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.
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 Truman Waterfront Park, and this location is the very first to see the floats! From here you're down the street from Fausto’s Food Palace for grocery shopping, Mallory Square Sunset Celebration, Mel Fisher Maritime 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.
Dec 9 - Dec 12
Dec 17 - Dec 22
|Nov 28, 2023 - Dec 16, 2023||$5055||$925.00||4 night min. or 3 night min. 60 days prior to arrival.|
|Dec 17, 2023 - Dec 25, 2023||$7345||$1311.75||7 night minimum|
|Dec 26, 2023 - Jan 2, 2024||$9205||$1578.00||7 night minimum|
|Jan 3, 2024 - Jan 12, 2024||$6340||$1200.00||4 night min. or 3 night min. 60 days prior to arrival.|
|Jan 13, 2024 - Jan 19, 2024||$6340||$1200.00||4 night min. or 3 night min. 60 days prior to arrival.|
|Jan 20, 2024 - Feb 2, 2024||$7000||$1340.00||4 night min. or 3 night min. 60 days prior to arrival.|
|Feb 3, 2024 - Feb 16, 2024||$7600||$1450.00||5 night min, but 3-4 nights within 60 days|
|Feb 17, 2024 - Feb 23, 2024||$7900||$1500.00||5 night min, but 3-4 nights within 60 days|
|Feb 24, 2024 - Apr 12, 2024||$7600||$1450.00||5 night min, but 3-4 nights within 60 days|
|Apr 13, 2024 - May 29, 2024||$5585||$995.00||4 night min. or 3 night min. 60 days prior to arrival.|
|May 30, 2024 - Jun 9, 2024||$5430||$945.00||4 night min. or 3 night min. 60 days prior to arrival.|
|Jun 10, 2024 - Aug 11, 2024||$5585||$995.00||5 night min, but 3-4 nights within 60 days|
|Aug 12, 2024 - Oct 2, 2024||$4650||$845.00||4 night min. or 3 night min. 60 days prior to arrival.|
|Oct 3, 2024 - Oct 17, 2024||$4950||$885.00||4 night min. or 3 night min. 60 days prior to arrival.|
|Oct 18, 2024 - Oct 27, 2024||$8905||$1525.00||7 night minimum|
|Oct 28, 2024 - Nov 3, 2024||$5420||$945.00||4 night min. or 3 night min. 60 days prior to arrival.|
|Nov 4, 2024 - Nov 11, 2024||$6115||$1090.00||7 night minimum|
|Nov 12, 2024 - Nov 21, 2024||$5420||$945.00||4 night min. or 3 night min. 60 days prior to arrival.|
|Nov 22, 2024 - Nov 30, 2024||$5785||$1090.00||7 night min. or 3 night min. 60 days prior to arrival.|
|Dec 1, 2024 - Dec 16, 2024||$5055||$925.00||4 night min. or 3 night min. 60 days prior to arrival.|
|Dec 17, 2024 - Dec 25, 2024||$7750||$1490.00||7 night minimum|
|Dec 26, 2024 - Jan 2, 2025||$9700||$1860.00||7 night minimum|
|Jan 3, 2025 - Jan 10, 2025||$6590||$1250.00||4 night min. or 3 night min. 60 days prior to arrival.|
|Jan 11, 2025 - Jan 17, 2025||$6590||$1250.00||4 night min. or 3 night min. 60 days prior to arrival.|
|Jan 18, 2025 - Jan 31, 2025||$7250||$1390.00||4 night min. or 3 night min. 60 days prior to arrival.|
|Feb 1, 2025 - Feb 14, 2025||$7850||$1500.00||5 night min, but 3-4 nights within 60 days|
|Feb 15, 2025 - Feb 21, 2025||$8150||$1550.00||5 night min, but 3-4 nights within 60 days|
|Feb 22, 2025 - Apr 11, 2025||$7850||$1500.00||5 night min, but 3-4 nights within 60 days|
|Apr 12, 2025 - May 28, 2025||$5585||$995.00||4 night min. or 3 night min. 60 days prior to arrival.|
|May 29, 2025 - Jun 8, 2025||$5430||$945.00||4 night min. or 3 night min. 60 days prior to arrival.|
|Jun 9, 2025 - Aug 10, 2025||$5585||$995.00||4 night min. or 3 night min. 60 days prior to arrival.|
|Aug 11, 2025 - Oct 1, 2025||$4650||$845.00||4 night min. or 3 night min. 60 days prior to arrival.|
|Oct 2, 2025 - Oct 16, 2025||$4950||$885.00||4 night min. or 3 night min. 60 days prior to arrival.|
|Oct 17, 2025 - Oct 25, 2025||$8900||$1525.00||7 night minimum|
|Oct 26, 2025 - Nov 2, 2025||$5420||$945.00||4 night min. or 3 night min. 60 days prior to arrival.|
|Nov 3, 2025 - Nov 10, 2025||$6115||$1090.00||7 night minimum|
|Nov 11, 2025 - Nov 20, 2025||$5420||$945.00||4 night min. or 3 night min. 60 days prior to arrival.|
|Nov 21, 2025 - Nov 28, 2025||$5785||$1090.00||7 night min. or 3 night min. 60 days prior to arrival.|
|Nov 29, 2025 - Dec 16, 2025||$5055||$925.00||4 night min. or 3 night min. 60 days prior to arrival.|
|Dec 17, 2025 - Dec 25, 2025||$7900||$1540.00||7 night minimum|
|Dec 26, 2025 - Jan 2, 2025||$9950||$1910.00||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 - email@example.com
VHKW offers promotional specials for purchasing trip insurance for stays between Aug 10 and Oct 20. Please call for more details.
