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Front view of house from Truman Avenue

Almost Southernmost Too - Nightly

Guest Rating:

Vacation rental house. Sleeps 8, 3 bedrooms, 2.5 bathrooms. Cats, Dogs allowed.

417 Truman Ave Key West, FL 33040 United States

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  • Front view of house from Truman Avenue
  • Enjoy the morning on your front porch swing
  • Private pool and deck perfect for some fun in the sun
  • Relaxing sundeck to catch the rays of the island sun
  • Living area with bar seating and flat screen tV
  • Living area sleeper sofa
  • Expansive full kitchen and bar seating
Front view of house from Truman Avenue

Part of ALMOST SOUTHERNMOST RETREAT
Almost Southernmost Too in the 400 block of Truman Avenue is the perfect location, located between Duval Street and Whitehead St. Just around the corner from Hemingway's House and the Historic Lighthouse Museum, Almost Southernmost Too is a perfect example of shotgun architecture with a front porch and back deck. The style is common throughout the islands. The rear second story deck is perfect for working on that Key West tan or star gazing!

Upon entering this newly remodeled historic home, you will notice beautiful bamboo flooring throughout the first floor. At the rear, there is an expansive Living Room with a Queen sleeper sofa, comfy chairs, a large 46" flat screen TV, breakfast bar with stools and a bright new kitchen with state of the art appliances, granite counter tops and tiled backsplash. The double door refrigerator has enough space for enough food and beverages for your group. Lots of cabinet space makes this the perfect place to cook at homeā€¦or go out to many of Key West's eclectic mix of restaurants close by.

This gem features a King bed downstairs with a fabulous new en-suite bath with brilliant blue walls and large shower. There is also a hallway bathroom with a tub/shower. Upstairs are two Bedrooms, one with a Queen bed and the other with 2 Queen beds and a half bath between them.

Open the French door from the Living Room to the wonderful deck where you have outdoor seating, BBQ grill, outdoor shower and a newly installed heated pool with a waterfall. 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.


Minimum Stay:
Please contact Key West Vacation Rentals regarding minimum stays and special rates. Minimum stay requirements apply on weekends (at least 3 nights), Winter/Spring season (January 2nd - April 30th - 5 night minimum), holidays and special events( Fantasy Fest & Christmas/New Year - 7 night minimum).

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Rooms and Amenities
Property Type House, 2 story
Unit Code Alm2
Beds 1 king bed, 3 queen beds, 1 sleeper sofa
Bathrooms 2.5 bathrooms
Rooms Sleeps 8, 8 dining seats
Pets Cats, Dogs allowed.
Parking 1 Private Parking Spot
Living Central Air, Air Conditioning, Ceiling Fans, Linens, Washer & Dryer, Ironing Board, High Speed Internet, No Phone
Kitchen Full Kitchen, Refrigerator, Coffee Maker, Ice Maker, Microwave, Toaster, Cookware
Outdoor Deck, Patio, Balcony, BBQ Grill, Gas Grill, Outdoor Shower, Private Pool
Geographic Near Beach
Entertainment DVD Player
Average Manager Rating (Based on 2631 reviews)
Overall satisfaction: 4.5 stars
Overall satisfaction
Services from rental manager: 4.5 stars
Services from rental manager
Average Vacation Rental Rating (Based on 14 reviews)
Overall satisfaction: 4.5 stars
Overall satisfaction
Cleanliness: 4.5 stars
Cleanliness
Location: 5 stars
Location
Property condition: 4.5 stars
Property condition
100 % of our reviewers would recommend this vacation rental.

