Classic Key West Estate
About this villa rental
Located in Key West, this lovely villa for $1,724 per night is a great option for your next vacation. Featured on HGTV House Hunters on Vacation, the timeless charm of this distinguished Classic Key West Estate vacation rental is at once authentic and magnificent. If you have ever had the opportunity to stroll the residential streets of the Historic Seaport of Old Town of Key West, you have experienced first hand the type of incredible architectural history this authentic classic revival mansion embodies. This is a grand wooden Key West historic home that was built in the late 1800's most probably for a prominent seafaring captain. Displaying an abundance of elegant and gracious Victorian design, artisan ship carpenters milled elaborate gingerbread trim that adorn turned porch columns that line the front of the Classic Key West Estate home. Deep porches grace the entire width of the first and second floor porches, beautiful stained glass transom windows top symmetrically set French doors, and oversized windows surround the home to invite in the light and tropical breezes. A beautiful pool-side pied-a-terre in the private back yard provides the perfect touch of fantasy. The quintessential white picket fence with capitals topped posts gracefully surrounds the front yard to complete the perfect picture of elegance. Interior Layout: Throughout the restorations and renovations the interior of this home has, for the most part, retained its authentic original layout. Below is detailed description by floor. Downstairs - Right side (as you face the house): A classic center hall design lends for the impressive hard wood entrance hall that leads all the way to the back of the house. The original wide wooden banister staircase is intricately carved, and anchors the center point of the home. Stately rooms with 12- foot ceilings line both sides of the house. The front right side of the first floor holds a spacious living / media room that gently flows via a mid-point archway into the large dining room ideally staged for group dining. These rooms are beautifully furnished and artfully decorated with up-scale tropical furniture, and pleasing art work. The last room on the right is the beautifully renovated kitchen. Complete with granite counter tops, and cook's island, this luxurious kitchen has French doors that lead to the pool and deck area on one side and a doorway to the dining room on the other. The layout is ideal for entertaining. Downstairs - Left side (as you face the house): Across the center hall are the rooms that line the left side of the house. The front room on the left is the perfectly appointed study. Furnished with comfortable seating, a writing desk, and a wall of bookshelves, this beautiful has the added feature of a delightful Murphy bed that makes this room a delightful sixth bedroom in the home. Go out the door from the library and turn left down the hall, and the next door is the second downstairs bedroom. This room bedroom has a king sized bed. Authentic and romantic appointments include antique armoire, and beautiful art work. This bedroom is completed with an en-suite bathroom. The last room on the left is a half bathroom. Outside in the back is the private swimming pool and wooden pool deck. An outdoor dining table is positioned near the kitchen doorway. There is plenty of seating for sunning and lounging. Pool Side- in the back: The pool-side pied-a-terre in the private back yard provides the perfect touch of fantasy. Enter this wooden cottage with shiny tin roof through a double set of sliding French doors just off the pool deck. Inside you will find beautiful bare pine wood walls and open beam ceilings. This romantic space provides its own kitchenette and a full bathroom. There are two full (double) size beds each placed to catch a view of the pool. Upstairs - Right side: The beautiful banister staircase goes straight up and leads you to the back of the second floor. Atrium style hallways switch back on both sides of the stairway to create the entrances for the four bedrooms. From the right front of the house looking back, the first room we call Anne's room. This styled room has a king size bed, dressed in beautiful bed coverings. Exposed, hand rubbed bare heart pine walls and romantic window sheers create a wonderful joyful feeling. The second room to the right also offers a king size and it is completed with a large en-suite bath. This bathroom features a double sink vanity, shower and a chaise lounge chair. Upstairs - Left side: The left front bedroom on the second floor we call Jack's room. This spacious handsome room is fit for anyone with discerning taste. Like all the other luxury bedrooms in this great home, it feels grand and inviting. Jack's room has a comfortable wood and wicker king size bed, halo netting, artistic furnishings. Pale yellow walls with crown molding offset the beautiful heart pine wooden floors. The