.4 km
  • Key West Lighthouse and Keeper's Quarters Museum - 5 min walk - 0.4 km
  • South Beach - 9 min walk - 0.8 km
  • Southernmost Point - 11 min walk - 0.9 km

Getting around

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

Restaurants

  • ‪Moondog Cafe & Bakery - ‬3 min walk
  • ‪801 Bourbon Bar - ‬2 min walk
  • ‪Old Town Tavern - ‬1 min walk
  • ‪Bourbon Street Pub - ‬3 min walk
  • ‪Aqua - ‬3 min walk

Frequently asked questions

Is SAILOR HOUSE ~ Charming 2 Bedroom, 1.5 Bathroom Just Steps to Duval St! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at SAILOR HOUSE ~ Charming 2 Bedroom, 1.5 Bathroom Just Steps to Duval St!?

As of 23 July 2026, prices found for a 1-night stay for 2 adults at SAILOR HOUSE ~ Charming 2 Bedroom, 1.5 Bathroom Just Steps to Duval St! on 24 July 2026 start from NZ$2,421, 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.

What time is check-in at SAILOR HOUSE ~ Charming 2 Bedroom, 1.5 Bathroom Just Steps to Duval St!?

Check-in begins at 4:00 PM.

What time is check-out at SAILOR HOUSE ~ Charming 2 Bedroom, 1.5 Bathroom Just Steps to Duval St!?

Checkout is at 10:00 AM.

Where is SAILOR HOUSE ~ Charming 2 Bedroom, 1.5 Bathroom Just Steps to Duval St! located?

Located in Old Town Key West, this holiday home is steps away from Tennessee Williams Key West Exhibit, Duval Street and Ernest Hemingway Home and Museum. Florida Keys Beaches and South Beach are also within 10 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
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

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

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
Response from VrboOwner on 22 April 2026
Thanks so much for the lovely feedback Mary! We’re happy to hear you enjoyed the property and would love to host you again in the future.
Verified

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
Response from VrboOwner on 23 October 2025
Kathy, so glad to hear you had such a positive experience! We’d love nothing more than to welcome you back for another wonderful stay.
Verified

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

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
Response from VrboOwner on 23 October 2025
Patricia so glad to hear you had such a positive experience! We’d love nothing more than to welcome you back for another wonderful stay.
Verified

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
Response from VrboOwner on 23 May 2024
Thank you for this great review Christine! We are thrilled you enjoyed the property and hope to host you again in the future!
Verified

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
Response from VrboOwner on 8 November 2023
Thank you for taking the time to post a review of our property Edward. We are so happy to hear that you enjoyed your time in Key West. Our goal is always to exceed your expectations! If there's anything we can help you with during your next visit, please don't hesitate to let us know.
Verified

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

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
Response from VrboOwner on 6 April 2026
Thank you for your feedback on your recent stay. We are so glad that you enjoyed your time spent at this home. We appreciate your feedback that we will relay back to the owners for review. Thank you again and please reach out to us for your next vacation in paradise!
Verified

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
Response from VrboOwner on 8 November 2023
Thank you for this great review Kimberly! We are thrilled you enjoyed the property and hope to host you again in the future!
Verified

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

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
Response from VrboOwner on 8 November 2023
Thank you for your wonderful review. We are thrilled you loved this home and hope to host you again soon!
Verified

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
Response from VrboOwner on 8 November 2023
Thank you for your review. We are so thrilled to hear how much you loved this home and hope to see you again!
Verified

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
Response from VrboOwner on 23 May 2024
We are so happy you found this property and its location ideal for your get away in Key West. We hope you'll stay with us again next time you visit!
Verified

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
Response from VrboOwner on 6 October 2022
We are so happy you found this property and its location ideal for your get away in Key West Nicole. We hope you'll stay with us again next time you visit!
Verified

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
Response from VrboOwner on 8 November 2023
Thank you for your wonderful review Amy. We enjoyed hosting you and hope to see you back in Key West again soon!
Verified

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
Response from VrboOwner on 8 November 2023
Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!
Verified

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
Response from VrboOwner on 27 February 2023
Thank you for your wonderful review Kevin. We enjoyed hosting you and hope to see you back in Key West again soon!
Verified

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
Response from VrboOwner on 8 November 2023
Thank you for your wonderful review Catherine. We are thrilled you loved this home and hope to host you for a longer period next time!
Verified

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
Response from VrboOwner on 27 February 2023
Thank you for your review John. We are so thrilled to hear how much you loved this home and hope to see you again!
Verified

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
Response from VrboOwner on 8 November 2023
Thank you for this wonderful review Teresa, we are so glad you enjoyed the property so much you are planning on coming back! We look forward to welcoming you again next time you are in Key West.
Verified

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
Response from VrboOwner on 23 May 2024
Thank you for your wonderful review. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!
Verified

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

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
Response from VrboOwner on 27 February 2023
Thank you for your incredible review Anita! We are so thrilled to hear how much you loved this Key West retreat and we are looking forward to hosting you again next time you visit the island. Thank you for being our guest!
Verified

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
From a partner site

10/10 Excellent

David A.

Great Place

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Really enjoyed our stay at the Sailor House. Very nice place, with everything we needed for our stay. Also, a great location for all the festivities in Key West.
Response from VrboOwner on 27 August 2025
Thanks so much for the lovely feedback David! We’re happy to hear you enjoyed the property and would love to host you again in the future.

About the host

Hosted by Wendy Zintsmaster & Team

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Languages:

English

Premier Host

They consistently provide great experiences for their guests
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