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

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Heated Pool & Waterfall
Stairs leaning up to the 2nd & 3rd floor.
Living room
Full Viking Kitchen
Outdoor area off kitchen

Reviews

9.8 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 8206.7 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning

Explore the area

View 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

Rooms & beds

3 bedrooms (sleeps 8)

2 bathrooms, 1 half bathroom

Bathroom 1

Bathroom 2

Bathroom 3

Spaces

Deck or patio
Kitchen
Balcony
Dining area

About this property

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

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

Events allowed: family gatherings, birthday parties, weddings
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Pets

No pets allowed
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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 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

We should mention

A car is not required for transport to and from this property

About the area

Key West

Located near the beach, this villa is in Old Town Key West, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. USCGC Ingham Maritime Museum and Mel Fisher Maritime Museum are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with cycling and ecotours.
View more Villas in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Duval Street - 1 min walk - 0.0 km
  • Harry S. Truman Little White House - 6 min walk - 0.5 km
  • Ernest Hemingway Home and Museum - 6 min walk - 0.6 km
  • Mallory Square - 11 min walk - 0.9 km
  • Fort Zachary Taylor Historic State Park - 12 min walk - 1.1 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 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

Frequently asked questions

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

Yes, this property has an outdoor pool.

How much does it cost to stay at Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere?

As of 17 March 2026, prices found for a 1-night stay for 2 adults at Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere on 26 May 2026 start from NZ$1,645, 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 Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere pet-friendly?

No, pets are not allowed at this property.

How much is parking at Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere?

On-site parking is available at the property.

What time is check-in at Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere?

Check-in begins at 4:00 PM.

What time is check-out at Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere?

Checkout is at 10:00 AM.

Where is Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere located?

Located in Old Town Key West, this villa is steps away from San Carlos Institute - Casa Cuba and Duval Street. Ernest Hemingway Home and Museum and Mallory Square are also within 15 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. 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

9.8/10

Check-in

9.8/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Andrew M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay!
Stayed 2 nights in Dec 2025
Verified

10/10 Excellent

H from PA

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

10/10 Excellent

John K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a very nice place. Great location.
Stayed 7 nights in Jan 2026
Verified

10/10 Excellent

david p.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great time host was wonderful second time booking this penthouse everything was great.
Stayed 7 nights in Jan 2026
Verified

10/10 Excellent

Daniel M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very Welcoming! Beautiful space. Wonderful location! It doesn't get much better than this!
Stayed 5 nights in Nov 2025
Verified

8/10 Good

Amy S.

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

8/10 Good

Deb W.

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

10/10 Excellent

Becky M.

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

10/10 Excellent

Erin T.

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

10/10 Excellent

Todd K.

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

10/10 Excellent

Jon B.

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

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
Verified

10/10 Excellent

CarolRichard H.

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

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
Verified

10/10 Excellent

Theresa C.

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

Great apartment and location!

We enjoyed our stay very much.
Stayed 7 nights in Feb 2024
Verified

6/10 Okay

Kelly

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

8/10 Good

gary m.

Liked: Cleanliness, communication, location, listing accuracy
Disliked: Check-in

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
Verified

10/10 Excellent

Verified traveller

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

Awesome place!

Perfect place for three fun days in Key West!
Stayed 3 nights in Nov 2019
Verified

10/10 Excellent

PAULA A.

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

Second year staying at this property. Love the location.

We love staying here very clean and comfortable. Location is great we walk everywhere all week. The balcony’s and pool are very private when you need a break from Duval St.
Stayed 7 nights in Feb 2023
Verified

10/10 Excellent

Tom R.

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

Fantastic Property

Beautiful property- highly recommend
Stayed 3 nights in Dec 2023
Verified

10/10 Excellent

Cody S.

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

This place was amazing. Location, cleanliness, communication with host, all around everything great!

Everything was perfect.
Stayed 3 nights in Oct 2020
Verified

8/10 Good

Andrea S.

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

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
Verified

8/10 Good

pamela a.

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

Duval st view

Property and location were great beds were comfy
Stayed 7 nights in Mar 2023
Verified

10/10 Excellent

Joan B.

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

Family Vacation

2nd time staying at this property and it was just as great as the first time. Love the location and the amenities are fabulous. Can't wait to go back!
Stayed 7 nights in Sep 2021
Verified

10/10 Excellent

Celia P.

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

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
Verified

10/10 Excellent

Luis C.

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

Perfect getaway

Impeccable property in a perfect location
Stayed 2 nights in Aug 2019
Verified

10/10 Excellent

Boyd k.

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

Great location

House was amazing.
Stayed 7 nights in Jul 2021

About the host

Hosted by Mark Phillips

Host profile image

Languages:

English, Spanish
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