Welcome to the end (and the beginning) of the road. There aren’t many places in the world where you can say you’re both beginning and ending your journey at the same time. But when you rent this Heavenly Hideout at Rainbow’s End, you’re spot on, and you can do exactly that.
This tropically tantalizing penthouse is literally the first and last vacation rental on U.S. Highway 1, where the route gently peters-out to become charming, historic Whitehead Street in Key West. In case you didn’t know, Highway 1 on the East Coast of the U.S.A. stretches over 2000 miles from the top of Maine near the Canadian border to the Southernmost Island City in the continental United States, and since Key West, Florida is at the ‘bottom of the map’ the signage reads ‘END.’
Popular Key West mythology maintains, “The end of the road promises new beginnings," for all who capture the spirit of the rainbow’s end. It’s true that visitors from all over the world come for a photo opt of this charming scene which has become an island icon. Not just for snap-shots at the famous Mile 0 road markers, but also to admire the exotic grandfather Kapok tree standing proud in front of the steadfast 1890 red brick courthouse and the colorful vintage sign that reads “END OF THE RAINBOW – AND END OF THE ROUTE U.S. 1 KEY WEST FLORIDA – UNLIMITED OPPORTUNITIES – TROPICAL VACATIONLAND.” Whatever you believe or wherever you’re from, you can choose to stay by this famous rainbow’s end, comfortably hidden away in a stylish Penthouse suite and enjoy four-star hotel amenities.
When you rent this beautiful one-of-a-kind penthouse hideout you’ll be enveloped in original artistic flare done-up for leisure and luxury. This place is a statement of what I love about embracing the special possibilities of living an urban life-style on the tiny island of Key West. I like the feeling of being downtown in the midst of it all, yet quietly perched above the crowd with a birds-eye view. Nestled in the top of a welcoming historic house with all the comforts of a modern 4-Star hotel suite, this hidden retreat is discretely situated in one of the most desirable and convenient locations. Plus, it has an unbeatable look-down view of one of the most fashionable urban corners on the island. A view of the gorgeous old brick courthouse and famous Mile 0 scene is out the front, an expansive deck and tropical garden overlooks the back, complete with a banana grove and crimson Royal Poinciana Tree.
Interior Design: Sometime during the last decade, the floor plan was reconfigured to essential modern standards that included beautiful hardwood floors and plenty of sash windows in every room to let in the light. But what it had gained in potential it lacked in luster and individuality, until an inspired decorating effort took it over-the-top.
A creative collaboration began with local artists and builders, both inside and out. The distinctive interior focal points are two custom life-sized hand painted murals by folk artist David Wegman, and his brother Jim Wegman who are known for their Key West and Caribbean art. One piece encompasses a large wall in a living room/ kitchen area and features the Mile 0 monument with all its prominent characteristics; the other a fabulous fantasy garden mural is painted in a bedroom and gives a convincing illusion of sleeping in a magical tropical garden.
For the back-drop throughout the apartment, vibrant tropical colors like ‘sangria red’ and ‘Florida Keys blue’ were paired with soft historic Victorian tones of Georgian Green and Hawthorne Yellow. An eclectic arrangement of imported and antique furnishings and original art work were carefully grouped to create a special mood of laid-back luxury for each room. Set against the dark hard wood floors and sisal carpets, the effect is beautiful. The end result is a captivating artistic penthouse with an authenticity reflecting a contemporary Bohemian Key West lifestyle.
You’ll feel as if you’ve left home far behind the minute you walk up the steps to the front door of this completely redone early 1900’s wooden island house. Tropical landscaping and pretty Caribbean coral color siding with light blue front porch ceiling make certain you’re staying in a little bit of Key West history. The main entrance to the penthouse is from the front porch through the door that takes you immediately to the 2nd floor via a beautiful traditional wooden staircase. The landing at the top of the stairs leads to you to your colorful hidden haven.
A colorful hallway leads you to the main open concept kitchen / living room overlooking the back deck, where you’re treated to the life-size mural of the Mile 0 scene that will beg you to stop and have your picture next to the lamp post. Furnishings for the cozy room were selected for their retro 1960’s style, complete with apple green davenport and oval shaped coffee table. Two side chairs with a delightful rooster print are a reminder of how much Key West fancies its chickens. Painstaking efforts were taken to find artwork and lighting fixtures that reflect the tastes of the ‘peace-and-love’ decade. The full kitchen offers everything you need to cook, and to assure you can sit and share a meal together, a drop leaf table can easily be pulled out and chairs placed around.
