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USA Florida Key West Old Town Key West Listing #10753

Almost Southernmost - Key West, FL

23 reviews
Max occupancy: 6 1 King Bed, 1 Queen Bed, 1 Sofa Bed 2 bedrooms 1 bathroom Dog-friendly 
415 Truman Avenue, Key West, FL 33040

Worry-free booking

Enjoy peace of mind with flexible, no-fee options for trip changes and cancellations.

You can reschedule your trip, cancel it and receive 100% credit for a future stay, or cancel it for a refund (minus the booking fee) at least 30 days before check-in.

Note: If your trip starts after August 31, you have these options as long as you change or cancel your trip at least 30 days before check-in.

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.


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

Historic, dog-friendly cottage in the heart of Key West w/ private hot tub

If you're looking for a convenient home base for your Key West adventure, consider this two-bedroom, one-bathroom vacation rental. Up to six guests will enjoy the convenient location, a private hot tub, a fully equipped kitchen, and more! The family dog is also welcome to join you for an additional nightly fee.

The cottage's location is fantastic, just around the corner from the Ernest Hemingway Home and Museum and mere steps away from Key West's vibrant downtown area.

After a long day exploring, return to your vacation rental for a quiet evening spent relaxing in your private hot tub. Use the private washer/dryer to keep your clothes neat and tidy while you browse the cable channels on the flatscreen TV, or use the free WiFi to share updates with friends back home. If you're traveling with a larger group, the neighboring cottage can also be rented to accommodate up to 16 guests - call Vacasa for more information.

Don't let the perfect Key West vacation pass you by. Book this getaway today!

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.

Property permit ID: 25230-73584




Washer/dryer : Private

Heating & cooling

Partial AC

Kitchen & dining






Internet : Charter


Cable : Comcast

DVD player

On-site activities

Hot tub : Private



Beach towels


23 reviews

Keith C. Jul 2020
Location was central to many points of interest, within walking distance. Plenty of room for our family of 4. Would stay again.
Rachel B. Jun 2020
The house was in the perfect location. It was supplied with more than we even needed. Very clean and overall was so cute. Will definitely be staying here for our next trip to Key West.
Olga R. Jun 2020
Excellent location
Monika R. Mar 2020
The house was perfect for a quick trip to the Keys with my family, including teenager and parents. Big bathroom, full kitchen, and a parking space, making everything so easy. The location is perfect distance to Duval Street but also quiet enough to sit out on the porch with family. The hot tub was my favorite feature, specially after walking around. We had a great time in Key West and we would love to return to this house.
Adam K. Feb 2020
We visited Key West for a wedding and stayed at the "Almost Southernmost" home. It was great! Nice amenities, conveniently located to just about everything, and clean. Would recommend it highly. Check-in and out was super easy too!
Kathy B. Jan 2020
First time visiting. The homes location was right where I wanted to be. One block to Duval & walking distance to everything. The street traffic was a bit busier than expected but didn’t hear much from the private deck in the yard. Fully equipped home. Only lacking extra blankets since I was there for the coldest day in 5 years. My luck, lol. Clean, comfortable beds & living room seating for 4. I would definitely recommend this property & will look to stay on my next, warmer, visit to a Key West.
John T. Nov 2019
Great house. Loved it as always.

Need to do something about all the ants.
Manager response:
Hello John, thank you for your review! We're so glad that you enjoyed your stay. We have alerted our team of the need to schedule an additional pest control appointment. We hope to host you again soon!
Carole G. Oct 2019
Altho KW was hotter than #*&^ when we were there, the accommodations were very comfortable. They even provided a water bowl and poop bags for our dogs. My husband and I enjoyed the outside shower each evening. One suggestion: separate the two houses in the descriptions and photos so visitors aren't disappointed that one doesn't have a pool and the other doesn't have a hot tub.
Melanie K. Mar 2019
We stayed for 3 nights and had the best time. Smelled clean and the beds were so comfortable. The back patio with the hot tub was our favorite spot. Close to everything on DuVal Street. Would definitely rent again!

Bring a hair dryer.....the one there doesn’t work so we walked to CVS to purchase one.
ladonna p m. Mar 2019
We stayed only one night and were pleased with the cleanliness and location. The labels for the light fixtures were very helpful. Key less lock on entry was great and very secure. The bathroom hair dryer does not work and the socket is loose – fire danger. Could not turn on the fan in the downstairs bedroom. Dangerous to stand on the bed and the chain was too short. Pull out bed in living room needs to be replaced or repaired. Incredibly difficult to pull out and does not lock. Would try to fold you back up in the couch if you lay on it wrong. Hope this feedback is helpful to the owners.
Mike S. Feb 2019
Location, cleanliness, nice deck out back, spacious. This place was well worth the money. Will definitely be going back.
Lloyd R. Jan 2019
Location was terrific to Duval and other points of interest. Walking distance to nearly all of Key West because of the central location. Back patio stayed very comfortable and breezy during the heat of the day. Great Old Town charm and feel with modern amenities. Accommodated 5 adults just as described.
Philippe R. Oct 2018
Location, Jacuzzi
Jerry B. Sep 2018
Cozy and accomadating.
natalia f. May 2018
Muy lindo y acogedor. Completo para pasar algunas noches con familia y niños
Mary D. Mar 2018
If you arrive by boat, this location is excellent! At first the distance seemed long, but we stopped for lunch on the way, and the walk was a great way to get to know the area. We easily could have hired one of the 'people bicyclists' to cart us, but it worked out fine. Then, we could get anywhere from this location - no car needed! Watch for the 'house fee' though, because it nearly doubles the rates that are listed in the information about the house. Still worth it, but it is better to know this up-front.
Julie K. Feb 2018
We stayed here to celebrate a milestone birthday for 3 family members. We had 3 couples and the house was wonderful! We enjoyed the location and loved being right off Duval to walk everywhere we needed to get to. So much fun!!
Jennifer S. Dec 2017
415 Truman is in an excellent location that gets you close to all the action but is very quiet and allows you to relax while on vacation. I was slightly worried about being that close to DeVal Street but it was far enough away from the nightlife that we were able to sleep well after long days of sightseeing. The house is an older house but it has been well maintained and is very comfortable.

When in Key West, make sure to catch Chris Toler at Willie T’s, and go to Better Than Sex for the best dessert you will ever have!