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Almost Southernmost - Nightly Rental

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2 Bedrooms
1 Bathroom
Parking: 
1 Private Parking Spot
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Description

This Truman Avenue home is the perfect location, located between Duval Street and Whitehead St.

The style is common throughout the islands. Our shotgun was renovated in March, 2008. Located in among a row of identical cigar-maker cottages, this gem features a King pillow top bed upstairs, another Queen pillow top bed in a downstairs bedroom and a Queen sleeper sofa in the living room which features beautiful pine floors.

The state of the art kitchen is equipped with granite counter-tops, glass-top stove, microwave, dishwasher, under cabinet lights and everything necessary to prepare gourmet meals...

The large bath features a walk-in shower with glass doors, hair-dryer and beach towels.

Open your double french doors opening from the kitchen to the lanai and you have outdoor table and seating, washer/dryer and the extra spacious spa! Add romantic, soft outdoor lighting and you won't even want to do the Duval Crawl, yet you are walking distance to all the great venues Key West has to offer!

Key West Vacation Rentals typically releases all minimum night stay requirements within 60 days of the arrival date. Otherwise, our minimum night requirements are as follows:

- January thru April - 5 night minimum
- May thru mid - December - 3 night minimum
- Fantasy Fest Week - (late October) - 7 night minimum
- Christmas & New Years - 7 night minimum
- Special Holidays and Events may have up to 7 night minimums

Our software is designed to fill in small gaps between reservations that are outside of 60 days. Feel free to call our office for more info or special requests.

Individual making the reservation must be 25 years or older with proper identification and be an occupant of the property

Amenities

  • Deck
  • Patio
  • Outdoor Shower
  • Private Hot Tub
  • Near Beach
  • Central Air
  • Air Conditioning
  • Ceiling Fans
  • Linens
  • Washer & Dryer
  • Ironing Board
  • High Speed Internet
  • Pets Allowed

Availability

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#Night Available#Night Unavailable#Arrive Only#Depart Only
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Reviews

Historic Cottage in Perfect Location

Reviewed on 2017-10-22 by Lynne L. from Galveston, TX
Visited October 2017
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4
Loved this little cottage. It was perfect for two couples. The beds were comfortable, kitchen was fully functional and there was a private parking space, a must in Key West. We walked everywhere and it is located near all major attractions. Considering Hurricane Irma slammed the Keys the month before, this place is in great shape. It appeared that the hot tub was damaged by the storm, so it was not up and running. BUT, we really didn't have time for it anyway. There is so much to see and do in Key West. The cottage has a digital lock so you don't have to worry about losing a key or turning it in at the end of the stay. This place is perfect for two couples or a small family. I highly recommend it!

Key West is amazing .

Reviewed on 2017-08-05 by Sue M. from Glendale, AZ
Visited July 2017
5
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
5
Excellent experience. Close to everything, yet quiet for relaxation. Loved this little house.

Great Key West property

Reviewed on 2017-07-03 by Mario S. from Saint Petersburg, FL
Visited June 2017
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Cute,beautiful,cozy,amazing

Mixed feelings

Reviewed on 2017-06-14 by Recent Guest from Brooklyn, NY
Visited June 2017
3
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
3
The good: location is very good! Middle of everything pretty much. Clean and cozy.<br/>The bad: A/Cs are extremely loud (guessing old models), one of the beds has bad support, flimsy. Only one bathroom!! Was annoying with 4 people, can only imagine how bad it would be if it was 6 guests.

Great little house close to the action

Reviewed on 2017-06-04 by William N. from Vestavia Hills, AL
Visited May 2017
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
We stayed here for 3 days and 2 nights and loved it. The staff that we had interaction with was super friendly and willing to assist first time Key West visitors and offered up all sorts of packages that they were associated with for our family. The location of the property was less than 100 yards from Ernest Hemmingway's house and less than 100 yards from Duval St; and about 1/4 mile from the Southernmost Point momument. It allowed our family to walk around a bunch and find things "off the beaten path" which is what we love to do. The only downside is that being a family of 5 with a 10 year span in ages of children makes it difficult at times. However this house was perfect for us and it is a place we would love to come back to again soon.<br/><br/>You can't go wrong with this company or this property!

Key West Vacation 2017

Reviewed on 2017-05-20 by Recent Guest from Lebanon, OH
Visited May 2017
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4
This is the second time we have stayed at this house and we absolutely love it! Having a kitchen, and a grill, are wonderful amenities for a 4 day trip. The hot tub is a great place to relax during the night. Bedrooms are comfortable, and the AC works great! We will be back again'

Peaceful house on party street

Reviewed on 2017-05-17 by Justin K. from Miami, FL
Visited May 2017
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
This house was worth it! The service provided by the people renting the house to us was amazing. Very clean and fresh linens/towels every morning. Will definitely be renting this house again.