When your group is ready to spread out, you can spill into the 2nd great-room space, that we call the ‘red room.’ Thoughtfully decorated with island style imports, art work was chosen to bring the feeling of the outside indoors. A large original Dominican painting of a colorful parrot is prominently displayed on one wall, while a painting of a vase full of red hibiscus hangs on the other. Full of striking color contrasts of red and apple green, this beautiful room is set with a chocolate brown cushy loveseat, comfortable woven banana grass reading chair, and silky paisley slipper chair. Our hope is you’ll love this room for lounging, maybe playing cards, reading a book, or watching TV. It also has the added feature of an extra kitchen and eating island.
When it’s time for sleep, or lazing in artsy luxury, there are four beautiful bedrooms to choose from, each with an en-suite bathroom. All bedrooms provide wall mounted flat-screen TV’s, and each has a unique décor theme which is described below in the order presented on our slide show.
Bedroom One, we call the ‘blue room,’ and it was designed to feel like a luxurious island beachside room. Set with a sea-grass headboard, white cottage-style dresser, sea inspired art work and sand-tone accessories, this large ‘L-Shape’ bedroom provide a king-size bed and large walk-in closet. A beautiful white vanity / computer table with elegant blue fabric chair is nicely tucked away in the corner, the perfect place to catch up on some work or browse the net. A door next to the vanity leads to the private en-suite bathroom that provides a double size shower and free-standing sink.
Bedroom Two, we call the ‘garden-room,’ feels like a ‘Still-life’ garden painting you walk into, and it is definitely the wild-card in the design of this penthouse. The owner loves the enchantment of Key West gardens and it was her idea to make it possible to sleep in the garden while comfortably staying inside. To accomplish this, master carpenter Jerry Levine built a custom ‘picket-fence’ which is anchored on the wall as an art piece headboard. Then artist David Wegman painted an alluring fantasy tropical garden as the background, complete with hand painted bricks you would swear are the real thing. When you sleep ‘in the garden’ you have two twin beds topped with fern print matelassé coverlets. The en-suite bathroom provides a bathtub with in-tub shower (with hand wand), and vanity sink.
Bedroom Three, we call the ‘West Indies room.’ It feels very island-opulent with a grand dark wood four-poster king-size bed and dark wicker dresser set against historic green and tan walls and fancifully framed artwork. A dark wood vanity / computer table and beautiful chair are nicely tucked away in an alcove, set as a place to get some work done or … do up your hair, whatever your passion may be. There’s also a beautiful upholstered bench at the end of the bed for added comfort. This bedroom has a walk-in closet, and the en-suite bathroom provides a double size shower and free-standing sink.
Bedroom Four, we call the ‘love bird room.’ Offering a queen-size bed, it reflects the owner’s feminine love of dreamy cozy bedrooms done eclectic style in lavender, turquoise, and blue. Starting by painting the walls a color called ‘Dreamy Cloud,’ she combined wicker furniture of white and natural, a small white cottage dresser, and a precious wood patina night stand. She fell in love with a Pier One painting of colorful perching love birds placed it over the headboard then complimented it with a small original Haitian art painting, and a small French-style mirror. This bedroom offers an en-suite bathroom with bathtub and in-tub shower (with hand-wand) and a vanity sink.
Grounds: At the back of the property is in-ground heated pool with trickling waterfall and a spacious sun-deck set with lounge and deck chairs and an outdoor table with sun-umbrella.
Parking: Private off - street parking is provided for 1 car maximum in lot. Parking permit provided. If you arrive by car, please plan to park it and forget about it. Enjoy walking or biking around the island.
Amenities: Recent artistic renovation. Two fully equipped kitchens, central a/c, two washer/dryer units, 6 wall mounted flat-screen cable TVs, private swimming pool. (Each bedroom has a TV.) Linens and towels are provided. Catering can be arranged. Maid service can be scheduled.Two fully equipped kitchens, central a/c, two washer/dryer units, 6 wall mounted flat-screen cable TVs. (Each bedroom has a TV.) Linens and towels are provided. Catering can be arranged. Maid service can be scheduled.
Activities: Downtown Old Town Key West at Mile Marker 0, historic monument location on Whitehead in the 500 block. One short block from Duval Street, one short block from the Green Parrot Bar. We consider this one of the best places to view the Fantasy Fest Parade as this event is staged just around the corner at Fort Zachary Taylor, and this location is the very first to see the floats! From here you're down the street from Fausto’s Fine Foods for grocery shopping, Mallory Square Sunset Celebration, Mel Fisher treasure Museum, Ernest Hemingway Museum, Custom House and Lighthouse Museums, Fort Zachary Taylor State Park, and Key West Aquarium are all in the neighborhood. You’re also perfectly situated to walk to excellent internationally recognized downtown restaurants, night life, popular clubs, the Historic Seaport, and tropical shops.
