Entire home

~ VILLA JOSINE ~ 4 B/4.5 BA large designer home with pool in a great location

Holiday home with private pool, a short walk to Duval Street

Photo gallery for ~ VILLA JOSINE ~ 4 B/4.5 BA large designer home with pool in a great location

Fabulous exterior of Villa Josine. In the heart of Old Town.
Sparkling waters, shaded porch, loungers.... pool perfect!
You'll know you're in Key West luxury when you're here!
Come and sit in these gorgeous outdoor chairs on private porch!
Open concept living and dining in this gorgeous vaulted room!

Reviews

10 out of 10
Exceptional
4 bedrooms4+ bathroomsSleeps 8

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Pool
  • Barbecue grill

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪5 min walk‬
  • Place, Southernmost Point
    ‪12 min walk‬
  • Place, Mallory Square
    ‪16 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪8 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

2 Single Beds

Bedroom 3

1 King Bed

Bedroom 4

1 Queen Bed

4 bathrooms, 1 half bathroom

Bathroom 1

Toilet

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet · Shower only

Bathroom 5

Toilet · Shower only

Spaces

Kitchen

About this property

~ VILLA JOSINE ~ 4 B/4.5 BA large designer home with pool in a great location

THE PROPERTY: Villa Josine not only has curb appeal but also is a stunning example of a Key West eyebrow house. This architectural style was popular in the 1800’s and helped keep the second story cool, prior to the advent of air conditioning. Unlike those of the 1800’s, this home has been completely renovated with modern amenities and high-end designer finishes. It’s large enough for your entire family to enjoy.

There are 4 spacious bedrooms with 4 ensuite baths. Located on the first floor are two of the bedrooms, one with a king bed and the other with two twin beds. This sleeping area would be ideal for a young family or older family members. Two additional bedrooms are located on the second floor, one with a king bed and the other with a queen bed. All bedrooms include TVs and ceiling fans and are brilliantly furnished, such that you may not want to leave your room. There is also a convenient half bath on the first floor.

The main area on the first floor includes a grand, vaulted ceiling and a large, open concept living room/dining room and kitchen. Top of the line stainless steel appliances, white quartz counter tops and open shelving will allure your family’s chef to create sumptuous meals, even while on vacation. The kitchen is adorned with a large island with seating for four and is cleverly trimmed in historic Dade County pine. An additional dining area overlooks the back of the home and private pool via a wall of glass doors.
Step outside onto the spacious, comfortably furnished covered deck. You can spend time reading, relaxing, or chilling in the pool. Surrounded by lush landscaping, you will feel as if you are in a private wonderland.
Beautiful furnishings and natural light abound throughout this home. Nooks and crannies, eclectic art and Key West charm are elegantly highlighted in this unique and exquisite home. Come stay a while in Villa Josine!

BED CONFIGURATION: The home offers 4 bedrooms each with their own ensuite bathroom. The 2 first floor bedrooms offer a king bed and 2 twin beds, while the 2 second floor bedrooms offer a king bed and a queen bed. **The twin beds cannot be joined to form a king.**

OUTDOOR AMENITIES: Enjoy your morning coffee or tea on Villa Josine’s welcoming front porch. Relax at the back of the home by the large sparkling pool with friends and family or enjoy a respite from the sun on the covered deck. The pool is heated seasonally (November through April) for an additional fee which will be assessed at the time of booking. Outdoor dining on the deck is a wonderful option with seating for eight and a gas grill. Whatever you choose, this private, tropical outdoor area is exactly what you think of when you think of Key West.

PARKING: This home offers the convenience of off-street parking for one vehicle.

LOCATION: Villa Josine sits in a quiet neighborhood on Elizabeth Street - one of the most sought-after streets in Key West! Relax in the heart of the "Old Town North of Truman” district, which is conveniently located within walking distance to all the fun activities and fine dining that Key West has to offer. You are just a few steps from the historic Key West Cemetery and only two blocks from world famous Duval Street. William Butler Park is nearby, as are several Key West Conch homes.

PETS: This home is NOT pet friendly. (If you have pets, please browse through our many homes that are pet-friendly).

SMOKING: This is a non-smoking home and property.

