Key West 1-2 Bedroom Monthly Vacation Rentals

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The Lilac Cottage $161.70 - $501.60 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 2Bedrooms:
    • 2Baths:
    • 7Sleeps:
    11 people are interested in this property!
  • Description:
    2-Story 2BR/2BA Private Home + Private Pool & Large Fenced Yard in Old Town. Sleeps 4-6. Available Monthly....Read More

La Provence Tropicale $122.10 - $330.00 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Key West Golf Club
    Stay Type: Monthly
    • 2Bedrooms:
    • 3Baths:
    • 6Sleeps:
    15 people are interested in this property!
  • Description:
    2-Story 2BR/3BA Private Home w/ Private Spa at Key West Golf Club on Stock Island. (Sleeps 4-6) Available Monthly....Read More

Toba's Treehouse $139.70 - $357.50 Nightly

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

Southernmost Solace $125.40 - $397.10 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 2Bedrooms:
    • 2Baths:
    • 6Sleeps:
  • Description:
    One-Story Private Home in Old Town, 2 Bedrooms, 2 Bathrooms (Sleeps 4-6.) Available Monthly....Read More

Conch Casita $106.70 - $280.50 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 1Bedrooms:
    • 1Baths:
    • 4Sleeps:
  • Description:
    1-Story Private 1BR/1BA Cottage + Fully Fenced Yard & Spa, Sleeps 2-4. Available Monthly....Read More

Splish Splash $95.70 - $221.10 Nightly

  • Property Highlights
    Type: Townhouse
    Pets Allowed: Yes
    Neighborhood: Key West Golf Club
    Stay Type: Monthly
    • 2Bedrooms:
    • 1.5Baths:
    • 6Sleeps:
  • 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

La Casa Roja $161.70 - $449.90 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: No
    Neighborhood: Old Town
    Stay Type: Monthly
    • 2Bedrooms:
    • 2Baths:
    • 4Sleeps:
  • Description:
    One Story Private Home + Private Pool, 2 Bedrooms, 2 Bathrooms (Sleeps 4). Available Monthly....Read More

Moondance $110.00 - $280.50 Nightly

  • Property Highlights
    Type: Condominium
    Pets Allowed: Yes
    Neighborhood:
    Stay Type: Monthly
    • 2Bedrooms:
    • 2Baths:
    • 4Sleeps:
  • Description:
    Completely Renovated Elegant Design Condo With Water Views 2 Bedroom 2 Bathrooms. Available Monthly....Read More

Sunset Dreams 2 $124.30 - $286.00 Nightly

  • 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

Southard Pearl $95.70 - $250.80 Nightly

  • Property Highlights
    Type: Cottage
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 1Bedrooms:
    • 2Baths:
    • 4Sleeps:
  • Description:
    Renovated Cozy Cottage in Old Town, 1 BR/2 BA (Sleeps 2-4) Available Monthly...Read More