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Key West Vintage Luxury Cottage on Duval w Pool

Photo gallery for Key West Vintage Luxury Cottage on Duval w Pool

Swimming Pool with Loungers
Sunlit Living Room with Smart TV
Open Concept Kitchen Stocked with Cooking Utensils
King Bedroom with Smart TV
living room

Reviews

9.8 out of 10
Exceptional
1 bedroom1 bathroomSleeps 4

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View map
Key West, FL
  • Place, Duval Street
    ‪1 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪3 min walk‬
  • Place, Southernmost Point
    ‪6 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪12 min drive‬

Rooms & beds

1 bedroom (sleeps 4)

Bedroom 2

1 King Bed

Common spaces

1 Double Sofa Bed

1 bathroom

Bathroom 1

Spaces

Porch or lanai
Kitchen
Garden
Dining area

About this property

Key West Vintage Luxury Cottage on Duval w Pool

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.
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 popularKey West Butterfly & Nature Conservatory, The Southernmost Pointand 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.

PAYMENT: Payment for the rental will be processed outside of VRBO according to the terms of your rental agreement (sent for review upon reservation). Payments by credit card are subject to an additional 2.95% merchant processing fee.

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.
PARKING: There is off-street parking for ONE vehicle only at the Vintage Luxury Cottage. The driveway is to the right of the Grand Vin and your spot is on the right side of the driveway. The gate to access the property is at the front of the driveway.

Parking is challenging in Old Town Key West and parking meters and parking lots are relatively expensive. Since this part of the island was developed before there were cars, this should be expected. It is best to park your car, remove your valuables, lock it, and forget about it when you are here. Enjoy your location and walk or bike everywhere if possible.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
default

Smoking

Smoking is not permitted
PARKING: There is off-street parking for ONE vehicle only at the Vintage Luxury Cottage.

Important information

You need to know

Property # 261638vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts cash
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the area

Key West

Located by the sea, this holiday home is in Old Town Key West, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Key West Butterfly and Nature Conservatory and MLK Community Pool & Community Center are also worth visiting. Power boating and swimming offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours nearby.
Map
Key West, FL

What's nearby

  • Duval Street - 1 min walk - 0.0 km
  • Ernest Hemingway Home and Museum - 3 min walk - 0.3 km
  • South Beach - 5 min walk - 0.4 km
  • Key West Butterfly and Nature Conservatory - 5 min walk - 0.4 km
  • Southernmost Point - 6 min walk - 0.6 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 9 min drive

Restaurants

  • ‪Circle K - ‬1 min walk
  • ‪Old Town Tavern - ‬3 min walk
  • ‪Cuban Coffee Queen (Duval) - ‬1 min walk
  • ‪Rum Bar at the Speakeasy Inn - ‬1 min walk
  • ‪Banana Cafe - ‬2 min walk

Frequently asked questions

Does Key West Vintage Luxury Cottage on Duval w Pool have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at Key West Vintage Luxury Cottage on Duval w Pool?

As of 9 May 2026, prices found for a 1-night stay for 2 adults at Key West Vintage Luxury Cottage on Duval w Pool on 29 Aug 2026 start from AU$580, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Key West Vintage Luxury Cottage on Duval w Pool pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Key West Vintage Luxury Cottage on Duval w Pool?

Check-in begins at 4:00 PM.

What time is check-out at Key West Vintage Luxury Cottage on Duval w Pool?

Checkout is at 10:00 AM.

Where is Key West Vintage Luxury Cottage on Duval w Pool located?

Located in Old Town Key West, this holiday home is steps away from City Zoo Gallery and Duval Street. Ernest Hemingway Home and Museum and South Beach are also within 5 minutes.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 56 out of 61 reviews
Rating 8 - Good. 3 out of 61 reviews
Rating 6 - Okay. 2 out of 61 reviews
Rating 4 - Poor. 0 out of 61 reviews
Rating 2 - Terrible. 0 out of 61 reviews

10/10

Cleanliness

10/10

Check-in

9.6/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

L. Michele B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stay was wonderful! The house was perfect, had everything we needed and the location was great. We enjoyed the pool and outdoor area. We would definitely come back and VHKW are the best.
Stayed 8 nights in Apr 2026
Response from VrboOwner on 8 May 2026
We’re delighted to hear the house, location, and outdoor spaces met your expectations and that you enjoyed your stay. We would be happy to welcome you back anytime in the future!
Verified

10/10 Excellent

Michelle H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cute little cottage on Duvall Street. Enjoyed sitting by the pool and on the covered porch!
Stayed 4 nights in Apr 2026
Response from VrboOwner on 8 May 2026
We’re so glad you enjoyed the cottage and had time to relax by the pool and on the porch. It was a pleasure hosting you, and we hope to see you again soon!
Verified

