Sandy Point Townie $10,000 - $11,000 Monthly

Sandy Point Townie

$10,000 - $11,000 Monthly

Mile 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…

3 beds 2.5 baths
3 beds 2.5 baths

Mango House $7,000 Monthly

Mango House

$7,000 Monthly

Mile 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.

2 beds 2.5 baths
2 beds 2.5 baths

Riviera Villa $15,000 Monthly

Riviera Villa

$15,000 Monthly

Mile Marker 90 – Convenient to shopping, dining

Monthly stay at the this conveniently located Florida villa with a bright and cool pool.   Location, location! And this villa is located near plenty of shopping and dining like Old Tavernier restaurant, Florida Keys Dive Center, Tavernier Creek Marina, and Casamar shopping.  

This home has 4 comfortable bedrooms and a large kitchen & dining area.   Entertain pool side on cool nights, or spend evenings in the relaxing living room.  Plenty of room for boat trailers to store the toys brought down for the blue green waters of the Florida Keys.

4 beds 2.5 baths
4 beds 2.5 baths

Sea Breeze Villa $12,000 Monthly, call for off season

Sea Breeze Villa

$12,000 Monthly, call for off season

Mile 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.

3 beds 3 baths
3 beds 3 baths

Sandy Point Duplex $2,500 - $3,500 Weekly

Sandy Point Duplex

$2,500 - $3,500 Weekly

Mile 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…

3 beds 3 baths
3 beds 3 baths

Oasis of Islamorada $6,000 Monthly

Oasis of Islamorada

$6,000 Monthly

Convenient to everything!  This 2 bedroom home puts you right in the middle of the ‘Arts District’ of Islamorada.   Walk to all of the best festivals, breweries, shops and celebrations!   Newly remodeled, this 2 bedroom home puts you in the middle of it all.   A…

2 beds 2 baths
2 beds 2 baths

Mile Marker 81.6 – Heart of Islamorada   1 BR – 1BA Apartment on the Old Hwy. Ideally located within walking distance to all of the Morada Way festivals, the Art Walk, Full Moon Party and restaurants.   Grab breakfast and Coffee at Midway Cafe, lunch…

1 bed 1 bath
1 bed 1 bath

Cabana Flat – Maison Matecumbe $4,000-$5,000/ weekly - Call for holiday rates

Cabana Flat – Maison Matecumbe

$4,000-$5,000/ weekly - Call for holiday rates

Unit 301 located within Maison Matecumbe gated community. Maison Matecumbe is a small 9 unit condo located just off the old road in Islamorada at mile marker 81. Newly done pool and hot tub! 3 bedrooms, 2 baths, sleeps 6, pool, sandy beach. Vacation Rental…

3 beds 2 baths
3 beds 2 baths

Moon Rise – Maison Matecumbe $4,000-$5,000/ weekly - Call for holiday rates

Moon Rise – Maison Matecumbe

$4,000-$5,000/ weekly - Call for holiday rates

Moon Rise is a spectacular unit within Maison Matecumbe gated community. Maison Matecumbe is a small 9 unit condo located just off the old road in Islamorada at mile marker 81.   Newly done pool  and Hot tub! 3 bedrooms, 3 baths, sleeps 6, pool, sandy…

3 beds 3 baths
3 beds 3 baths

Sunrise – Maison Matecumbe $5,000/ weekly - Call for holiday rates

Sunrise – Maison Matecumbe

$5,000/ weekly - Call for holiday rates

Sunrise is a spectacular unit within the Maison Matecumbe gated community.  Maison Matecumbe is a small 9 unit condo located just off the old road in Islamorada at mile marker 81. Newly done pool and hot tub! 3 bedrooms, 3 baths, sleeps 6, pool, sandy…

3 beds 3 baths
3 beds 3 baths

Maison Residences – Unit 201 – Oceanfront $10-12,500 Weekly - Call for Holiday rate

Maison Residences – Unit 201 – Oceanfront

$10-12,500 Weekly - Call for Holiday rate

Introducing Maison Residences Unit 201, Oceanfront & Poolside… — UP TO 32’ BOAT SLIP MAY BE AVAILABLE — 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…

4 beds 4.5 baths
4 beds 4.5 baths

Maison Residences – Unit 202 – Oceanfront $10-12,500 Weekly - Call for Holiday rate

Maison Residences – Unit 202 – Oceanfront

$10-12,500 Weekly - Call for Holiday rate

Introducing Maison Residences Unit 202, Oceanfront & pool side… — UP TO 32’ BOAT SLIP MAY BE AVAILABLE — 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…

4 beds 4.5 baths
4 beds 4.5 baths

Maison Residences – Unit 203 – Oceanfront $10-12,500 Weekly - Call for Holiday rate

Maison Residences – Unit 203 – Oceanfront

$10-12,500 Weekly - Call for Holiday rate

Introducing Maison Residences Unit 203, Oceanfront &Poolside… — UP TO 32’ BOAT SLIP MAY BE AVAILABLE — 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…

4 beds 4.5 baths
4 beds 4.5 baths

Maison Residences – Unit 204 – Oceanfront $10-12,500 Weekly - Call for Holiday rate

Maison Residences – Unit 204 – Oceanfront

$10-12,500 Weekly - Call for Holiday rate

Introducing Maison Residences Unit 204, Oceanfront & Poolside… — UP TO 32’ BOAT SLIP MAY BE AVAILABLE — 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…

4 beds 4.5 baths
4 beds 4.5 baths

Maison Residences – Unit 101 – Beachfront $15,000 Weekly - Call for Summer deals and Holiday rates

Maison Residences – Unit 101 – Beachfront

$15,000 Weekly - Call for Summer deals and Holiday rates

Introducing 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…

4 beds 4.5 baths
4 beds 4.5 baths

Seagrape Cottage $7,500 / Month

Seagrape Cottage

$7,500 / Month

MM 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!  

2 beds 2 baths
2 beds 2 baths