USA Florida Key West Old Town Key West Listing #10672

Commodore's Compound - Key West, FL

30 reviews
Max occupancy: 24 5 King Bed, 1 Double Bed, 4 Twin Bed, 4 Sofa Bed 8 bedrooms 7 bathrooms 4 dog max  (40 lb weight limit) 
219 Simonton St, Key West, FL 33040

Worry-free booking

Enjoy peace of mind with flexible options to change or cancel your trip.

If your check-in date is at least 30 days away, you can reschedule your trip, cancel and receive 100% of the cost as a Future Stay Credit, or cancel for a refund (minus the booking fee).

Expert cleaning

Professional housekeepers clean and stock each home, using an EPA-approved disinfectant.

Local support

Each trip is backed by 24/7 customer support and local teams everywhere we operate.


Many Vacasa homes use smart locks or lockboxes for a smooth, contactless check-in.

Spacious family friendly home w/ back patio, and awesome location!

Spend your Key West vacation in style here at this high-end house! There's plenty of room for everybody in this house's eight bedrooms, and you're steps away from the ocean.

Key West's most popular attractions surround this home - walk down to Mallory Square a few blocks away for a Sunset Celebration, or visit the Key West Aquarium next to it. Duval Street's restaurants and bars are a short walk away from here, as well.

Up to 24 guests can stay at Commodore's Compound, so your large group will feel right at home. Retreat out to the back patio, where there is plenty of seating sequestered under the trees.

A full kitchen makes it easy to enjoy meals in during your stay. Entertain the whole group with six cable TVs and free WiFi. You'll have a private washer and dryer at the home, too.

Reserve your group's spot at Commodore's Compound today!

The upstairs and downstairs units can be rented separately for small groups.

The upstairs and downstairs units can be rented separately for small groups.

A damage waiver, covering up to $2,000 of accidental damage to the property or its contents, is included in the cost of your reservation.

You must be 25 years or older to rent this property.




Washer/dryer : Private

Heating & cooling

Central AC

Kitchen & dining











Beach towels

Enclosed yard

30 reviews

Jasin Q. Jul 2020
This house is in the perfect location for walking to just about anything. We had a large group of 15 people and it was so nice every room had their own bathroom. Upstairs definitely decorated for more a bachelor pad but downstairs was better. Loved having the upstairs balcony and a public parking lot across the street even though you have to pay it was convenient. We would definitely stay here again.
Joshua D. Mar 2020
This house is located right in the heart of everything! There is plenty of space for everyone. My only downside was that the windows are extremely thin or dont seal and this leads to hearing everything! The roosters and bus start very early and will wake you up. However there is a work order on the house to replace the windows. Once that happens, the house will be perfect.
Mike P. Feb 2020
Great bedrooms and baths. The location is ideal for activities around the wharf, Mallory Square and Duvall street. Downside was the common area floors were dirty. We loved our stay and would repeat.
Manager response:
Hi Mike, we're so glad to hear you loved your stay in our home. We sincerely apologize for the floors not being cleaned properly. We will follow up with our housekeeping staff to ensure that our home is being cleaned to our own high standards. We hope to host you again soon!
robert J. Nov 2019
Great house! Accessible to everywhere you want to be!
patricia s. Oct 2019
Loved the location and layout of the house. We rented the whole house and had 20 friends staying in one location. The common space upstairs was used extensively as was the balcony. Electronic entry made it very easy for a large group to come and go as they please. Upstairs and downstairs kitchens allowed for distribution of guests food and drinks. Hot tub never worked, but maintenance came every time I called. Highly recommended for a large group!!
Dave H. Oct 2019
17 of our family met for a fun weekend in Key West. With my 84 year old mom and 6 children under 9 this was a perfect house. 8 bedrooms rooms with private baths was wonderful. The kitchen on the first floor along with the family rooms were our morning and evening g gathering place. And a great location close to all the places you’d want to go are all easily walkable.
Susan N. Sep 2019
This house is great and in a great location! Just a block from everything yet you don't hear any of the noise. Very convenient for our 5 couples group, highly recommend this place.
Toni-Anne C. Jul 2019
Great house for a large group. Everyone was very comfortable. Plenty of showers and beds. It reminds me of a college "party house" but was overall clean and perfect for our group. Walking distance to everything!!
Dan B. Jun 2019
Was perfect for 8 guys on a guys weekend in Key West. Walking distance to everywhere and lots of extra towels and bathroom supplies. Highly recommended.
Steve B. May 2019
The house was perfect for our 5 year anniversary. Close to duval and entertainment and has the Key West charm! We would definitely book Commodore's Compound again!
Myles D. May 2019
2 distinct units attached into 1 - ability to have quiet and “party” areas. Beds galore.
Chris C. Apr 2019
This was a great location for my group - a few blocks from Duval Street and the waterfront. We had a ton of space and the accomodations were nice and what we expected. Some of the rooms were nicer than the others but they were all clean and private. The upstairs Seaport Suite was a little more rugged (which we liked) and had a great porch and common area, I would highly recommend for a big group.
Alfred V. Jan 2019
Plenty of room. one recommendation -- could use more serving dishes in kitchen. We cooked every other night, restaurant other.
Manager response:
We are so glad this guest enjoyed their stay! We appreciate the feedback regarding additional serving dishes and we will be sure to address this with the homeowner for their consideration. We look forward to hosting this guest again soon!
Shawn H. Dec 2018
This house was perfect for our group of 17! The house itself was very spacious and accommodating for large groups. Most of our group landed in Key West before noon, so Vacasa allowed us to check in at 11am (5 hours early), this was extremely generous! The location of this house is KEY! Its literally steps from everything. All 17 of us rented bikes for the week and we managed to fit all of our bikes inside the gated back yard/patio. This house is awesome, we will definitely be coming back!
Mark S. Nov 2018
Size and location were perfect!!
Alanna L. Nov 2018
We had a large group of friends get together for Veterans Day weekend and we could not have been more comfortable and had plenty of space. The location was the perfect distance from Duval Street and the water. The only feedback we had was the hot tub was not filled high enough and wasn’t getting warm so we couldn’t use it the entire trip. Also early check in and late check out was not available which made it hard to carry our bags for house around town waiting. This did not take away from the value of the place but just honest feedback as a guest for the price. Very clean and had everything we needed.
Autumn R. Sep 2018
The location was perfect and the size was great for 16 of us. Bedrooms spacious and so many bathrooms. It was more convenient for our group than staying in a hotel. We loved it!!!
Andrew H. Jul 2018
Awesome place for a group
Keith T. Jun 2018
Dwayne B. Jun 2018
Location location location. This house is in the heart of Key West historic disctrict. Easy walking to nearby water activities, restaurants and clubs.
Mary B. Jun 2018
Clean and comfortable
Scott O. May 2018
There with a bunch of old college friends. Place is in the perfect spot
Josh C. Apr 2018
Outside, def had me questioning the place, but the inside was awesome. Location is amazing!
Patricia T. Jan 2018
Great place for large groups, close to Duval Street and Malory Square.