next room down the left side is comprised of a large beautifully furnished bedroom and spacious en-suite bathroom, these beautiful rooms are comforting and a joy to be in. The bedroom offers the same style king size wood and wicker bed we find in Jack's room. Other appointments include artful furnishings including French country style armoire. Like the front left hand bedroom, walls are painted a subtle tropical yellow that warmly highlights the heart pine floors. Crown molding and ginger bread trim around the windows and doors add the final touch to make this suite picture perfect. The last room off the hall is the third bath on the second floor. This is a full bath and serves as the bathroom for Anne and Jack's rooms. Exterior Layout: Upstairs - Porch and Verandah: At the very end for the hall in the front is a door that goes to the deep porch that runs the full length of the house, a perfect place to watch the world go by. Back Verandah - At the very end of the hall in the back is a door that goes to a verandah that runs the full length of the house. The verandah overlooks the deck and the pool. Grounds: The property grounds are fenced in the front and back for privacy. The back yard is decked creating a wonderful place for private entertaining complete with swimming pool, and an upstairs verandah creates a covered loggia. Beautiful palm trees and foliage create a romantic tropical setting. The front of the home has beautiful curb appeal with large front porches on the first and second floor that overlook the estate neighborhood. Bedding Summary: First Floor - 1 king size bed, 1 Queen Murphy bed, 1 queen sleeper sofa. Second Floor - 4 king size beds Pool-side Cottage - 2 full size (double) beds. Amenities: Upscale renovation and antique furnishings. Swimming pool, large deck, tropical gardens, expansive porches, and privacy fences. Fully equipped kitchen, central a/c, telephone, cable TV, stereo, washer / dryer. Linens and towels are provided. Catering can be arranged. Maid service can be scheduled. Complimentary parking pass for City Parking Garage. Activities: Heart of Key West's designated Historic Seaport District. Walk to all old town features, no need for a car. Just 3 1/2 streets to Duval St., close to KeyWest Mallory Square Sunset Celebration, and a few short streets from Historic Seaport and retailers (remember it takes 3 to 4 Key West streets to equal the distance of a typical city block). Sailing, boating, diving, museums, nightlife. Conveniently located to gourmet grocery shopping with excellent wine selection, sushi deli, and butcher. Close to shopping, art galleries, and a variety of national and international restaurants, coffee shops. Close to the beach. Area: This estate home is situated on famous Fleming Street in the Historic Seaport Neighborhood. This part of the island is on the gulf side and encompasses the original lower Duval Street area. This tiny disctrict is where the founding fathers and mothers of the late 1800's built the first shipping docks and warehouses, restaurants and grand homes, including this one. Today these homes stand as one of the largest and most impressive collection of turn-of-the-century architecture in the U.S. Today this district includes famous waterfront restaurants and bars, retail stores, museums, fishing and sailing charters, a large variety of historic homes, and Mallory Square. Restrictions: While this property is ideal for families and groups to unite, is not suitable for staging loud parties. Smoking permitted outside only. No pets please. We do not accept guests less than 25 years of age unless accompanied by a family group or guardian. Notes: This property is ideal for professionals and executives who have discerning tastes looking for a spacious and luxurious accommodation that is truly authentic. Today there are only a few such historic estate homes that are available for rent as private, single-family residences. Most homes of this type have been made over into apartments or bed and breakfast accommodations.
Amenities
Pool
Air conditioner
Kitchen / Kitchenette
Internet / Wifi
Balcony / Patio
Dishwasher
Garden
Map of Key West, FL
Reviews
4.7/5.0
Outstanding(30 Reviews)
5.0
Clean and comfortable classic Key West mansion. Great for a group of couples who all want a separate bedroom.
5.0
Lots of sleeping options and walkable for the most point. House rules were not onerous and porches were a good place to just sit and relax.
I do wish we could have used the parking permit for our golf carts. As non residents, we had a bit of difficulty finding non permitted parking. Many times the resident permit spot right in front of the house was unoccupied.
Be aware that checkout and luggage storage caused some juggling. Checkout at 10 a.m. and flights at 2 and 4 in the afternoon and no place to put luggage without paying even more for some portage company. How about a place right inside the gate or on the front porch for an hour or two?