***Guests must be 25 years of age or older unless accompanied by an adult.

***Managed by Historic Key West Vacation Rentals***

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Air conditioning
Parking available

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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

About the area

Key West

Located in Key West, this holiday home is in the city centre. 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 South Beach and Smathers Beach. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting. Discover the area's water adventures with jet skiing, scuba diving and snorkelling nearby, or enjoy the great outdoors with ecotours.
Map
Key West, FL

What's nearby

  • Duval Street - 5 min walk - 0.4 km
  • Ernest Hemingway Home and Museum - 6 min walk - 0.6 km
  • South Beach - 11 min walk - 1.0 km
  • Southernmost Point - 12 min walk - 1.1 km
  • Mallory Square - 16 min walk - 1.4 km

Getting around

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

Restaurants

  • ‪Bourbon Street Pub - ‬5 min walk
  • ‪801 Bourbon Bar - ‬4 min walk
  • ‪Old Town Tavern - ‬5 min walk
  • ‪Aqua - ‬5 min walk
  • ‪DJ's Clam Shack - ‬5 min walk

Frequently asked questions

Is ~ VILLA JOSINE ~ 4 B/4.5 BA large designer home with pool in a great location pet-friendly?

No, pets are not allowed at this property.

What time is check-in at ~ VILLA JOSINE ~ 4 B/4.5 BA large designer home with pool in a great location?

Check-in begins at 4:00 PM.

What time is check-out at ~ VILLA JOSINE ~ 4 B/4.5 BA large designer home with pool in a great location?

Checkout is at 10:00 AM.

Where is ~ VILLA JOSINE ~ 4 B/4.5 BA large designer home with pool in a great location located?

Located in Old Town Key West, this holiday home is within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. South Beach and Fort Zachary Taylor Historic State Park are also within 1 mile (2 km).

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. 163 out of 169 reviews
Rating 8 - Good. 6 out of 169 reviews
Rating 6 - Okay. 0 out of 169 reviews
Rating 4 - Poor. 0 out of 169 reviews
Rating 2 - Terrible. 0 out of 169 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

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

10/10 Excellent

Christian J.

Exceeded Expectations

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: I booked Villa Josine for a bachelor party with six other people. The experience was second to none - first at foremost, the interior and exterior were extremely well kept and pristine. The inside features high ceilings and a spacious living room/kitchen area that elevates entire experience. The pool is a great addition and created lasting memories. Finally, this property is within walking distance (~10 to ~15 minutes) to the water and nightlife areas. Furthermore, we felt extremely safe the entire time that we were there, and the property management company was very responsive. In my opinion, six-seven people is the ideal amount for this property in order to ensure that everyone is comfortable. I can confidently recommend Via Josine to just about anyone!

10/10 Excellent

Michael C.

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

Just Awesome

Everything Was Above and Beyond. The management co was the best I’ve ever dealt with. Quick responses and eager to help
Stayed 4 nights in Jul 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Julianne D.

Best way to be home away from home

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: This home has all the terms of the keys. It is planned out with a floor plan that is perfect for family. Each suite is private and you have one common area that is wide open. Show from the kitchen to the dining room to the living room to the deck to the pools all in one place all in one eye line Everybody can be doing something a little different, but still be together. House is spotless. Guess the rooster is a character. The neighbors are friendly. Walking distance to everything made it easy to get to where we needed to go without putting everybody in and out of car. The staff answered questions so quickly they were very accommodating and communication was clear contain and very friendly.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Craig C.

Great Family Trip`

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: We are regular Key West visitors and love coming down for music, restaraunts water sports and everything else Key West has to offer! This home has a great location for everything! Walkable to alot of diferent things as well! Home was spcious and has a very relaxing back deck and pool area. Parking is tight but we did squeeze in a small car and 2 golf carts. Definately would stay here again!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Sandra A.

Very nice home on a quiet street.

Rating Details: 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: We have stayed at several Historic Key West Vacation Rental properties over the years and as always, this one did not disappoint. Loved the decor and whimsical artwork throughout the house. Having en suite bathrooms for every bedroom allowed privacy for all our guests. Looking forward to next year!

10/10 Excellent

Zachary O.

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

Great time in the Keys

The house was nice and we had a great time.
Stayed 4 nights in Mar 2025

10/10 Excellent

laura c.

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

So convenient!

