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…
Sandy Point Duplex $10,000 - $11,000 Monthly
Sandy Point Duplex
$10,000 - $11,000 MonthlyMile 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…
Maison Residences – Brand new offering $7,500 - $10,000 Weekly
Maison Residences – Brand new offering
$7,500 - $10,000 WeeklyIntroducing Maison Residences… A world-class oceanfront residence, located in the heart of Islamorada in the Florida Keys. This luxurious residence features unsurpassed vistas of the Atlantic Ocean from the master bedroom, grand room, kitchen & oversized living terraces. Arrive by car ~ just…
Seagrape Cottage $7,500 / Month
Seagrape Cottage
$7,500 / MonthMM 81 – Heart of Islamorada 2 bedroom & 2 bath, set in the heart of Islamorada, near restaurants and shopping, great location for walking/biking to cultural areas! Newly renovated and now with a newly installed POOL!
Tatenda Ishe Cottage $3,500 / monthly
Tatenda Ishe Cottage
$3,500 / monthlyMile Marker 81. Cute and cozy two bedroom home located off the main streets, in the heart of Islamorada. A full porch wraps around the front and back yard, for relaxing and entertaining in the Florida Keys weather. Natural sunlight fills the main living space as you enter into the quaint cottage. The fully equipped kitchen is open to the dining and the newly renovated bathroom is conveniently located in the middle of the home. Multiple cozy sitting areas lead you into the tv room, furnished with a flat screen tv and a large leather sofa. The back bedroom features french doors that extend out into a courtyard where you will find a covered sitting area and native landscaping. The guest bedroom features two twins. Enjoy being a short distance from all the charming restaurants, marinas, shops, and galleries that makes Islamorada the perfect vacation destination.
Cabana Flat – Maison Matecumbe $3,800 / weekly
Cabana Flat – Maison Matecumbe
$3,800 / weeklyUnit 301 located within Maison Matecumbe gated community. Mile Marker 81. NEWLY DONE POOL and HOT TUB! 3 bedrooms, 2 baths, sleeps 6, pool, sandy beach. Vacation Rental License #VR-111.
The Cove South $3,000 / monthly
The Cove South
$3,000 / monthlyMile Marker 81 – Heart of Islamorada BR – 1BA Villa on Old Hwy. This fantastic location is just a short bike ride to Morada Way festivals, the Art Walk, Full Moon Party and restaurants. Grab breakfast and Coffee at Midway Cafe, lunch at…
Tamarind House $14,000 / monthly
Tamarind House
$14,000 / monthlyMile Marker 80.5. 3 BR – 2BA Large master & bath. Walk to Morada Way festivals and restaurants. Fantastic location! W/ access to neighborhood beach.
Maison Matecumbe #304 $3,300 / weekly - $9,900 monthly
Maison Matecumbe #304
$3,300 / weekly - $9,900 monthlyUnit 304 located within Maison Matecumbe gated community. Mile Marker 81. NEWLY DONE POOL and HOT TUB! 3 bedrooms, 3 baths, 2 stories sleeps 6, pool, sandy beach. New stainless steel appliances. Vacation Rental License #VR-021
Mango House $7,500 Monthly
Mango House
$7,500 MonthlyMile Marker 81 – Heart of Islamorada A magical, modern, Island-style Villa with the ideal location! This newly renovated Villa, in Green Turtle Beach Neighborhood, features 2 bedrooms, 2.5 baths, and a custom pool featuring a private sandy area around pool.
Futura Yacht Club #403 $1,400 / Week, $1,600 Holidays
Futura Yacht Club #403
$1,400 / Week, $1,600 HolidaysMM 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
The Cove North $3,000 / monthly
The Cove North
$3,000 / monthlyMile Marker 81 – Heart of Islamorada 1 BR – 1BA Villa on Old Hwy. Short bike ride to Morada Way festivals and restaurants. Fantastic location! Large walk in shower. This is for the North side of the duplex.
Futura Yacht club #302 $1,400 weekly, $1,600 Holidays
Futura Yacht club #302
$1,400 weekly, $1,600 HolidaysMM 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