Seaside stay .Within a 10-minute walk of this Key West Historic District vacation home, you'll find Duval Street and Florida Keys Beaches. Also, Mallory Square is within half a mile (1 km) and Southernmost Point is within 2 miles (3 km).
Harry S. Truman Little White House - 6 min walk - 0.4 miles
Getting around
Key West Intl. Airport (EYW) - 12 min drive
Restaurants
Sloppy Joe's Bar - 3 min walk
Irish Kevin's - 2 min walk
Stinkin Crawfish Key West - 2 min walk
The Bull & Whistle Bar - 2 min walk
Caroline's Cafe - 8 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.
Takeover at the Grand Maloney
Summary: The Grand Maloney Hotel is a boutique hotel located in the heart of downtown Key West. Our signature red brick, historical home on Caroline Street has been lovingly restored with a brand-new heated dipping pool on its private patio. With undeniable character, the two-story house stands out from the traditional cottages of Key West in the same way the Grand Maloney stands out from other boutique hotels in the area.
The Space: This modern hotel boasts creative, interior design concepts and takes luxury living to a whole new level. Featuring a lobby, lounge, wrap-around balcony, private pool, patio and lounge chairs, the red brick home provides ample common space. The kitchen area encompasses two large refrigerator drawers, an Keurig coffee maker, sink and select glassware. Allow our team of guest experience managers to become your personal shoppers, coordinators and event planners!
The entire house features 6 bedrooms and 6.5 bathrooms for up to 16 guests. Sleeping arrangements include 5 king beds and 2 queen beds and a queen size pullout couch. Each bedroom also features an attached full bathroom for privacy and space: Room 1: Queen over Queen Bunk Beds Room 2: King bed with Queen pullout couch Room 3: King bed in attached Carriage House Room 4: King bed Room 5: King bed Room 6: King bed
Your next luxury getaway awaits!
Guest Access: Our contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival and direct contact to a local guest experience manager for any questions, needs or recommendations during their stay.
The Neighborhood: Placed perfectly between downtown and the Historic Seaport, enjoy walkable attractions like Fury Water Adventures for a day at sea, the Mel Fisher Maritime Museum for some Key West history and the famous Mallory Square for a Sunset Celebration.
Half a block from Duval Street, the Grand Maloney Hotel is steps away from Key West's most famous bars and kitchens. Food is at your finger tips with local’s favorite restaurants, such as First Flight, Bagatelle and Two Friend’s Patio, less than a 5-minute walk from your front door. Got a sweet tooth? Keep an eye out for Kermit’s Key Lime Pie Shoppe known for the best key lime pie in Key West. Or, grab some homemade fudge and candy from River Street Sweets.
Forgot something or need a quick fix? Shorty’s Market has your last minute necessities for your weekend getaway. Just 2 blocks away, you will also find Fausto’s Food Market with locally sourced groceries.
Getting Around: There are a variety of great ways to explore Key West whether it be by bicycle, pedi-cab, moke, scooter, golf cart, Uber, Taxi, or foot. Being in the heart of downtown Key West, many attractions are within walking distance. Feel free to ask us for recommendations!
There is no on-site parking for this unit. You may utilize the brick pathway/driveway for bike parking ONLY. For overnight parking, here are some parking lots: • 204 Simonton Street (This is the closest to your unit!) • Caroline Street Outdoor Parking Lot • Park N Ride Old Town Garage
Street parking information: • There are pay-to-park spots and meters, which are free from 12AM - 8AM, with a 3-day limit. • The neighborhoods of Old Town offer some free parking spaces close to your unit, but be aware that many of the spots are marked “Residential” and visitors are NOT permitted to park in them.
Other Things to Note: - Ask us about our other neighboring units for groups exceeding this guest count. - Relax by the brand-new, heated pool in the back of the home! - There is onsite laundry facilities. - This is not a pet friendly hotel. - For the purpose of creating a safe environment for our guests, the exterior of the building is monitored by security cameras.
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)
Fire extinguisher
General
Garden
Unit size: 3,600 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 18
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
Rules
• Damages to the property or additional cleaning due to excessive mess are subject to charges.
Pets
No pets allowed
Children and extra beds
Children are welcome.
Events
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
Parties and events are allowed on site
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
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Parties and events are allowed on site. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.
