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  • (305) 294-7358
Key West Time
October 16th
10:22pm · 82°F

Key West Wabi Sabi ~ Weekly Rental

4BR 3.5BA ~ Weekly Rental
Sleeps 8

Undeniably adorable, Key West Wabi Sabi vacation rental is a celebration of authentic Key West cottage style island living. Built in 1930, the front of the historic wooden plank house is held to vintage form with loads of original details, complete with welcoming front porch and saw-tooth tin roof. True to its name, the interior was lovingly redesigned to time-honor its nostalgic charm and simplicity and is beautifully renovated with luxury conveniences and amenities that complement the style. Enjoy our architectural photographs of each room and the back deck plus a detailed floor plan of the interior.

About the Design:

What’s in a name?  Wabi Sabi is often summarized as “the wisdom of simplicity” and finding the “natural beauty in imperfection.  From an aesthetic standpoint, Old Town Key West, full of history nostalgia is an architectural reflection of this notion. It was this concept that inspired the make-over of this precious vintage house.

The owners love the aesthetic of Old Town Key West architecture and wanted to retain the vintage heritage of this house while at the same time making a vacation home that is light, airy, cozy, peaceful and relaxing. Committed to the life concepts of authenticity and sustainability, they traveled to vintage markets in northern California to hand-select a wonderful collection of one-of-a-kind repurposed furnishings scaled to the size of the home. Period pieces were chosen for their curvy vintage lines and surfaces painted soft pastels and whites. A variety of wooden furniture styles and unique artwork are beautifully blended with unique lighting fixtures to complement one another to create a romantic shabby chic style. A touch of rich reds and bright greens and turquoise add a Key West tropical punch. The end result is a space where you can slow down, take a break from this crazy-mixed -up world, and recharge your batteries - island style.

Interior Layout: Sweet and sensuous, the alluring spaces of this delightful vintage cottage style house speak to the heart. Because it’s a tropical home, the floor plan has been re-worked to focus the main living area toward the back yard so that indoor / outdoor pool-side living is maximized. In this re-design, the front of the house became bedrooms. The living room is now accessed through a side entrance situated on the left side of the house from the private driveway.  Step into the entrance hall and you’re faced with a door to your left leading to the living / dining / kitchen area, a stairway straight ahead that leads to the 2nd floor master suite, and a door to your right that leads to the 3rd and 4th bedrooms.  Refer to the slide show of the first floor and we will begin our tour of the house at the back main living area.

Living room / dining room / kitchen:

Designed as an open concept great-room with double sets of single pane French doors that lead to the pool and wooden deck, this is the common living area where you will gather to visit, relax and dine together. Thick Mexican tiled floors and soaring open beamed ceiling painted white punctuate the cottage style and create an open spacious feeling. A beautiful hand hewed round white wooden dining table and chairs is set near the doors for garden view dining.  A vintage style living room grouping of sofa, period piece chairs, occasional tables and lamps is set on the wall facing the back deck. A cottage-style custom kitchen with all the modern conveniences runs along the entire north wall. 


The house provides 4 bedrooms, 3 which can be considered ‘master bedrooms’ since they provide full en-suite bathrooms.  The 4th bedroom doubles as a den and offers a powder room (1/2 bath) with sink and commode.  Refer to our slide show to clarify the layout of the bedrooms as described below.

Bedroom 1 - The 1st bedroom, with en-suite bath, is accessed through a door between the living room and kitchen. This bedroom has the same soaring open beam ceilings as the great-room, and with two sash windows that let in plenty of sunlight it feels airy and spacious. This bedroom is staged with a craftsman built wooden king size platform bed.  A hand painted headboard and beautiful 'Beach House' sign perched above the door, combined with a combination of vintage and tropical furnishings create a special welcoming island feel.  The full bathroom provides a tub, tiled in-tub shower, and free-standing sink.

Bedroom 2 - Refer to the graphic in our slide show of the 2nd floor to begin our tour of the 2nd bedroom with private en-suite bathroom. Accessed from the wooden interior staircase, this is the only room on the 2nd floor. This room is ½ story, so the front half of the ceiling has a low slant. A non-issue only to be noted, there is plenty of head room to stand up straight and walk around in the rest of the space.

Considered the main master bedroom in the house, a little romance sets the tone for this 2nd floor story-book suite. Distressed wide wood planked floors with custom cut nails, and a little private balcony harken the authentic tone of the room. A queen size wooden plat-form bed painted white is neatly tucked in the dormered sleeping alcove on one side of the room. An adorable 1940’s vanity and re-claimed designer slipper chair with ottoman are set on the other side and curtains matching the peacock pattern chair and ottoman complete the decorator look. The vintage style bathroom, complete with claw-foot bathtub with in-tub shower, is pretty and peaceful.

