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

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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
  • Free WiFi

Explore the area

Map
Key West, Florida
  • Duval Street
    ‪1 min walk‬
  • Ernest Hemingway Home and Museum
    ‪3 min walk‬
  • Southernmost Point
    ‪11 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪15 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...

Property manager

Wendy Zintsmaster & Team
Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen
Free WiFi
Air conditioning
Outdoor space
Barbecue grill

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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. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
Map
Key West, Florida

What's nearby

  • Duval Street - 1 min walk - 0.1 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 - ‬4 min walk
  • ‪801 Bourbon Bar - ‬2 min walk
  • ‪Mangoes Restaurant & Island Cuisine - ‬4 min walk
  • ‪Moondog Cafe & Bakery - ‬3 min walk
  • ‪Old Town Tavern Key West - ‬2 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. 69 out of 72 reviews
Rating 8 - Good. 3 out of 72 reviews
Rating 6 - Okay. 0 out of 72 reviews
Rating 4 - Poor. 0 out of 72 reviews
Rating 2 - Terrible. 0 out of 72 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

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

Daniel H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Oct 2024

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.

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

10/10 Excellent

Neil M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Mar 2024

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

10/10 Excellent

Darlene S.

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

Sailor House happiness

This was our first time visiting Key West and we stayed at the Sailor House at the end of April. The home was very clean and comfortable, the air conditioning worked well and the location was very convenient. The front porch, back patio, upstairs back deck and balcony were nice outside options to read a book or drink a morning coffee. A block away was a shop where we rented bikes for the day and a golf cart for 4 hours another day. Moondog Cafe and El Siboney were two of our favorite restaurants that we walked to from the home. We thoroughly enjoyed our stay at the Sailor House.
Stayed 4 nights in Apr 2024

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

10/10 Excellent

Daisy S.

Great stay in Key West

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: Sailor House was excellent all around. Location perfect. House super clean. Beds very comfortable. The managing company went above and beyond to solve any problem we had. The only minor issue was parking. Street parking was full during our stay. We recommend parking in Old Town Parking Garage during your stay if street parking is not available.
Stayed 4 nights in Feb 2024

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

10/10 Excellent

Russell J.

Sailor House Review

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: A very clean, spacious and well-appointed house. Beds are super comfortable. Outside second bathroom a real plus for multiple guests. Location is great, just a block from Duval St., and on the quieter end. Host communication was excellent whenever needed. Overall, would highly recommend.
Stayed 4 nights in Feb 2024

8/10 Good

Steve W.

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

Good time at the Sailor.

The property was very nice. Parking was very difficult. For several days a car actually blocked the stairs to enter the property.
Stayed 14 nights in Feb 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Peggy S.

Charming Sailor House

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: What a beautiful little home in the heart of Key West. It is very evident that the home is very well cared for and it was extremely clean. We had a wonderful stay and so enjoyed getting to see and know Key West and all it offers. Shana, the manager, was very helpful. Only issue was the parking but once parked no need to move your vehicle because everything is within walking distance. Highly recommend this sweet spot
Stayed 7 nights in Jan 2024

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

10/10 Excellent

Christa B.

What a Great Find!

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 stay at Sailor House was better than we ever could have imagined. The house is clean and comfortable, and we loved sitting on the back deck. The location could not have been better - close to so many Key West attractions and our favorite restaurants. The outdoor shower, bathroom and laundry came in very handy. The only negative was that there is no designated parking. After one night in the parking garage, we were able to snag a spot right in front of the house, so it turned out to be a very minor issue. We would most definitely stay there again!
Stayed 3 nights in Oct 2023

10/10 Excellent

steven b.

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

Sailor House Stay in Key West

Property was super clean. Enjoyed the porches and well organized home. Everything was as described in listing. Owner easy to communicate with and very responsive. We could walk to shops and restaurants Loved this home and would definitely stay here again!
Stayed 7 nights in Sep 2023

10/10 Excellent

Amy C., National Park, NJ USA

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

About the host

Hosted by Wendy Zintsmaster & Team

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests