Entire home
Duval Square - Downtown Key West!
Photo gallery for Duval Square - Downtown Key West!





Reviews
9.6 out of 10
Exceptional
2 bedrooms2+ bathroomsSleeps 6950 sq ft
Popular amenities
Explore the area

Key West, FL
- Place, Duval Street1 min walk
- Place, Ernest Hemingway Home and Museum3 min walk
- Place, Southernmost Point8 min walk
- Airport, Key West, FL (EYW-Key West Intl.)12 min drive
Rooms & beds
2 bedrooms (sleeps 6)
Bedroom 2
1 Queen Bed
Living Room 1
1 Queen Sofa Bed
MASTER BEDROOM
1 King Bed
2 bathrooms, 1 half bathroom
Bathroom 1
Bathroom 2
Bathroom 3
Toilet
Spaces
Deck or patio
Kitchen
Balcony
Number of living rooms
Dining area
About this property
Duval Square - Downtown Key West!
Like no other place on this remarkable island, the gated and secluded rooftop community above Duval Square is the perfect place to vacation. Quaint townhomes cluster a story above a charming bricked-in square featuring restaurants, shops, an art gallery, and more. Best of all, the enclave is adjacent to and overlooks the world-famous Duval Street. Enjoy the sights of Key West’s main artery from the spectacular rooftop pool. Maybe do a little sunning or people watch. And when you’ve had enough, enter the air-conditioned comfort and tranquility of this townhome with its generous two-level living space, private deck with a hot tub, 2 bedrooms with a balcony off the master suite, and 2.5 baths.
NOTICE: The COA that oversees this complex imposes a $50 per rental fee. This additional fee will be added to your rental agreement when booking and appears as a Reimburse Owner charge.
The townhouse door opens into a front foyer with windows on two sides inviting the sunshine in. Or pull the shades for seamless privacy. Here there’s a bench, hooks for hanging items, a bookcase, baskets, in other words plenty of surfaces for sun lotion, pool towels, your keys and a guidebook, so they’ll be handy to grab when you venture out.
Next in the floor plan is the kitchen, done in cloud white cabinets and white Whirlpool appliances against ocean blue walls and coordinating area rug below. One side of the U-shaped countertop also serves double duty as a convenient breakfast bar complete with chairs. All the kitchen amenities you’d expect are at your fingertips. This is an ideal kitchen for preparing a four-course meal or for warming leftovers from some fabulous meal you ate out the night before. A window over the double sink provides plenty of ambient light or later, as the day turns to evening, use the contemporary track lighting. Next to the kitchen is a laundry closet with washer and dryer, a catch-all closet for a broom and the like, and an ever-so-convenient guest half bath.
The home’s dining space features a crafted wooden table and chairs and a handsome and functional hutch with drawers and cabinets. The track lighting mirroring that in the kitchen carries through to the dining and living areas. The dining area features an eye-catching rope chandelier which provides illumination and an artistic focal point for the area.
To the front is the living room space outfitted with a couch that pulls out into queen bed and a matching love sea. Both invite lounging. The seating is dotted with colorful pillows that take their fabric cue from a nearby swivel chair while the ottoman that doubles as a coffee table blends with the fabric of the couches. Below is an area rug that cushions the natural tile floor beneath while a Florida ceiling fan whirrs above. Across the room is a cabinet with shelves and drawers and space for the large flat screen TV which is in perfect position for viewing from the seating area. Of course, there’s cable and wireless high-speed internet. This is the perfect space for reading, watching a movie, or enjoying family and friends.
From the living area, through glass doors is the private deck with a bubbly hot tub. Or maybe you’re in the mood for a mid-morning meal or starlight dinner in which case there’s a perfect table and four chairs out here to accommodate.
If you don’t already wish you could move in permanently, you’ll probably feel that way once you see the upstairs. A staircase leads to the second floor with its two bedrooms and two full baths. Each bedroom is professionally decorated with lamps, end tables, a TV, spacious closet space for hanging items and chest of drawers for foldable items. The first room offers a comfy queen bed and en-suite full bath. The second, the Master bedroom, offers a just-as-comfy king bed, en-suite full bath, and, through glass doors, a private fresh air balcony with four chairs. If you feel inclined to enjoy a morning latte or nightcap, this is the perfect spot.