Bedroom 3 - Located at the front of the house, on the left side as you face it, the 3rd bedroom is accessed from the main side entrance of the house. Designed to be used as a bedroom or a den, this room has received a total renovation by ripping out the old tile floors and ugly ceiling and adding fresh new cottage-style cypress wood planked floors a bead board ceiling. Three sash windows at the side and front of the house are kept in tack to invite in the natural daylight.

This is the smallest of the 3 bedrooms, but it is comfortably furnished with a trundle bed that can be made up as 2 twin beds or a king size bed.  A charming vintage wood dresser, end tables and chair complete the dressed-down charming feel. This room provides a pretty cottage style powder room (1/2 bath) complete with an artistic corner vanity with round pottery sink, matching back-splash tiles, and a pretty little stained glass window set over the sink to invite in light from the entrance hall. 

Bedroom 4 - Situated at the front of the house, on the right side as you face it, the 4th bedroom can be accessed from 2 entrances.  Refer to the floor plan to see how an interior door joins bedroom 3 and 4, so these rooms can be opened to use together or separately.  But please note, bedroom 4 is also accessed from the front door of the house, giving it a private entrance from the front porch. This gives the added option of using the front door entrance for bedroom 4 so as not to disturb persons using bedroom 3 for sleeping.

In the re-design, the 4th bedroom received the same cypress wood planked floors bead board ceiling as the adjoining bedroom 3. It also enjoys the same style sash windows, only on the opposite side and front of the house. For furnishings, this bedroom provides a king size bed and fabulous period furniture that includes a hand crafted armoire and dresser. This bedroom is completed with an en-suite bathroom with tiled shower, free-standing sink, commode and a vanity shelf nook.

Grounds: One of the nicest features of the property is the indoor / outdoor tropical life-style it provides. Double sets of single pane French doors open from the great room to the back wooden deck. Visible from the main living area, the pretty pool with trickling waterfall is large enough to float around and relax, but like most pools in Key West, don’t expect to dive and do laps. The fully fenced deck area provides lounge chairs and an exterior dining chair and tables for poolside snacking.

At the front of the property, the house boasts a whimsical curbside appeal with a saw-tooth tin roof. An irresistible front porch spans the width of the building, with a center door framed by wood shutters and sash hung windows. A Key West signature white picket fence surrounds the front and sides. Simple tropical foliage grows in the small front yard between the fence and the porch. At the left side of the property in the front, is a private off-street parking place for one compact car.

The graphic shown in our slide show above gives the layout of the property and clarifies the sizes of the beds in each bedroom.  

Notes: This property works best for 8 people.  Bedroom 3 has a ½ only, so you will need to decide which bathroom to shower in. When bedrooms 3 & 4 are used together with the adjoining door, they can work ideally for a couple with a child or 2 children.

Bedding Summary:

  • Bedroom 1 – King size bed
  • Bedroom 2 – (2nd FL) Queen size bed
  • Bedroom 3 – Trundle bed (can be made as 2 twin beds or a king size bed
  • Bedroom 4 – King size bed

Amenities: Float pool and deck. New fully equipped kitchen, a/c, Wi-Fi, cable TV and DVD, stereo, washer / dryer. Linens and towels are provided. Catering can be arranged. Maid service can be scheduled.

Parking: Wabi-sabi enthusiasts tend to embrace simplicity in daily life by living in smaller homes, driving smaller cars. Private off - street parking for one compact size car in driveway. DO NOT BRING AN OVERSIZED VEHICLE TO THIS SPACE AS IT WILL NOT FIT. If you arrive by car plan to park it in your designated private parking space and enjoy walking or biking around the island.

Activities: This property is located just a few blocks from Mallory Square Sunset Celebration, steps from Fausto's Fine Foods for grocery shopping, excellent downtown restaurants, popular clubs, the Historic Seaport, and tropical shops makes this one of the most requested and convenient accommodations in Key West.

Area: Downtown Old Town Historic Key West.  Just one-half block off Duval Street.  Walk to all Old Town Key West features. Great restaurants, shops, galleries, clubs, Hemingway House Museum, Light House Museum, Custom House Museum, Key West Aquarium, Ship Wreck Museum. 10 minute stroll from the famous Sunset Celebration at Mallory Square.

Restrictions: Smoke free house. No pets. 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.


