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

Old Town, Key West, FL, USA
  • Villa4500 sqft
  • Bedrooms6
  • Sleeps16
  • Bathrooms5
  • Half Baths2
  • Minimum Stay4 - 8 nights

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



Member Since 2008
Response rate:
Response time:
within a few hours
Calendar last updated:
Apr 17, 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.


    • Internet
    • Air Conditioning
    • Swimming pool
    • Heater
    • Satellite or Cable
    • Kids Welcome
    • Washer & Dryer
    • Hot Tub
    • Parking
    • TV
    • No Smoking


      • 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)


      • 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

      Location Type

        • Beach
          We are 4 blocks from the entrance to Ft. Zachary Taylor State Park. It is by far and away the islands best beach.
        • Downtown
          We are located in the heart of Old Town Key West.


            • Adventure
            • Away From It All
            • Family
            • Historic
            • Romantic
            • Spa
            • Sports & Activities
            • Tourist Attractions


                • Guests provide their own meals


                    • Paper Towels
                    • Air Conditioning
                      Central Air Conditioning
                    • Ceiling Fans
                    • Clothes Dryer
                      Yes - 2 dryers
                    • Hair Dryer
                    • Heating
                      Yes - central heat --- rarely need, but we have it.
                    • Internet
                      free wifi
                    • Iron & Board
                    • Linens Provided
                      Bath & beach towels provided
                    • Living Room
                    • Local Maps
                    • Local Restaurant Guide
                    • Alarm Clock
                    • Parking
                      We offer 2 off street parking spaces.
                    • Parking Off Street
                      2 parking spaces
                    • Safe
                    • Sofa Bed
                    • Telephone
                      yes -2
                    • Toilet Paper
                    • Towels Provided
                    • Washing Machine
                      yes - 2 washers
                    • Water Cooler
                    • Wireless Internet
                      Free Instant High Speed Access
                    • Free Wifi


                        • Ice Maker
                        • 4 Ring Stove
                        • Catering Available
                          Yes, Please call for details
                        • Coffee Maker
                          yes -2
                        • Cooking Utensils
                        • Dishes & Utensils
                          Dishware & Kitchenware to serve 16
                        • Dishwasher
                        • Freezer
                        • Grill
                        • Blender
                        • Kitchen
                          (2) 2 Full Viking Kitchens
                        • Microwave
                        • Oven
                          2 Viking ovens
                        • Pantry Items
                        • Refrigerator
                          2 Viking Refrigerators
                        • Stove
                          2 Viking Stoves
                        • Stove
                        • Toaster
                          yes - 2


                            • Dining Area
                            • comfy seating for 16 people


                                • CD Player
                                • DVD Player
                                • Radio
                                • Satellite / Cable
                                  (3) Satellite Direct TV
                                • Stereo
                                  4 ipod docks with am/fm
                                • Television
                                  (3) Direct TV
                                • VCR


                                    • Outdoor Grill
                                      we have 2 outdoor grills
                                    • Balcony
                                      Yes there are several balcony's
                                    • Bicycles
                                      Eaton Bikes will pick up & deliver bike to the property for you. I think they are around $10-$12/day
                                    • Boat
                                      Key West offers lots boat rentals & charters.
                                    • Deck / Patio
                                      8 decks total - Over 2,500 square feet of decks space
                                    • Golf
                                      Key West Golf Course/Club is an 18 hole Reese Jones course located less than 5 miles from the property.
                                    • Lanai / Gazebo
                                    • Large Cooler
                                    • Barbecue
                                    • Outdoor Grill Gas
                                    • Patio
                                    • Porch / Veranda
                                    • Small Cooler
                                    • Tennis
                                      Lots of local courts to play on.
                                    • Terrace
                                    • Unscreened Porch / Veranda
                                    • Wood Deck


                                        • Long-term Renters Welcome
                                        • Low Allergen Environment
                                        • alternative lifestyle
                                        • wheelchair inaccessible
                                          No first floor bedrooms

                                          Pool / Spa

                                            • Heated Pool
                                            • Hot Tub
                                              Both pools have oversized pool heaters and are able to hold 105 degrees.
                                            • Outdoor Hot Tub
                                            • Outdoor Pool
                                            • Private Pool
                                              2 Private Heated Pools w/ Waterfalls
                                            • Spa Whirlpool
                                            • jetted tub


                                                • live theater
                                                • botanical garden
                                                • duty free shops
                                                • festivals
                                                • health/beauty spa
                                                • library
                                                • cinemas
                                                • marina
                                                • museums
                                                • nude beach
                                                • reefs
                                                • restaurants
                                                • synagogues

                                                  Leisure Activities

                                                    • photography
                                                    • antiquing
                                                    • bird watching
                                                    • boating
                                                    • eco tourism
                                                    • paddle boating
                                                    • beachcombing
                                                    • 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

                                                            • pier fishing
                                                            • basketball court
                                                            • deepsea fishing
                                                            • fishing
                                                            • fly fishing
                                                            • golf
                                                            • jet skiing
                                                            • kayaking
                                                            • paragliding
                                                            • parasailing
                                                            • cycling
                                                            • roller blading
                                                            • sailing
                                                            • scuba diving or snorkeling
                                                            • snorkeling
                                                            • snorkeling/diving
                                                            • sound/bay fishing
                                                            • swimming
                                                            • tennis
                                                            • water skiing
                                                            • wind-surfing

                                                              House Rules

                                                              Check-in: 4:00 PM

                                                              Check-out: 10:00 AM

                                                              Cancellation Policy

                                                              100% refund if canceled at least 60 days before arrival date. You must contact the owner directly to request cancellation.

                                                              15 Reviews


                                                              Latest reviews

                                                              Right on Duval

                                                              David T.

                                                              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.

                                                              What an amazing house!

                                                              jimmy m.Los Angeles

                                                              I would stay here over and over again!

                                                              Top Notch Accommodations on Duval!

                                                              Angela C.

                                                              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!

                                                              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,


                                                              Great house.

                                                              CRBNashville. TN

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

                                                              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.



                                                              What an amazing place!

                                                              Charles M.TN

                                                              Beautifully appointed, incredible location, and Mark (the owner) could not have been more helpful. A group of guys came down for a little work and some play, and we could not have been more pleased with the property. it was the perfect size, and walking distance from everything. I would highly recommend to anyone looking to experience Key West in first class style.

                                                              Owner's Response:

                                                              Thank you Charles,

                                                              We are excited to hear you are coming back next year.



                                                              In the heart of Key West

                                                              Son of a SailorNashville

                                                              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

                                                              Owner's Response:

                                                              Thank you for the review, I will pass on to the staff your kind words.




                                                              Old Town, Key West, FL, USA

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

                                                              Rates & Availability

                                                              Additional information about rental rates

                                                              Cleaning Fee
                                                              Tax Rate

                                                              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.

                                                              15 Reviews
                                                              Excellent 4.7/5
                                                              Enter dates for accurate pricing
                                                              For booking assistance, call 888-640-7927

                                                              Property # 224704