Title: The Maloney - Luxury Modern Downtown Penthouse - Latest Reviews, Deals & Photos 2026 - Expedia.ca

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Entire apartment

# The Maloney - Luxury Modern Downtown Penthouse

Apartment with kitchen, steps from Duval Street

## Photo gallery for The Maloney - Luxury Modern Downtown Penthouse

![Fridge, microwave, oven, stovetop - The Maloney - Luxury Modern Downtown Penthouse (Key West)](https://images.trvl-media.com/lodging/34000000/33080000/33076700/33076643/17d9e295.jpg?impolicy=resizecrop&rw=598&ra=fit)

![Fridge, microwave, oven, stovetop - The Maloney - Luxury Modern Downtown Penthouse (Key West)](https://images.trvl-media.com/lodging/34000000/33080000/33076700/33076643/017c6b70.jpg?impolicy=resizecrop&rw=297&ra=fit)

![TV, offices - The Maloney - Luxury Modern Downtown Penthouse (Key West)](https://images.trvl-media.com/lodging/34000000/33080000/33076700/33076643/531c151f.jpg?impolicy=resizecrop&rw=297&ra=fit)

![2 bedrooms, iron/ironing board, WiFi, bed sheets - The Maloney - Luxury Modern Downtown Penthouse (Key West)](https://images.trvl-media.com/lodging/34000000/33080000/33076700/33076643/5307048d.jpg?impolicy=resizecrop&rw=297&ra=fit)

![Interior - The Maloney - Luxury Modern Downtown Penthouse (Key West)](https://images.trvl-media.com/lodging/34000000/33080000/33076700/33076643/eaf570c0.jpg?impolicy=resizecrop&rw=297&ra=fit)

- Overview
- Location
- Amenities
- Policies

A short walk from Duval Street and Mallory Square, The Maloney - Luxury Modern Downtown Penthouse provides a water park, laundry facilities, and more. Stay connected with in-room WiFi. 

## Reviews

10

Exceptional

### Entire apartment

2 bedrooms2 bathrooms2025 sq ft

## Popular amenities

- Kitchen
- Washer
- Dryer
- Air conditioning
- Outdoor Space

## Add dates for prices

Check-in

Check-out

Travellers

## About this property

### Entire place

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

### The Maloney - Luxury Modern Downtown Penthouse

Summary:  
  
Woven throughout this 2,000+ square foot luxury penthouse is a story that can only be revealed by experience.  
  
The Maloney encompasses the entire second story of the historic red brick building on the corner of Fleming and Simonton. Originally built in 1908 as the first pharmacy in Key West, the building now houses two penthouse units and a first-floor clothing and arts boutique.   
  
\*\*The Maloney is only available as a monthly rental at this time. All bookings require a 30-day minimum stay.\*\*  
  
The Space:  
  
Idyllic Key West mornings are sure to take place at the Maloney, where the soft light of sunrise meanders through the 19th century brick framed windows, offering the perfect pairing for a velvety cup of cafe con leche and a slow drip of energy to start your day. Enjoy vibrant Key West evenings where the curated collection of local paintings and carvings compete with the glow of the 100 year-old Dade county pine floors make the perfect setting to host a quiet dinner or serve cocktails to friends.  
  
The Neighborhood:  
  
Located on one of the best corners in Key West, the Maloney places our guests within one block of award-winning restaurants, coffee and sandwich shops, wine bars, craft cocktail bars, a local grocery store and world-famous Duval Street.  
  
Getting Around:  
  
One of the best parts of staying in Key West is how close in proximity you are to everything. Don’t feel like walking? Peddle your way to breakfast, or take a bike ride along the water at sunset. Rent your bikes from Fury or Island Bicycles who offer both pick up & drop off services to your home! Feel like you’re on island time when you rent from Minty’s where you can enjoy exploring Key West on a scooter or golf cart. In addition to these non-traditional modes of transportation, you can also Uber, Lyft or Taxi to your next destination. Pink Taxi is an easy, reliable and affordable way for getting to your rental from the airport.  
  
