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Eden @ The Annex $1,870.00 - $5,335.00 Weekly

  • Property Highlights
    Type: Townhouse
    Pets Allowed: No
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 2Bedrooms:
    • 1.5Baths:
    • 5Sleeps:
    14 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

Cielo Azul $2,623.50 - $6,501.00 Weekly

  • Property Highlights
    Type: Condominium
    Pets Allowed: No
    Neighborhood: Key West Beach Club
    Stay Type: Weekly, Monthly
    • 2Bedrooms:
    • 2Baths:
    • 6Sleeps:
    15 people are interested in this property!
  • Description:
    Second Floor Oceanfront Condo in Private Gated Community on the Beach, 2 Bedrooms, 2 Bathrooms, Sleeps 4-6. Available We...Read More

Toba's Treehouse $3,932.50 - $9,586.50 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Casa Marina & Casa East
    Stay Type: Monthly
    • 2Bedrooms:
    • 2Baths:
    • 4Sleeps:
  • Description:
    1-Story Stilted 2BR/2BA Private Home w/ Private Pool in Old Town. Sleeps 4-6. Available Monthly....Read More

Sweet Home Angelita $1,017.50 - $3,327.50 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Nightly, Weekly, Monthly
    • 5Bedrooms:
    • 4Baths:
    • 13Sleeps:
    15 people are interested in this property!
  • Description:
    Spacious and Modern 5 Bedroom, 4 Bathroom Home just off Duval Street...Read More

Casa Plumeria $8,074.00 - $17,660.50 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 4Bedrooms:
    • 3.5Baths:
    • 8Sleeps:
  • Description:
    2-Story 4BR/3.5BA Private Home with Guest Cottage & Private Pool in Old Town, (Sleeps 8-10) Available Monthly....Read More

La Gran Reunion $12,650.00 - $26,543.00 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 5Bedrooms:
    • 6Baths:
    • 10Sleeps:
    13 people are interested in this property!
  • Description:
    3-Story Private Home with Private Pool in Old Town, 5 Bedrooms, 5.5 Bathrooms, Sleeps 10. Available Monthly....Read More

Mahogany House $8,607.50 - $21,697.50 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 3Bedrooms:
    • 2.5Baths:
    • 6Sleeps:
    11 people are interested in this property!
  • Description:
    2-Story Private Corner Estate in Old Town + Private Pool, Media Room, & Office, 3 Bedrooms, 2 Bathrooms (Sleeps 6). Avai...Read More

Sunset Dreams 2 $3,751.00 - $7,716.50 Monthly

  • Property Highlights
    Type: Condominium
    Pets Allowed: Yes
    Neighborhood: Sunset Marina
    Stay Type: Monthly
    • 2Bedrooms:
    • 2Baths:
    • 4Sleeps:
  • Description:
    3rd Floor 2BR/2BA Waterfront Condominium in Gated Community w/ Pool. Sleeps 4-6. Available Monthly....Read More

Americana Tropicale $979.00 - $3,300.00 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Nightly, Weekly, Monthly
    • 4Bedrooms:
    • 4.5Baths:
    • 10Sleeps:
    32 people are interested in this property!
  • Description:
    2-Story Private Home in Old Town with Private Pool, 4 Bedrooms, 4.5 Bathrooms (Sleeps 8-10) Available Nightly, Weekly, M...Read More

Spoonbills' Escape $4,438.50 - $10,345.50 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Key West Golf Club
    Stay Type: Monthly
    • 3Bedrooms:
    • 3Baths:
    • 6Sleeps:
    11 people are interested in this property!
  • Description:
    Two Story Private Home near the Pool at the Key West Golf Club, 3 Bedrooms, 3 Bathrooms. Screened-in patio with serene ...Read More