This was such a great location, close to everything! We loved our stay, and the pool was just perfect temperature! Great pre Christmas family trip!
Stayed 5 nights in Dec 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Missy B.

Beautiful Key West home 🏝️

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 home was beautiful. It was very clean. It was very spacious. Everything we needed was provided. The pool was clean and nice to have after a long day out on Duval street. It was a great location. We even enjoyed our other roomie, who we named Gus, the local rooster. The rental company does a great job communicating and helping out.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Terry R.

Great family trip!

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 family loved the house and the pool. Visiting Rooster was a big hit. Location was perfect. So many wonderful things to do and we will definitely go back to do more. House was in great shape.

10/10 Excellent

Jeff M.

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

Great location

The place was great. Big and comfortable
Stayed 5 nights in Aug 2024

10/10 Excellent

Jenny E.

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

Really beautiful!

Loved this property and would come back. Stayed with 8 of us...all adults. Back deck and pool were beutiful and clean. Location close to everything! The house was on a very cute and quiet street. Super clean, gorgeous appliances and the kitchen was very well stocked.
Stayed 4 nights in Nov 2024

10/10 Excellent

Chris Y.

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

Great stay!

Beautiful house, thoroughly enjoyed the pool!
Stayed 6 nights in Apr 2021

10/10 Excellent

Brandon B.

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

Key West

Beautiful house in a great location! It was clean and stocked with everything we needed. Awesome location and a good amount of space!
Stayed 5 nights in Jun 2024

10/10 Excellent

Paul C.

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

Key West Getaway

Beautiful property which I would highly recommend !!
Stayed 4 nights in Nov 2023

10/10 Excellent

Dan M.

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

wonderful house for 8+ people. A little on the high proce side

great place to stay in Key West
Stayed 7 nights in Jul 2019

10/10 Excellent

Terry M.

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

Perfect stay

My family and I thoroughly enjoyed our stay in Villa Josine. The house was clean and well stocked. Check in and check out was seamless and we will definitely return.
Stayed 10 nights in Sep 2023

10/10 Excellent

Rachel S.

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

Amazing home in a great location

This was a beautiful home in a great walking location in Old Town Key West. The house was clean, inviting, well appointed and comfortable. The property manager was responsive and helpful as well. Would definitely stay here again!
Stayed 5 nights in Mar 2024

10/10 Excellent

Verified traveller

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

Songwriter’s Fest Fun

Beautiful property in a great location. Able to walk to everything and the property management company is THE BEST! Thoroughly enjoyed staying at this property!
Stayed 5 nights in May 2021

10/10 Excellent

Sandra P.

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

Villa Josine Rental

Whoever remodeled this property spent their money well! It was the perfect spot for our four couples to reunite, relax and enjoy Key West. The location was great, far enough from the bustle of tourists but close enough to walk to attractions and transportation. Highly recommend!
Stayed 4 nights in Apr 2024

10/10 Excellent

JC T.

The staff at Historic Key West were the best I have ever experienced.

Truly a five star home.
Stayed 3 nights in Oct 2019

10/10 Excellent

Geron V.

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

Great house, great area!

We really enjoyed our time here. The house is clean, well equipped, bathrooms in each of the four bedrooms, and a heated pool. We were close enough to walk to our daily activities everyday. Super enjoyable.
Stayed 7 nights in Jan 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Bethany M.

Perfect Getaway in Key West

Rating Details: 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 location is ideal, you are just blocks from Duval Street. The house was impeccable. There was more than enough room for all of us. The backyard/pool area was gorgeous and secluded. It was your own little paradise. I would highly recommend!

10/10 Excellent

Jeffrey J.

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

Great Time!

The house was Perfect for our family of six! Big rooms, outdoor porch and pool gave us the relaxing vacation we needed!
Stayed 6 nights in Jun 2022

10/10 Excellent

Richard T.

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

Family Vacation

The house was great. The back porch was awesome and where we spent most of our time. We were relaxed and enjoyed our time there.
Stayed 5 nights in Jan 2023

10/10 Excellent

Amber S.

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

Girls Trip

Great property for girls location
Stayed 4 nights in Oct 2022

About the host

Hosted by Historic Key West Vacation Rentals

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Languages:

English

Premier Host

They consistently provide great experiences for their guests