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  • (305) 294-7358
Key West Time
March 22nd
6:07pm · 73°F

Vintage Luxury Cottage ~ Weekly Rental

1BR 1BA ~ Weekly Rental
Sleeps 2-4

Without a doubt, one of the rarest private Key West vacation cottages available. Situated in one of the most requested locations in Old Town Key West, this luxury renovated turn-of-the-century Vintage Luxury Cottage vacation rental is hidden just off upper Duval Street in Old Town. Enter the gate from your private off-street parking place to a stunning large brick courtyard with private heated swimming pool.

This elegant one bedroom cottage is completely renovated with style and flare. The living room has open beam ceilings and the cottage is decorated and appointed throughout with casual elegance. All rooms are tiled with beautiful muted tile. The stylized bathroom offers a double size shower, designer fixtures, and an elegant bowl vanity. The kitchen is a cooks dream -- all stainless steel appliances, granite counter tops, and even a professional wine cooler under the counter!! Very handy since you are right next to "Grand Vin" - a high end wine tasting shop.

From the living room, French doors open to a large porch with marble top table that will seat six. The porch even sports tailored privacy curtains that can be pulled at the guest's discretion. From the porch step onto the beautiful antique brick courtyard which has a captivating view of the pool. For our plant loving guests, courtyard sports a variety of lovely tropical flowers and trees. Indeed, you will probably spend most of your time pool side. Guests are also invited to use the pool and deck area to entertain small groups who may wish to visit them.

The general graceful design and layout of the Vintage Luxury Cottage lends itself perfectly for versatile use. It is ideal for honeymoon or anniversary couple, a single who wants a private luxury retreat that is close to everything, or small family that want a private cottage just steps away from Duval Street convenience.

The cottage has a king size bed in the bedroom and a Parisian style chaise for lounging. The living room has a full sleeper sofa for additional sleeping.

The cottage has a full size (double bed) sleeper sofa.  

Note: If you love this cottage but need to sleep more than 3 (or 4 maximum if two can sleep in a double bed), you can rent it with the two bedroom Caribbean Cottage. You can combine a rental of both cottages and sleep 8 - 10 by renting the Fantasy Resort Villa.

Bedding Summary:

  • Bedroom – King size bed
  • Living Room – 1 Full (double bed) sleeper sofa

Amenities: Champagne for the newly weds! Swimming pool (heat optional) with brick courtyard, garden and deck, large front porch, fenced yard, fully equipped "cook's dream" kitchen with all new stainless steel appliances, professional wine cellar, and granite counter tops. Central a/c, washer / dryer, Flat Screen cable TV, C/D player and stereo. Linens and towels provided.

Activities: Shopping, restaurants, nightlife, museums, sailing, boating, snorkeling, diving, theatre, night life, family activities. Everything is within walking distance. Cafe neighborhood features art galleries, wonderful eateries and internationally famous fine restaurants, coffee house, fine gift and clothing stores. Right out your gate find Grand Vin Wine Bar, where you’ll enjoy an extensive selection of wine by the glass and Flamingo Crossing, the award winning homemade ice cream store with some of the best ice cream you’ll ever eat.

Area: Elegant Upper Duval St. - Close to the Southern Most Point of the United States A "Best kept Key West Secret!" You would never know this cottage is here from the street, yet Upper Duval Street with all its charm and splendor is just out the gate. This property truly lends itself to the adage "location, location, location." From here you really never need to get in your car even through private parking is available. Enjoy walking or biking everywhere then return home for a dip in your pool.

Restrictions: Smoking permitted on outside porch and pool deck only. No pets, please. We do not accept guests less than 25 years of age unless accompanied by a family group or guardian.

