Truman Annex Vacation Rentals

(7 rentals)
Poolside Paradise @ , beach & Duval St.

$372

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Pool

About this property

Now more than ever it is important it is important to choose a home that is thoroughly cleaned and well maintained. We inspect our homes multiple times each month and follow the AHLA Stay Safe Guidelines to ensure your stay is safe and comfortable. You will also find an initial supply of cleaning and ...

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Property Type

Key West Condo

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Unique Layout! Truman Annex Shipyard Condo-1BR/1BA w/Loft

$271

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Pool

About this property

Now more than ever it is important it is important to choose a home that is thoroughly cleaned and well maintained. We inspect our homes multiple times each month and follow the AHLA Stay Safe Guidelines to ensure your stay is safe and comfortable. You will also find an initial supply of cleaning and ...

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Property Type

Key West Condo

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Beautiful Townhouse Awaiting Your Tropical Escape

2 BR | 2.5 BA | Sleeps 6 | Quick View

1

Distance to beach: 0.3 miles to Ft. Zachary Taylor Beach

$396

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Pool

About this property

Now more than ever it is important it is important to choose a home that is thoroughly cleaned and well maintained. We inspect our homes multiple times each month and follow the AHLA Stay Safe Guidelines to ensure your stay is safe and comfortable. You will also find an initial supply of cleaning and ...

View all property information

Property Type

Key West House

"Great place to stay near everything."
Reviewed October 31, 2019

Beautiful condo in a great part of town. It was exactly as advertised. Wonderful. We visited the fort, beaches, pool, and numerous restaurants, bars, and shops. It was Fantasy Fest week. We ate at Bagtellā€™s, ...

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Truman Annex - ' Island Queen' End Unit Villa is One-of-a-Kind!

$393

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Once you see this historic two storey townhouse, you won’t want to stay anywhere else!Filled with natural light, this end unit is ‘tucked away’ in an exclusive, historic Foundry building next to the ‘Truman Little Whitehouse’. There are only 3 residences in our building!There ...

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Property Type

Key West Townhome

"AMAZING!!"
Reviewed November 21, 2020

This is a one of a kind rental. Beautiful home, spotless, perfect location, the most comfortable beds, etc. The owners were wonderful and easy to deal with but the icing on the cake is Connie! The woman ...

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Upscale Home in Truman Annex!

1 BR | 1 BA | Sleeps 3 | Quick View

3

Distance to beach: 0.3 miles to Ft. Zachary Taylor

$270

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Pool

About this property

Now more than ever it is important it is important to choose a home that is thoroughly cleaned and well maintained. We inspect our homes multiple times each month and follow the AHLA Stay Safe Guidelines to ensure your stay is safe and comfortable. You will also find an initial supply of cleaning and ...

View all property information

Property Type

Key West Condo

"Paradise"
Reviewed September 29, 2020

We loved the location of this rental. Everything inside the rental was as should be. I could not complain about anything but only say that i cant wait to return. We were a couple of blocks away from everywhere ...

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Truman Annex, Lrg In/Outdoors Beautiful 1st Flr, 2BR KING/twins, Pool

2 BR | 1 BA | Sleeps 5 | Quick View

LAST MINUTE DEAL 1/23 - 2/13: $300/Week Discount!! Book Sat-Sat and can be applied to multiple weeks!

Distance to beach: 0.2 miles to Fort Zachary Beach

$337

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Rentals by Owner

About this property

WINTER OPENINGS: JAN 2-9 and Jan 23-30 53 5-STAR REVIEWS!!! (on our primary site on VRBO #595903) TRUMAN ANNEX: SHABBY CHICKEN - come stay with the large & proud bird in town!! Large front yard and porch to watch Key West pass by. Beautiful and spacious in/out doors. Our fantastic cleaner has ...

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Property Type

Key West Condo

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DEAL
A Touch of Bermuda at Truman Annex

2 BR | 2 BA | Sleeps 6 | Quick View

1

Distance to beach: 800 yards to Ft. Zachary Taylor State Park

$350

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Pool
  • Rentals by Owner

About this property

Envision yourself relaxing in a beautiful wood framed conch cottage with overhead fans lazily turning below the sloping tin roof in the heart of Old Town in Key West. This is the best value in Key West as it is no cookie cutter small rental condo but a private town home (one of only seven available for ...

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Property Type

Key West Cottage

"A Touch of Bermuda"
Reviewed August 19, 2019

Jack is an excellent host! We were there all week and had a great time with the location of this house. We were able to walk everywhere.

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Truman Annex (Key West, Florida) Vacation Rentals