After you’ve checked out this exceptional living space, wander down to the temperature-controlled pool reserved for the exclusive use of Duval Square townhouse residents. The pool and chaise loungers are very inviting. Sit here under the canopied roof for shade or out in the sun to work on a tan. If other bathers are enjoying the pool at the same time, you can strike up a conversation, share vacation stories, and get tips about great places to go in Key West. Although the townhome comes with covered parking for a car, you can walk or bike almost anywhere you want to go from this ideal location.
When adventure calls, wander down to the shops, boutiques, a full-service salon, and restaurants that comprise the charming Duval Square. The Square has the feel of a courtyard garden with the convenience of services and food added in. Down a few steps from here brings you to Duval Street itself, which has been officially designated a Great Street by the American Planning Association. A left turn will head you toward the shores of the Atlantic and a right turn will head you toward the Gulf.
In between are all the things that make the Conch Republic so famous: beaches, tours, museums, shopping, over two hundred restaurants, bars, and the Key West Aquarium where you can pet a shark if you dare. Or maybe you’d prefer to have butterflies land on your shoulder at the Butterfly Conservatory. Perhaps have your picture taken at the Southernmost Point buoy or pose with a parrot perched on your head. If the arts are of interest, you’ve come to the right place for music, movies, plays, art galleries, lectures, artists in residence open studios, and more.
Check your phone for sunset times so you don’t miss the world-famous celebration at Mallory Square. Be there as locals and visitors alike gather seven days a week, 365 days a year, to witness the sun sinking into the horizon. Be sure to applaud as the last round edge of fiery orange disappears. If you’re lucky, maybe you’ll see the elusive “green flash” and claim the bragging rights for years to come. Then stick around as artists and street performers entertain the enthusiastic crowd with performing cats, fire eaters, musicians, fortune tellers, and more
Find opportunities for all kinds of water sports along the Historic Seaport boardwalk. Maybe sign up for a sunset sail, a fishing charter, or try water sport opportunities like diving, parasailing, snorkeling, jet-skiing, and more. Maybe take a Conch Train or Trolly ride to preview the island. If this is your first trip to the Conch Republic, a guidebook from Books & Books on Eaton Street or a stop at the Chamber of Commerce Information Center on Greene Street will help make sure you don’t miss anything. Other info on the current music scene, movies, plays, gallery openings, and charitable events can be found at milezerokeywest.com (calendar section). Historic Hideaways' informative Area Guide/Events page located on our website also has a Calendar of Events. We DO NOT guarantee that the information VRBO (and affiliated sites) scrapes from our site to display on theirs is 100% accurate, particularly the amenities. If you come to us through them, be sure to look at all the information on our site related to your rental once you book to be sure you have accurate and up to date information.
NOTICE: The COA that oversees this complex imposes a $50 per rental fee. This additional fee will be added to your rental agreement when booking and appears as a Reimburse Owner charge.
The townhouse door opens into a front foyer with windows on two sides inviting the sunshine in. Or pull the shades for seamless privacy. Here there’s a bench, hooks for hanging items, a bookcase, baskets, in other words plenty of surfaces for sun lotion, pool towels, your keys and a guidebook, so they’ll be handy to grab when you venture out.
Next in the floor plan is the kitchen, done in cloud white cabinets and white Whirlpool appliances against ocean blue walls and coordinating area rug below. One side of the U-shaped countertop also serves double duty as a convenient breakfast bar complete with chairs. All the kitchen amenities you’d expect are at your fingertips. This is an ideal kitchen for preparing a four-course meal or for warming leftovers from some fabulous meal you ate out the night before. A window over the double sink provides plenty of ambient light or later, as the day turns to evening, use the contemporary track lighting. Next to the kitchen is a laundry closet with washer and dryer, a catch-all closet for a broom and the like, and an ever-so-convenient guest half bath.
The home’s dining space features a crafted wooden table and chairs and a handsome and functional hutch with drawers and cabinets. The track lighting mirroring that in the kitchen carries through to the dining and living areas. The dining area features an eye-catching rope chandelier which provides illumination and an artistic focal point for the area.