“Great place!! Great customer service!
“Super clean! Great location! We rent a lot in Key West and my house guests & I all agreed that this was the cleanest place we've ever stayed in. Loved the decor & the beds were very comfortable. The foyer light needed to be changed and the front office/maintenance was so quick to respond. Highly recommend this place!
“The house was beautiful! Very clean and had everything we needed for a comfortable stay. The location of the property was perfect! We could walk to all of our favorite places, having a parking space was great for the places we needed to drive to. The pool is beautiful and very well taken care of. VHKW staff were top notch! They were on top of all requests immediately and very helpful. We will definitely be booking this place in the future.
“Great customer service. The whole booking process was easy and stress free! Will use VHKW again.
“Awesome place, great location. Perfect for our family. We had a great vacation!
“Very nice. Will stay again.
“This house was so beautiful. It was perfect for our group. It was everything we needed and more.
“Great place and conveniently located to Duval Street. Easy walk to everywhere. Will definitely stay again!!
“A great place to stay and enjoy Key West. This place exceeded our expectations. Makes you feel like you’re at home. Everything you need if you’d like to stay in and cook your catch and own meals. Within walking distance to everything. Already looking at what time next year we will be coming back. Thank you again.
“Great place to stay with a large family with 4 bedrooms and 4 baths. Outdoor pool was nice to have to wind down at the end of day. Perfect location for walking to restaurants and shopping. Had an awesome time !
“The house was perfectly located and we loved the decor. it was very spacious and the kids really liked having their own room and bathroom. The pool was a welcome retreat from the heat and the waterfall was a bonus. Easy rental process and quick/easy check in on day of arrival. Would definitely rent again and recommend!
“The house was amazing. Everything that was advertised and more! Would 100% stay again!
“Great location!!! Loved the houses. Neatly decorated. Pool was a very good place to retreat from the heat. The TVs were small and the bike storage area was very tight getting into and out of. But overall we loved the place.
“We had a wonderful vacation. Rental process was easy and efficient. Location of the house was amazing. House was clean and well appointed. Would rent again. Thanks
“We had a wonderful experience at Heavenly Hideout at Rainbows End! Clean, spacious home with friendly staff at VHKW. Private, comfortable rooms and convenient layouts. Great location near all the best spots in Old Town!
“The property was ideal! Great for 6-8 adults and conveniently to all the sights and sounds of Key West. We would certainly use this again. Additionally, the staff of VHKW was very accommodating when we had to extent our stay due to weather in our home states.
“Wonderful customer service!
“The house was very comfortable and well appointed. Pool was lovely and the patio setting was very agreeable. Location was great for easy access to old town and the waterfront as well as Truman Annex. We all enjoyed our time there.
“Perfect location! Great staff! I would give it a 10 if I could!
“VHKW maintained the high level of service they have provided in years past. Last minute flight changes could have caused huge inconveniences but VHKW quickly accommodated our modified arrival and departure needs. These vacation puppeteers work behind the scenes to provide a flawless vacation experience year after year.
“Great experience with our rental through VHKW! House was clean, great location and perfect for our girls getaway weekend.
“The house was perfect for my trip with my kids and their spouses! It was centrally located and made almost everything within walking distance. The house was super clean upon arrival and was in great condition. The beds were comfortable and the kitchens were fully equipped well enough for us to cook meals. There was a gas grill which was a big hit for us ,we were able to cook fresh fish we caught on our fishing trips. The house was comfortable for our party of 6 and was laid out for family gathering! Everything was fully operational through our stay and the A/C was great .Loved having washer and dryers to clean clothes as we needed. The pool was immaculate and very nice to be able to cool off after a day in the sun Bella took care of anything we needed promptly. I would definitely recommend a stay here in Key West at this property!! TOTALLY AWESOME John Rapovich Austin TX
“House and property was very clean. Location was right in the heart of Key West.
“This is our second time at this property and 3rd time renting through VHKW. This is a great spot and we had another very nice time this year. For some reason, a couple things went wrong with the property during our stay. One of the hot water heaters acted up and the pool heater stopped working. We mentioned the hot water heater to VHKW staff and it was handled that day. The pool heater was fixed without asking. They also needed to replace some of the smoke detectors. The staff worked with our schedule so we were not inconvenienced. Nice to see that even when things are not perfect, VHKW does their best not to have it affect your stay.
“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.
* This property may not be available for the dates above due to other inquires and pending reservation.