Truman Annex Rentals - Key West

Truman Annex is an exclusive gated community on the ocean and in the heart of Old Town. President Harry Truman spent his winters here at his home, famously known as "The Little White House". The grounds within the Truman Annex are meticulously maintained to a very high standard. This quiet community is a unique combination of large private homes, townhomes and condos. Truman Annex is perfect for guests that want a vacation home that is close to Duval Street, yet “away from it all”.

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Villa Bahama $2,887.50 - $6,352.50 Weekly

  • Property Highlights
    Type: Townhouse
    Pets Allowed: No
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 2Bedrooms:
    • 2.5Baths:
    • 6Sleeps:
    12 people are interested in this property!
  • Description:
    3-Story 2BR/2.5BA Townhome in Truman Annex w/ Pool Access. Sleeps 4-6. Available Weekly & Monthly....Read More

Plantation Tropicale $13,321.00 - $27,720.00 Weekly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 5Bedrooms:
    • 4Baths:
    • 8Sleeps:
    19 people are interested in this property!
  • Description:
    Two Story Private Home + Two Guest Houses & Large Private Pool, 5 Bedrooms, 4 Bathrooms, Available Weekly & Monthly....Read More

Saltwater Harmony $1,925.00 - $5,252.50 Weekly

  • Property Highlights
    Type: Condominium
    Pets Allowed: No
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 2Bedrooms:
    • 1Baths:
    • 4Sleeps:
    11 people are interested in this property!
  • Description:
    2BR/1BA Condo located in Truman Annex next to Mallory Square...Read More

Conch Casa Grande $9,240.00 - $17,325.00 Weekly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 5Bedrooms:
    • 7Baths:
    • 8Sleeps:
  • Description:
    3-Story Large Private 5BR/7BA Home in Truman Annex w/ Private Pool. Sleeps 8. Available Weekly & Monthly....Read More

Eden @ The Annex $2,057.00 - $5,599.00 Weekly

  • Property Highlights
    Type: Townhouse
    Pets Allowed: No
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 2Bedrooms:
    • 1.5Baths:
    • 5Sleeps:
    15 people are interested in this property!
  • Description:
    2-Story 2BR/1.5BA Townhome in Truman Annex w/ Community Pool Access. Sleeps 4-5. Available Weekly & Monthly....Read More

Noona's Mansion $11,660.00 - $26,565.00 Weekly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 6Bedrooms:
    • 5.5Baths:
    • 8Sleeps:
    21 people are interested in this property!
  • Description:
    3-Story 6BR/5.5BA Private Home + Guest House & Private Pool in Truman Annex. Lease can be Written for 8 Guests....Read More

Brisa Fresca $6,050.00 - $13,013.00 Weekly

  • Property Highlights
    Type: House
    Pets Allowed: No
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 3Bedrooms:
    • 3Baths:
    • 8Sleeps:
    13 people are interested in this property!
  • Description:
    2-Story 3BR/3BA Private Home w/ Private Pool in the Truman Annex, Sleeps 6-8. Available Weekly & Monthly....Read More

Blue Heron's Cove $2,887.50 - $6,352.50 Weekly

  • Property Highlights
    Type: Townhouse
    Pets Allowed: No
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 2Bedrooms:
    • 2.5Baths:
    • 6Sleeps:
    13 people are interested in this property!
  • Description:
    2-Story 2BR/2.5BA Townhome in Truman Annex on Pool. Sleeps 4-6. Available Weekly & Monthly....Read More

Sea Captain's Haven $3,448.50 - $6,759.50 Weekly

  • Property Highlights
    Type: Townhouse
    Pets Allowed: No
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 2Bedrooms:
    • 2.5Baths:
    • 6Sleeps:
    20 people are interested in this property!
  • Description:
    2-Story 2BR/2.5BA Townhome w/ private fenced yard in Truman Annex on Pool. Sleeps 4-6. Available Weekly & Monthly....Read More

Promenade to Paradise $3,349.50 - $6,759.50 Weekly

  • Property Highlights
    Type: Condominium
    Pets Allowed: No
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 2Bedrooms:
    • 2Baths:
    • 5Sleeps:
    13 people are interested in this property!
  • Description:
    2nd Story 2BR/2BA Waterfront Condominium in Truman Annex w/ Pool Access. Sleeps 4-5. Available Weekly & Monthly....Read More