Map All Results

Perfect Harmony $5,511.00 - $17,121.50 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Casa Marina & Casa East
    Stay Type: Monthly
    • 3Bedrooms:
    • 3Baths:
    • 6Sleeps:
  • Description:
    1-Story Private Home + Private Pool & Separate Guest House in Casa Marina, 3 Bedrooms, 3 Bathrooms, (Sleeps 6-7.) Availa...Read More

Splish Splash $3,333.00 - $7,617.50 Monthly

  • Property Highlights
    Type: Townhouse
    Pets Allowed: Yes
    Neighborhood: Key West Golf Club
    Stay Type: Monthly
    • 2Bedrooms:
    • 1.5Baths:
    • 6Sleeps:
    18 people are interested in this property!
  • Description:
    2-Story Private Town Home at the Key West Golf Club, 2 Bedrooms, 1.5 Bathrooms + Outdoor Shower, Sleeps 4-6. Available ...Read More

Puerta Coralina $495.00 - $1,650.00 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Nightly, Weekly, Monthly
    • 2Bedrooms:
    • 3Baths:
    • 6Sleeps:
    23 people are interested in this property!
  • Description:
    2-Story Private Home in Old Town, 2 Bedrooms + Sleeper Sofa, 3 Baths, Private Pool (Sleeps 4-6) Available Nightly, Weekl...Read More

Atlantic Reflections $473.00 - $1,512.50 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:
    Penthouse Waterfront Condo with Pool + Tennis Court, 2 BR, 2 BA (Sleeps 4-6)...Read More

Irma's Escape $2,915.00 - $6,743.00 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Key West Golf Club
    Stay Type: Monthly
    • 2Bedrooms:
    • 2.5Baths:
    • 4Sleeps:
  • Description:
    2-Story 2BR/2BA Private Home at Key West Golf Club w/ Fenced Yard. Sleeps 4. Available Monthly....Read More

Southernmost Bliss $9,460.00 - $22,110.00 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 3Bedrooms:
    • 3Baths:
    • 8Sleeps:
  • Description:
    1-Story 3BR/3BA Private Home + Loft & Private Pool in Old Town. Sleeps 6-8. Available Monthly....Read More

Tropical Jewel $5,555.00 - $13,387.00 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 2Bedrooms:
    • 2Baths:
    • 6Sleeps:
    83 people are interested in this property!
  • Description:
    1-Story 2BR/2BA Private Home w/ Private Pool & Fenced Yard in Historic Seaport of Old Town. Sleeps 4-6. Available Mont...Read More

Promenade to Paradise $3,047.00 - $6,435.00 Weekly

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

Southernmost Hospitality V $1,765.50 - $5,802.50 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Nightly, Weekly, Monthly
    • 5Bedrooms:
    • 5.5Baths:
    • 12Sleeps:
    14 people are interested in this property!
  • Description:
    2-Story 5BR/5.5BA Private Home w/ Private Pool & Fully Fenced Yard on Duval Street. Sleeps 10-12 Available Nightly, We...Read More

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:
    13 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