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Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere

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TV, DVD player, stereo
3 bedrooms, iron/ironing board, WiFi, bed sheets
Outdoor pool
Interior
TV, DVD player, stereo

Reviews

9.8 out of 10
Exceptional

Entire home

3 bedrooms3 bathroomsSleeps 82225 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪1 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪6 min walk‬
  • Place, Mallory Square
    ‪11 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪14 min drive‬

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About the neighborhood

Key West

Located in Old Town Key West, this villa is adjacent to Duval Street and within a 10-minute walk of other popular attractions like Ernest Hemingway Home and Museum. The villa includes a private pool, a kitchen, and a balcony.
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What's nearby

  • Duval Street - 1 min walk - 0.0 miles
  • Harry S. Truman Little White House - 6 min walk - 0.4 miles
  • Ernest Hemingway Home and Museum - 6 min walk - 0.4 miles
  • Mallory Square - 11 min walk - 0.6 miles
  • Fort Zachary Taylor Historic State Park - 12 min walk - 0.7 miles

Getting around

  • Key West Intl. Airport (EYW) - 13 min drive

Restaurants

  • ‪Green Parrot Bar - ‬3 min walk
  • ‪Margaritaville - ‬1 min walk
  • ‪Willie T's - ‬1 min walk
  • ‪Jack Flats - ‬1 min walk
  • ‪Kaya Island Eats - ‬3 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere

• Luxury 2nd & 3rd floor Penthouse
• 3 Bedrooms with private porches & 2 1/2 Baths
• 2200 square feet of living space
• Over 2000 square feet of porches and decks
• Backyard with tropical landscaping, pool & waterfall
• Huge roof top sun deck overlooking Duval Street
• off-street parking

One of a kind! Located in the heart of Old Town Key West on famous Duval St. just steps from restaurants, shops and theatres, this very unique Duval Street Luxury Residence offers a discerning traveler the best of Key West.

Brand new and beautiful, this sprawling two-story penthouse has three bedrooms, each with private terraces, a huge roof top sun deck overlooking the action of Duval St., and a private tropical garden with pool and gorgeous waterfall to relax by.

Fine furnishings and art, top of the line Viking kitchen, fabulous bathrooms, and endless outdoor entertaining & sun worshiping areas make this a very special Key West retreat.

Keywords: Penthouse
The villa is air-conditioned and features a kitchen, 2.5 bathrooms, and a balcony, and there's space to spread out with 3 bedrooms. Guests can expect to find a TV with a DVD player. Other standard amenities include a private pool, a washing machine, and a coffee maker.

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Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Hot tub
  • Outdoor pool
  • Private pool

Internet

  • Available in the villa: WiFi

Parking and transportation

  • Car not required
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Microwave
  • Refrigerator

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Hair dryer
  • Towels provided

Entertainment

  • DVD player
  • Stereo
  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • In the city center
  • Near a health/beauty spa
  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Water tubing nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 2,225 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 21

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

Events

Events allowed: family gatherings, birthday parties, weddings

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
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site; maximum attendees: 18
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 there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 21

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 18.
  • Onsite safety features include a fire extinguisher, a smoke detector, and a deadbolt lock.

Frequently asked questions

What can I see within easy reach of this villa?

This villa is situated in Old Town Key West within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. You'll also find Mallory Square and Florida Keys Beaches less than a mile away.

Is there parking available at this villa?

No, there isn't parking at this villa.

Is this villa adjacent to a casino?

No, this villa is not connected to a casino.

Will I find an indoor pool at this villa?

No, this villa doesn't have an indoor pool; however, there are an outdoor pool and a hot tub.

What do couples enjoy most about Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere?

There are many amenities for couples at this villa, including a private pool, private pools in some villas, as well as an outdoor pool.

Does Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere have a hot tub?

Yes, guests can enjoy a spa tub at this villa.

Does this villa include breakfast service?

No, this villa doesn't offer breakfast.

Will this villa allow pets to stay free of charge?

No, pets aren't allowed at this villa.

Does this villa have connecting rooms?

No, there aren't connecting rooms at this villa.

What is the closest airport to this villa?

The closest major airport to this villa is Key West Intl. Airport (EYW), which is 4 mi away (13 minutes by car).

Are there rooms with balconies that I can book at Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere?

Yes, every villa at Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere comes with a balcony.

Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 153 out of 172 reviews
Rating 8 - Good. 15 out of 172 reviews
Rating 6 - Okay. 3 out of 172 reviews
Rating 4 - Poor. 1 out of 172 reviews
Rating 2 - Terrible. 0 out of 172 reviews

10/10

Cleanliness

10/10

Property conditions & facilities

Reviews

10/10 Excellent

Steve F.