Restrictions: Smoke free property. No pets. (Please don't ask!) This home is offered as an exclusive vacation rental in the most requested location in Key West. We do not accept guests less than 25 years of age unless accompanied by a family group or guardian.
Area: This neighborhood of Key West is the "island urban" area. When you stay in this little district it's amazing how much there is to see on each street. The original city infrastructure was built here to create a diverse array of shopping, offices, entertainment, restaurants, bars, hotels, and churches, and these features are still offered in a modernized mode. There is an impressive display of historic commercial buildings and residential Victorian, cottage, and bungalow style residences. Beautiful tree-lined streets and never ending people watching make you want to walk everywhere and see everything from here.
Notes: This is an upscale property is ideal for professionals and executives who have discerning tastes looking for a spacious and luxurious accommodation.
*** Please Note: During Fantasy Fest the rate for this exclusive property with a porch on Whitehead St. where the parade goes by, is $6500 for the week.
Feb 29 - Mar 7
Mar 21 - Apr 4
|Feb 15, 2020 - Feb 21, 2020||$5625||$1100||5 night minimum - 'within' Sat/Sat Only|
|Feb 22, 2020 - Apr 17, 2020||$5425||$1000||5 night minimum - 'within' Sat/Sat Only|
|Apr 18, 2020 - May 24, 2020||$4200||$825||4 night min. or 3 night min. 60 days prior to arrival.|
|May 25, 2020 - Jun 12, 2020||$4075||$775||4 night min. or 3 night min. 60 days prior to arrival.|
|Jun 13, 2020 - Aug 7, 2020||$4200||$825||5 night min, but 3-4 nights within 60 days|
|Aug 8, 2020 - Oct 15, 2020||$4075||$775||4 night min. or 3 night min. 60 days prior to arrival.|
|Oct 16, 2020 - Oct 24, 2020||$6700||$1200||7 night minimum|
|Oct 25, 2020 - Nov 7, 2020||$4075||$775||4 night min. or 3 night min. 60 days prior to arrival.|
|Nov 8, 2020 - Nov 15, 2020||$4600||$850||7 night minimum|
|Nov 16, 2020 - Nov 19, 2020||$4075||$775||4 night min. or 3 night min. 60 days prior to arrival.|
|Nov 20, 2020 - Nov 28, 2020||$4200||$825||5 night minimum|
|Nov 29, 2020 - Dec 18, 2020||$3800||$775||4 night min. or 3 night min. 60 days prior to arrival.|
|Dec 19, 2020 - Dec 25, 2020||$5525||$1000||7 night minimum|
|Dec 26, 2020 - Jan 1, 2021||$6925||$1200||7 night minimum|
|Jan 2, 2021 - Jan 8, 2021||$4700||$925||4 night min. or 3 night min. 60 days prior to arrival.|
|Jan 9, 2021 - Jan 15, 2021||$4700||$925||4 night min. or 3 night min. 60 days prior to arrival.|
|Jan 16, 2021 - Jan 22, 2021||$4700||$925||4 night min. or 3 night min. 60 days prior to arrival.|
|Jan 23, 2021 - Jan 29, 2021||$5200||$1025||5 night minimum - 'within' Sat/Sat Only|
|Jan 30, 2021 - Feb 12, 2021||$5600||$1025||7 night min Sat/Sat Only, but 3-5 nights within 60 days|
|Feb 13, 2021 - Feb 19, 2021||$5800||$1100||7 night min Sat/Sat Only, but 3-5 nights within 60 days|
|Feb 20, 2021 - Apr 9, 2021||$5600||$1025||7 night min Sat/Sat Only, but 3-5 nights within 60 days|
|Apr 10, 2021 - May 30, 2021||$4350||$850||4 night min. or 3 night min. 60 days prior to arrival.|
|May 31, 2021 - Jun 11, 2021||$4200||$800||4 night min. or 3 night min. 60 days prior to arrival.|
|Jun 12, 2021 - Aug 8, 2021||$4350||$850||5 night min, but 3-4 nights within 60 days|
|Aug 9, 2021 - Oct 1, 2021||$3950||$800||4 night min. or 3 night min. 60 days prior to arrival.|
|Oct 2, 2021 - Oct 21, 2021||$4200||$800||4 night min. or 3 night min. 60 days prior to arrival.|
|Oct 22, 2021 - Oct 31, 2021||$6875||$1200||7 night minimum|
|Nov 1, 2021 - Nov 6, 2021||$4200||$800||4 night min. or 3 night min. 60 days prior to arrival.|
|Nov 7, 2021 - Nov 14, 2021||$4350||$850||7 night minimum|
|Nov 15, 2021 - Nov 19, 2021||$4200||$800||3 night minimum|
|Nov 20, 2021 - Nov 28, 2021||$4350||$850||7 night min. or 3 night min. 60 days prior to arrival.|
|Nov 29, 2021 - Dec 17, 2021||$3950||$800||4 night min. or 3 night min. 60 days prior to arrival.|
|Dec 18, 2021 - Dec 25, 2021||$5825||$1025||7 night minimum|
|Dec 26, 2021 - Jan 2, 2022||$7125||$1200||7 night minimum|
Rates and Terms are subject to change without notice. Above rates do not include taxes and fees. Click here for more details on additional fees. Please contact us for specific pricing and to confirm rates. Rates in US Funds. (305) 294-7358 Ext 1 - firstname.lastname@example.org
VHKW offers promotional specials for purchasing trip insurance for stays between Aug 10 and Oct 20. Please call for more details.