Vacation Rental Reviews

  • Annual Trip

    Stayed 3 days ending in July, 2015

    • Services from rental manager
      Services from rental manager: 5
    • Cleanliness
      Cleanliness: 5
    • Location
      Location: 4
    • Property condition
      Property condition: 5

    Overall satisfaction: Overall satisfaction: 4

    Connie S from Palm City, FL recommends this vacation rental

    We come every year, usually with our whole family. We have 6 boys ages 13 to 25. This was the first time we rented this house and we chose it for the pool and location. Best move ever. Everything was clean and in order. Had some wifi trouble and someone came immediately to help us. Could not have picked a better house for our needs. The sundeck was beautiful at night and the pool was crystal clear. Only drawback was the wifi connection, which if you were in certain areas of house you got it, other areas you did not. And the noise from Truman St. at night. Master bed is at the front of house. If you don't mind the noise, which we didn't because it was to be expected, then it was fine.
    We will be back next year, and if the whole family is coming, this will be where we stay again. Thank you for yet another relaxing, chilled, vacation.

  •  
  • Family Vacation and Wedding

    Stayed 8 days ending in May, 2015

    • Services from rental manager
      Services from rental manager: 5
    • Cleanliness
      Cleanliness: 5
    • Location
      Location: 5
    • Property condition
      Property condition: 5

    Overall satisfaction: Overall satisfaction: 5

    Diane S from Blue Bell, PA recommends this vacation rental

    The house was immaculate; the kitchen completely equipped; pool was refreshing. We were there as a family for 8 days for a wedding. The house was spacious, and so colorful and pretty that we hosted the hair and makeup and some of the photo shoots.

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  • great spot

    Stayed 3 days ending in May, 2015

    • Services from rental manager
      Services from rental manager: 5
    • Cleanliness
      Cleanliness: 4
    • Location
      Location: 5
    • Property condition
      Property condition: 4

    Overall satisfaction: Overall satisfaction: 5

    kevin c from Toronto, ON recommends this vacation rental

    Great locations, excellent backyard & patio. Good time had by all.

  •  
  • Nice Accommodations

    Stayed 1 day ending in February, 2015

    • Services from rental manager
      Services from rental manager: 5
    • Cleanliness
      Cleanliness: 5
    • Location
      Location: 5
    • Property condition
      Property condition: 4

    Overall satisfaction: Overall satisfaction: 4

    Richard S from Dodge Center, MN recommends this vacation rental

    This home is located so close to Duval Street that it was within easy walking distance of most shops, restaurants, and bars. We even walked to one of the beaches from here. The ceilings in the upstairs bedrooms were low, but still worked well for us. Great kitchen, and very charming overall. The company was great to work with and very accommodating.

  •  
  • Perfect Key West House!

    Stayed 1 day ending in October, 2014

    • Services from rental manager
      Services from rental manager: 5
    • Cleanliness
      Cleanliness: 5
    • Location
      Location: 5
    • Property condition
      Property condition: 5

    Overall satisfaction: Overall satisfaction: 5

    Nick V from Royal Palm Beach, FL recommends this vacation rental

    We rented this house for one night, before going on a fishing trip, and loved it. It is great a place to stay. It lives up to how nice it looks in the pictures. Perfectly located. Great kitchen. Easy to get the keys and drop them off. I would rent this house again.

  •  
  • Noisy but nice

    Stayed 2 days ending in August, 2014

    • Services from rental manager
      Services from rental manager: 4
    • Cleanliness
      Cleanliness: 4
    • Location
      Location: 4
    • Property condition
      Property condition: 4

    Overall satisfaction: Overall satisfaction: 4

    a guest from South Hampton, Hampshire recommends this vacation rental

    We enjoyed our stay in this house. Having the pool was a bonus as we had 4 children with us. The kitchen was really modern and the house was a good size for 6 of us. The upstairs is not as nice as downstairs, but the children didn't mind. The house is really close to Duval street which was great, but it is on a really noisy street (at all times of day and night). We did have people arguing in the street in the early hours. But if you are looking for somewhere clean and close to the action I would recommend this house.

