• Sunset Dream $12,000 / monthly

    Sunset Dream

    $12,000 / monthly

    Mile Marker 83. Five bedroom/four bath home located on the Florida Bay.   Sunset Dream has an ideal view for Sunsets, dolphins, and a view of the Florida Bay Keys.  Heated pool gives plenty of fun for the family.   This home is older, but is in…

    5 beds 4 baths
    5 beds 4 baths
  • Nautica $20,000 / monthly

    Nautica

    $20,000 / monthly

    Mile Marker 83. Four bedroom/four bath clean home located directly on the Florida Bay.  Featuring fantastic sunset views, Nautica Sleeps 8-10 and has a heated pool and good dockage.   Monthly rental only.

    4 beds 4 baths
    4 beds 4 baths
  • Virga Limbo $17,000 / monthly

    Virga Limbo

    $17,000 / monthly

    MM 76. Five bedrooms/four baths. Charming bay front home. Hammocks, outdoor bar, and dockage all with views of uninhabited islands that dot the Keys. Sorry, no pets.  

    5 beds 4 baths
    5 beds 4 baths
  • Bayview Villas $4,600 - $5,600 weekly

    Bayview Villas

    $4,600 - $5,600 weekly

    3 Bedrooms & 3.5 bathrooms Villas 7-9 $3,960 – $7,000 Weekly depending on dates   Mile Marker 81.6 — Bayside Villas   Bayview Villas are named because they are… bayside! The closest villas to the pool, water and dockage, these villas are a set of…

    3 beds 3.5 baths
    3 beds 3.5 baths
  • Little Bay $2,500 weekly/unit

    Little Bay

    $2,500 weekly/unit

    Mile Marker 82, duplex (up and downstairs). Each unit has 2 bedrooms, 1.5 bath, sleeps 6, basin, dockage, snorkeling. Vacation Rental License #VR-084, & 85.    

    2 beds 1.5 baths
    2 beds 1.5 baths
  • Little Bay Cottage $2,500 weekly

    Little Bay Cottage

    $2,500 weekly

    Mile Marker 82. One bedroom/two bath with Florida room. Newly remodeled. Vacation Rental License #VR-086.  

    1 bed 2 baths
    1 bed 2 baths
  • Treehouse $5,000 / monthly

    Treehouse

    $5,000 / monthly

    Mile Marker 96, 1 bedroom, 1 bath, sleeps 4, dock, beach, and sunsets.  

    1 bed 1 bath
    1 bed 1 bath
  • Conch Villas $3,600 - $4,200 Weekly

    Conch Villas

    $3,600 - $4,200 Weekly

    3 Bedrooms & 3.5 bathrooms Villas 4-6 $3,600 – $4,200 Weekly depending on dates Mile Marker 81.6 — Bayside Villas Conch Villas, aptly named for the famous large snails that inspired the Keys to be called the ‘Conch Republic,’ are a set of three brand…

    3 beds 3.5 baths
    3 beds 3.5 baths
  • Osprey Bay $5,700-$6,500 Weekly, $22,000 Monthly

    Osprey Bay

    $5,700-$6,500 Weekly, $22,000 Monthly

    Mile Marker 82.7, 5 bedrooms, 3 baths, sleeps 10-12, dockage, pool, spa, and beautiful sunsets. Located in heart of Islamorada. VR-171  

    5 beds 3 baths
    5 beds 3 baths
  • Key Lime Villas $3,600 - $4,200 / weekly

    Key Lime Villas

    $3,600 - $4,200 / weekly

    3 Bedrooms & 3.5 bathrooms Villas 1-3 $3,300 – $3,850 Weekly depending on dates Mile Marker 81.6 — Bayside Villas   Key Lime Villas, aptly named for the famous Key’s citrus fruit, are a set of three brand new villas located in the heart of…

    3 beds 3.5 baths
    3 beds 3.5 baths
  • Captains Quarters- 4 Plex $1,250 weekly - $4,750 monthly

    Captains Quarters- 4 Plex

    $1,250 weekly - $4,750 monthly

    Mile Marker 81. Two bedroom/one bath $1,450 weekly, $4,750 monthly One bedroom/one bath $1,250 weekly, $3,500 monthly Sleeps 4-6. Dockage, Wireless Internet, New A/C. #VR-127 & #VR-128  

    2 beds 1 bath
    2 beds 1 bath
  • Futura Yacht club #302 $1,400 weekly, $1,600 Holidays

    Futura Yacht club #302

    $1,400 weekly, $1,600 Holidays

    MM 88.5. 2 bedrooms, 2 baths, sleeps 4. 3rd floor. King in master W/ queen size bed in guest. Heated pool, beautiful sunsets, and lit tennis, basketball, and volleyball courts. Optional deeded dock for boats. #VR-178

    2 beds 2 baths
    2 beds 2 baths
  • Futura Yacht Club #403 $1,400 / Week, $1,600 Holidays

    Futura Yacht Club #403

    $1,400 / Week, $1,600 Holidays

    MM 88.5. 2 bedroom, 2 baths, sleeps 4. 4th Floor. King in master w/ 2 twins in guest. Heated pool, screened Lanai, tennis courts, basketball and volleyball courts. Optional dock for boats up to 33′. Beautiful sunsets. #VR-17

    2 beds 2 baths
    2 beds 2 baths