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  • (305) 294-7358
Key West Time
June 16th
5:38am · 85°F

Vintage Luxury Cottage On Duval ~ Weekly Rental

1BR 1BA ~ Weekly Rental
Sleeps 2-4

Without a doubt, one of the rarest private Key West luxury cottage rentals 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 private vacation home 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. If you're looking for luxury cottage rentals, this could be the perfect place for you1 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. Only a short stroll away from the extremely popular Key West Butterfly & Nature Conservatory, The Southernmost Point and South Beach.

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.

Book Direct For The Best Price Guaranteed

special rates available


June 24 - June 29
July 8 - July 14
July 19 - July 25
Nightly $475

view all specials

Dates Weekly Nightly Terms
Jun 10, 2024 - Aug 11, 2024 $2995$565.005 night min, but 3-4 nights within 60 days
Aug 12, 2024 - Oct 2, 2024 $2390$525.004 night min. or 3 night min. 60 days prior to arrival.
Oct 3, 2024 - Oct 17, 2024 $2600$525.004 night min. or 3 night min. 60 days prior to arrival.
Oct 18, 2024 - Oct 27, 2024 $4855$832.007 night minimum
Oct 28, 2024 - Nov 3, 2024 $2995$565.004 night min. or 3 night min. 60 days prior to arrival.
Nov 4, 2024 - Nov 11, 2024 $3260$580.007 night minimum
Nov 12, 2024 - Nov 21, 2024 $2465$525.004 night min. or 3 night min. 60 days prior to arrival.
Nov 22, 2024 - Nov 30, 2024 $3460$665.007 night min. or 3 night min. 60 days prior to arrival.
Dec 1, 2024 - Dec 18, 2024 $2465$525.004 night min. or 3 night min. 60 days prior to arrival.
Dec 19, 2024 - Dec 27, 2024 $4420$850.007 night minimum
Dec 28, 2024 - Jan 3, 2025 $5400$1030.007 night minimum
Jan 4, 2025 - Jan 10, 2025 $4075$785.004 night min. or 3 night min. 60 days prior to arrival.
Jan 11, 2025 - Jan 17, 2025 $4075$785.004 night min. or 3 night min. 60 days prior to arrival.
Jan 18, 2025 - Jan 31, 2025 $4320$830.004 night min. or 3 night min. 60 days prior to arrival.
Feb 1, 2025 - Feb 14, 2025 $4570$880.005 night min, but 3-4 nights within 60 days
Feb 15, 2025 - Feb 21, 2025 $4990$960.005 night min, but 3-4 nights within 60 days
Feb 22, 2025 - Apr 11, 2025 $4570$880.005 night min, but 3-4 nights within 60 days
Apr 12, 2025 - May 28, 2025 $3260$580.004 night min. or 3 night min. 60 days prior to arrival.
May 29, 2025 - Jun 8, 2025 $2995$565.004 night min. or 3 night min. 60 days prior to arrival.
Jun 9, 2025 - Aug 10, 2025 $2995$565.004 night min. or 3 night min. 60 days prior to arrival.
Aug 11, 2025 - Oct 1, 2025 $2390$525.004 night min. or 3 night min. 60 days prior to arrival.
Oct 2, 2025 - Oct 16, 2025 $2600$525.004 night min. or 3 night min. 60 days prior to arrival.
Oct 17, 2025 - Oct 25, 2025 $4855$832.007 night minimum
Oct 26, 2025 - Nov 2, 2025 $2995$565.004 night min. or 3 night min. 60 days prior to arrival.
Nov 3, 2025 - Nov 10, 2025 $3260$580.007 night minimum
Nov 11, 2025 - Nov 20, 2025 $2465$525.004 night min. or 3 night min. 60 days prior to arrival.
Nov 21, 2025 - Nov 29, 2025 $3260$665.007 night min. or 3 night min. 60 days prior to arrival.
Nov 30, 2025 - Dec 19, 2025 $2465$525.004 night min. or 3 night min. 60 days prior to arrival.
Dec 20, 2025 - Dec 27, 2025 $4570$880.007 night minimum
Dec 28, 2025 - Jan 5, 2026 $5550$1060.007 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 – King size bed
  • Living Room – 1 Full (double bed) sleeper sofa
Dec 06, 2023,
Excellent service, very helpful and super easy check in and out! The cottage was as advertised and wonderful!

Sep 05, 2023,
Loved the privacy and cozy feel.

Jul 31, 2023,
Lovely cottage on the quieter end of Duval. Nice pool and parking spot!

