Truman Annex (Key West, Florida) Vacation Rentals

(7 rentals)
Unique Layout! Truman Annex Shipyard Condo-1BR/1BA w/Loft

$240

avg/night

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Key Amenities

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

About this property

We have relaxed our cancellation policy for the remainder of 2020. We will offer a full refund up to 30 days prior to the Check-In date.Located within the gated community of Truman Annex, you are just steps away from the new Truman Waterfront Park and only 2 blocks from the famous Duval St. Enjoy ...

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Property Type

Key West Condo

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

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

"Great Winter Getaway! Wonderful! 5-Stars!"
Reviewed March 4, 2020

Yes, this end unit is "One of a Kind"! Many thanks to Rosemary & Mark. Their spacious, quiet & immaculate home has been our great winter escape. This was our third stay at this remarkable townhouse in ...

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Truman Annex, Large Outdoors Beautiful Spacious 1st Flr, 2BR KING/twins, Pool

$264

avg/night

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Key Amenities

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

About this property

Hello out there: KEY WEST IS OPEN! 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 been with us for years. We are following CDC guidelines for ...

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Property Type

Key West Condo

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Poolside Paradise @ , beach & Duval St.

$295

avg/night

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Key Amenities

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

About this property

We have relaxed our cancellation policy for the remainder of 2020. We will offer a full refund up to 30 days prior to the Check-In date. This luxury 2 bedroom, 2 bath condominium is located in The Truman Annex Shipyard gated community. Spend your day lounging in the pool just steps from the front ...

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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

$344

avg/night

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Key Amenities

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

About this property

We have relaxed our cancellation policy for the remainder of 2020. We will offer a full refund up to 30 days prior to the Check-In date.Located in the gated community of Truman Annex: a popular and beautifully landscaped community in Old Town Key West. Enjoy the peaceful tropical landscape and pool ...

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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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Upscale Home in Truman Annex!

1 BR | 1 BA | Sleeps 3 | Quick View

2

Distance to beach: 0.3 miles to Ft. Zachary Taylor

$239

avg/night

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Key Amenities

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

About this property

We have relaxed our cancellation policy for the remainder of 2020. We will offer a full refund up to 30 days prior to the Check-In date.This upscale home has been meticulously renovated with our guests' complete comfort in mind. Located in the gated community of Truman Annex: a popular and beautifully ...

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Property Type

Key West Condo

"Awesome - couldn't ask for a better location in Key West to stay with our pup!"
Reviewed September 15, 2020

Stayed at a Key West Condos property Southard Breezes. Beautiful one bedroom pet friendly condo complete with 2 bikes, private parking and a pool. Exceptional quiet, secure location steps away from Duval ...

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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

$340

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