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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Private Pool, Hot Tub, Parking, Roof Deck, A++ Location - Downtown Key West

Bedrooms 6
Half Baths2
Space 4,500 sq ft
Property type villa
Minimum Stay 4 - 8 nights


About the property

6 Bedrooms, 7 Baths, 8 beds, 2 pullout sofas (Sleeps 14-16)

Perfect location and great for entertaining! In the heart of Old Town Key West just steps from restaurants, bars, theaters and shops, this sprawling six bedroom, seven bath compound has two private heated swimming pools, endless porches, terraces and a huge, fabulous decks that overlooks the action on Duval St.

Comprised of two buildings—a luxurious Duval St. penthouse with 3 bedrooms and 2.5 baths, and a lovely 3 bedroom, 3.5 bath guest house. The two-story penthouse is designed after a chic urban flat with an island twist. The spacious, open floor plan is complemented by beautiful island-style furnishings and art work. French doors open onto terraces from every room, and there is a covered dining terrace off the gourmet kitchen. A private heated pool or hot tub with waterfall is the perfect finishing touch.

The guest house has three bedrooms, all with private baths, graciously spread out over three floors. The ground floor features a fabulous gourmet kitchen, dining area, half bath, and sitting room with a wall of French doors that open onto the deck and private heated pool with waterfall.

The master bedroom is located on the second floor and has a balcony and marble bathroom. Down the hall is a cozy den with a sleeper sofa. The two third-floor guest suites are spacious and private with beautiful tree-top views of Old Town.

Amenities include 2 off-street parking spaces, two private heated pools, gourmet Viking kitchens, HD flat screen TVs, Ipod docks, WiFi, laundry, and central heat & air conditioning.

Keywords: Key West Vacation Rental

More Details

Member since: 2008
Speaks: english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
April 23, 2018

About Mark

Cheers from Key West!

Please come join us for some sun, fun & relaxing.

We look forward to seeing you in here soon.

Sunshine & Good Fishing,

Capt Mark

Mark purchased this villa in 2002

Why Mark chose Old Town

We owned a restuarant were the property now sits since 2000. The entire property was torn down in 2006 and was redeveloped & finished in December of 2008. Our first guests stayed here in Jan of 2009.

What makes this villa unique

In the heart of it all, you can walk to everything.


Old Town Villa Accommodation and Amenities

Property Type:
  • villa
  • Guests provide their own meals
  • Housekeeper Optional
Floor Area:
  • 4500 sq ft
House Rules:
  • Check-in: 4:00 PM / Check-out: 10:00 AM
  • Max. occupancy: 16
  • Events Allowed
  • children welcome
  • pets not allowed ...
  • non smoking only
Location Type:
  • Beach ...
  • Downtown ...
  • Adventure
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Spa
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Alarm Clock
  • Ceiling Fans
  • Clothes Dryer ...
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room
  • Local Maps
  • Local Restaurant Guide
  • Paper Towels
  • Parking ...
  • Parking Off Street ...
  • Safe
  • Sofa Bed
  • Telephone ...
  • Toilet Paper
  • Towels Provided ...
  • Washing Machine ...
  • Water Cooler
  • Wireless Internet ...
  • Free Wifi
  • 4 Ring Stove
  • Blender
  • Catering Available ...
  • Coffee Maker ...
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Freezer ...
  • Grill
  • Ice Maker
  • Kitchen ...
  • Microwave ...
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Stove
  • Toaster ...
  • Dining Area
  • seating for 16 people
  • 5 Bathrooms
  • 2 Half Baths
  • Penthouse Master - toilet , tub , shower , jetted tub , Double Sink
    Penthouse - toilet , shower , Large Shower & Double Sink
    Penthouse - toilet , Half bath located off the kitchen/dining room
    Guest House Master - toilet , shower , Double Sink
    Guest House - toilet , shower
    Guest House - toilet , shower
    Guest House - toilet , Half bath located off the kitchen/dining room
  • 7 bathrooms
  • 6 Bedrooms, Sleeps 16
  • Bedroom 1 - 1 king
    Bedroom 2 - 1 queen
    Bedroom 3 - 1 queen
    Bedroom 4 - 1 queen
    Bedroom 5 - 1 queen
    Bedroom 6 - 1 queen , 2 twin/ single
    Convertible bed(s) - 2 sleep sofa /futon
  • King size beds (1) One King Bed, Queen size Beds (5) Five Queen Beds, Twin or Single Beds (2) Two Twin Beds, Sleep Sofa (2)
  • CD Player
  • DVD Player
  • Radio
  • Satellite / Cable ...
  • Stereo ...
  • Television ...
  • VCR
  • Balcony ...
  • Barbecue
  • Bicycles ...
  • Boat ...
  • Deck / Patio ...
  • Golf ...
  • Lanai / Gazebo
  • Large Cooler
  • Outdoor Grill ...
  • Outdoor Grill Gas
  • Patio
  • Porch / Veranda ...
  • Small Cooler
  • Tennis ...
  • Terrace
  • Unscreened Porch / Veranda
  • Wood Deck
  • 1 bicycles
  • Long-term Renters Welcome
  • Low Allergen Environment
  • alternative lifestyle
  • wheelchair inaccessible ...
Pool / Spa:
  • Heated Pool
  • Hot Tub ...
  • Outdoor Hot Tub
  • Outdoor Pool
  • Private Pool ...
  • Spa Whirlpool
  • jetted tub
  • botanical garden
  • cinemas
  • duty free shops
  • festivals
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • nude beach
  • reefs
  • restaurants
  • synagogues
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • eco tourism
  • paddle boating
  • photography
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • golf
  • jet skiing
  • kayaking
  • paragliding
  • parasailing
  • pier fishing
  • roller blading
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • sound/bay fishing
  • swimming
  • tennis
  • water skiing
  • wind-surfing