Plenty of plates and towels and games. The kids were in the pool morning, noon and night. Just the right size for the youngest up to 11.
All in all though this was a great place for all of our kuds and grandchildren to help us celebrate our 50th anniversary.
5.0
Great Location and accommodations. Provided list of maintenance items to property manager.
5.0
Great place for a large group
We had a group of 16 friends and family. The house is beautiful and has plenty of room. It is very clean. Lots to do nearby.
5.0
Amazing
Beautiful home and location. We loved the back deck and the front porch and a bathroom for everyone
5.0
This property is exactly what it looks like according to the website. It is absolutely historically gorgeous. Walking distance to almost everything. No real problems at all except for leaves in pool, however it was cleaned twice while we were there. Hope to stay at this location again.
5.0
Key West getaway
This property is exactly what it looks like according to the website. It is absolutely historically gorgeous. Walking distance to almost everything. No real problems at all except for leaves in pool, however it was cleaned twice while we were there. Hope to stay at this location again.
5.0
Key West 2021
The house was very nice. Plenty of room for all 14 of us. The only thing that I was not impressed with was the cleanliness of the outside of the house. Walkways were cluttered and the plants needed to be cleaned up.
4.0
Our honest review from a party of nine. This house was our first real vacation since covid. We were looking forward to spending time with family and friends.
Location: great location near everything. Only a quick walk or Uber to what we wanted to do.
House: great house. The house is really nice and was well appointed. The pool in the back (while not large) is great for unwinding. The house was super clean and there were plenty of towels, soap, toilet paper to get us started.
The management company recommended keeping counter clean - which was good advice and ants are prevalent in a beach town!
Management Company/Owner: The management company was very responsive to us and we are planning to use them again. We did have an issue with a deck being built next to our and our 5 year old’s bedrooms. Unfortunately construction started at 7:30 AM and went on thorough out the entire day. After the third day of being woken up, we called the management company. They weren’t aware of the construction and really went out of their way to help us. The owner later informed the management company that the work was permitted - a point that would have made a material difference in whether we rented the property if we had known. The management company did get the owners of the house to cease working outside. For that - you should feel comfortable with VHKW. They were terrific.
4.0
Great Vacation
Our honest review from a party of nine. This house was our first real vacation since covid. We were looking forward to spending time with family and friends.
Location: great location near everything. Only a quick walk or Uber to what we wanted to do.
House: great house. The house is really nice and was well appointed. The pool in the back (while not large) is great for unwinding. The house was super clean and there were plenty of towels, soap, toilet paper to get us started.
The management company recommended keeping counter clean - which was good advice and ants are prevalent in a beach town!
Management Company/Owner: The management company was very responsive to us and we are planning to use them again. We did have an issue with a deck being built next to our and our 5 year old’s bedrooms. Unfortunately construction started at 7:30 AM and went on thorough out the entire day. After the third day of being woken up, we called the management company. They weren’t aware of the construction and really went out of their way to help us. The owner later informed the management company that the work was permitted - a point that would have made a material difference in whether we rented the property if we had known. The management company did get the owners of the house to cease working outside. For that - you should feel comfortable with VHKW. They were terrific.
5.0
50th Birthday Bash
Fourteen of us stayed at the property to celebrate a friend's 50th birthday. Great vacation!
5.0
We enjoyed this nicely located property with a wonderful pool out in the back. My teens loved the private house by the pool, and my in laws appreciated the master on the first floor. We walked everywhere, and there were ample restaurants close by.
5.0
Big house with a nice little pool
We enjoyed this nicely located property with a wonderful pool out in the back. My teens loved the private house by the pool, and my in laws appreciated the master on the first floor. We walked everywhere, and there were ample restaurants close by.
5.0
Great House in a Great Location!
Super cool house with lots of history. It had plenty of room for our family and friends. Is in walking distance to all Key West has to offer. We had a blast and would definitely stay again. Thank you!!
5.0
Amazing property!