special rates available

June 15- June 22
weekly $2200

view all specials

Dates Weekly Nightly Terms
Feb 23, 2019 - Apr 19, 2019 $3100$5257 night min Sat/Sat Only, but 3-5 nights within 60 days
Apr 20, 2019 - May 26, 2019 $2450$4504 night min. or 3 night min. 60 days prior to arrival.
May 27, 2019 - Jun 14, 2019 $2200$4254 night min. or 3 night min. 60 days prior to arrival.
Jun 15, 2019 - Aug 8, 2019 $2500$4505 night min, but 3-4 nights within 60 days
Aug 9, 2019 - Oct 19, 2019 $2200$4254 night min. or 3 night min. 60 days prior to arrival.
Oct 20, 2019 - Oct 26, 2019 $3600$6007 night minimum
Oct 27, 2019 - Nov 3, 2019 $2200$4254 night min. or 3 night min. 60 days prior to arrival.
Nov 4, 2019 - Nov 10, 2019 $2650$4507 night minimum
Nov 11, 2019 - Nov 22, 2019 $2200$4254 night min. or 3 night min. 60 days prior to arrival.
Nov 23, 2019 - Nov 29, 2019 $2650$4507 night minimum
Nov 30, 2019 - Dec 20, 2019 $1800$4254 night min. or 3 night min. 60 days prior to arrival.
Dec 21, 2019 - Dec 27, 2019 $3100$5007 night minimum
Dec 28, 2019 - Jan 3, 2020 $3800$6007 night minimum
Jan 4, 2020 - Jan 10, 2020 $2800$5254 night min. or 3 night min. 60 days prior to arrival.
Jan 11, 2020 - Jan 17, 2020 $2800$5254 night min. or 3 night min. 60 days prior to arrival.
Jan 18, 2020 - Jan 24, 2020 $2800$5254 night min. or 3 night min. 60 days prior to arrival.
Jan 25, 2020 - Jan 31, 2020 $2975$5255 night minimum - 'within' Sat/Sat Only
Feb 1, 2020 - Feb 14, 2020 $3150$5257 night min Sat/Sat Only, but 3-5 nights within 60 days
Feb 15, 2020 - Feb 21, 2020 $3450$5257 night min Sat/Sat Only, but 3-5 nights within 60 days
Feb 22, 2020 - Apr 17, 2020 $3150$5257 night min Sat/Sat Only, but 3-5 nights within 60 days
Apr 18, 2020 - May 24, 2020 $2450$4504 night min. or 3 night min. 60 days prior to arrival.
May 25, 2020 - Jun 12, 2020 $2250$4254 night min. or 3 night min. 60 days prior to arrival.
Jun 13, 2020 - Aug 7, 2020 $2550$4505 night minimum - 'within' Sat/Sat Only
Aug 8, 2020 - Oct 22, 2020 $2250$4254 night min. or 3 night min. 60 days prior to arrival.
Oct 23, 2020 - Oct 31, 2020 $3650$6007 night minimum
Nov 1, 2020 - Nov 7, 2020 $2250$4254 night min. or 3 night min. 60 days prior to arrival.
Nov 8, 2020 - Nov 15, 2020 $2600$4507 night minimum
Nov 16, 2020 - Nov 19, 2020 $2250$4254 night min. or 3 night min. 60 days prior to arrival.
Nov 20, 2020 - Nov 28, 2020 $2600$4507 night minimum
Nov 29, 2020 - Dec 18, 2020 $1850$4254 night min. or 3 night min. 60 days prior to arrival.
Dec 19, 2020 - Dec 25, 2020 $3150$5007 night minimum
Dec 26, 2020 - Jan 1, 2021 $3850$6007 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, New Years, Key West Yacht Race Week, Thanksgiving, Power Boat Races, Mini-Lobster Season, Labor Day, Parrot Heads Meeting of the Mind, Biker's Poker Run, 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 – King size bed
  • Living Room – 1 Full (double bed) sleeper sofa
Nov 09, 2018,
We stayed at the Luxury Vintage Cottage for three days just after Fantasy Fest. I would highly recommend this place to people who like their privacy. The house is located in a garden right off upper Duval Street, yet it is very private and quiet. A parking spot is available right in front of the property and everything is within easy walking distance. The house is very comfortable, with a well-equipped kitchen and a heated swimming pool. Everything was spotlessly clean and we enjoyed daily swims in the pool and dinners on the terrace. The outdoor dining area under the porch could have been made more comfortable with the addition of pads on the chairs and the adjoining sitting area under the porch would have been more enjoyable with a small side-table to put one’s glass of wine on and some seat cushions as well. All in all, the Luxury Vintage Cottage is the perfect place to stay at in Key West.

Oct 23, 2018,
Flawless trip! Quite possibly my favorite of all time. Home was in great shape and no negative comments. We’ll definitely want to stay here again.

