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

Moore House $10,000 Monthly

Moore House

$10,000 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.

3 beds 3 baths
3 beds 3 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

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

Blue Heaven Bahamas $5,600 / weekly

Blue Heaven Bahamas

$5,600 / weekly

Truly Heaven

5/5 Stars Stayed Mar 2019

Melanie W. • St Louis

Blue Heaven was a perfect home away from home for our family of 5. The living spaces were so comfortable, well-appointed, and well-supplied. The location – steps from the waves and also a short walk to town and harbor – was ideal. We couldn’t have been happier!

3 beds 3 baths
3 beds 3 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

Ocean Terrace Currently Under Construction

Ocean Terrace

Currently Under Construction

Mile Marker 81.5, This 3 bedroom, 3 bath home is complete with den, breezes and sunrises.   Featuring a jacuzzi and splash pool located right next to the sandy beach, this home comfortable sleeps 6-8 people. Currently Under Construction Vacation Rental License #VR-047.  

3 beds 3 baths
3 beds 3 baths

The Beach House $9,000 Weekly - Call for holiday rates

The Beach House

$9,000 Weekly - Call for holiday rates

Mile Marker 80 – Oceanfront Indulge in the island lifestyle at this beautiful private estate located in the heart of Islamorada. The gated property is lush in tropical landscaping that boost an oceanfront pool, boat dockage, brand NEW tennis court and sand volleyball net. Enjoy…

4 beds 4 baths
4 beds 4 baths

Sea Ranch $9,000 weekly ~ Call for holiday rates

Sea Ranch

$9,000 weekly ~ Call for holiday rates

Mile Marker 83 – Oceanfront

Two adorable, private cottages right on the Atlantic Ocean. Located in the heart of Islamorada!  This stunning property is truly a tropical paradise with a private, sandy beach and observing pier.  Relax at the beach or cool down in the beachside pool.

The front home sits waterfront with 1 bedroom 1 bath upstairs, and a separate 1 bedroom 1 bath downstairs.  Downstairs is great for entertaining with a pool table, wet bar, poker table and more.

The garden cottage sits back on the property with two bedrooms and one bathroom and is just a walk through the sandy garden away from the ocean front house.

The ocean front paradise is also a ‘Destination/Wedding Location!’

$9,000/week –  Call for Holiday Rates.

The viewing dock is just that, it is too shallow for boats so boats are prohibited. But great for light flats fishing, catch small flats fish or pitch a kayak out. We do have information on nearby marinas for dockage.

Please note, the Pool is heated to 88 degrees and does NOT have a hot tub.   The side pool is a spa with jets.

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Oceanfront Beach Cottages

4 beds 3 baths
4 beds 3 baths

Green Turtle Beach $10,500 -$12,500, Call for Holiday Rates

Green Turtle Beach

$10,500 -$12,500, Call for Holiday Rates

Mile Marker 81. Ocean front estate with five bedrooms, five & a half baths.   One of the most ultra-luxurious properties in Islamorada, Green Turtle Beach features an immaculately manicured 4 acres of ocean front land.   Catch ocean breezes off the multiple porches and balconies at…

5 beds 5.5 baths
5 beds 5.5 baths

Little Bay $3,000 weekly/unit

Little Bay

$3,000 weekly/unit

Mile 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…

2 beds 2 baths
2 beds 2 baths

Little Bay Cottage $3,000 weekly

Little Bay Cottage

$3,000 weekly

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

1 bed 2 baths
1 bed 2 baths

Coral Cove 2 bedroom, Islamorada, Florida Keys $5,000 / weekly Call for Holiday Rates

Coral Cove 2 bedroom, Islamorada, Florida Keys

$5,000 / weekly Call for Holiday Rates

MM 81.5.  BRAND NEW construction located in the Heart of Islamorada!  Coral Cove is a secluded and intimate gated community of 9 homes on the Florida Bay.   Featuring both a private pool up front, and a community pool on the bay, Coral Cove also…

2 beds 2 baths
2 beds 2 baths

Angler’s Reef Garden Side W/ Dockage $2400 / Weekly call for holiday and Monthly rates

Angler’s Reef Garden Side W/ Dockage

$2400 / Weekly call for holiday and Monthly rates

MM 85. 2 Bedroom & 2.5 Bath. Two spacious bedrooms and two and a half bath, sleeps six. Enjoy the Beautiful garden views and ocean breezes from these island-style villas or relax poolside. Nestled amidst quaint streets and walking paths, their design takes inspiration from…

2 beds 2.5 baths
2 beds 2.5 baths

Coral Cove, Islamorada, Florida Keys $4,995/ weekly Call for Holiday Rates

Coral Cove, Islamorada, Florida Keys

$4,995/ weekly Call for Holiday Rates

MM 81.5.  BRAND NEW construction located in the Heart of Islamorada!  Coral Cove is a gated, secluded and intimate community of 8 homes on the Florida Bay.   Featuring both a private pool in the back, and a community pool on the bay, Coral Cove…

3 beds 3.5 baths
3 beds 3.5 baths

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

Ocean Sunrise Villa $20,000 / Monthly

Ocean Sunrise Villa

$20,000 / Monthly

Miles Marker 82.6 – Open Oceanfront Top shelf views from this oceanfront home in Islamorada, Florida Keys.  Spend every morning watching world famous Islamorada sunrises from the living room or out on the pool or terrace.  Spend warm summer days in the sun-warmed ocean front…

3 beds 2 baths
3 beds 2 baths

Osprey Bay $6,750-$7,750 Weekly, $23,000 Monthly

Osprey Bay

$6,750-$7,750 Weekly, $23,000 Monthly

Mile Marker 82.7 – Bayfront 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

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

Moon Rise – Maison Matecumbe

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

Sunrise – Maison Matecumbe

$4,000/ 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

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

Cabana Flat – Maison Matecumbe

$4,000/ 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

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

Maison Residences – Unit 201 Poolside

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

Introducing Maison Residences Unit 201, Poolside… — UP TO 32’ BOAT SLIP 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 bedroom, grand room,…

4 beds 4.5 baths
4 beds 4.5 baths

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

Maison Residences – Unit 202 Poolside

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

Introducing Maison Residences Unit 202, Poolside… — UP TO 32’ BOAT SLIP 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 bedroom, grand room,…

4 beds 4.5 baths
4 beds 4.5 baths

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

Maison Residences – Unit 203 Poolside

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

Introducing Maison Residences Unit 203, Poolside… — UP TO 32’ BOAT SLIP 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 bedroom, grand room,…

4 beds 4.5 baths
4 beds 4.5 baths

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

Maison Residences – Unit 204 Poolside

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

Introducing Maison Residences Unit 204, Poolside… — UP TO 32’ BOAT SLIP 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 bedroom, grand room,…

4 beds 4.5 baths
4 beds 4.5 baths