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La Casita En Cima $4,669.50 - $12,501.50 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: No
    Neighborhood: Old Town
    Stay Type: Monthly
    • 2Bedrooms:
    • 2Baths:
    • 6Sleeps:
    11 people are interested in this property!
  • Description:
    1-Story Private Cottage in Old Town with Private Pool, 2 Bedrooms, 2 Bathrooms, (Sleeps 2-4) Available Monthly....Read More

Sunset Vistas $3,580.50 - $7,716.50 Monthly

  • Property Highlights
    Type: Condominium
    Pets Allowed: Yes
    Neighborhood: Sunset Marina
    Stay Type: Monthly
    • 2Bedrooms:
    • 2Baths:
    • 4Sleeps:
  • Description:
    Waterfront Condominium, 2 Bedrooms, 2 Baths (Sleeps 4) Available Monthly....Read More

Caribbean Fling $4,444.00 - $9,240.00 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 2Bedrooms:
    • 1.5Baths:
    • 6Sleeps:
    16 people are interested in this property!
  • Description:
    1-Story 2BR/1.5BA Private Quintessential Conch House w/ Private Pool in Old Town. Sleeps 4-6. Available Monthly....Read More

Follow The Sun $234.30 - $1,210.00 Nightly

  • Property Highlights
    Type: Condominium
    Pets Allowed: No
    Neighborhood: 1800 Atlantic
    Stay Type: Nightly, Weekly, Monthly
    • 2Bedrooms:
    • 2Baths:
    • 6Sleeps:
    22 people are interested in this property!
  • Description:
    2nd Floor 2BR/2BA Condo with Water View Near Smathers Beach. Sleeps 4-6. Available Nightly, Weekly, Monthly....Read More

Atlantic Reflections $379.50 - $1,512.50 Nightly

  • Property Highlights
    Type: Condominium
    Pets Allowed: No
    Neighborhood: 1800 Atlantic
    Stay Type: Nightly, Weekly, Monthly
    • 2Bedrooms:
    • 2Baths:
    • 6Sleeps:
    30 people are interested in this property!
  • Description:
    Penthouse Waterfront Condo with Pool + Tennis Court, 2 BR, 2 BA (Sleeps 4-6)...Read More

Moondance $286.00 - $1,210.00 Nightly

  • Property Highlights
    Type: Condominium
    Pets Allowed: No
    Neighborhood: 1800 Atlantic
    Stay Type: Nightly, Weekly, Monthly
    • 2Bedrooms:
    • 2Baths:
    • 6Sleeps:
    23 people are interested in this property!
  • Description:
    Oceanfront 2BR/2BA Penthouse Condo with view of the Atlantic Ocean, Available Nightly, Weekly, Monthly...Read More

The Coral Frog $4,994.00 - $13,387.00 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Casa Marina & Casa East
    Stay Type: Monthly
    • 2Bedrooms:
    • 2Baths:
    • 6Sleeps:
    13 people are interested in this property!
  • Description:
    One-Story Private Home with Private Pool in Casa Marina Neighborhood, 2 Bedrooms, 2 Bathrooms, Sleeps 4-6, Available Mon...Read More

Octopus's Garden $418.00 - $1,259.50 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: No
    Neighborhood: Key West Golf Club
    Stay Type: Nightly, Weekly, Monthly
    • 3Bedrooms:
    • 3Baths:
    • 7Sleeps:
    23 people are interested in this property!
  • Description:
    2-Story 3BR/3BA Private Home at Coral Hammock Gated Community w/ Pool & Fitness Center. Sleeps 6-7. Available Nightly, W...Read More

Promenade to Paradise $2,700.50 - $6,435.00 Weekly

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

Paradise Perfected $5,500.00 - $15,537.50 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Casa Marina & Casa East
    Stay Type: Monthly
    • 3Bedrooms:
    • 2Baths:
    • 8Sleeps:
    21 people are interested in this property!
  • Description:
    1-Story 3BR/2BA Private Home + Office & Private Pool w/ Fully Fenced Yard Near Smathers Beach. (Sleeps 6-8) Available M...Read More