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.
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• Damages to the property or additional cleaning due to excessive mess are subject to charges.
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 that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
About the area
Key West
Located by the sea, this holiday home is in Key West Historic District, 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. Mel Fisher Maritime Museum and Sails To Rails Museum at Flagler Station are also worth visiting. Take the opportunity to explore the area for outdoor excitement like cycling.
Harry S. Truman Little White House - 6 min walk - 0.6 km
Getting around
Key West, FL (EYW-Key West Intl.) - 12 min drive
Restaurants
Sloppy Joe's Bar - 3 min walk
Irish Kevin's - 2 min walk
Stinkin Crawfish Key West - 2 min walk
Fogarty's and Flying Monkey's - 1 min walk
The Bull & Whistle Bar - 2 min walk
Frequently asked questions
Does Takeover at the Grand Maloney have a pool?
Yes, this property has a pool.
How much does it cost to stay at Takeover at the Grand Maloney?
As of 15 Apr 2026, prices found for a 1-night stay for 2 adults at Takeover at the Grand Maloney on 25 July 2026 start from AU$4,028, 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 Takeover at the Grand Maloney pet-friendly?
No, pets are not allowed at this property.
How much is parking at Takeover at the Grand Maloney?
On-site parking is available at the property.
What time is check-in at Takeover at the Grand Maloney?
Check-in begins at 4:00 PM.
What time is check-out at Takeover at the Grand Maloney?
Checkout is at 10:00 AM.
Where is Takeover at the Grand Maloney located?
Located in Key West Historic District, this holiday home is steps away from Curry Mansion Museum and Duval Street. Florida Keys Beaches and Mallory Square are also within 10 minutes.
Reviews
8.6
Excellent
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Perfect for a family vacation. Plenty of room for all.
Connie A.
Stayed 6 nights in Dec 2022
Response from VrboOwner on 13 Sept 2023
Connie, we truly appreciate hosting great guests such as you and your family! Thank you so much again for the great review. I am delighted to know that you enjoyed your stay with us and I hope we get the chance to host you again in the future! Cheers!
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
Response from VrboOwner on 15 Apr 2025
Hi James, Thank you so much for your kind words! We're thrilled to hear you had an excellent stay at The Grand Maloney. We truly appreciate your understanding regarding the minor issues, and we’re glad we could resolve them quickly for you. It's great to know our communication and attention to detail made a difference. We'd love to welcome you back anytime! Dani, Brightwild
Verified
2/10 Terrible
Julie G.
20 Jan 2026
Liked: Location
Disliked: Cleanliness, listing accuracy
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!!
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!
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
Response from VrboOwner on 8 Jan 2025
Thank you for the amazing review Steve! We are so glad you got to make memories at the grand Maloney. We strive to make every stay special for our guests and are so happy we were able to part of yours! We would love to have you again in the future for many milestones to come!
Cheers!
Jamie
Brightwild
Thank you so much for your perfect 10/10 review! We’re thrilled to hear that you had such a positive experience and truly enjoyed your stay with us. Providing a comfortable and memorable stay is always our goal, and it’s wonderful to know we met your expectations.
We sincerely appreciate your feedback and look forward to welcoming you back for another excellent stay in the future!
About the host
Hosted by Brightwild
Premier Host
They consistently provide great experiences for their guests