  •  
  • Family Celebration Vacation

    Stayed 4 days ending in August, 2014

    • Services from rental manager
      Services from rental manager: 5
    • Cleanliness
      Cleanliness: 5
    • Location
      Location: 4
    • Property condition
      Property condition: 4

    Overall satisfaction: Overall satisfaction: 4

    a guest from Lake Worth, FL recommends this vacation rental

    I was looking for a vacation rental to celebrate my brother's 50th, and mine and my hubby's summer birthday's as well, and due to pre-lobster season, a party of 8 and a specific budget the "Almost Southernmost Too" house, was the place that fit the bill. It was a charming, colorful, happy place. Gorgeous kitchen that led into the great room/family room, and nice back patio area with pool and grill. My daughters loved the pool, and we were able to enjoy fun cookouts on the deck. We were in perfect proximity to Duval street, but close to everything else. The staff was great and addressed our needs in a timely manor. The only negative thing I would have to say, is that the second floor ceilings are very low. If you are over 5 ft. tall, like we are, you will bump your head up there, as we did many times:-( It was perfect for my 7 yr old but myself, hubby, and my 12 year old had a rough time with that as we are all 5'6-6'2. The beds upstairs are also a bit uncomfortable. My parents had the master downstairs,and it ws perfect. My friend used the sleeper sofa downstairs, so that was ok. Overall we had a wonderful vacation, and made happy memories with many laughs about upstairs being "Hobbitville":-) My recommendation is that this house would be better suited for a family with, parents, small children for the second floor, and maybe another couple, or just friends for the downstairs sleeper sofa.

  •  
  • Fun island getaway

    Stayed 5 days ending in June, 2014

    • Services from rental manager
      Services from rental manager: 4
    • Cleanliness
      Cleanliness: 5
    • Location
      Location: 5
    • Property condition
      Property condition: 4

    Overall satisfaction: Overall satisfaction: 4

    a guest from Brooklyn, NY recommends this vacation rental

    This was a beautiful house. It had cute bedrooms and the 2 and a half bathrooms was key with 8 people. The master bedroom and bath was the best room in the house. The pool is great and the upper deck gets a good amount of sun. A few things they could work on, first they tell you that you get access to both a pool and jacuzzi. This is only if you are renting both house properties (415 and 417 Truman Ave). The Southernmost Too house we rented had the pool, so we were lucky but I wouldn't want to end up with a jacuzzi in the middle of summer. Also, we called for maintenance twice about light bulbs changes and little things but they never came, we had to go buy them and replace them ourselves. Lastly, you have to call for housekeeping everyday or they will not come. Otherwise, it is a great property and it is so close to bars and restaurants. Perfect for a group to stay in.

  •  
  • Great place to stay in Key West

    Stayed 5 days ending in May, 2014

    • Services from rental manager
      Services from rental manager: 5
    • Cleanliness
      Cleanliness: 5
    • Location
      Location: 5
    • Property condition
      Property condition: 5

    Overall satisfaction: Overall satisfaction: 5

    Penny H from Methuen, MA recommends this vacation rental

    The house was very nice. Looks like it's been redone recently. Extremely clean, very comfortable beds. The location was just where I wanted it to be. Great location for those not familiar with Key West. You can walk every where, the bars, the beach. It's all close enough. My only issue was when I tried to book a combination dive/snorkeling trip using their concierge services. The guy I spoke to obviously didn't listen to what I wanted because what he booked was totally different than what I asked for. In spite of that I would still book through them again because everything else was so awesome. Just book your activities on your own.

  •  
  • Family vacation with college children

    Stayed 3 days ending in May, 2014

    • Services from rental manager
      Services from rental manager: 5
    • Cleanliness
      Cleanliness: 5
    • Location
      Location: 5
    • Property condition
      Property condition: 4

    Overall satisfaction: Overall satisfaction: 5

    Diane H from Clearwater, FL recommends this vacation rental

    Had a great time in the Keys. Weather could have been better (it rained). But we all enjoyed our stay.

  •  
  • Perfect time in a perfect paradise.

    Stayed 5 days ending in April, 2014

    • Services from rental manager
      Services from rental manager: 5
    • Cleanliness
      Cleanliness: 4
    • Location
      Location: 5
    • Property condition
      Property condition: 4

    Overall satisfaction: Overall satisfaction: 5

    Bonnie M from Weirton, WV recommends this vacation rental

    We rented both homes. We had 13 family members and the place was a perfect spot. We all returned home with the "Keys Fever"!!!!