Liked: Cleanliness
We had a wonderful time at this house in Key West! The house had all the amenities you would need. We were not aware that you had no access to Duval Street---just a balcony overlooking it---you needed to walk around the block to the backyard pool entrance. We were aware of the noise from the bar next door, but the roosters at 3:30am daily were much louder! The early morning street cleaning and recycling collection out on Duval street unfortunately were super loud. The pool which is shaded was a wonderful addition and we used it daily.
Stayed 7 nights in Feb 2026

10/10 Excellent

Karen K.

Liked: Cleanliness
Fantastic place! Clean, comfortable & lots of room for indoor & outdoor relaxation. Had everything we could need for kitchen & outdoor grilling. Overloads of outdoor space to enjoy the scenery.
Stayed 7 nights in Feb 2026

10/10 Excellent

H from PA

Liked: Cleanliness
Very nice property with a great location. Very clean and well equipped. only downside is that the noise from the live bands can be bothersome from the master bedroom.We really enjoyed our time here and plan to return.
Stayed 7 nights in Feb 2026

6/10 Okay

Kelly, Mount Pleasant

Liked: Cleanliness
We booked this property specifically for the private pool, so finding out the heater was broken—with no notice—was incredibly disappointing. We only learned about it when the maintenance tech arrived on Tuesday for a washing machine delivery. On Wednesday, after the door lock batteries died, I asked Mark for an update and was told a part was ordered. By Thursday, the same maintenance worker showed up unannounced and walked right in, only to tell us the heater actually needed to be replaced entirely. Still no apology, and no offer of even a small refund, despite how much this place costs.The washing machine issue was also never communicated beforehand. A stranger walking into the property shortly after check‑in to inspect it was unsettling, and that’s when we learned it wouldn’t be replaced until Tuesday.For the price, basic communication should be standard—especially when multiple issues affect the stay. Routine maintenance is also overdue: the black mold mentioned in past reviews is still in the shower, paint is peeling on the ceiling, and the property needs general TLC. The photos clearly reflect a much newer condition than what we experienced.We tried to make the best of our trip, but between the unusable pool, lack of communication, unannounced entries, and ongoing maintenance issues, we left disappointed. At the very least, a small refund should have been offered—and I still believe it should be.
Stayed 7 nights in Feb 2026

10/10 Excellent

david p.

Liked: Cleanliness
We had a great time host was wonderful second time booking this penthouse everything was great.
Stayed 7 nights in Jan 2026

10/10 Excellent

John K.

Liked: Cleanliness
This was a very nice place. Great location.
Stayed 7 nights in Jan 2026

8/10 Good

Deb W., Iowa City, IA

Liked: Cleanliness
The property was clean and beautiful. It felt very safe. Having SO many different outdoor seating/patio/deck options was great! You can people-watch from the deck off of the master that faces Duval, dine/listen to music on another area adjacent to the kitchen, sunbathe on the roof deck, or chill in the dappled shade of the pool area. We were warned about noise next door until the wee hours of the morning… but whoa. Willie T’s has live music until midnight most nights and often times later. Even with ear plugs, it was bothersome from the master bedroom while trying to sleep - however, it didn’t seem to bother the upstairs bedrooms. We did not bring a vehicle - instead opted to rent bikes (best decision of the trip). Mark is a great host. The property is centrally located with a grocery store (1/2 block) and several great restaurants within a block (Cuban Coffee Queen, Thirsty Mermaid, Sunny Eggs, and Misohappy to name a few).
Stayed 7 nights in Jan 2026

10/10 Excellent

Andrew M.

Liked: Cleanliness
Great place to stay!
Stayed 2 nights in Dec 2025

10/10 Excellent

Daniel M.

Liked: Cleanliness
Very Welcoming! Beautiful space. Wonderful location! It doesn't get much better than this!
Stayed 5 nights in Nov 2025

8/10 Good

Amy S.

Liked: Cleanliness
Family trip for 30th bday. Great location and yes its loud however we had no issues with that. Pool was fantastic. House was clean and well equiped. Communication is hit or miss but dont let that deter you.
Stayed 7 nights in Oct 2025

10/10 Excellent

John T.

Stayed 4 nights in Sep 2025

10/10 Excellent

Heather F.

Liked: Cleanliness
House was amazing! Great location right in the middle of the action. Enjoyed the live music from The bar next door and sound was never an issue while sleeping as the owner supply’s sound machines in all bedrooms.
Stayed 7 nights in Sep 2025

10/10 Excellent

Verified traveler

Stayed 3 nights in Sep 2025

10/10 Excellent

Erin T.