“Fabulous location and accommodations.
“We had a great stay at VHKW! The house was clean and nicely decorated. It looked nicer in person than it did in the pictures. I loved that the house was just a block from Duval and lots of night life but it was plenty quiet inside the house. We had an issue with the fire alarm but the staff was very responsive and got it fixed right away. Would stay again!
“Location, Location, Location! We could ask for a better spot. Walking distance to just about everything. House was very clean and perfect for our group of 7. Staff was very friendly and helpful on recommendations.
“Great property, location and responsive management team. Looking forward to going again!
“2019 was my 3rd year renting from VHKW and I reserved next year’s trip already. The staff remains in the background and are willing to assist in any way possible upon request. As a repeat renter they make me feel like the rental home is mine and even reserve my week of travel in advance to assure the rental is available. The properties are very comfortable homes with all the amenities one might need on holiday. If you go to Key West to stay in a home and watch tv, then you are vacationing in the wrong place. VHKW provides updated, CLEAN, and comfortable properties to come home to after a long day or night of embracing the Key West culture. I expect to get what I pay for but the world class service VHKW provides is above and beyond. P. Fitzwater / Delaware, USA
“This house was a nice rental we would rent it again
“Really enjoyed our vacation.
“Me and my family had an amazing experience using vacation homes of key west for our first trip to key west. Extremely clean, well kept, and an absolutely gorgeous rental. We felt so at home and never wanted to leave! Paige was so helpful and extremely accommodating. Will definitely be back!
“Exceeded our expectations, clean! And convenient. These were our thoughts about both locations, whitehead Street and Elizabeth Street. Paige and Tia were fantastic at helping us out when things got hot. Great vacation! We appreciate the wonderful service from VHKW.
“Everything was perfect for our group of 7. We had a great time spending days in the pool and exploring the island. Paige at the front desk was great and helped us book a sunset cruise, snorkeling and golf. Would definitely recommend to groups wanting to be close to the action but a place to stay with privacy to just hang out and relax. Thanks to the VHKW team.
“We had an awesome time in Key West. The house we rented from VHKW was perfect for us.
“This vacation was 100%, the best. The 4 bedroom, 4 bath home was perfect for our group of 4 couples. The home at mile marker (0) was in the middle of everything. You do not need a car. Walk to all the attractions, or take the free bus out front, that goes around Duval St. We would love to go back to this property again some day.
“We really enjoyed this house. It's location is perfect. The women enjoyed the pool. It was perfect size to soak and relax. This is the second time we have rented from VHKW. Both times we had a great week.
“I celebrated my 40th birthday in Key West with my family from January 24-28. I can’t say enough great things about our experience and accommodations! It was the perfect location for seeing the sights and walking to dinner. It was clean, comfortable and spacious for the 8 of us! Our expectations were exceeded! I will recommend your company and hope to come back soon for a repeat visit!
“The place we rented was great!! It had everything we needed for our stay there. The location was perfect and there were many amenities too. We will definitely book another stay there!! Also the staff at VHKW are very nice and accommodating!! Thank you for making our vacation very enjoyable!
“The house was perfect for a family of eight. Nicely appointed, spotless and safe. Close to many stores and restaurants. The backyard was beautiful with all the foliage, pool, table and chairs.
