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

Holiday home with kitchen, steps from Duval Street

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

Welcome to Sailor House!
Charming front porch with seating
Open space
Flat screen TV
Steps to guestrooms

Reviews

10 out of 10
Exceptional
2 bedrooms1+ bathroomSleeps 4100.3 sq m

Popular amenities

  • Barbecue grill
  • Kitchen
  • Outdoor space
  • Air conditioning

Explore the area

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

Kitchen
Free WiFi
Air conditioning
Outdoor space
Barbecue

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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

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
Property Registration Number 25230-104502

About the area

Key West

Located by the sea, this holiday home is in Old Town Key West, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Fort Zachary Taylor Historic State Park and Florida Keys Beaches. Key West Butterfly and Nature Conservatory and MLK Community Pool & Community Center are also worth visiting. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with cycling and ecotours.
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Map
Key West, FL

What's nearby

  • Duval Street - 2 min walk - 0.2 km
  • Ernest Hemingway Home and Museum - 3 min walk - 0.3 km
  • South Beach - 9 min walk - 0.8 km
  • Southernmost Point - 11 min walk - 0.9 km
  • Mallory Square - 17 min walk - 1.4 km

Getting around

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

Restaurants

  • ‪Bourbon Street Pub - ‬3 min walk
  • ‪Old Town Tavern - ‬1 min walk
  • ‪801 Bourbon Bar - ‬2 min walk
  • ‪Vinos on Duval - ‬2 min walk
  • ‪Viva Argentinian Steakhouse - ‬1 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.

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

10/10

Cleanliness

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

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

10/10 Excellent

Amy T.

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

Such a cute place!

We really enjoyed this amazing home. The central location made our stay very easy. We walked everywhere and great restaurants were very close by.
Stayed 2 nights in Feb 2022

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

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

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

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

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

10/10 Excellent

Lori P.

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

Excellent House

Excellent house!!! Looks just like online pictures. This house was very clean, great location and management was incredible. We will definitely book this house again
Stayed 4 nights in Dec 2022

10/10 Excellent

Cliff B.

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

Perfect Weekend Getaway

House was in fantastic condition, great location and very clean. Short walk to all amenities that Duval has to offer. Property manager was in constant communication leading up to the stay helping make sure everything was in line and that we'd have access in a timely manner. Absolute 5-Star place
Stayed 2 nights in May 2022

8/10 Good

Verified traveller

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

Nice place

Wonderful location on a quiet street but central to everything. Comfortable beds, well-appointed kitchen (except for no dishwasher soap or attempt to get us any after I asked so we washed dishes by hand...no huge deal, but would have appreciated a response), nice patios/great balcony swing. Would have liked 2-ply TP, having the property manager not turn on the AC and TVs(!) many many hours before we arrived. But all in all, great place to stay.
Stayed 4 nights in Apr 2023

10/10 Excellent

Jill M.

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

Steps Away From Duval...

This lovely home was conveniently located near all the attractions we were looking for - Duval street, Hemingway House, Butterfly Conservatory, Mallory Square and more. It was just as pictured with a comfortable gathering space, nice outdoor areas and a generous kitchen. It also had great A/C which was needed. The bathroom situation could be a challenge but we made it work (only one full bath). The construction next door was the other challenge. Not ideal after late nights but I guess that's an intermittent project. We just happened to be there when they were working. Overall, I'd highly recommend this well-appointed and well situated home.
Stayed 5 nights in May 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jack P., West Chester Pa

Great Spot Great Place Great Time

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: The thoughtfulness and care put into the selection of pictures, decorations and furniture was evident. They brightened up the house and made it feel like a home rather than a rental. Very cozy and comfortable. The location is perfect for walking access to anything you need or would want to do; restaurants, shopping sight seeing, water activities, etc. The street is quiet and gives you the full Key West feel and experience. The house is clean, air conditioned and fully stocked with books, games, and everything you need in the kitchen for cooking and dining at home. Loved the patios, both upstairs and down. The manager Bryan was extremely helpful and always available with the answer to any question we had. Check-in and check-out was simple and easy. Would not hesitate to stay here again.
Stayed 6 nights in Jun 2023

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

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
This review comes from a trusted partner site and has not been verified.

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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Lisa O.

Key West Experience

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: Our experience at the Sailor House in Key West was exceptional. The different outside sitting areas were fabulous, and yes we took advantage of all areas. The beds were very comfortable and the amenities provided met our needs. We were able to secure a parking spot in front of the house, otherwise it would have been a challenge. On our next visit to Key West we will definitely be staying here again.

10/10 Excellent

jayne k.

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

A Nice Stay at Sailor House

Overall, it was very nice experience staying at Sailor House. Communication with the property management was outstanding - very responsive. Things we loved: Being so close to Duval St yet on a quiet street. The outdoor space - spacious, private area in the back of the house where we had most of our meals (using the grill a lot); deck off the master bedroom is very private and sunny; front second floor porch with the swing. Master bedroom mattress was so comfortable. The kitchen is adequately equipped. The biggest drawback is the neighborhood, specifically a house directly across the street that was a bit shabby. And one day the couple living there had a huge argument right outside their house - yelling and using the "F" word a lot. This wouldn't deter us from staying at Sailor House again because the house itself and the proximity to Duval Street is great.
Stayed 14 nights in Feb 2025

10/10 Excellent

Scott M.

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

Mile )

Here for Mile 0 and couldn't ask for a better property. We would definitely book this again.
Stayed 4 nights in Jan 2025

10/10 Excellent

Michelle S.

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

Sailor House

The house was exactly as described. Very clean, comfortable accommodations and walking distance to everything Duval St had to offer. The only thing that we’d change is having a guaranteed parking spot with the home.
Stayed 2 nights in Jan 2025

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Dave F.

Nice

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: Great place and perfect location. Quick walk to everything.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Dave F.

Nice

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: Great place and perfect location. Quick walk to everything.

10/10 Excellent

Julie F.

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

Perfect for a Weeklong Stay

We stayed at the Sailor House for a week the last week of September. It was wonderful even though we had a bit of a hiccup with Hurricane Helene. The amenities were everything we needed and the location was in walking distance to just about everything. The air conditioner worked great! We named the rooster who hung out outside Teddy Tendergrass.
Stayed 6 nights in Sep 2024

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

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

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