  •  
  • Great Place

    Stayed 2 days ending in March, 2014

    • Services from rental manager
      Services from rental manager: 5
    • Cleanliness
      Cleanliness: 5
    • Location
      Location: 5
    • Property condition
      Property condition: 5

    Overall satisfaction: Overall satisfaction: 5

    a guest from Costa Mesa, California recommends this vacation rental

    We had a great stay and would do it again!

  •  
  • Great Key West Vacation !!!!

    Stayed 2 days ending in February, 2014

    • Services from rental manager
      Services from rental manager: 4
    • Cleanliness
      Cleanliness: 5
    • Location
      Location: 5
    • Property condition
      Property condition: 5

    Overall satisfaction: Overall satisfaction: 5

    Jane G from St Paul, MN recommends this vacation rental

    Awsome place,loved the pool to cool off. The
    front porch was great people watching. We love
    Key West

  •  
  • Great location..great house

    Stayed 5 days ending in February, 2014

    • Services from rental manager
      Services from rental manager: 4
    • Cleanliness
      Cleanliness: 4
    • Location
      Location: 5
    • Property condition
      Property condition: 5

    Overall satisfaction: Overall satisfaction: 4

    Mike G from Warrenton, Virginia recommends this vacation rental

    The upper bedrooms are a bit tough on taller people due to the slanted roof, but overall it's a great property and a perfect location. Just a half block from Duval, half block to CVS,Hemmingway's house right around the corner and Blue Heaven just a short walk.

  •  
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A promo code is for special discounts and may have been provided to you in either a newsletter, email or other correspondence from the manager or owner of this property.

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Seasonal Rental Rates for this Vacation Rental

Dates Daily Weekly Monthly Minimum Stay Checkin Restrictions
Aug 1, 2015-Sep 3, 2015 $378 $2,646 $11,340 1 No restrictions
Sep 4, 2015-Sep 6, 2015 $468-$518 na na 1 No restrictions
Sep 7, 2015-Sep 17, 2015 $378 $2,646 na 1 No restrictions
Sep 18, 2015-Sep 20, 2015 $468-$518 na na 1 No restrictions
Sep 21, 2015-Oct 21, 2015 $378 $2,646 $11,340 1 No restrictions
Oct 22, 2015-Oct 24, 2015 $708 na na 3 No restrictions
Oct 25, 2015-Oct 31, 2015 $784-$798 $5,516 na 5 No restrictions
Nov 1, 2015-Nov 14, 2015 $728 $5,096 na 5 No restrictions
Nov 15, 2015-Nov 24, 2015 $468-$518 $3,626 na 1 No restrictions
Nov 25, 2015-Nov 28, 2015 $708 na na 4 No restrictions
Nov 29, 2015-Dec 10, 2015 $378 $2,646 na 1 No restrictions
Dec 11, 2015-Dec 23, 2015 $728 $5,096 na 5 No restrictions
Dec 24, 2015-Jan 1, 2016 na $5,586 na 7 No restrictions
Jan 2, 2016-Apr 30, 2016 $728 $5,096 $21,840 5 No restrictions
May 1, 2016-Jun 30, 2016 $518-$645 $3,626-$4,196 $15,540-$16,110 3 No restrictions
May 20, 2016-May 22, 2016 $708 na na 3 No restrictions
Jul 1, 2016-Jul 4, 2016 $708 na na 3 No restrictions
Jul 5, 2016-Jul 31, 2016 $518 $3,626 na 3 No restrictions
Aug 1, 2016-Sep 1, 2016 $378 $2,646 $11,340 3 No restrictions

*Seasonal rates are estimates only. Actual rates may differ. Seasonal rates do not include fees or taxes.

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24.550823,-81.799921
CALL US 1-(800) 797-8787

Key West Vacation Rentals 1075 Duval St Suite C22 Key West, Florida 33040 +1 (305) 296-9292 rick@hgakwvr.com

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