“It is always a pleasure to stay with VHKW. The staff is polite and very accommodating. I have booked with VHKW for 3 years in a row and recommend them to anyone who wants to relax without worrying about the headaches of dealing with a large company, homeowner, or resort.
“This home was absolutely perfect! It was clean, spacious, and comfortable. The location could not have been better! The staff at Vacation homes of Key West were more than helpful and so nice! I would definitely book this space again!
“I had an excellent experience working with VHKW from the research point to booking and during my stay. The staff was very pleasant and flexible. The rental home was matched the description and was in a great location.
“It's a nice property. Checked us in one hour late after suggesting we might be able to get our adult children in at 2 P.M. But not worth hurting the rating. They responded in one hour when the toilet broke and fixed it quickly. And very responsive on a parking issue. Great management service. Paige was really nice and helpful!!
“We had a great time in Key West! Working with VHKW was perfect. They helped us find a property within our budget to accommodate a group of 7. We stayed in Heavenly Hideout at Rainbow's End. It was really nice. It's a 4 bedroom house , on the second floor, and each bedroom has its own private bathroom. It appears the house can be divided into two 2-bedroom units so there were 2 kitchens which was great because we could put all our food in one fridge and all our beverages in the other! The property had a nice deck with lounge chairs and a spa-type pool in the back The pool is by no means large, nor is it for swimming, but it was perfect to sit in and cool off. We spent many afternoons out there enjoying the sunshine. The rental agency office was actually on the first floor of the unit which was really convenient for us to pop in with questions. They also provided a maintenance number which came in handy because we had a few instances of people parking in our designated parking spot in the lot. Paige was extremely helpful and our issues were taken care of immediately. The only negative comment, and this is by no fault of VHKW, is that the 2 master bedrooms are on street side of a very busy and tourist photo opp at the 0 Mile Marker, and you could hear all the street noise. Definitley NOT a deal breaker whatsoever. We did however like sitting on the front porch to people watch. Oh, and the roosters. It's a way of life down there, you just have to get used to them. If I ever go back to Key West and need a rental for a large group I would definitely consider staying there again. I highly recommend using VHKW for rentals.
“Nice property in great location
“We had 4 couples and each of us are ready to come back! Everything was extremely easy from the renting of the house, to getting the lock code to get in, to the parking space, etc. The house location is perfect if you want to be close to everything, but still have your own little piece of Heaven for quiet. You can walk to Mallory Square for sunsets, to Duvall street, food, drinks, shopping are everywhere. The pool area worked great for us. You do have to like stairs for this house to work for you. Each bedroom has a bathroom which worked great for us. The living room/Kitchen area is a little small but worked for us as we were outback a lot. Would of been nice to have some chairs for the porch out front. That was really the only complaint as a number of the men liked people watching. Being on the 0 Mile Marker, you see a lot of interesting people. The roosters in the morning and the street noise at night didn't bother any of us, but you do hear it. We highly recommend this House if you want to have a great visit to Key West!
“We thoroughly enjoyed our stay. The home was great - nicely appointed, close to everything, and easy rental process. Concierge services were nice extra which we used for bike rental recommendation. (Eaton Bikes were great too.) We would definitely rent through your firm again.
“The double condo we stayed in was perfect for our group and was clean, attractive, well-equipped and centrally located at the Mile 0 marker. The recently-added warm pool was a great place to regroup in the late afternoons when the days would get a bit cooler. The staff at VHKW we very helpful and pleasant from start to finish, including arranging for us to check in early. Loved the keypad lock system so no one had to carry keys. Would definitely rent from VHKW again.
“Outstanding location!!! This home has tasteful current updates and is very well kept. All areas inside and out are clean and welcoming. Each room having its own full bathroom is a huge plus. The home(s) does not offer much indoor gathering space but the outdoor area is ideal to share with all house guests. However, this home is just steps from the heart of Duval St. in downtown KW so you should not be gathering indoors anyway. The outdoor heated pool/soaking tub is a fantastic addition to the property. Automobile and scooter parking is limited but in this location scooters nor automobiles are needed. The staff is professional, kind, and accommodating. On just the second day in the house I booked it again for the following year. This house is perfect for couples who want their own space and the option to come and go as they please without bothering others in the home. I vacation in KW every November and have stayed in numerous locations over the years. For my needs this home is perfect and Vacation Homes of Key West made everything from booking, checking in and checking out effortless. Thank you VHKW, I will be seeing you again soon. P. Fitzwater 11/26/17
“We loved our stay. Will do it again some day soon.
* This property may not be available for the dates above due to other inquires and pending reservation.