Book Direct For The Best Price Guaranteed

special rates available

Oct 18 - Oct 23

Weekly $3800
Nightly $800

view all specials

Dates Weekly Nightly Terms
Oct 2, 2021 - Oct 21, 2021 $4455$859.254 night min. or 3 night min. 60 days prior to arrival.
Oct 22, 2021 - Oct 31, 2021 $7275$1247.257 night minimum
Nov 1, 2021 - Nov 6, 2021 $4455$859.254 night min. or 3 night min. 60 days prior to arrival.
Nov 7, 2021 - Nov 14, 2021 $4600$821.507 night minimum
Nov 15, 2021 - Nov 19, 2021 $4455$859.253 night minimum
Nov 20, 2021 - Nov 28, 2021 $4600$821.507 night min. or 3 night min. 60 days prior to arrival.
Nov 29, 2021 - Dec 17, 2021 $4195$929.004 night min. or 3 night min. 60 days prior to arrival.
Dec 18, 2021 - Dec 25, 2021 $6160$1100.007 night minimum
Dec 26, 2021 - Jan 2, 2022 $7570$1297.757 night minimum
Jan 3, 2022 - Jan 14, 2022 $5560$1112.004 night min. or 3 night min. 60 days prior to arrival.
Jan 15, 2022 - Jan 21, 2022 $5560$1072.504 night min. or 3 night min. 60 days prior to arrival.
Jan 22, 2022 - Jan 28, 2022 $6185$1193.005 night minimum - 'within' Sat/Sat Only
Jan 29, 2022 - Feb 18, 2022 $8300$1482.257 night min Sat/Sat Only, but 3-5 nights within 60 days
Feb 19, 2022 - Feb 25, 2022 $8610$1476.007 night min Sat/Sat Only, but 3-5 nights within 60 days
Feb 26, 2022 - Apr 17, 2022 $8300$1482.257 night min Sat/Sat Only, but 3-5 nights within 60 days
Apr 18, 2022 - May 29, 2022 $5660$1010.754 night min. or 3 night min. 60 days prior to arrival.
May 30, 2022 - Jun 10, 2022 $5810$1120.504 night min. or 3 night min. 60 days prior to arrival.
Jun 11, 2022 - Aug 7, 2022 $6005$1072.505 night min, but 3-4 nights within 60 days
Aug 8, 2022 - Sep 30, 2022 $5475$1212.504 night min. or 3 night min. 60 days prior to arrival.
Oct 1, 2022 - Oct 20, 2022 $5810$1120.504 night min. or 3 night min. 60 days prior to arrival.
Oct 21, 2022 - Oct 30, 2022 $9490$1627.007 night minimum
Oct 31, 2022 - Nov 5, 2022 $5810$1120.504 night min. or 3 night min. 60 days prior to arrival.
Nov 6, 2022 - Nov 13, 2022 $6005$1072.507 night minimum
Nov 14, 2022 - Nov 18, 2022 $5810$1120.503 night minimum
Nov 19, 2022 - Nov 26, 2022 $6005$1072.507 night min. or 3 night min. 60 days prior to arrival.
Nov 27, 2022 - Dec 16, 2022 $5475$1212.504 night min. or 3 night min. 60 days prior to arrival.
Dec 17, 2022 - Dec 25, 2022 $8030$1434.007 night minimum
Dec 26, 2022 - Jan 2, 2023 $12340$2115.507 night minimum

Additional Notes:

  • High Season generally requires a 7 night minimum stay. Shorter stays of 3 - 5 nights may be available within 60 days of your arrival date or in special situations. Certain dates may not be available if they minimize optimal booking for the property's reservation calendar. Please contact us to inquire about stays less than 7 nights.
  • Shoulder and Low Season is a 3 - 5 night minimum available on reservations made within 60 days of arrival May through mid-August. From mid-August through mid-December, 3 - 5 night minimum stays are available any time.
  • Short Stays are available if there are open nights that are less than the minimum stay, shorter stays may be possible depending on the property. Please contact us to inquire.
  • Holiday, Festival, and Event Rates are 20% to 25% higher. These include, but are not limited to: Fantasy Fest, Thanksgiving, Christmas, New Years, Power Boat Races, Mini-Lobster Season, Labor Day, Parrot Heads Meeting of the Mind, 4th of July, Easter. A 7 night minimum stay is required for most major holidays, festivals, and events.

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 -

Apply here for Travel Guard Trip Cancellation and Interruption Insurance.

VHKW offers promotional specials for purchasing trip insurance for stays between Aug 10 and Oct 20. Please call for more details.

  • Bedroom 1 – King size bed
  • Bedroom 2 – (2nd FL) Queen size bed
  • Bedroom 3 – Trundle bed (can be made as 2 twin beds or a king size bed
  • Bedroom 4 – King size bed
Jun 18, 2021,
The house was great plenty of room and great location. We enjoyed the outdoor patio and pool. Will definitely stay here again in the future. The staff at WHKW was great the entire process was simple and easy.