To the front is the living room space outfitted with a couch that pulls out into queen bed and a matching love sea. Both invite lounging. The seating is dotted with colorful pillows that take their fabric cue from a nearby swivel chair while the ottoman that doubles as a coffee table blends with the fabric of the couches. Below is an area rug that cushions the natural tile floor beneath while a Florida ceiling fan whirrs above. Across the room is a cabinet with shelves and drawers and space for the large flat screen TV which is in perfect position for viewing from the seating area. Of course, there’s cable and wireless high-speed internet. This is the perfect space for reading, watching a movie, or enjoying family and friends.
From the living area, through glass doors is the private deck with a bubbly hot tub. Or maybe you’re in the mood for a mid-morning meal or starlight dinner in which case there’s a perfect table and four chairs out here to accommodate.
If you don’t already wish you could move in permanently, you’ll probably feel that way once you see the upstairs. A staircase leads to the second floor with its two bedrooms and two full baths. Each bedroom is professionally decorated with lamps, end tables, a TV, spacious closet space for hanging items and chest of drawers for foldable items. The first room offers a comfy queen bed and en-suite full bath. The second, the Master bedroom, offers a just-as-comfy king bed, en-suite full bath, and, through glass doors, a private fresh air balcony with four chairs. If you feel inclined to enjoy a morning latte or nightcap, this is the perfect spot.
After you’ve checked out this exceptional living space, wander down to the temperature-controlled pool reserved for the exclusive use of Duval Square townhouse residents. The pool and chaise loungers are very inviting. Sit here under the canopied roof for shade or out in the sun to work on a tan. If other bathers are enjoying the pool at the same time, you can strike up a conversation, share vacation stories, and get tips about great places to go in Key West. Although the townhome comes with covered parking for a car, you can walk or bike almost anywhere you want to go from this ideal location.
When adventure calls, wander down to the shops, boutiques, a full-service salon, and restaurants that comprise the charming Duval Square. The Square has the feel of a courtyard garden with the convenience of services and food added in. Down a few steps from here brings you to Duval Street itself, which has been officially designated a Great Street by the American Planning Association. A left turn will head you toward the shores of the Atlantic and a right turn will head you toward the Gulf.
In between are all the things that make the Conch Republic so famous: beaches, tours, museums, shopping, over two hundred restaurants, bars, and the Key West Aquarium where you can pet a shark if you dare. Or maybe you’d prefer to have butterflies land on your shoulder at the Butterfly Conservatory. Perhaps have your picture taken at the Southernmost Point buoy or pose with a parrot perched on your head. If the arts are of interest, you’ve come to the right place for music, movies, plays, art galleries, lectures, artists in residence open studios, and more.
Check your phone for sunset times so you don’t miss the world-famous celebration at Mallory Square. Be there as locals and visitors alike gather seven days a week, 365 days a year, to witness the sun sinking into the horizon. Be sure to applaud as the last round edge of fiery orange disappears. If you’re lucky, maybe you’ll see the elusive “green flash” and claim the bragging rights for years to come. Then stick around as artists and street performers entertain the enthusiastic crowd with performing cats, fire eaters, musicians, fortune tellers, and more
Find opportunities for all kinds of water sports along the Historic Seaport boardwalk. Maybe sign up for a sunset sail, a fishing charter, or try water sport opportunities like diving, parasailing, snorkeling, jet-skiing, and more. Maybe take a Conch Train or Trolly ride to preview the island. If this is your first trip to the Conch Republic, a guidebook from Books & Books on Eaton Street or a stop at the Chamber of Commerce Information Center on Greene Street will help make sure you don’t miss anything. Other info on the current music scene, movies, plays, gallery openings, and charitable events can be found at milezerokeywest.com (calendar section). Historic Hideaways' informative Area Guide/Events page located on our website also has a Calendar of Events. We DO NOT guarantee that the information VRBO (and affiliated sites) scrapes from our site to display on theirs is 100% accurate, particularly the amenities. If you come to us through them, be sure to look at all the information on our site related to your rental once you book to be sure you have accurate and up to date information.
Our prices include all fees. No hidden fees.