May 31, 2023,
Wonderful stay as always. This is the perfect little getaway home with lots of privacy and an amazing location on Duval. We couldn’t have been happier. Thank you!

May 23, 2023,
Everything totally wonderful & perfect! Had an awesome week. Thank you VHKW!!

May 17, 2023,
Our second vacation in the cottage. Great relaxing time. We did find half a pill on the bedroom floor and a paper towel under the bedroom dresser. Will definitely be back for another relaxing time. Loved the privacy of the cottage.

Mar 07, 2023,
My experience with VHKY and the house I rented was absolutely perfect. The booking process and communication was super smooth from start to finish. I appreciated the thorough welcome packet that really helped us get oriented. And the house was phenomenal. Very much appreciated the generous start-up supplies, everything at the house was in great shape, the pool was fabulous, and everything about the experience was so relaxing. I look forward to returning!

Jan 31, 2023,
Great cottage and a great time.

Jan 25, 2023,
I’ve rented from VHKW several times. I love their inventory, and they are always professional and communicative.

Jan 14, 2023,
We have rented from them several times. Good selection and professional in all areas. Maintenance items have been taken care of.

Dec 13, 2022,
We travel quite a bit and this was our best vacation. The cottage was fabulous and a great location. Thank you!

Oct 24, 2022,
Lovely cottage with everything we needed. Very comfortable. Pool was thoroughly enjoyed! Location was perfect for us. Not super loud area.

Sep 27, 2022,
The house was just as described. Perfectly located just off Duval St. Pool was a huge plus to cool off whenever we wanted. We arrived a day late due to weather delays. We let VHKW know and they followed up the next day to make sure we got there ok. Wonderful house and location. Looking to come back and we intend to stay at this same location.

Sep 20, 2022,
We loved all aspects of the luxury cottage! We didn’t have any issues or needs for VHKW so that was great. Based on availability we were able to get a late checkout & it was very much appreciated! I do think the realtor fees were high but since we saved a bit on the home because of the time of year I accepted it.

Aug 31, 2022,
We had a great time! Everything was, as pictured.

Aug 01, 2022,
This rental surpassed our expectations in every way. The location is perfect. We rented a golf cart and didn’t even need it. The private pool was by far the best feature. We’ll definitely book this location again.

Apr 26, 2022,
3rd time staying with VHKW. Lovely experience each time. Beautiful historic homes with all the amenities and a beautiful private pool. Look forward to coming back again!

Apr 12, 2022,
Excellent, we enjoyed our stay and loved our cottage. We had a pool issue and it was resolved the next day. Great service

Jan 04, 2022,
We have rented several times and different places. Of the few times we needed maintenance it came promptly and took care of issue. Places we rented were as advertised and extremely nice. Not cheap but we got what we paid for and will rent again.

Oct 26, 2021,
Cottage is great! Perfect area! Very cozy and quiet! Hope to stay there again!!!

Jul 30, 2021,
This cottage is darling and perfect for the two of us! We enjoyed being so close to everything, but still on the quieter end of Duval. Swimming in our own private pool every day was a much-appreciated luxury. We were truly able to unplug and relax during our stay. Wonderful vacation!

Jun 15, 2021,
This was our second time staying in the Vintage Cottage at 1107 Duval.. It was a gloriously perfect week, The weather was gorgeous all week. We enjoyed the pool, the porch, the home and all of Key West.. I once again was not ready to leave. Until next time! ❤️

Jun 08, 2021,
Such an amazing rental property. Clean, well-equipped, and extremely comfortable. The private porch and pool were more than we expected. We actually spent most of our days poolside. Just perfect! And talk about location!!! Open the gate, and Duval Street is right there! With so much to do, we had no desire to go home. Thank you so much for providing a true oasis! We’ll be back.

May 06, 2021,
Second time here and even better than the first! Looking forward to our return soon!

Feb 09, 2021,
We have stayed in several paces in Key West. Our favorite is the Vintage Luxury Cottage - which we have rented a few times. The cottage is perfect for the two of us, plenty of space inside or out for both of us to keep up with work, hang out and relax. The pool and courtyard are excellent, it’s peaceful even though it is steps from Duval. We like being able to pull our bikes into the fenced area and not have to lock them up every night. We will rent this cottage again.

Nov 14, 2020,
The location of our rental was superb. So close to all the shops and restaurants. The house was perfect. It was clean and included everything we could have needed. The weather wasn’t that great so it would have been nice if the pool had been heated.

Oct 05, 2020,
We had a great experience renting with them! The AC went out and they had it fixed and up and running right away! Everyone was so friendly at VHKW and we really can’t wait to rent from y’all again, thank you!

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