One day trip to Key West

Reviewed on 2017-03-23 by Recent Guest from Indianapolis, IN
Visited March 2017
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4
We enjoyed our stay at Almost Southernmost and appreciated the quick registration process and ease of getting in the vacation rental since we were only there for a two-day visit. The house was so close to everything. It was very clean and the amenities were perfect.

Can't wait to go back to Almost Southernmost

Reviewed on 2017-02-07 by Recent Guest from Trumbull, CT
Visited January 2017
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4
This is my sixth time in Key West and the first time renting a house. The property was everything I expected based on the description. It was clean and always had plenty of clean towels, especially since there was a hot tub. It was convenient that the management company was across the street and had bicycles to rent which is a great way to get around Key West. We did let them know right away that the toilet paper holder was broken but no one came in to fix it. Also, the roof deck is in need of a little upkeep. Aside from this, I would recommend this property and loved the location! I can't wait to go back next year!

Almost Southernmost

Reviewed on 2017-01-22 by James A. from Fort Pierce, FL
Visited January 2017
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Perfect for 2 couples. Location was about 9 blocks from Mallory Square; an easy walk. Home was very clean, and each day someone came in and made the beds and provided clean towels, which we weren't expecting. Check-in was simple too.

Perfect!

Reviewed on 2016-11-29 by Chris R. from Hallandale Beach, FL
Visited November 2016
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
The place was amazing, will be back again!

Review

Reviewed on 2016-11-16 by Recent Guest from Glasford, IL
Visited October 2016
4
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
5
It was as expected

Key West Getaway

Reviewed on 2016-11-04 by Recent Guest from Stony Brook, NY
Visited October 2016
5
Services from rental manager
5
Cleanliness
5
Location
4
Property condition
4
Great location near Duval Street! Unit was clean and comfortable. Could use some updating in kitchen, especially floors. Perfect for two couples - only thing that would make this unit better would be a 2nd bathroom and access to a pool. Hot tub was clean and perfect at the end of a long day! Private parking was also a plus! Customer service was superb as has been on previous trips when we have rented from Key West Vacation Rentals. Looking forward to using them again on our next Key West adventure!

Great location

Reviewed on 2016-10-18 by Kathleen H. from Pewaukee, WI
Visited October 2016
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4
The location was perfect for walking, sightseeing, and shopping. Close to Hemingway home, lighthouse keeper museum and Duval Street. The house was well equipped for cooking although we are most meals out. The outside shower was probably our favorite feature of the house. We did not use the hot tub and felt it needed to be cleaned in general.

Okay place, great location

Reviewed on 2016-07-26 by Jamie C. from Key West, FL
Visited June 2016
4
Services from rental manager
2
Cleanliness
4
Location
5
Property condition
3
The location of this house was fantastic. The house was older and could definitely use some updates. For our needs it worked well. The outside deck needed work and kitchen needed updating. We had several issues and it was difficult getting the management company to take care of them.

Cannot beat the location!

Reviewed on 2016-07-23 by Lisa N. from West Sayville, NY
Visited July 2016
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4
Second time staying at a KWVR property. You absolutely cannot beat the location of this property. A block off Duval but far enough away from the night life to be quiet. Although the house does sleep 6, I think that would be tough since there is only one bathroom. We were 4 and it was fine. A few minor maintenance issues were dealt with promptly. We were traveling with two eighteen yr olds and it was great that they could have their own key and walk to everything. There is a 24 hour CVS, Denny's, an authentic Cuban breakfast place and a smoothie/booze takeout bar less than a minute walk away. Mallory Square is about 15-20 minute walk. We had rented a car and having dedicated parking was great. Washer/Dryer and private hot tub just added to it all. Highly recommend!

Great place to stay

Reviewed on 2016-06-05 by David A. from Miami, FL
Visited May 2016
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
This year was my third year staying at the same property. I love the house. The only think I will suggest its a second bathroom. Beside that I won't change it at all. Plus I want to thank the maintance people. For their inmidiate attention on changing the grill. You guys rock!!!!<br/>Ism coming next year..

May Trip

Reviewed on 2016-05-22 by Recent Guest from Lebanon, OH
Visited May 2016
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
We absolutely loved the house! The patio was where we spent most of our time (when not walking around town or at the beach). It's a very comfortable house, and the grill worked great (steaks and ribs were made). You could not ask for a better location, just a few feet from Duval, yet you didn't feel like you were right on Duval St, and had privacy. We plan on hopefully making another reservation at this property!