Liked: Cleanliness
Fantastic location! Central to everything. We were able to walk everywhere. The home is well appointed, clean, and had everything we needed for our stay. Having beach towels available was an added plus. Dream kitchen with Viking appliances and the dual pot/k-cup coffee maker made our coffee drinkers happy. Mark was so easy to work with, too! Thoroughly enjoyed our stay!
Stayed 7 nights in Aug 2025

10/10 Excellent

Todd K., Columbus, Nj

Liked: Cleanliness
Our stay at Duval Street Penthouse was awesome! The location was perfect for walking to many locations. Our host Mark was quick to respond upon check-in with a few minor concerns that were addressed. We enjoyed the daily music from Willie Ts bar next-door and the concerns of not being able to sleep were not an issue. We would recommend a stay a Duval st Penthouse.
Stayed 7 nights in Aug 2025

10/10 Excellent

Becky M., Kernersville, NC

Liked: Cleanliness
This property is absolutely fabulous and a great location. The owner met us at check in and showed us around the condo. Would highly recommend.
Stayed 7 nights in Jul 2025

8/10 Good

gary m., RhodeIsland, USA

Liked: Cleanliness

Key West Visit

The location of the property is great. It is a short walk to many of the Key West attractions and restaurants. The off street parking is terrific. The late night music from Willie T’s was a little annoying.FYI, there was an issue with the check in process. We thought we were going to meet the owner at 4pm and the owner thought that VRBO was going to send us the access code via email.
Stayed 8 nights in May 2025

10/10 Excellent

Celia P.

Liked: Cleanliness

Duval Street Location

Location cannot be beat. You are in the thick of it. Next to Willie T’s in fact overlooking. Noise was not an issue for us. You can walk the entire area. Close to store, liquor, shops. Great house. Careful of that last step in the stairs-it sneaks up. Pool was just the right size. Communication with Mark was awesome! Fantastic outdoor space. Everything you could need to cook or make cocktails.
Stayed 7 nights in Jun 2025

10/10 Excellent

CarolRichard H.

Liked: Cleanliness

Key West

Home was lovely, music from Willie T is playing most of the day and into the evening. We enjoyed,
Stayed 4 nights in Apr 2025

10/10 Excellent

Jon B., Wilmington NC

Liked: Cleanliness

Always a great stay

We have been staying at this property and Bahama street multiple times. Always such a good time and great location. Appreciate Mark and his team taking care of us.
Stayed 7 nights in Mar 2025

10/10 Excellent

Chris D., Leelanau County, Michigan

Liked: Cleanliness

another perfect stay

We have stayed here now at least a few years in a row, and it continues to be wonderful. You cannot beat the location for convenience and to enjoy the music from next door at Willy T's. We love sitting on the balcony overlooking Duval Street and taking in all of those sights and sounds from the comfort of home! Sun is plenty on the rooftop patio, while the pool stays mostly shaded. Parking is easy, and the owner and property manager are both delightful. The music next door can be loud at night, but we (mostly) find that to be a plus.
Stayed 14 nights in Mar 2025

10/10 Excellent

Danyelle

Liked: Cleanliness, property conditions & facilities
Stayed 7 nights in Feb 2025

8/10 Good

Crystal H.

Liked: Cleanliness

Vacation with Friends

Property itself is great, pool is nice, glad it was heated. Property manager allowed us to drop off bags once we arrived, which was good so we didnt have to carry them around before check in. Also allowed for us to leave bags after checkout, before our flight. Great location if you do not mind the noise throughout the night and earler morning. Top 2 bedrooms the noise was not an issue, the Master bedroom on the other hand if you are a light sleeper DO NOT pick that room. Besides that the room is wonderful. There is plenty of places to lounge around, get some sun and people watch.
Stayed 6 nights in Dec 2024

10/10 Excellent

Gail A.

Liked: Cleanliness

Super time in Key West!

Mark’s property is beautiful. The rooms are spacious, especially the master bedroom. The outdoor spaces are wonderful - the private pool was great for a dip after traveling around KW. The kitchen supplies were great -lots of pots and pans with matching lids, plenty of baking sheets and cutting boards, and utensils. There were laundry pods, dishwasher pods, trash bags, TP, dish soap, and paper towels—also, basic spices left over from previous guests. There are plenty of bath towels and pool towels. AC was perfect - cool and comfortable. As far as the bar next door - Willie T's - there is live music playing every day (that's KW) we slept in the front bedroom right next to the bar and we did have to put the white noise machine on but it did drown it out fine. The music did not affect the two bedrooms on the 3rd floor. We had groceries delivered by DoorDash through Win Dixie which worked out perfectly. Our flight was in the afternoon and Mark kept our bags until 1 pm. Check-out is promptly at 10 am. (the cleaners were waiting by the door for us to leave) We would rent this house again and recommend it highly. Its location is fantastic - a 15-minute drive to the airport, a 10-minute walk to Mallory Square, and a 15-minute walk to the A & B mariana. Mark is an A+++ host.
Stayed 7 nights in Aug 2024

8/10 Good

Andrea S.

Liked: Cleanliness

Best Vacation Ever!

Plenty of room, great location. Mark was super, came whenever we texed him. Would definitely stay there again. A little pricey though.
Stayed 7 nights in Jun 2024

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