We had a group of 10, so finding a place big enough for everyone can be a challenge. This house is perfect. Great location and walking distance to some great restaurants and most of the main attractions in Key West. The house has a well-stocked kitchen, and the pool in the back is a great place to hang out with friends. We had to call the management company a few times (once for an internet issue, and another time when there was an issue with the door lock for the apartment next to the pool). Both issues were addressed quickly. The only downfall was we had to leave when our vacation ended!
5.0
House is wonderful
We had 12 family members staying here for a week to celebrate Thanksgiving. We had a great time. We didn’t rent a car and just walked everywhere. There is a grocery store three blocks away.
Our favorite place to gather was the area around the pool. It’s so comfortable and pleasant.
We would all come back here in a heart beat.
5.0
We had 12 family members staying here for a week to celebrate Thanksgiving. We had a great time. We didn’t rent a car and just walked everywhere. There is a grocery store three blocks away. Our favorite place to gather was the area around the pool. It’s so comfortable and pleasant. We would all come back here in a heart beat.
5.0
the house was great for our large group and so close to the heart of key west!
5.0
great central location
the house was great for our large group and so close to the heart of key west!
4.0
Nice stay in Key West
We had 9 family members staying for a week, aged 18-80. There was plenty of room to spread out and the location was convenient. The house has all the characteristics you'd expect in a 100 year old historic house. Very charming, but a few little quirks.
Due to Covid, we ate in for each meal and did a lot of cooking. The kitchen was pretty well stocked (except we could have used more silverware, there was just enough to go around for each meal).
As expected with an older house, some of the doors did not close properly or completely. The rear cottage could not be locked from the outside when we arrived, but maintenance came that same evening to install a new lock and also to adjust an exterior door on the main house.
The upstairs hall bathroom's shower door doesn't close fully so the water is leaking out onto the floor when you take a shower ( and running down the interior wall to the bathroom below). So it could use some maintenance.
The front porch is a great place to hang out for some quiet time with a book and have your morning coffee. Plus, to start happy hour in the evening. The back patio area was also a favorite hangout spot with a dining room table, outdoor TV and the pool. The house was well stocked with both pool towels and bath towels, plus there's a washer and dryer available there.
The rental came with a parking pass to the local garage, although we were able to find street parking very close by each day, so we never had to use it.
We would definitely stay here again and recommend this property! It's perfect for a large group of people.
And Bella, our contact for the property was also great, very accessible and responsive to all our questions and needs! Thanks Bella!
5.0
Covid Key West
Much less crowds and chaos so I actually enjoyed the stay even more! Close to everything and had 5 star food experiences everyday within walking distance.
5.0
Great week in Old Key West
Fantastic experience. Great location, enough room for our group of 14. Walking distance to almost everything.
5.0
Beautiful estate home in key west
This home was the perfect venue for our large family to stay at for our week in key west. Large bedrooms and common areas and the kitchen is stocked with everything you need to feed a large group. It’s conveniently located to everything with a grand front porch to watch the world go by.
5.0
Excellent Location, Beautiful Home
Beautiful home. Our group of 14 adults and 2 babies stayed comfortably in this very large home. The pool was clean and warm. Walking distance to pretty much everywhere. Highly recommend.
5.0
Great place
Great place. Good location and plenty of rooms.
5.0
WE WILL BE BACK!!!
We absolutely love Key West and have been going for many years. We rented this house last minute for a BIG family vacation for my 40th after Dorian changed our plans for the Bahamas(GOD BLESS The Bahamas). It was absolutely perfect for our large family with many young kids. The beauty, charm and history of this place are what Key West is all about. The location in Old Town Seaport area is so convenient and our favorite area on Island. Entire family had a ball and WILL BE BACK! Thank You
5.0
Our Family Reunion!
We had an unbelievable time in this beautiful old house. The decorating was gorgeous. The kitchen is well equipped and had TWO dishwashers! Each bedroom had a ceiling fan! It felt like an old southern plantation, but with the comfort of an elegant new home. The outdoor space was inviting, with orchids growing out of the palm trees and the pool just the right temperatures. The front porch also was comfortable. Our family of three generations really enjoyed cooking, playing in the pool, playing cards and just generally enjoying each other's company.
