Truman Annex Rentals in Key West

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Dating back as far as 1822, the Truman Annex Community was part of the United States Naval Station in Key West, Florida. The Navy recognized this portion of the island of Key West as a strategic location for defense operations. Many of the buildings located in The Truman Annex Community were constructed during World War II. The Little White House, a summer residence used by President Harry S. Truman, is included in the National Register of Historical Places and is open for you to visit.

Today the Truman Annex is considered the premier place to stay in downtown Key West. The Annex consists of The Shipyard Condominiums, The Foundry Building, Harbour Place, Mills Place, and Porter Court. The Annex sits just on the entrance to Ft. Zachary Taylor Fort and Beach. The gated neighborhood is meticulously landscaped providing beautiful pathways throughout the different communities. Ride your bike or take a stroll and enjoy the lush, tropical landscape. Conveniently located within walking distance to Mallory Square and Duval Street.

Please note that rentals in Truman Annex typically require a 7 night minimum stay, so please keep this in mind when searching dates for your stay.

Displaying 1 - 12 of 25 rentals matching your search criteria
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A Place In Paradise

Type

  • Townhouse
Old Town
2 Bedrooms
2.5 Baths
6 Guests

Located on Porter Lane of Truman Annex you can find your real PLACE IN PARADISE!

Artist Garden

Type

  • House
Old Town
2 Bedrooms
2.5 Baths
4 Guests

This spacious home with a large outside deck is tucked away on a quiet lane in the Truman Annex, yet only a short walk to all attractions.

Parrot Perch

Type

  • Condominium
Old Town
2 Bedrooms
2 Baths
5 Guests

**** PLEASE NOTE **** THE SHIPYARD POOL WILL BE CLOSED THE WEEK OF SEPTEMBER 7th THROUGH SEPTEMBER 14th FOR RESURFACING.

Conch Adventure

Type

  • Condominium
Old Town
2 Bedrooms
1 Bath
4 Guests

**** PLEASE NOTE **** THE SHIPYARD POOL WILL BE CLOSED THE WEEK OF SEPTEMBER 7th THROUGH SEPTEMBER 14th FOR RESURFACING.

Southard Getaway

Type

  • Condominium
Old Town
2 Bedrooms
1.5 Baths
5 Guests

“Amazingly Perfect!” That is how one of our delighted guests reviewed Southard Getaway and we’re sure you’ll agree. Imagine arriving in Key West to this beach-like home within walking distance of all that Key West has to offer.

Sunset Celebration

Type

  • Condominium
Old Town
2 Bedrooms
1 Bath
4 Guests

**** PLEASE NOTE **** THE SHIPYARD POOL WILL BE CLOSED THE WEEK OF SEPTEMBER 7th THROUGH SEPTEMBER 14th FOR RESURFACING.

A Barefoot Retreat

Type

  • Condominium
Old Town
2 Bedrooms
1 Bath
4 Guests

**** PLEASE NOTE **** THE SHIPYARD POOL WILL BE CLOSED THE WEEK OF SEPTEMBER 7th THROUGH SEPTEMBER 14th FOR RESURFACING.

A Siesta Bay

Type

  • Condominium
Old Town
2 Bedrooms
1 Bath
4 Guests

**** PLEASE NOTE **** THE SHIPYARD POOL WILL BE CLOSED THE WEEK OF SEPTEMBER 7th THROUGH SEPTEMBER 14th FOR RESURFACING.

Here is your perfect opportunity to stay in one of the most popular complexes of Key West, the Truman Annex!

Shipyard Treasure

Type

  • Condominium
Old Town
2 Bedrooms
1 Bath
4 Guests

**** PLEASE NOTE **** THE SHIPYARD POOL WILL BE CLOSED THE WEEK OF SEPTEMBER 7th THROUGH SEPTEMBER 14th FOR RESURFACING.

Key West Casa

Type

  • Townhouse
Old Town
3 Bedrooms
2 Baths
6 Guests

**** PLEASE NOTE **** THE SHIPYARD POOL WILL BE CLOSED THE WEEK OF SEPTEMBER 7th THROUGH SEPTEMBER 14th FOR RESURFACING.

Finn Key

Type

  • Condominium
Old Town
2 Bedrooms
1 Bath
4 Guests

**** PLEASE NOTE **** THE SHIPYARD POOL WILL BE CLOSED THE WEEK OF SEPTEMBER 7th THROUGH SEPTEMBER 14th FOR RESURFACING.

Recently remodeled, tastefully decorated. This rental is hard to beat!

Bayview Harbor

Type

  • Condominium
Old Town
2 Bedrooms
1 Bath
5 Guests

**** PLEASE NOTE **** THE SHIPYARD POOL WILL BE CLOSED THE WEEK OF SEPTEMBER 7th THROUGH SEPTEMBER 14th FOR RESURFACING.

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