Other Things to Note:  
  
There is no parking included with your stay.  
  
Mid-stay cleans are available upon request.

## Property amenities

### Internet

- Available in the apartment: WiFi

### Kitchen

- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Microwave
- Oven
- Refrigerator
- Stovetop
- Toaster

### Bedrooms

- 2 bedrooms
- Bedsheets provided

### Bathroom

- 2 bathrooms
- Bathtub
- Hair dryer
- Shower
- Towels provided

### Living spaces

- Living room

### Entertainment

- TV with cable/satellite channels

### Outdoor areas

- Balcony

### Laundry

- Laundry facilities
- Washing machine

### Work spaces

- Office

### Comfort

- Air conditioning
- Heating

### Pets

- No pets allowed

### Suitability/Accessibility

- Smoking not allowed

### Services and conveniences

- Iron/ironing board

### Location highlights

- In the city center

### Things to do

- Optional golf privileges
- Water park
- Cycling nearby
- Fishing nearby

### Safety features

- Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
- Smoke detector (host has indicated there is a smoke detector on the property)
- First aid kit
- Fire extinguisher

### General

- Unit size: 2,025 square feet

## Similar properties

![Lobby](https://images.trvl-media.com/lodging/104000000/103030000/103020700/103020682/29a0410b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)

### Two Bedroom Residence

Key West

- Pool
- Hot tub
- Kitchen
- Washer

9.2

Wonderful

5 reviews

CA $1,764

CA $2,532 total

includes taxes & fees

Dec 25 - Dec 26

[](https://www.expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26&selected=103020682&PinnedHotelID=103020682&HadPinnedHotel=true&regionId=-1&adults=2)

## Policies

### Check-in

Check-in time starts at 4:00 PM

Minimum check-in age: 25 

### Check-out

Check-out before 11:00 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

### Rules

• Damages to the property or additional cleaning due to excessive mess are subject to charges. 

### Pets

Pets not allowed

### Children and extra beds

Children are welcome

### Events

No events 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

Onsite parties or group events are strictly prohibited

Host has indicated there is a carbon monoxide detector on the property

Host has indicated there is a smoke detector on the property

Safety features at this property include a fire extinguisher and a first aid kit

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

### Property is also known as

Maloney // Historic Luxury Apartment

Maloney // Apartment

Maloney // Historic Luxury

Maloney /

The Maloney Woven thr

The Maloney Summary: Condo

The Maloney Summary: Key West

The Maloney Summary: Condo Key West

The Maloney Two Bedroom Aparthotel Sleeps 6

5b915a84c4acfd0058dca410

## About the area

![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C24.55659%2C-81.80166&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=67Y89ao4UayFDrXajycGTACSr74=)

Key West, FL

#### What's nearby

- Duval Street \- 3 min walk \- 0.3 km
- Harry S. Truman Little White House \- 7 min walk \- 0.7 km
- Ernest Hemingway Home and Museum \- 9 min walk \- 0.8 km
- Mallory Square \- 10 min walk \- 0.9 km
- Southernmost Point \- 17 min walk \- 1.5 km

#### Getting around

- Key West Intl. Airport (EYW) - 10 min drive

#### Restaurants

- ‪Margaritaville - ‬2 min walk
- ‪Willie T's - ‬3 min walk
- ‪Kermit’s Key West Key Lime Shoppe - ‬4 min walk
- ‪Jack Flats - ‬2 min walk
- ‪Wendy's - ‬3 min walk

## Frequently asked questions

### Is The Maloney - Luxury Modern Downtown Penthouse pet-friendly?

### What time is check-in at The Maloney - Luxury Modern Downtown Penthouse?

### What time is check-out at The Maloney - Luxury Modern Downtown Penthouse?

### Where is The Maloney - Luxury Modern Downtown Penthouse located?

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## The Maloney - Luxury Modern Downtown Penthouse Reviews

## Reviews

10

### Exceptional

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