Oct 15, 2018,

Oct 11, 2018,
The Vintage Luxury Cottage is a best kept secret for two. The first thing you notice is how private it is. The second is how clean and well maintained everything is. No grandma's old furniture here! The property has all the little amenities one would expect, wifi, washer & dryer, hair dryer, dishwasher, blender. They even had a pair of very nice wine glasses. We loved the ceiling fans inside & outdoors. A couple of very minor things to consider are that the bathroom door is louvered, very authentically Key West, but I'd prefer not to hear everything that goes on in there. ) Also bathroom storage is extremely limited, so prepare to function out of your makeup bag. There is a charming little metal shelf unit over the toilet, but it has a lattice work bottom, so small things fall over or thru. Perhaps the owners might consider adding plexiglass shelf toppers? The shower made up for those shortcomings by being spacious with a bench seat and an adjustable height hand held shower head, very convenient for tall people in your life. The bedroom and living room are surprisingly spacious for such a cozy cottage. Perfect for two people, but three would be a bit much for me. Hands down, the absolute best feature is the private pool. We were in it multiple times daily. It's about 12' x 24' and goes from 3'-6'. There are two seating shelves. We spent many happy hours chilling in it, watching the anoles, birds and occasional chicken family enjoy the beautifully landscaped (and well lit at night) brick courtyard. The location is prime. We walked to everything. Wonderful bars (hey Rum Bar!), restaurants (ummm, Origami), shopping and people watching. The Duval Loop free bus can get you to other places when you don't feel like trekking thru the humidity. Hey, you can always jump in the pool when you get back. We did! I really shouldn't submit this review because we don't want it booked up when we come to stay again.

Oct 01, 2018,
Very easy transaction. No surprises. Highly recommend this company.

Sep 27, 2018,
All went smooth. Any problems we had were taking care of quickly. Would definitely stay again . Thanks for a great stay.

Aug 07, 2018,
We love this cottage. Hope to be back soon!

Jul 11, 2018,
The house was perfect!!! The location of the house was perfect, walking distance to everything including a 15 minute walk to Higgs beach. The pool was AMAZINGLY RELAXING. I LOVED IT!!!!

May 20, 2018,
Greatest vacation ever! Everything was perfect

May 09, 2018,
Very beautiful and clean cottage. You could not beat the location. I loved having my own private pool! Definitely going back next year!

Apr 18, 2018,
We could not have been more delighted with our stay at the Vintage Luxury Cottage. What a perfect place in Key West. The quiet cottage just off Duval was such a great location and we enjoyed the pool daily. We will be back!

Apr 03, 2018,
Perfect little house in a great location. Private as you can get in the Keys. Lol. Had an absolute blast. We only had one issue with our pool but the Rental Company was amazing and had someone out within the same day to fix it. Couldn’t be happier with our stay. We will definitely be staying here again in the future.

Feb 27, 2018,
Another fabulous trip to Key West! It gets better each time we go- see you next year!!

Feb 13, 2018,
Cottage was fantastic and exactly as expected. Thanks for another great Key West vacation.

Jan 04, 2018,
Stayed in Vintage Luxury Cottage Christmas week. Just a wonderful getaway. Cottage is great for two. Heated and nice sized pool a true luxury. Location is as described and we walked almost everywhere.. May have spoiled me for other Key West accommodations, VHKW staff pleasant and eager to be of assistance.

Dec 22, 2017,
A Key West oasis! This lovely cottage is tucked just off Duval Street where there is no end to the shops, restaurants, and night life. We loved that this end of Duval is quiet allowing for a peaceful retreat yet only steps to The party. The king bed was comfy, the kitchen was well equipped, and the outdoor grill was great for grilling up KW pinks and snapper. The pool was decadent and a luxury not having to share with others. We were so glad it was heated as the temp was cool during our stay. We will definitely be back for another week of paradise.

Nov 24, 2017,
My wife & I have been renting cottages & homes in Key West with you for over 7 years. Every rental experience has been flawless with no glitches or issues. We recommend VHKW to many other travelers. Your web site is awesome with complete descriptions and great photo's. Your staff is superb. We rent with confidence from VHKW!

Aug 01, 2017,
Wonderful cottage at 1107 Duval St. Very private - yet steps away from all the character and ambience of Old Town. This was our third year renting this little cottage and we hope to make it a yearly tradition!

Dec 15, 2016,
We loved it! Hidden away, right off of Duval Street!! Your own private oasis! We walked everywhere, never rented a car......will definitely be back!!

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