A week on Truman Avenue

Reviewed on 2016-04-02 by Shelby M. from Middlesex, NY
Visited March 2016
4
Services from rental manager
5
Cleanliness
3
Location
5
Property condition
3
Almost Southernmost nightly has a great location (1/2 block from Duval). Perfect house for 5-6 people. One drawback is there is only 1 bathroom. There are two decks, we used the downstairs deck the most as it was easiest to access. Our hot tub didn't work, we did call for maintenance but they never showed up. That was a little upsetting. The cleaning staff shows up daily, keep in mind they will make beds and replace towels. They do not mop or clean counters. The floors could of used a good mopping. With all of that in mind, we would stay there again. One goes to Key West to experience the island, not the lodging.

Great night stay

Reviewed on 2016-03-14 by Recent Guest from Mobile, AL
Visited March 2016
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Darling clean house and perfect location. Would definitely rent again.

Christmas 2015

Reviewed on 2016-01-07 by David T. from Destin, FL
Visited December 2015
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Very comfortable and relaxing home! We have stayed with KWVR before in another cottage and we chose to stay again only in a different location. Both stays were great.

A home away from home

Reviewed on 2015-12-06 by Maria Zayda Z. from Romeoville, Illinois
Visited November 2015
4
Services from rental manager
4
Cleanliness
5
Location
5
Property condition
4
The house was big enough for our family of 5. The door locks needs updating but everything else inside the house is in good condition. The jacuzzi had a strong odor of chlorine(before and after it was cleaned). Somebody came to fix it while we were there but it still too hot to use.<br/><br/>All in all I would definitely recommend this place, no need to use a car to go around downtown key west.

Great Little House...

Reviewed on 2015-11-09 by Tim J. from Moulton, AL
Visited October 2015
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4
Loved the house and the location...basically just right around the corner from anything you would want. Great local friendly neighbors...none of the "resort" feel. Nothing more peaceful than sitting on the front porch at night at this place!

At Home in Paradise!

Reviewed on 2015-09-29 by Recent Guest from West Lawn, PA
Visited September 2015
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4
Historic vacation home in a great location . Well described. Even better than we expected. Loved the feel of the house as well as the area . Daily housekeeping took excellent care of our needs, even left us umbrella . Problem with the jacuzzi was taken care of right away. Sent help within 15 min .We have rented with KW vac rentals before and highly reccomend all of them!

Charming getaway

Reviewed on 2015-07-25 by Recent Guest from Calgary, AB
Visited July 2015
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
3
This sweet little house was lovely to stay in, Great location and very charming. My biggest disappointment was the outdoor shower. We only stayed 2 nights and on our last night I went to use the shower, very excited because this was one of the reasons I chose this place. ( we definitely don't have outdoor showers in Canada) I thought it may have a problem with getting hot water so turned that on first. No problem, came out super hot, went to turn on the cold and the knob had literally rusted off and was left hanging there. I had never noticed it before this time. My heart broke a little since it was impossible to turn it on and the water was boiling at this point. I did mention this to the staff as we were checking out the next day so hopefully it is fixed before anyone else is let down. Otherwise it was a wonderful stay and if I ever get the chance to go back to Key West I would use this company.

Right place, right price!

Reviewed on 2015-07-17 by Recent Guest from Miami, FL
Visited July 2015
4
Services from rental manager
5
Cleanliness
4
Location
3
Property condition
3
Small, clean house but not cramped or uncomfortable, very close to Duval but a good walk to the popular bars and Mallory Square.

"A place I can call Home"

Reviewed on 2015-05-29 by David A. from Miami, FL
Visited May 2015
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
only one word can describe this amazing place.."MAGNIFICENT."

Great location!!

Reviewed on 2015-05-28 by maura s. from lynn, MA
Visited May 2015
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4
The location made most places in walking distance. The home was very clean and had everything we needed (it was a little worn but very comfortable). The hot tub water was clean but there was a lot of debris from the tree on the bottom and the chemicals were over powering. It was very hot while we were there and the air conditioning worked wonderfully. The washer and dryer available made our packing light and they had detergent for our use. Would recommend for a great stay!

great vacatiom

Reviewed on 2015-05-22 by Recent Guest from Breese, IL
Visited May 2015
4
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
4
location great - staff helpful - hot tub could be cleaner - but with all the foliage would be a difficult task - enjoyed the grill, could not locate the shared pool

Almost Southernmost

Reviewed on 2015-05-02 by Christy D. from East Windsor, Ct
Visited April 2015
4
Services from rental manager
5
Cleanliness
5
Location
4
Property condition
4
Nice house, really no complaints. Management company was a pleasure to deal with.

