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

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A spacious living area with a sofa, coffee table, and a television mounted on the wall.
A spacious kitchen with a wooden island, stainless steel appliances, and a ceiling fan.
A bedroom with a bed, a bench, a TV on the wall, and a balcony with a view of greenery.
A modern kitchen with white cabinets, a stainless steel stove, and a large island.
A private pool area with lounge chairs and a small table, surrounded by lush greenery and a white wall.

Reviews

9.8 out of 10
Exceptional
Set in the city center, this villa accommodates 8 guests with 3 bedrooms and 2 bathrooms. It features 1 hot tub and 1 outdoor pool. Enjoy the patio and nearby golf, along with water activities like scuba diving and windsurfing. Explore attractions like Duval Street and the San Carlos Institute - Casa Cuba.

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Outdoor pool
    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Duval Street
3 bedrooms2+ bathroomsSleeps 8

Popular amenities

  • Private pool
  • Patio
  • Barbecue grill
  • Onsite parking available
  • Air-conditioning
  • Washing machine

Explore the area

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

Property # 217650vb
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

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 Smathers 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 - 8 min walk - 0.7 km
  • Ernest Hemingway Home and Museum - 8 min walk - 0.7 km
  • Mallory Square - 9 min walk - 0.8 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

  • ‪Margaritaville - ‬1 min walk
  • ‪Green Parrot Bar - ‬3 min walk
  • ‪Wendy's - ‬3 min walk
  • ‪Mangoes Restaurant - ‬2 min walk
  • ‪Jack Flats - ‬1 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 9 Oct, 2026, prices found for a 1-night stay for 2 adults at Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere on 24 Apr, 2027 start from S$11,087, 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. Florida Keys Beaches and Ernest Hemingway Home and Museum 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. 170 out of 190 reviews
Rating 8 - Good. 15 out of 190 reviews
Rating 6 - Okay. 4 out of 190 reviews
Rating 4 - Poor. 1 out of 190 reviews
Rating 2 - Terrible. 0 out of 190 reviews

9.8/10

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 review

6/10 Okay

Liked: Check-in, communication, location
Great location. AC was very good. Outdoor balconies superb. Pillows and blankets were disgusting. Pool small but nice. Unfortunately the master bedroom is literally next to aplified music from WillieT's next door which made sleep impossible.
Stayed 7 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property and great location!
Stayed 7 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is my family’s 3rd time staying at this lovely property. We love the convenient location right off Duval and that it has its own private pool! The penthouse itself is quite spacious and has great views of Duval. We can’t wait to come back!
Stayed 7 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved the location and pool.
Stayed 7 nights in Apr 2026
Verified review

10/10 Excellent

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

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a great place for our family vacation. There was plenty of room for all of us to spread out, with multiple outdoor seating areas on the front, side, and back yard balconies, plus the rooftop deck. The pool was always a perfect way to end the day, and people-watching from the front balcony on Duval was a treat. Its location next to Duval made everything walkable and easy to get to, from great restaurants to attractions, the Duval stroll, and the sunset celebration at Mallory Square. As other guests mention, you will have to be ok with the noise from Duval Street, but that’s part of the charm of staying there, and we found the sound machine in the room very helpful in drowning it out. If you stay in the bedrooms upstairs, it’s much less noticeable. The host, Mark, was always reachable and responsive during our stay, when we needed him for odds and ends. We’ll definitely want to come back and stay here again.
Stayed 7 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The accommodations were clean, well-appointed and convenient to everything. We were traveling with a baby and the space was plenty big enough fur all of us.
Stayed 7 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Mark was great. If we needed anything, he was very accommodating. Great location and the house was very roomy.
Stayed 7 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Really nice property. Master is gorgeous. furniture is clean and comfortable. Pool is heated! Very centrally located and having Walgreens so close is very convenient. TV's worked great. Great wifi. Appliances practically new. Contacted host about minor issue and they were there personally within a half hour to fix. One minor thing that the unit is overlooking Duval St, but that is technically not the street address for the property, which caused an issue for a delivery we had to the unit (just a heads up in case you want to have something delivered).
Stayed 7 nights in Jul 2026
Verified review

10/10 Excellent

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

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
From the minute we stepped in we loved the place and truly were sad to leave. So comfortable, beautiful, and the pool is perfect. Spending time with our family was so easy to do with all of the venues- we used all of them! And plenty of room for privacy when needed. Won’t stay anywhere else after this!
Stayed 7 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We are repeat guests and once again thoroughly enjoyed our stay. Just as described, the condo is within walking distance of everything Key West has to offer. We especially enjoyed relaxing in the outdoor spaces while listening to the live music from Willie T’s nearby. We were in town celebrating a milestone birthday and the condo served as the perfect gathering spot for the large group that came to celebrate with us. Additionally, Mark was very responsive and easy to reach whenever needed. Overall, another outstanding experience and we look forward to returning.
Stayed 10 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Easy as you can get for a rental. Here’s the code, text with problems, enjoy. Photos sell it short. Pool is bigger than seems on photos. Whole place is! There’s multiple balconies, rooftop, pool deck area. Plenty of all the things you’re wondering about as you click through listings and back and forth. Yes, there’s a grill and kitchen stuff, it’s all you’ll need and it’s spacious and clean. Yes it’s literally next to Willy Ts and that’s just marvelous! One of the bedrooms is nearly soundproof. Host has sound machines as well, if that’s your issue. It’s ON DUVAL. if you’re trying to sleep before midnight on a Saturday - stay in Orlando maybe ? We came for Husbands 40th. Everything was 5 minutes away walking. All the sights to see. This place over delivered. Iguanas, atmosphere, safety, comfort, etc etc. very happy with our decision and hated to leave. 7 days there and we will return soon!
Stayed 7 nights in Aug 2026
Verified review

10/10 Excellent

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

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Like most of the other reviews state, the Duval Penthouse was very clean and comfy. The location is second to none for getting around and regarding some mentions about noise from Willie T's, the sound machine in the master bedroom solved everything except for one rowdy Key West rooster who enjoyed crowing every morning starting at 4am lol.
Stayed 7 nights in Mar 2026
Verified review

10/10 Excellent

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 review

10/10 Excellent

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

Great apartment and location!

We enjoyed our stay very much.
Stayed 7 nights in Feb 2024
Response from VrboOwner on 1 Mar, 2024
It was great to see you all. Until next time! Cheers, Mark
Verified review

10/10 Excellent

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

10/10 Excellent

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 review

10/10 Excellent

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
Response from VrboOwner on 17 Aug, 2023
Thank you Allen, It was our pleasure. See you soon. Mark
Verified review

10/10 Excellent

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

10/10 Excellent

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
Response from VrboOwner on 17 Aug, 2023
Thank you so much Paula! Yes, you can rent the guesthouse (Bahama House) with the penthouse. www.vrbo.com/224704 Cheers, Mark
Verified review

10/10 Excellent

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

About the host

Hosted by Mark Phillips

Host profile image

Languages:

English, Spanish
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