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Cielo Tropicale $12,111.00 - $29,518.50 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Casa Marina & Casa East
    Stay Type: Monthly
    • 5Bedrooms:
    • 5.5Baths:
    • 10Sleeps:
  • Description:
    2-Story Private 5BR/5BA Private Home w/ Expansive Private Pool Area in Casa Marina Neighborhood of Old Town. Sleeps 10....Read More

Sea Glass Cay $5,549.50 - $15,493.50 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Casa Marina & Casa East
    Stay Type: Monthly
    • 3Bedrooms:
    • 3Baths:
    • 8Sleeps:
    13 people are interested in this property!
  • Description:
    Two-story Private Home with Private Pool & Full Garage Parking in Casa East. 3 Bedrooms 3 Bathrooms, Available Monthly....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:
    12 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 Petite Penthouse $1,501.50 - $5,335.00 Weekly

  • Property Highlights
    Type: Condominium
    Pets Allowed: No
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 2Bedrooms:
    • 1Baths:
    • 4Sleeps:
  • Description:
    2BR/1BA 2nd Floor Condo in Gated Community with Large Pool, Available Weekly & 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:
    23 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

La Bonne Vie $379.50 - $1,512.50 Nightly

  • Property Highlights
    Type: Condominium
    Pets Allowed: No
    Neighborhood: 1800 Atlantic
    Stay Type: Nightly, Weekly, Monthly
    • 2Bedrooms:
    • 2Baths:
    • 6Sleeps:
  • Description:
    3rd Floor Ocean View Condo, 2 Bedrooms, 2 Baths (Sleeps 4-6) 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:
    12 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

Conch Contempo $11,110.00 - $24,722.50 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 4Bedrooms:
    • 3.5Baths:
    • 10Sleeps:
  • Description:
    Two Story Private Home in Old Town w/ Large Private Pool, 4 Bedrooms, 3.5 Bathrooms (Sleeps 10) Available Monthly....Read More

Star of the Seaport $1,650.00 - $4,950.00 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Nightly, Weekly, Monthly
    • 5Bedrooms:
    • 5Baths:
    • 10Sleeps:
    21 people are interested in this property!
  • Description:
    Grand Spacious Home + Private Pool & Grounds, 5 Bedrooms, 5 Bathrooms (Sleeps 10) Available Nightly, Weekly, 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:
  • Description:
    Chic 2nd-floor Apartment in Old Town, 2 BR/1 BA (Sleeps 4-6) Available Monthly...Read More