The house is located within walking distance of all of the wonderful attractions of Key West, but if you need transportation Lyft and Uber are available within two to four minutes. The cafe across the street was good for breakfast, if you needed a quick bite.
Our fitness "addicts" enjoyed early morning runs and also hit several local gyms. We enjoyed the Conch Train and a Snuba day. We had a personal chef, Martin Liz, come to the house and he was amazing!
We couldn't have asked for a better trip! Thank you so much!
4.0
Spacious and excellent location
Loved the pool. All kings a plus. Great for a large group.
4.0
Loved it !!!!
We had 5 couples stay here together and we all loved it. Great location. On a side note, please don't take this as a slam, because the house was "AWESOME", but a few things need fixing. Probably take a day and maybe $500.00 to fix.
One of the ironing boards is broken. Won't stand up.
The bedside lamp in the Anne's room doesn't work. The switch doesn't work. We had to screw and unscrew the light bulb.
One of the exterior shutters flaps in the wind at night. It's on the upstairs bedroom on the NW corner of the house. It needs an eye hook to fix it.
The upstairs hall bath need a lot of TLC - door know is broken, the shower doors don't meet so water pours out on the floor, the toilet seat isn't fastened to the toilet so it slides around when you sit on it. There is no vent to take the heat and moisture out so it gets terribly hot and humid after a shower.
A couple of outlet covers are missing in the pool cottage.
There's a floor register missing in the downstairs hall bath. We almost lost an iphone down the vent when one of the girls dropped her phone.
The WiFi is confusing, the directions at the house are not correct. We called the number for help and they gave us the correct user ID and password.
I know that this might sound picky, but if no one says anything, it doesn't get fixed.
Again, over all, we loved the this house and would stay there again.
5.0
relaxing
my family and i loved staying in this historic house. there were three generations staying and we all found it comfortable, relaxing and trully centrally located.
4.0
Great area pretty house, somethings need a little attention
The house was very nice and accommodated for our family of nine. There are a few things they can work on, first of all the house stayed warm the entire time especially the bathrooms. the pool needed to be clean more often. The ice maker wasn't working well, they need more silverware and glasses and also a cookie sheet. there was no hot pads or kitchen dishcloths.Other then that if was very nice.
4.0
Excellent stay
My friends and I rented this house for a vacation. The house and management team were excellent and the accommodations were superb! This rental was in close proximity to good restaurants and nightlife as well...Overall we had a great trip and stay, and would most definitely return!
1.0
Are you kidding me???
Well at first glance this "HGTV" home is lovely....however after being gone for the day at lunch and sightseeing, getting back to the home full of termites is anything but spectacular. Termites in our beds, crawling in our clothes we had put away, crawling in our children's diapers and toys, all over pillows and lamps. When attempting to contact the rental company, there is not a specific 24 hour number. Instead, you call the number and are given instructions for after hours emergencies. Apparently, this company does not value customer service as we called several times FOUR HOURS ago and left several messages. This is unacceptable and really unbelievable that someone would see this property as fit to rent. There is NO WAY that this problem just started today. The patchwork and rotted placed in the floor are throught the house. The amount of time spent to plan this trip for 10 adults and 3 children is so disappointing. My aunt put this trip together as a final farewell to her husband she lost last year. The two of them traveled to Key West for over twenty years and loved it so much and had so many wonderful memories that she wanted to share with us.
4.0
Awesome location
Awesome location great patio and pool area, we will be back!!
FAQs
How much does this villa cost compared to others in Key West?
The average price for a rental in Key West is $340 per night. This rental is $1,384 above the average.
Is parking included with this villa?
Parking is not specified as an available amenity at Classic Key West Estate. For more information, we encourage you to contact the property about where to park.
Is there a pool at this villa?
Yes, a swimming pool is available for use at Classic Key West Estate. Enjoy the water!
Is Classic Key West Estate pet friendly?
Unfortunately, this villa is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Classic Key West Estate?
We found 7 amenities for this rental. This includes pool, air conditioner, kitchen / kitchenette, internet / wifi, and balcony / patio.
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