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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:
  • Description:
    1-Story Stilted 2BR/2BA Private Home w/ Private Pool in Old Town. Sleeps 4. Available Monthly....Read More

2 Cool Fish $198.00 - $676.50 Nightly

  • Property Highlights
    Type: Townhouse
    Pets Allowed: No
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 2Bedrooms:
    • 1.5Baths:
    • 4Sleeps:
    10 people are interested in this property!
  • Description:
    2-Story 2BR/1.5BA Townhome in Truman Annex w/ Community Pool Access. Sleeps 4. Available Weekly & Monthly....Read More

Cool Breeze $220.00 - $1,006.50 Nightly

  • Property Highlights
    Type: Townhouse
    Pets Allowed: No
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 2Bedrooms:
    • 2.5Baths:
    • 6Sleeps:
    10 people are interested in this property!
  • Description:
    2-Story 2BR/2.5BA Townhome in Truman Annex w/ Community Pool Access. Sleeps 4-6. Available Weekly & Monthly....Read More

Southernmost Vistas $236.50 - $674.30 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 4Bedrooms:
    • 3.5Baths:
    • 8Sleeps:
  • Description:
    New Two-Story Private Home + Pool & Rooftop Sun Deck in Old Town, 4 Bedrooms, 3.5 Bathrooms (Sleeps 8). Available Monthl...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:
  • 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

Casa Serendipity $324.50 - $1,386.00 Nightly

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

Casa Oliviana $354.20 - $742.50 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 6Bedrooms:
    • 6Baths:
    • 12Sleeps:
    15 people are interested in this property!
  • Description:
    3-Story Large Private 6BR/6BA Home w/ Private Resort-Style Pool in Old Town. Sleeps 12. Available Monthly. Also Availa...Read More

Swept Away $137.50 - $397.10 Nightly

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

All Together Now $2,651.00 - $8,756.00 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Nightly, Weekly, Monthly
    • 13Bedrooms:
    • 13Baths:
    • 32Sleeps:
    67 people are interested in this property!
  • Description:
    The Whole Block: Three 2-Story Private Homes with Private Pools, Totaling 13 Bedrooms & 13 Bathrooms, Sleeps 28-32 with ...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