Excellent! 4.7/5 -
(15 traveler reviews)

86% Complete
6% Complete
0% Complete
0% Complete
6% Complete
Private Pool, Hot Tub, Parking, Roof Deck, A++ Location - Downtown Key West
average rating of 4.6666665 based on 15 reviews

Right on Duval

  • 4 of 5

We booked both homes for our stay with 8 adults and 4 children. There was plenty of room for all of us to sleep and hangout during the day in the penthouse. The pools were great for both children and adults. The centralized location of the home made it easy to walk to most locations. Myself and some other members of the family slept in the guest house which was nice and quiet. The folks staying in the penthouse had a rough time sleeping due to the noise of Duval so make sure to bring earplugs or drink every night. There are a couple negatives such as the home was not very clean. A lot of the cushions were just flipped to the clean side and the floors were pretty dirty. Had to keep sandals on both inside and out. The outdoor furniture is in bad shape and had exposed screws from where they had fallen apart previously. We moved one seat to the side so nobody would get hurt. One big problem we had was trash. The trash can was already full when we arrived which is unfortunately the first think you see when you pull into the driveway. Garbage pickup is on Mondays which meant the trash can was overflowing by the end of our stay. Last thing is to make sure you have plenty of time to wash the bed sheets, towels, and dishes before you go. Checkout is 10am and you quickly run out of time to pack and clean on checkout day. Otherwise, it was a great location and all of the amenities of home were nice to have which made it easier to bring the children. I would definitely stay here again.

  • Submitted: Aug 8, 2017
  • Stayed: July 2017
  • Source: VRBO, from HomeAway
Did you find this review helpful?
1 0
Los Angeles

What an amazing house!

  • 5 of 5

I would stay here over and over again!

  • Submitted: Jul 15, 2017
  • Stayed: July 2017
  • Source: HomeAway
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0 0

Top Notch Accommodations on Duval!

  • 5 of 5

Couldn't ask for a better location! We rented both buildings for my husband's 50th birthday and had an absolute blast! We never needed a taxi - very easy to walk (some more lengthy than others) to all our destinations (mainly bars). Mark (the owner) stopped by when he got back in town and was such a nice guy and brought us a bottle of wine for staying at his property! The front house (right on Duval) could hear the music and crowd at Willie T's next door, so if you are a light sleeper, just bring ear plugs. I personally stayed in the back house (on Bahama). The entire group had a great time! Walking distance to the grocery store as well - and if you leave your id, they let you borrow the cart to bring home your supplies! Definitely recommend!

  • Submitted: Jan 12, 2017
  • Stayed: January 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thank you Angela for the great review, we do appreciate it. So, glad you all had so much fun! The master bedroom in the penthouse can get a little loud at times (sirens, loud motorcycle ..ect) as it opens directly on to a covered porch overlooking Duval Street. In addition to the hurricane rated doors we have added blackout sound reducing curtains and a quality sound machine that plays the ocean, waterfall, fire place, babbling brook ….ect. The other 2 bedrooms in the penthouse are on the 3rd floor and set back about 100 feet from the street and do not have noise issues. The guest house is set back behind the penthouse building on Bahama Street and is very quiet. See you soon, Mark
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1 0

In the heart of Key West

  • 5 of 5

Unbelievably beautiful, well kept property right in the heart of Key West. Can't say enough about how nicely appointed, clean and convenient this property is. For small or large gatherings, this is a perfect retreat right next to the best restaurants and clubs. HIGHLY recommend

  • Submitted: Jan 13, 2016
  • Stayed: November 2015
  • Source: VRBO, from HomeAway
Owner's Response: Thank you for the review, I will pass on to the staff your kind words. Cheers, Mark
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5 0
United States

Business retreat

  • 5 of 5

We could not have found a better place to have our retreat. I really think that this has to be the nicest house on the island and you can not be closer to all of the fun. We never had to cook as all of the restaurants are directly outside the front door. (There is also a grocery that practically touches the back parking lot). We had time to venture out and a short walk can put you at the end of the land or even enjoying the sunset from the ship/museum a few blocks away. If fishing is your thing, the owner of the house can reccomended a good charter. All in all, there can be no disappointment when booking this place.

  • Submitted: Dec 30, 2015
  • Stayed: November 2015
  • Source: VRBO, from HomeAway
Owner's Response: Thank you Nashville Entrepreneurs Club, What an amazing group of businessmen you have. It was a pleasure to meet all of you. We look forward to your return. Cheers, Mark
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2 0
Nashville. TN

Great house.

  • 5 of 5

This is a spectacular property. Plenty of rooms and amenities. Great locations. Would absolutely stay there again.

  • Submitted: Dec 30, 2015
  • Stayed: November 2015
  • Source: VRBO, from HomeAway
Owner's Response: We appreciate your review John, thank you. I'm glad the fishing went so well (that was a huge grouper) & the golf was fun for all. Cheers, Mark
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2 0


Nearest Airport
3 Miles
Key West International EYW
Nearest Ferry
150 Miles
Key West Express Key West to Ft Myers
Nearest Golf
4 Miles
Key West Golf Club
Nearest Beach
0.5 Miles
Ft Zachary Taylor Beach
Car: not necessary

We are located in the middle of Duval Street in the heart of Old Town Key West!




Additional information about rental rates

Refundable damage deposit $1,000
Cleaning fee $295 + Tax
Tax Rate 12.5%

Check in is at 4pm & checkout is at 10am.
* The standard rate is subject to change for high season (Jan-Apr) as well as events & holidays.
The property can handle up to a maximum of 16 guests for families & couples. The property can
only handle up to 12 guests for bachelor, bachelorette & student type groups.

Owner's Cancellation Policy

  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.

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