Property is also known as
6009b4958c857a002e3affa1
Grand Maloney Hotel S
The Grand Maloney Hotel
Frequently asked questions
How close is Takeover at the Grand Maloney to the airport?
This vacation home is 3.8 mi (12-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.
How much does it cost to stay at Takeover at the Grand Maloney?
As of May 7, 2026, prices found for a 1-night stay for 2 adults at Takeover at the Grand Maloney on May 20, 2026 start from $3,611, 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.
Does Takeover at the Grand Maloney have an airport shuttle?
Airport shuttle services are not available at this vacation home.
How close is Takeover at the Grand Maloney to the beach?
This vacation home is a short 6-minute walk from Florida Keys Beaches and 1.1 mi (6-min drive) from South Beach. Don't forget your sunscreen!
Does Takeover at the Grand Maloney offer free breakfast?
This vacation home does not offer free breakfast.
Is there a casino at Takeover at the Grand Maloney?
No, there is no casino at this vacation home.
What time is check-in at Takeover at the Grand Maloney?
Check-in begins at 4:00 PM.
Is there free parking at Takeover at the Grand Maloney?
Free parking is not available at this vacation home.
Does Takeover at the Grand Maloney have a pool?
Yes, there's a private pool.
Does Takeover at the Grand Maloney have a spa?
There are no spa services available at this vacation home.
How close is Takeover at the Grand Maloney to downtown Key West?
This vacation home is 0.3 mi away from Key West.
Takeover at the Grand Maloney Reviews
Reviews
8.6
Excellent
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 5 out of 7 reviews
10 - Excellent
5
Rating 8 - Good. 1 out of 7 reviews
8 - Good
1
Rating 6 - Okay. 0 out of 7 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 7 reviews
4 - Poor
0
Rating 2 - Terrible. 1 out of 7 reviews
2 - Terrible
1
9.0/10
Cleanliness
Reviews
2/10 Terrible
Julie G.
Jan 20, 2026
Disliked: Cleanliness
I feel like their website is extremely misleading and the cleanliness was not up to my expectations!!!! The trash cans outside were completely full and we had no place to put our trash!! Honestly other than the location, I really was not happy about anything!!
Julie G.
Stayed 4 nights in Jan 2026
8/10 Good
Elizabeth N.
Nov 25, 2025
Liked: Cleanliness
We had an amazing stay! As a bachelorette group with 15 girls, it’s hard to find a property that has as many beds/bathrooms as we needed, but this is the place to stay if you need the room. Location was amazing too. I’m taking away a star because for the price, I really think it should come with a few more amenities in the kitchen (i.e. a toaster oven, microwave, etc.) The “kitchenette” is there mainly for the coffee machine and extra seating. We had to eat out for every meal because we couldn’t have any perishable items in the house for lack of refrigerator space/no where to cook. Also, there are no TVs in the entire house! I think a projector/screen would be an amazing addition to the “lobby”. Other than that, we had a great time. Truly luxurious bathrooms, beds, location, and overall space!
Elizabeth N.
Stayed 3 nights in Nov 2025
10/10 Excellent
Jim B.
Jul 24, 2025
Liked: Cleanliness
Jim B.
Stayed 3 nights in Apr 2025
10/10 Excellent
james N., Matlacha, FL
Mar 31, 2025
Liked: Cleanliness
Excellent stay
The stay at the Grand Maloney was excellent. There were a few minor issues but were remedied quickly with a text. Excellent communication and attention to detail. Loved our stay and would definitely stay again!
james N.
Stayed 3 nights in Mar 2025
10/10 Excellent
Steve P.
Dec 22, 2024
Liked: Cleanliness
Takeover
Just last week, I celebrated a milestone birthday and decided to takeover the Maloney for 4-days with 14 friends. This hotel is nothing less but special. All the rooms are uniquely decorated with wonderful bathrooms. There are so many different sections of the home where we enjoyed 4 different events. If you’re considering what to do and where to stay for a special occasion, I highly recommend this place. The hotel is wonderful and you can’t beat the location. Thank you Brightwild team for making this past weekend a special moment that every guest will forever remember.
Steve P.
Stayed 3 nights in Dec 2024
10/10 Excellent
Connie A.
Jan 3, 2023
Liked: Cleanliness
Pricey, but Perfect!
Perfect for a family vacation. Plenty of room for all.