10/10 Excellent

Cory C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was absolutely perfect!
Stayed 2 nights in Apr 2026
Response from VrboOwner on 14 Apr 2026
We’re really glad to hear you had a perfect stay. Your feedback means a lot to us, and we’d love to welcome you back anytime!
Verified

10/10 Excellent

Cheryl S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Best Vacation Ever!!!
Stayed 4 nights in Mar 2026
Response from VrboOwner on 17 Mar 2026
We’re thrilled to hear that! It was such a pleasure hosting you, and we can’t wait to welcome you back for another unforgettable stay.
Verified

10/10 Excellent

Kelly C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This cottage was a real Gem! Clean, charming and very private. We thoroughly enjoyed the pool. The Host was very informative and pleasant to communicate with. If we ever return to Key West I hope we have the ability to stay here again.
Stayed 4 nights in Mar 2026
Response from VrboOwner on 10 Mar 2026
We’re so glad you had a fantastic stay! Hosting you was a pleasure, and we look forward to your next visit.
Verified

10/10 Excellent

Christine R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Exceptional! Secluded and private, but still close to all the restaurants and shopping on Duval Street. Loved the heated pool and took advantage of the gas grill several times! Highly recommend this cute cottage/bungalow in Key West!!!
Stayed 14 nights in Jan 2026
Response from VrboOwner on 30 Jan 2026
Hello Christine,It sounds like you made the most of your Key West getaway! We’re thrilled the cottage offered both comfort and convenience. We’d love to welcome you back for more unforgettable memories!
Verified

10/10 Excellent

B H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cleanliness like no other rental we've stayed in - spotless. Excellent customer service and a great location.
Stayed 7 nights in Oct 2025
Response from VrboOwner on 7 Jan 2026
Your kind words truly made our day! We’re thrilled you enjoyed the home and our service, and we’d be delighted to host you again whenever you visit.
Verified

10/10 Excellent

Nathaniel M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Place didn’t disappoint, location was ideal to explore Duval street, pool was amazing to cool off in during the hot afternoons…we’d definitely stay again
Stayed 3 nights in Aug 2025
Response from VrboOwner on 7 Jan 2026
Hello Nathaniel,Thank you so much! We’re thrilled you enjoyed the location, pool, and overall stay. We’d love to welcome you back anytime for another great visit!
Verified

10/10 Excellent

susan g.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay

this property was 100% perfect...loved the location and our little private oasis
Stayed 15 nights in Jan 2020
Response from VrboOwner on 3 Apr 2020
Thank you for your nice comment! We are thrilled that you loved this little private oasis! We hope to have you back soon! VHKW Team
Verified

10/10 Excellent

Neil L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place

We have stayed here before and it’s a great location and the house is teriffic.
Stayed 7 nights in Feb 2020
Response from VrboOwner on 3 Apr 2020
Thank you so much for the nice comments! We would love to have you back again soon! VHKW Team
Verified

10/10 Excellent

Brent B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Slice of Paradise for two

Loved this place and the location. Even though it's right off Duvall, it's tucked away and feels like you have the island to yourself. Pool is great, amenities too.
Stayed 4 nights in May 2025
Response from VrboOwner on 8 Jan 2026
Hello Brent,Glad you had a fantastic stay! We’d love to welcome you back.
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

It was great!
Stayed 5 nights in Jul 2023
Response from VrboOwner on 9 Dec 2024
Thank you for staying with us for your trip to Key West and for taking the time to review your experience Steffanie! It was a pleasure hosting you and we hope to have the chance again the next time you're back in town. Best, VHKW
Verified

8/10 Good

Joel M.

Great location !!!!!!

Cozy and great location !!!!
Stayed 3 nights in Oct 2018
Response from VrboOwner on 19 Dec 2024
Thank you so much Joel! We're happy to hear you enjoyed our cottage and we would be happy to host you again anytime you're back in Key West. Best, VHKW
Verified

10/10 Excellent

anthony c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location in Old Town

Great property. Great location.
Stayed 6 nights in Jun 2024
Response from VrboOwner on 2 Dec 2024
Thank you for your kind review and for staying with us for your time in Key West! We're so happy to hear you enjoyed the home and the prime location in Old Town. Best, VHKW
Verified

10/10 Excellent

Sherry R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful!

