Osprey Bay $5,700-$6,500 Weekly, $23,000 Monthly
Osprey Bay
$5,700-$6,500 Weekly, $23,000 MonthlyMile Marker 82.7 – Bayfront 5 bedrooms, 3 baths, sleeps 10-12, dockage, pool, spa, and beautiful sunsets. Located in heart of Islamorada. VR-171
Sandy Point Duplex $2,500 - $3,500 Weekly
Sandy Point Duplex
$2,500 - $3,500 WeeklyMile Marker 75 – Bayfront This waterfront duplex is situated in an upscale community, complete with private beach. The home sits up on stilts and faces Northwest looking over the beautiful waters of Florida Bay. Watch amazing sunsets, relax under the tiki hut with your…
Sandy Point Townie $10,000 - $11,000 Monthly
Sandy Point Townie
$10,000 - $11,000 MonthlyMile Marker 75 – Bayfront From toes in the sand to beverage in hand, this beachfront vacation rental boasts views of the beautiful blue waters of Florida Bay and is just steps away from the waters edge. After a day of sunshine, relax and enjoy…
Gulfview $10,000-$12,000 Monthly
Gulfview
$10,000-$12,000 MonthlyThe private home features 3 modern bedrooms and 2 updated baths and sleeps 6 adults. The master bedroom features a king size bed and stunning bay and sunset views. Two guest bedrooms, one with a king bed and one with a queen bed makes this house ideal for friends or family. An additional bunk room with a bunk and day bed provides plenty of room for accompanying children.
Bayview Villas $4,600 - $5,600 weekly
Bayview Villas
$4,600 - $5,600 weekly3 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…
Conch Villas $3,600 - $4,200 Weekly
Conch Villas
$3,600 - $4,200 Weekly3 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…
Key Lime Villas $3,600 - $4,200 / weekly
Key Lime Villas
$3,600 - $4,200 / weekly3 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…
Little Bay $2,750 weekly/unit
Little Bay
$2,750 weekly/unitMile Marker 82 – Bayfront Multiple units available, including the Duplex (up and downstairs). Located bayside, Little Bay has some of the best sunsets in Islamorada. Great dockage, wildlife, and snorkeling makes this property even more beautiful. Each unit has 2 bedrooms, 1.5 bath, sleeps…
Little Bay Cottage $2,750 weekly
Little Bay Cottage
$2,750 weeklyMile Marker 82 – Bayside One bedroom/two bath with Florida room. Newly remodeled. Vacation Rental License #VR-086.
Virga Limbo $17,000 / monthly
Virga Limbo
$17,000 / monthlyMM 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.
