Browse staysKey West, Florida
Takeover at the Grand Maloney
sleeps
16
bedrooms
6
bathrooms
6.5
square feet
3,600
The stay
The Grand Maloney Hotel is a boutique hotel located in the heart of downtown Key West.
About this home
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.
Where you'll sleep
- 01Bedroom 1King
- 02Bedroom 2King
- 03Bedroom 3King · Sofa bed
- 04Bedroom 4Bunk bed
- 05Bedroom 5King
- 06Bedroom 6King
What you can count on
01
24/7 Guest Experience Managers
A Brightwild Guest Experience Manager is available around the clock for local recommendations, trip planning, and help throughout your stay.
02
Complimentary concierge service
Your GEM can help arrange dining, activities, and special experiences; recommendations and planning support are complimentary.
03
Professionally prepared essentials
Each stay is professionally prepared with fresh linens and starter guest supplies such as soaps, paper products, and coffee.
Where you'll be
Approximate location
Caroline Street 529 · Key West, FL 3304024.5588 N · 81.8037 W
What guests say
4 verified stays
4.80
Cleanliness
4.8
Location
5.0
Check-in
4.5
Communication
5.0
Accuracy
5.0
Value
4.5
We stayed here to celebrate my 50th birthday with a group of 14 and had a wonderful time. The home was beautiful, spacious, and a great place for our friends and family to gather. The location was excellent, and we made so many special memories during our stay. We did experience a plumbing issue on the final day, but the property management team responded promptly, communicated with us, and worked to make the situation right. We truly appreciated their professionalism, responsiveness, and customer service. Overall, this was a lovely home for a large group, and we appreciated the care the team showed throughout our stay.
Brightwild responded
Thank you for sharing such a thoughtful review, Elizabeth! We're honored to have been part of your 50th birthday celebration and are so glad the home provided a beautiful space for your friends and family to gather and create special memories. We appreciate your understanding regarding the plumbing issue and are grateful for your kind words about our team's response and communication. It was a pleasure hosting your group, and we hope to welcome you back for another memorable stay! - Daniella
Seriously, the perfect spot. Close to everything. Fantastic amenities. Great host team!!! We rented the entire home for a birthday party, and it was EPIC. THANK YOU!!!!
Brightwild responded
Thank you for your amazing review, Rich! We’re so happy the home was the perfect spot and that you enjoyed the location and amenities. It’s wonderful to hear your birthday celebration was such an epic success. We’d love to host you again anytime!
We had a great stay while on a business trip. There were a few issues at first getting into rooms and with some water bugs the first night but their team was extremely responsive and communicated well. The location was unmatched and the place is very well decorated.
Brightwild responded
Thank you for your thoughtful review, Megan! We’re glad you had a great stay overall and appreciated our team’s responsiveness and communication. We also appreciate your feedback and are happy to hear you enjoyed the unbeatable location and decor. We’d love to host you again in the future! - Daniella
This place is incredible! It felt like staying in a museum—but with modern, state-of-the-art appliances. Every room had its own unique character, and the pool was a great bonus. The location is perfect—just around the corner from some of the best bars, including Rick’s, Irish Kevin’s, and Sloppy Joe’s. I’d highly recommend this place for larger groups looking to stay together and really enjoy the full experience.
Brightwild responded
Thank you for your review, Jason! We are glad you enjoyed the home and its unique character, along with the pool and location. It is great to hear the space worked well for your group. We appreciate the recommendation and would love to host you again! - Daniella