Three days in paradise

Reviewed on 2015-02-23 by Mara S. from Hobe Sound, FL
Visited February 2015
5
Services from rental manager
4
Cleanliness
5
Location
5
Property condition
4
Upon arriving it was quick and easy to get our house keys and sign paperwork. We stayed at Almost Southernmost for two nights. When we arrived the place was neat and clean. All our towels were there for 5. The beds were comfortable in the rooms but the pull out was your typical mattress with the bars across your back so we put it on the floor. There were a couple issues that needed to be addressed the next day but they were there right away the next morning to take care of them. Housekeeping came everyday to place new towels and straighten up. Each room had a tv and wifi was great. The house was a perfect location for getting around town. It was quiet even though we were close to so much action. Overall it was a great stay and would do it again.

Very Nice Place

Reviewed on 2015-02-07 by Kathryn R. from Buffalo, NY
Visited January 2015
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4
Stayed in the Southernmost Retreat & Southernmost Too last year with a large group, so we decided to rent the smaller half this year with only 2 couples. We had a great time. Easy check in/out, well-maintained property, clean & modern. The hot tub was such a plus - we didn't miss a pool at all. We had an issue with the tub not heating on the first day, but the management sent someone to fix it immediately. My only - very small - negative is that the shower has no place to put your soap, shampoo, etc., so it got messy as everything had to be kept on the floor. A small rack hanging from the shower head would have been perfect. But otherwise, a very positive experience in a lovely place!

Good location. A parking spot when renting in Key West is a plus

Reviewed on 2014-12-26 by Judy C. from Brunswick, GA
Visited December 2014
4
Services from rental manager
4
Cleanliness
4
Location
5
Property condition
3
This is a nice property, not the best I've stayed in at KW but no huge negatives. After check-in, we realized the internet was not connecting. Called the office twice that afternoon. Were told someone would be over shortly; no one showed. The next afternoon (giving some time to have a responder, but no one showed) I called the office again. Was told the same, but no one showed. Third day, finally were readily taken care of (???) not sure why the delay, no explanation was given when asked, just a general "I don't know". Also, burned out light bulbs in bathroom, third day were also replaced. The property was clean, fairly furnished. The patio fence is in dire need of repair. Location is by far the plus for this property. For the price and location, I would recommend this property.

Annual trip to Key West

Reviewed on 2014-08-04 by Recent Guest from Alexandria, VA
Visited July 2014
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Great, the little house was as advertised and perfect for the two of us.

Fantastic Stay!! Key West Vacation Rentals was FABULOUS!

Reviewed on 2014-07-01 by Tammy M. from Trussville, AL
Visited June 2014
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Absolutely a great experience!! KWVR went out of their way to help make our stay in Key West very enjoyable. A great group of people to work with in every way possible. "Almost Southernmost" is a great location and a wonderful cottage to stay in while in Key West!! The staff at KWVR was extremely helpful with information about the surrounding area of Key West, things to do, and check in was quick and easy. Just cannot say enough nice things about them!!!

PERFECT in Paradise

Reviewed on 2014-07-01 by Melanie F.
Visited June 2014
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Without a doubt, one of the best vacations ever celebrating our 28th anniversary with our adult children in this beautiful historic cottage which slept all 6 of us very comfortably. In fact, the most comfortable beds we have ever slept in, even the sleeper sofa! A few houses down on Truman, so quiet, but only a few steps from Duval, we were in walking distance of everything for sunsets, dining and nighttime fun. Spent our days deep sea fishing and snorkeling and came home every evening to a sparkling clean house and hot tub. The one bathroom/shower inside did not present a problem for the 6 of us adults because there is a private shower with hot water that worked perfectly on the porch. We live in the Tampa bay area but this was our first trip to the Keys and we just love your cottage and plan to come back every year. Thank you!!!!

415 Truman

Reviewed on 2014-06-05 by Recent Guest from Andalusia, AL
Visited May 2014
3
Services from rental manager
3
Cleanliness
4
Location
5
Property condition
4
Great location. House was very clean and daily cleaning service was good. After-hours check-in was easy. I would suggest allowing guests to check out over the phone and leave keys in the house instead of having to go by the office just to turn in the key. Office staff was helpful with recommendations for bike rentals, etc. I would recommend this location and unit.

Great location- a little gem!

Reviewed on 2014-02-22 by Erin L. from Manalapan, New Jersey
Visited January 2014
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
This is the second time staying in Almost Southernmost and it is the perfect place in Key West for two couples or a small group. A short walk to Blue Heaven or the Green Parrot- just off Duval and around the corner from the Hemingway House. You can't beat the price or location!

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