Entire home
Key West Vintage Luxury Cottage on Duval w Pool
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Reviews
9.8 out of 10
Exceptional
1 bedroom1 bathroomSleeps 474 sq m
Popular amenities
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.
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.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
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- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (217 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
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 Fort Zachary Taylor Historic State Park and South Beach. Key West Butterfly and Nature Conservatory and MLK Community Pool & Community Center are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

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
Restaurants
- Old Town Tavern - 3 min walk
- Circle K - 1 min walk
- Banana Cafe - 2 min walk
- Cuban Coffee Queen (Duval) - 1 min walk
- Rum Bar at the Speakeasy Inn - 1 min walk
Frequently asked questions
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 window9.8/10
Cleanliness
10/10
Check-in
9.6/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Verified
12 March 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Mar 2026
Verified
10/10 Excellent
Kelly C.
8 March 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Kelly C.
Stayed 4 nights in Mar 2026
Verified
10/10 Excellent
Christine R.
24 January 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Christine R.
Stayed 14 nights in Jan 2026
Verified
10/10 Excellent
B H.
5 November 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
B H.
Stayed 7 nights in Oct 2025
Verified
10/10 Excellent
Nathaniel M.
30 August 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nathaniel M.
Stayed 3 nights in Aug 2025
Verified
10/10 Excellent
Brent B.
26 May 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Slice of Paradise for two
Brent B.
Stayed 4 nights in May 2025
Verified
10/10 Excellent
susan g.
3 February 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Stay
susan g.
Stayed 15 nights in Jan 2020
Verified
10/10 Excellent
Neil L.
10 March 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place
Neil L.
Stayed 7 nights in Feb 2020
Verified
10/10 Excellent
Verified traveller
20 July 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay
Verified traveller
Stayed 5 nights in Jul 2023
Verified
10/10 Excellent
anthony c.
28 June 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location in Old Town
anthony c.
Stayed 6 nights in Jun 2024
Verified
8/10 Good
Joel M.
15 October 2018
Great location !!!!!!
Joel M.
Stayed 3 nights in Oct 2018
Verified
10/10 Excellent
Sherry R.
19 March 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful!
Sherry R.
Stayed 14 nights in Mar 2023
Verified
10/10 Excellent
Matt B.
4 September 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Place
Matt B.
Stayed 3 nights in Aug 2024
Verified
10/10 Excellent
Bruce H.
6 February 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great spot
Bruce H.
Stayed 4 nights in Jan 2024
Verified
10/10 Excellent
carissa M.
25 April 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic private property
carissa M.
Stayed 5 nights in Apr 2025
Verified
10/10 Excellent
Robert Hendershot
27 January 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great cottage
Robert Hendershot
Stayed 5 nights in Jan 2023
Verified
10/10 Excellent
Tim T.
3 June 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Anniversary week
Tim T.
Stayed 4 nights in May 2024
Verified
10/10 Excellent
Beth K.
22 November 2020
Liked: Cleanliness, check-in, location, listing accuracy
Great getaway cottage
Beth K.
Stayed 7 nights in Nov 2020
Verified
10/10 Excellent
Terri S.
22 January 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Charming cottage!
Terri S.
Stayed 7 nights in Jan 2024
Verified
10/10 Excellent
Melissa M.
1 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing Trip!
Melissa M.
Stayed 7 nights in Jun 2025
Verified
10/10 Excellent
Tom H.
7 December 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Total relaxation and great location
Tom H.
Stayed 7 nights in Nov 2022
Verified
10/10 Excellent
Jose' S.
31 October 2019
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fall Vacay
Jose' S.
Stayed 4 nights in Oct 2019
Verified
10/10 Excellent
Mike W.
8 April 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Best little secret spot
Mike W.
Stayed 7 nights in Apr 2023
Verified
10/10 Excellent
Thomas S.
4 March 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Home
Thomas S.
Stayed 6 nights in Feb 2024
Verified
10/10 Excellent
Lauren H.
26 August 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Hideaway!
Lauren H.
Stayed 6 nights in Aug 2024
About the host
Hosted by VHKW - Vacation Homes of Key West
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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