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- Pool
- Free Wi-Fi
- Air-conditioning
- Microwave
9.8 out of 10, Exceptional, (13 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Children Allowed
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Smoking is not allowed.
Important information
You need to know
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
We should mention
This property does not have any lifts
About the area
Key West
Located near the beach, 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 - 6 min walk - 0.6 km
- Key West Butterfly and Nature Conservatory - 6 min walk - 0.6 km
- Southernmost Point - 8 min walk - 0.7 km
Getting around
Restaurants
- Old Town Tavern - 2 min walk
- Circle K - 1 min walk
- Banana Cafe - 3 min walk
- Cuban Coffee Queen (Duval) - 2 min walk
- Rum Bar at the Speakeasy Inn - 1 min walk
Frequently asked questions
Reviews
9.6
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
9.8/10
Check-in
9.8/10
Communication
10/10
Location
9.8/10
Listing accuracy
Reviews
7 Oct 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Oct 2025
10/10 Excellent
Christine G.
21 Nov 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Christine G.
Stayed 7 nights in Nov 2025
10/10 Excellent
Jamie Z.
16 Mar 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful place in excellent location
Jamie Z.
Stayed 5 nights in Feb 2025
10/10 Excellent
ANONKA R.
29 May 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Key West
ANONKA R.
Stayed 3 nights in May 2023
10/10 Excellent
Margaret R.
5 Dec 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Stay!
Margaret R.
Stayed 3 nights in Nov 2023
10/10 Excellent
Susan B.
29 Jun 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Location
Susan B.
Stayed 4 nights in Jun 2024
10/10 Excellent
Stacey S.
25 Mar 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location close to everything yet off the beaten path
Stacey S.
Stayed 4 nights in Mar 2024
10/10 Excellent
Julie M.
29 Jun 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Key West
Julie M.
Stayed 3 nights in Jun 2023
10/10 Excellent
Samantha C.
8 Aug 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely stay, great location!
Samantha C.
Stayed 5 nights in Aug 2023
10/10 Excellent
Julie H.
18 May 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Sunny getaway
Julie H.
Stayed 5 nights in Apr 2025
10/10 Excellent
dorothy d.
3 Mar 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
key west stay
dorothy d.
Stayed 11 nights in Feb 2024
10/10 Excellent
Bill J.
25 Mar 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Spring 2025
Bill J.
Stayed 5 nights in Mar 2025
10/10 Excellent
Caroline H.
22 Feb 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Winter 2025
Caroline H.
Stayed 14 nights in Feb 2025
10/10 Excellent
David F.
8 Apr 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect spot just off Duval
David F.
Stayed 3 nights in Mar 2023
10/10 Excellent
Tim K.
1 Feb 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Duval Square Unit 6
Tim K.
Stayed 4 nights in Jan 2025
10/10 Excellent
Danika F.
15 May 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing place!
Danika F.
Stayed 4 nights in Apr 2023
10/10 Excellent
Fern C.
8 Feb 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fun in the Sun
Fern C.
Stayed 7 nights in Jan 2025
10/10 Excellent
Dave L.
24 Aug 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect in every way !!
Dave L.
Stayed 3 nights in Aug 2024
10/10 Excellent
Jessie Z.
25 Apr 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Jessie Z.
Stayed 4 nights in Apr 2023
8/10 Good
Anne and Ralph C.
23 Mar 2025
Liked: Check-in, communication, location, listing accuracy
Historic Hideaway
Anne and Ralph C.
Stayed 7 nights in Mar 2025
8/10 Good
Elizabeth C.
26 Mar 2023
Liked: Cleanliness, check-in, communication, location
Good location
Elizabeth C.
Stayed 4 nights in Mar 2023
10/10 Excellent
Marc H.
18 Mar 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Few concerns
Marc H.
Stayed 4 nights in Mar 2024
8/10 Good
Justine C.
21 Dec 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Justine C.
Stayed 3 nights in Dec 2024
8/10 Good
Michelle V.
2 Jun 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Motorcycle Trip from Cali
Michelle V.
Stayed 3 nights in May 2024
6/10 Okay
Johnna W.
9 Oct 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Pretty Good
Johnna W.
Stayed 4 nights in Oct 2024
About the host
Hosted by Historic Hideaways
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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