Entire apartment
The Maloney - Luxury Modern Downtown Penthouse
Choose dates to view prices
Photo gallery for The Maloney - Luxury Modern Downtown Penthouse





Reviews
1010 out of 10
Exceptional
Entire apartment
Popular amenities
- Kitchen
- Washer
- Dryer
- Air conditioning
- Outdoor Space
Explore the area

Key West, FL
- Duval StreetPlace, Duval Street3 min walk
- Ernest Hemingway Home and MuseumPlace, Ernest Hemingway Home and Museum11 min walk
- Mallory SquarePlace, Mallory Square12 min walk
- Key West, FL (EYW-Key West Intl.)Airport, Key West, FL (EYW-Key West Intl.)14 min drive
Room options
Similar properties

Blue Flamingo Resort Key West
New Town
Blue Flamingo Resort Key West
New Town
- Pool
- Hot tub
- Pet friendly
- Free WiFi
4.2 out of 5, Very Good, 2,159 reviews
4.2
Very Good
2,159 reviews
$195 nightly
The price is $219
$219 total
May 31 - Jun 1
Total with taxes and fees

Southwinds Motel
Old Town Key West
Southwinds Motel
Old Town Key West
- Pool
- Breakfast included
- Restaurant
- Air conditioning
4.3 out of 5, Excellent, 1,326 reviews
4.3
Excellent
1,326 reviews
$194 nightly
The price is $218
$218 total
Jun 1 - Jun 2
Total with taxes and fees

The Marker Key West Harbor Resort
Key West Historic District
The Marker Key West Harbor Resort
Key West Historic District
- Pool
- Pet friendly
- Free WiFi
- Restaurant
4.6 out of 5, Wonderful, 1,004 reviews
4.6
Wonderful
1,004 reviews
$340 nightly
The price is $382
$382 total
May 25 - May 26
Total with taxes and fees

Pier House Resort & Spa
Key West Historic District
Pier House Resort & Spa
Key West Historic District
- On private beach
- Pool
- Hot tub
- Spa
4.5 out of 5, Wonderful, 1,098 reviews
4.5
Wonderful
1,098 reviews
$381 nightly
The price is $429
$429 total
May 25 - May 26
Total with taxes and fees

Heron House Court - Adult Only
Key West Historic District
Heron House Court - Adult Only
Key West Historic District
- Pool
- Free WiFi
- Air conditioning
- Housekeeping
4.5 out of 5, Wonderful, 1,014 reviews
4.5
Wonderful
1,014 reviews
$112 nightly
The price is $126
$126 total
May 10 - May 11
Total with taxes and fees

Heron House - Adult Only
Old Town Key West
Heron House - Adult Only
Old Town Key West
- Pool
- Breakfast included
- Free WiFi
- Air conditioning
4.6 out of 5, Wonderful, 1,144 reviews
4.6
Wonderful
1,144 reviews
$166 nightly
The price is $187
$187 total
May 6 - May 7
Total with taxes and fees

**LA PETITE PENTHOUSE @ THE ANNEX** Elegant Condo & Pool + LAST KEY SERVICES...
Old Town Key West
**LA PETITE PENTHOUSE @ THE ANNEX** Elegant Condo & Pool + LAST KEY SERVICES...
Old Town Key West
- Kitchen
- Washer
- Dryer
- Free WiFi
5.0 out of 5, Exceptional, 61 reviews
5
Exceptional
61 reviews

Almond Tree Inn Hotel - Adults Only
Old Town Key West
Almond Tree Inn Hotel - Adults Only
Old Town Key West
- Pool
- Hot tub
- Breakfast included
- Free WiFi
5.0 out of 5, Exceptional, 1,006 reviews
5
Exceptional
1,006 reviews
$348 nightly
The price is $391
$391 total
May 26 - May 27
Total with taxes and fees

Southernmost House - Adult Exclusive
Old Town Key West
Southernmost House - Adult Exclusive
Old Town Key West
- Pool
- Breakfast included
- Free WiFi
- Restaurant
4.7 out of 5, Exceptional, 1,000 reviews
4.7
Exceptional
1,000 reviews
$352 nightly
The price is $396
$396 total
May 25 - May 26
Total with taxes and fees

A Conch Escape at The Truman Annex in Key West
Old Town Key West
A Conch Escape at The Truman Annex in Key West
Old Town Key West
- Pool
- Kitchen
- Washer
- Dryer
4.9 out of 5, Exceptional, 8 reviews
4.9
Exceptional
8 reviews
About the neighborhood
Key West
With a stay at this apartment, you'll be centrally located in Key West, steps from Duval Street and 8 minutes by foot from Florida Keys Beaches. .This apartment is 0.5 mi (0.9 km) from Ernest Hemingway Home and Museum and 0.6 mi (0.9 km) from Mallory Square.
What's nearby
- Duval Street - 3 min walk - 0.2 miles
- Harry S. Truman Little White House - 9 min walk - 0.5 miles
- Ernest Hemingway Home and Museum - 11 min walk - 0.6 miles
- Mallory Square - 12 min walk - 0.7 miles
- Southernmost Point - 17 min walk - 0.9 miles
Getting around
- Key West Intl. Airport (EYW) - 10 min drive
Restaurants
- Margaritaville - 2 min walk
- La Concha Bar - 3 min walk
- Jack Flats - 2 min walk
- Kermit’s Key West Key Lime Shoppe - 4 min walk
- Wendy's - 3 min walk
About this property
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.
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.
Make yourself comfortable in this air-conditioned apartment, featuring a kitchen with a refrigerator and an oven. There's a private balcony. Conveniences include a microwave and a coffee/tea maker.
Guests will find features like internet access.
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
- 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
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