Jun 09, 2021,
Need to fix bathroom floor in lower bedroom behind kitchen. My wife cut her foot on the broken tile which was being covered up by the rug.

May 28, 2021,
We had a great experience booking through VHKW. Our home was wonderful with a great location. The staff at VHKW was very accommodating and understanding, as our original dates were in 2020. Response time with questions was prompt. Great customer service. We will be back!

Mar 24, 2021,
Fabulous location. Loved our stay in this darling place.

Mar 15, 2021,
We loved everything about the house! It was very clean, and well kept. All the liens and towels were like new so it didn't feel like a rental. The pool and back porch was so nice to have and you cant beat the location. We will definitely be staying there again and telling friends what a great place it is.

Feb 11, 2021,
We enjoyed the house very much. Perfect location close to everything. Couple of small issues that were taken care of very quickly. House was clean and had everything we needed for a two week stay. Thanks so much.

Jan 18, 2021,
Great stay. VHKW was on top of all our needs. We rented Wabi Sabi for more than a week. Loved it. It was an oasis in a busy town. For those with SUVs, we were warned that the parking space was tight, but we were able to fit a GLS in it without going onto the sidewalk. We'd rent it again.

Sep 05, 2020,
The Wabi Sabi vacation rental was such a charming, cozy, and luxurious island cottage! We immediately felt right at home - SO comfortable! My son spent many hours in the private pool, and I enjoyed relaxing in the much-needed cool!! And the location was SO GREAT - I LOVED The *Cafe*, Date & Thyme, Fausto's - all of these were close by - I got breakfast food at Fausto's and kept going back for more great food at The *Cafe* and Date & Thyme. - And we were able to walk to the beach and all over town. So great to be in the thick of it in Key West, see so much on foot, and be able to retreat into our cottage to recharge and relax when needed. Thank you for such an awesome, comfortable, and memorable stay!!

Jul 30, 2020,
The Wabi Sabi home was amazing. Location on Duval was perfect for the group with easy access to anything we wanted to do. The VHKW staff are the nicest people. We arrived a little earlier than check, I made a call to the office and they confirmed that it was clear for us to check in early. We have recommended this home to many friends and we would stay there again.

Mar 09, 2020,
House was great and so was the location. Can't say enough about how much we enjoyed our time in Key West.

Feb 24, 2020,
Perfect location to walk to many places. The house was clean and fit our needs. They set up our bike rental which we loved! The website was exceptional helpful for places to go! I would highly recommend it to others

Jan 11, 2020,
Great home, awesome location! Would love to own it ourselves. We really enjoyed the property and our stay. Can't wait to come back.

Dec 02, 2019,
Property Manager was easy to contact and responsive. Greatly appreciated !

Nov 23, 2019,
Wonderfully mainted cottage. Check in was seamless, no problems and no worries!

Nov 15, 2019,
We wanted to thank you for providing us with the use of the Wabi Sabi House. Everything went well with the wedding and our granddaughter got ready there and the lush outdoor area provided a great backdrop for pictures. I would like to suggest that you install a railing to assist in getting into the pool. Three of us couldn't use the pool because we had no hand hold. Otherwise we all had a great time. I would definitely recommend this property.

Jun 08, 2019,
We all had a wonderful time the wabi sabi house was awesome, rooms were very comfortable and back deck with pool was great for those hot afternoons..

Jan 17, 2019,
It was a great stay at an amazingly convenient location. The house was clean, cute and had everything we needed! Just a half block off the midway section of Duval, so close to everything but quiet and peaceful. Yes there are Roosters, but love htem and Faustos market( very convenient) Parking lot across st had some early morning activity but nothing annoying. 10 minute walk to mallory Sq or 20 Minute walk to Southernmost point! Awesome!!

Dec 30, 2018,
506 Bahama St. was heaven. It was in the heart of the island, just where we wanted to be, and the home was pure bliss. Loved everything about it. It was exactly as pictured, and the team at Vacation Homes of Key West are fantastic. This was not our first time renting a property with this property management company, and not only will we stay at this specific property again, this is the only company we use when we visit. It was super depressing driving out on Saturday, as usual. See you in 2019 VHKW!

Sep 21, 2018,
Wabi Sabi was everything we wanted and more!! Location couldn’t be better, pool was perfect, and all 8 of us slept comfortably!!

Aug 03, 2018,
We enjoyed our stay very much. We found no short-comings. Our group was a family of three generations with three children and there was no complaining.

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