~ 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***
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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
Old Town Key West, a neighbourhood in Key West, is home to this holiday home. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting.
Ernest Hemingway Home and Museum - 9 min walk - 0.8 km
South Beach - 11 min walk - 1.0 km
Key West Butterfly and Nature Conservatory - 11 min walk - 1.0 km
Southernmost Point - 12 min walk - 1.1 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
Mangoes Restaurant - 5 min walk
Old Town Tavern - 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.
How much does it cost to stay at ~ VILLA JOSINE ~ 4 B/4.5 BA large designer home with pool in a great location?
As of 8 May 2026, prices found for a 1-night stay for 2 adults at ~ VILLA JOSINE ~ 4 B/4.5 BA large designer home with pool in a great location on 2 July 2026 start from NZ$2,255, 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.
How much is parking at ~ VILLA JOSINE ~ 4 B/4.5 BA large designer home with pool in a great location?
On-site parking is available at the 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. Florida Keys Beaches and South Beach are also within 15 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We really enjoyed our stay. We loved location and the house was modern and great setup.
RUTH S.
Stayed 3 nights in Mar 2026
Response from VrboOwner on 17 April 2026
Thank you for the nice review of Villa Josine! We hope you'll come and stay with us again in the near future.
~ The Team @ Historic Key West Vacation Rentals
Thank you for taking the time to review us so nicely! We hope we'll see you again in the future!
~ The Team @ Historic Key West Vacation Rentals
From a partner site
10/10 Excellent
Marty B.
1 April 2026
Dream vacation
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!
Marty B.
Response from VrboOwner on 12 April 2026
That is so nice to hear that you'll be back! Key West is a great vacation location!
~ The Team @ Historic Key West Vacation Rentals
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.
Charles R.
Stayed 4 nights in Feb 2026
Response from VrboOwner on 17 March 2026
Thank you for the kind review of Villa Josine. We hope you'll come and stay with us again, and soon!
~ The Team @ Historic Key West Vacation Rentals
From a partner site
10/10 Excellent
TWarren G.
9 March 2026
Villa Josine : Perfection
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!
TWarren G.
Response from VrboOwner on 19 March 2026
Wow! Thank you for the kind review of Villa Josine! We hope you'll come and stay with us again and soon!
~ The Team @ HKWVR
From a partner site
10/10 Excellent
Aimee E.
25 January 2026
Key West family trip
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.
Aimee E.
Response from VrboOwner on 2 February 2026
Thank you kindly for taking the time to review us so nicely~ we hope you'll be coming back to stay with us again, and soon!
~ The Team @ HKWVR
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.
Melissa N.
Stayed 8 nights in Oct 2025
Response from VrboOwner on 1 November 2025
Thank you for the kind review of Villa Josine!
We hope you'll come and stay with us again, and soon!
~ The Team @ Historic Key West Vacation Rentals
We are so happy you enjoyed your time at Villa Josine!
Thank you for the nice review. Please come back again soon.
~ Jennifer & Team @ Historic Key West Vacation Rentals
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!
laura c.
Stayed 5 nights in Dec 2024
Response from VrboOwner on 5 January 2025
Thank you so much for the kind review and we are so happy you got some magical memories to take home with you!
~ Jennifer & Team @ Historic Key West Vacation Rentals
Beautiful property which I would highly recommend !!
Paul C.
Stayed 4 nights in Nov 2023
Response from VrboOwner on 22 November 2023
Thank you! We highly recommend you as well! :)
Come and stay with us again, and soon ~ please and thank you.
~ Jennifer & Team @ Historic Key West Vacation Rentals
From a partner site
10/10 Excellent
Sandra A.
27 June 2025
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!
Sandra A.
Response from VrboOwner on 2 July 2025
We are so happy you choose us and we can't wait to see you again!
Thank you for the kind review!
~ The Team @ HKWVR
From a partner site
10/10 Excellent
Craig C.
4 August 2025
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!
Craig C.
Response from VrboOwner on 7 August 2025
We are thrilled you enjoyed your time at Villa Josine! We hope you're already making plans to come and stay with us again!
~ The Team @ HKWVR
wonderful house for 8+ people. A little on the high proce side
great place to stay in Key West
Dan M.
Stayed 7 nights in Jul 2019
Response from VrboOwner on 3 April 2020
Thank you so much for staying with us!!! We're glad you had such a great time at this beautiful home. We'll look forward to welcoming you back on your next trip to Key West! Brenda & the HKWVR team
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.
Terry M.
Stayed 10 nights in Sep 2023
Response from VrboOwner on 1 October 2023
We are so happy you enjoyed your time at Villa Josine, and we can't wait for your return. Make it soon, please!
~ Jennifer @ HKWVR
Beautiful house in a great location! It was clean and stocked with everything we needed. Awesome location and a good amount of space!
Brandon B.
Stayed 5 nights in Jun 2024
Response from VrboOwner on 5 July 2024
Thank you so much for the kind words about Villa Josine! We hope you're already making plans to come and stay with us again, and soon!
~ Jennifer & Team @ Historic Key West Vacation Rentals
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!
Verified traveller
Stayed 5 nights in May 2021
Response from VrboOwner on 12 May 2021
We are so happy you had a good time ~ and we agree, we're pretty awesome! ;)
Come and see us again, and soon!!
~ Jennifer @ Historic Key West Vacation Rentals
Verified
10/10 Excellent
JC T.
5 November 2019
The staff at Historic Key West were the best I have ever experienced.
Truly a five star home.
JC T.
Stayed 3 nights in Oct 2019
Response from VrboOwner on 3 April 2020
JC we are so happy you enjoyed your accomodations at the lovely Villa Josine. It was a pleasure having you and your group of friends stay at our property. Please come back again soon as there is so much more to see and do in Key West than you had time for!
Warm Regards,
Cindy & the HKWVR team
The house was Perfect for our family of six! Big rooms, outdoor porch and pool gave us the relaxing vacation we needed!
Jeffrey J.
Stayed 6 nights in Jun 2022
Response from VrboOwner on 25 June 2022
Jeffrey we appreciate the review of Villa Josine and are so happy it fit your families needs. It is a lovely home and the pool and parking space are great amenities! Come back soon for more Key West, laid back, fun!
Cindy & the HKWVR team
Villa Josine is a perfect home for a Girls' vacation! It's got plenty of room and that awesome pool! Come again ~ bring family and/or friends.
~ Jennifer @ HKWVR
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.
Richard T.
Stayed 5 nights in Jan 2023
Response from VrboOwner on 1 February 2023
Thank you so much for the kind words about Villa Josine! We hope you're making plans to come and see us again,and soon!
~ Jennifer @ Historic Key West Vacation Rentals
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.
Jenny E.
Stayed 4 nights in Nov 2024
Response from VrboOwner on 11 December 2024
We are so happy to hear you enjoyed your time at Villa Josine and hope you're all already making plans to come and stay with us again!
~ Jennifer & Team @ Historic Key West Vacation Rentals
From a partner site
10/10 Excellent
Jeanne D.
25 March 2025
We had an Amazing Stay at Villa Josine!!
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!!
Jeanne D.
Response from VrboOwner on 29 March 2025
Thank you for being such great guests ~ and thank you for taking the time to review Villa Josine so kindly. We hope you'll come back soon and make some more memories in Key West.
~ The Team @ HKWVR
About the host
Hosted by Historic Key West Vacation Rentals
Languages:
English
Premier Host
They consistently provide great experiences for their guests