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Isla Momentos $5,775.00 - $15,493.50 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Casa Marina & Casa East
    Stay Type: Monthly
    • 3Bedrooms:
    • 3.5Baths:
    • 6Sleeps:
    15 people are interested in this property!
  • Description:
    Two Story Private Home + Private Pool Near Beaches, 3 Bedrooms, 3.5 Bathrooms, Available Monthly....Read More

A Most Southern Peach $5,296.50 - $18,870.50 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: No
    Neighborhood: Old Town
    Stay Type: Monthly
    • 3Bedrooms:
    • 2.5Baths:
    • 6Sleeps:
    22 people are interested in this property!
  • Description:
    2-Story Private Home in the Historic Seaport neighborhood of Old Town, 3 Bedrooms, 2.5 Baths (Sleeps 6)....Read More

The Artists' Muse $13,002.00 - $24,502.50 Monthly

Historic Florida Keys Foundation Award Winner
  • Property Highlights
    Type: House
    Pets Allowed: No
    Neighborhood: Old Town
    Stay Type: Monthly
    • 4Bedrooms:
    • 4Baths:
    • 8Sleeps:
    14 people are interested in this property!
  • Description:
    1-Story Immaculate Estate in Old Town + Private Pool, 4 Bedrooms, 4 Bathrooms (Sleeps 8). Available Monthly....Read More

La Vie En Rose $7,777.00 - $17,154.50 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Casa Marina & Casa East
    Stay Type: Monthly
    • 4Bedrooms:
    • 4Baths:
    • 10Sleeps:
    11 people are interested in this property!
  • Description:
    Two Story Private Home Near Beaches + Private Pool, 4 Bedrooms, 4 Bathrooms (Sleeps 10) Available 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:
    12 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

Sunset Dreams $5,445.00 - $11,000.00 Monthly

  • Property Highlights
    Type: Condominium
    Pets Allowed: Yes
    Neighborhood: Sunset Marina
    Stay Type: Monthly
    • 3Bedrooms:
    • 2Baths:
    • 8Sleeps:
    12 people are interested in this property!
  • Description:
    3rd Floor 3BR/2BA Waterfront Condominium in Gated Community w/ Pool. Sleeps 6. Available Monthly....Read More

Havana House $5,296.50 - $13,117.50 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 3Bedrooms:
    • 2Baths:
    • 8Sleeps:
    27 people are interested in this property!
  • Description:
    1.5 Story Private Home + Private Pool in Old Town, 3 Bedrooms, 2 Baths, Sleeps 6-8. Available Monthly....Read More

Sunset Point $5,445.00 - $11,000.00 Monthly

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

Walking on Sunshine $3,432.00 - $8,822.00 Monthly

  • Property Highlights
    Type: Apartment
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 2Bedrooms:
    • 1Baths:
    • 4Sleeps:
    14 people are interested in this property!
  • Description:
    Chic 2nd-floor Apartment in Old Town, 2 BR/1 BA (Sleeps 4-6) Available Monthly...Read More

Cayo Calypso $6,050.00 - $15,537.50 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Casa Marina & Casa East
    Stay Type: Monthly
    • 3Bedrooms:
    • 3Baths:
    • 8Sleeps:
  • Description:
    2-Story Private Home + Private Pool, 3 Bedrooms, 3 Baths (Sleeps 6-7) Available Monthly....Read More