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

Key West, Florida
$1539 avg/night
Bed 4

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

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***

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Barbecue Grill
  • POOL/SPA

    Private Pool
  • BATHROOMS

    4.5 Bathrooms Hair Dryer Shower Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Fishing Nearby Golf Nearby Marina Nearby Sailing Nearby Scuba Diving Nearby Snorkeling Nearby Swimming Nearby Water Skiing Nearby
  • ENTERTAINMENT

    TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning
  • LOCATION HIGHLIGHTS

    In The City Center
  • SERVICES AND CONVENIENCES

    Concierge Services Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Availability

Review Review

  • RUTH S.

    Submitted Apr 1, 2026

    Stayed Mar 16, 2026

    We really enjoyed our stay. We loved location and the house was modern and great setup.

  • Marty B.

    Submitted Apr 1, 2026

    Stayed Mar 26, 2026

    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 wonderful experience at the Villa Josine. It was our first time in Key West and based on our time there, it won't be our last!

  • Charles R.

    Submitted Mar 12, 2026

    Stayed Feb 24, 2026

    Great house for four couples. Everything we wanted to do was within walking distance (less than a mile). Walked to Seven Fish and A&B Lobster House restaurants which were the best. Good time at Dry Tortugas. Cleaning crew showed up before checkout time. Would stay here again.

  • TWarren G.

    Submitted Mar 9, 2026

    Stayed Feb 28, 2026

    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 enjoyed a beautiful week at Villa Josine. The home is airy,spacious and beautifully decorated. The back porch is a perfect perch to read, relax and take in the lush landscaping and pool area. The location is key- a short walk to Duval, the marina area, restaurants and the beach. The property management staff were very accessible and helpful during our stay. We have vacationed in KW for decades and this home is one of the nicest homes that we have rented. Villa Josine checks all the boxes!We loved every minute!

  • joseph n.

    Submitted Feb 27, 2026

    Stayed Feb 7, 2026

    HOST WAS GREAT, VERY HELPFUL HOUSE WAS PERFECT

  • Aimee E.

    Submitted Jan 25, 2026

    Stayed Jan 5, 2026

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Historic Key West rentals is very accommodating and helpful. From checking in to checking out couldn’t have been any easier. The rental home was spotless and had everything we needed to enjoy our vacation.

  • Melissa N.

    Submitted Oct 18, 2025

    Stayed Oct 10, 2025

    Beautiful house. Good sized bedrooms; and, the all en-suite baths, and the 1/2 bath in the common area, were perfect. Kitchen is nice and has the tools you need, not a lot of extras but enough. Pool is nice, albeit small. Just enough to cool off with a drink. The location of the house is perfect - very easy to get downtown or out and about. The host/manager was easy to work with and available, if needed.

  • Christian J.

    Submitted Sep 29, 2025

    Stayed Sep 25, 2025

    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!

  • Julianne D.

    Submitted Sep 16, 2025

    Stayed Sep 11, 2025

    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.

  • Craig C.

    Submitted Aug 4, 2025

    Stayed Jul 30, 2025

    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!

  • Michael C.

    Submitted Jul 26, 2025

    Stayed Jul 22, 2025

    Everything Was Above and Beyond. The management co was the best I’ve ever dealt with. Quick responses and eager to help

  • Sandra A.

    Submitted Jun 27, 2025

    Stayed Jun 1, 2025

    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!

  • Missy B.

    Submitted May 7, 2025

    Stayed May 1, 2025

    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.

  • Jeanne D.

    Submitted Mar 25, 2025

    Stayed Mar 3, 2025

    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 was everything we wanted and more than we expected. It was very clean and very well appointed, including comfortable beds and living room furniture. The location was absolutely perfect too. Thanks to Historic Key West Vacation Rentals for making our trip so memorable!!

  • Zachary O.

    Submitted Mar 12, 2025

    Stayed Mar 8, 2025

    The house was nice and we had a great time.

  • Terry R.

    Submitted Feb 19, 2025

    Stayed Feb 13, 2025

    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.

  • laura c.

    Submitted Dec 25, 2024

    Stayed Dec 16, 2024

    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!

  • Jenny E.

    Submitted Dec 4, 2024

    Stayed Nov 30, 2024

    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.

  • Pam S.

    Submitted Oct 19, 2024

    Stayed Dec 31, 1969

    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 was the best house and location. Two blocks from duval street so nearby to walk to many places but far enough not to hear the noise. The company was fantastic and so responsive. We had a couple of minor issues and they were at the door almost before I hung up the phone. We would definitely go back and encourage anyone to rent this villa.

  • Bethany M.

    Submitted Oct 2, 2024

    Stayed Dec 31, 1969

    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!

  • Submitted Sep 14, 2024

    Stayed Sep 4, 2024

    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 we stayed in exceeded my expectations. The pictures on the website looked nice, but once we entered the home, we were very happy. The bedrooms were large and comfortable. The living area was also large and very comfortable, and the pool was absolutely perfect a very private oasis. Most important was how clean home was. Although we never actually met property management in person, they were completely friendly and very accommodating.

  • Jeff M.

    Submitted Aug 22, 2024

    Stayed Aug 17, 2024

    The place was great. Big and comfortable

Your dates are Available!

Total

Includes taxes and fees
$1,157+
View details