Location and accommodations were wonderful! Would definitely book the cottage again.
Stayed 14 nights in Mar 2023
Response from VrboOwner on 12 Dec 2024
We're thrilled to hear you enjoyed your stay with us and our beautiful island! We would love the chance to host you again the next time you're back in Key West. Best, VHKW
Verified

10/10 Excellent

Bruce H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot

Was an ideal getaway spot for a couple of days
Stayed 4 nights in Jan 2024
Response from VrboOwner on 7 Feb 2024
Thank you for the kind review, Bruce. We're so glad to hear you enjoyed your stay and look forward to seeing you again. VHKW
Verified

10/10 Excellent

Matt B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place

We really enjoyed our stay here. It was close to everything. The pool was an added bonus. We would definitely stay again.
Stayed 3 nights in Aug 2024
Response from VrboOwner on 2 Dec 2024
Thank you for your thoughtful review and for staying with us for your time in Key West! We're thrilled you enjoyed the home and sparkling swimming pool! We can't wait to host you for your next trip to town. Best, VHKW
Verified

10/10 Excellent

Robert Hendershot

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great cottage

This is a great hidden gem on Duval St. We enjoyed our stay. The VRBO listing was very accurate.
Stayed 5 nights in Jan 2023
Response from VrboOwner on 16 Dec 2024
We're so happy you got to experience one of our favorite hidden gems on the island and that you made our cottage into your home away from home. Thank you so much for your glowing review and for spending your vacation with us. Best, VHKW
Verified

10/10 Excellent

Tim T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Anniversary week

We had an amazing time. The location was perfect for us and the pool was great to cool off on the hot days!
Stayed 4 nights in May 2024
Response from VrboOwner on 4 June 2024
Thanks for your 5-star review, Tim! Glad you had an awesome time and enjoyed the pool to beat the heat. Can't wait to host you again soon! VHKW
Verified

10/10 Excellent

carissa M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic private property

Amazing location and property. Felt like our own little world steps away from everything. Never needed a car since everything is walkable from the property. The house was comfortable and the outside space was a little private oasis.
Stayed 5 nights in Apr 2025
Response from VrboOwner on 8 Jan 2026
Hello Carissa,We’re so happy you loved the location and the peaceful outdoor space! It’s the best of both worlds,quiet and private, yet close to everything. Thanks for staying with us, and we hope to host you again soon!
Verified

10/10 Excellent

Beth K.

Liked: Cleanliness, check-in, location, listing accuracy

Great getaway cottage

Nice, cozy cottage for our vacation. Very clean.
Stayed 7 nights in Nov 2020
Response from VrboOwner on 22 Feb 2021
Thank you for your comments! We are glad you found the cottage cozy and clean. We'd love to host you again soon! VHKW Team
Verified

10/10 Excellent

Terri S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charming cottage!

Our second stay here. Adorable cottage, private with a huge pool 🌴💦 Easy walks to all areas around Duvall. Very quiet and relaxing ❤️
Stayed 7 nights in Jan 2024
Response from VrboOwner on 23 Jan 2024
Thank you, Terri! We appreciate you taking the time to leave us such a fantastic review and are glad to hear you enjoyed everything about the property. We hope to see you again! VHKW
Verified

10/10 Excellent

Tom H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Total relaxation and great location

My wife and I went to Key West for my 70th birthday and this cottage was simply fabulous. On Duval St., but a great location. A little more on the Southern end which was perfect.
Stayed 7 nights in Nov 2022
Response from VrboOwner on 16 Dec 2024
We're so happy you and your wife were able to getaway and enjoy the Island Life during your stay with us! Thank you for taking the time to leave a kind review of your experience, we hope to host you both again the next time you're in Key West! Best, VHKW
Verified

10/10 Excellent

Jose' S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fall Vacay

Wonderful property, great privacy. Will be back for sure. Worth the extra distance from the downtown area
Stayed 4 nights in Oct 2019
Response from VrboOwner on 18 Dec 2024
We're so happy to hear you enjoyed the privacy of the property and all our cottage has to offer! Thank you for staying with us Jose, it was a pleasure hosting you for your time in Key West. Best, VHKW
Verified

10/10 Excellent

Melissa M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Trip!

This property was fantastic! We were on the quieter end of Duval but still close to anything and everything! The private pool was an excellent way to relax after a hot June day! The bed was very comfy and having a washer/dryer was a nice bonus! The Key West Butterfly & Nature Conservatory, and the southern buoy are within a short walk. We took a cocktail making class and toured a retired ship museum, toured The Little Whitehouse, had many stops at The Flying Monkey. This truly was a fantastic vacation and all within a close proximity to the cottage!
Stayed 7 nights in Jun 2025
Response from VrboOwner on 8 Jan 2026
Hello Melissa,We’re thrilled the cottage, pool, and location made your vacation so enjoyable. Can’t wait to welcome you back!

About the host

Hosted by VHKW - Vacation Homes of Key West

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Languages:

English

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