Weekly properties
Blue Heaven Bahamas $7,000-$8,000, Call for Holiday Rates
Blue Heaven Bahamas
$7,000-$8,000, Call for Holiday RatesTruly 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!
Sunrise – Maison Matecumbe $3,500- 5,000/ weekly - Call for holiday rates
Sunrise – Maison Matecumbe
$3,500- 5,000/ weekly - Call for holiday ratesWelcome to your dream vacation home in Islamorada, the jewel of the Florida Keys! This 3-bedroom condo boasts a prime location, with breathtaking views of the crystal-clear pool, Atlantic Ocean, and glistening white sand beach. As soon as you step inside, you’ll be enchanted by…
Ocean Harbor w/ Dockage $7,500 Monthly Call for holiday rates
Ocean Harbor w/ Dockage
$7,500 Monthly Call for holiday ratesMM 87.7 . 2 Bedroom & 2 Bath. Rented 28 days minimum Experience the epitome of oceanfront luxury in this exquisite paradise! Delight in fishing the pristine waters of the Keys with the convenience of your own 30ft slip in a secure marina. Unwind in…
Key Largo Ocean Resort 248 $15,000 Monthly
Key Largo Ocean Resort 248
$15,000 MonthlyEscape to Paradise in Key Largo: Your Dream Vacation Awaits! Mile Marker 94.8 Welcome to your slice of paradise in Key Largo! This stunning 4-bedroom, 3.5-bath home is the perfect vacation rental for those seeking a luxurious and relaxing getaway. With a resort-style pool, this…
Key Largo Ocean Resort 276 $7,500 Monthly * Discount
Key Largo Ocean Resort 276
$7,500 Monthly * DiscountEscape to Paradise in Key Largo: Your Dream Vacation Awaits! Mile Marek 94.8 Welcome to your slice of paradise in Key Largo! This stunning 4-bedroom, 3.5-bath home is the perfect vacation rental for those seeking a luxurious and relaxing getaway. With a resort-style pool, this…
Ocean Terrace Currently Under Construction
Ocean Terrace
Currently Under ConstructionMile 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.
Little Bay Cottage $3,000 weekly
Little Bay Cottage
$3,000 weeklyMile Marker 82 – Bayside One bedroom/two bath with Florida room. Newly remodeled. Vacation Rental License #VR-086.
Little Bay $3,000 weekly/unit
Little Bay
$3,000 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…
Maison Residences – Unit 201 – Oceanfront $8-10,000 WEEKLY
Maison Residences – Unit 201 – Oceanfront
$8-10,000 WEEKLY$8-12,500 WEEKLY FALL SEASON $16,000 WEEKLY RENTAL SEASON Please call for holiday rates 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…
Maison Residences – 8 Bedrooms – Full Floor overlooking pool, beach and Ocean $18,000-$24,000 Weekly
Maison Residences – 8 Bedrooms – Full Floor overlooking pool, beach and Ocean
$18,000-$24,000 WeeklyPlease call for holiday rates Introducing Maison Residences Full floor for rent – Oceanfront & Poolside… — UP TO 32’ BOAT SLIP MAY BE AVAILABLE — Units 203 and 204 rented together. Overlook the scenic pool, beach and Atlantic Ocean! 8 bedrooms, 8…
Maison Residences – Unit 204 – Oceanfront $8-10,000 WEEKLY
Maison Residences – Unit 204 – Oceanfront
$8-10,000 WEEKLY$8-12,500 WEEKLY FALL SEASON $16,000 WEEKLY RENTAL SEASON Please call for holiday rates 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…
Key Lime Villa $4,000 - $6,000 Weekly depending on dates
Key Lime Villa
$4,000 - $6,000 Weekly depending on dates3 Bedrooms & 3.5 bathrooms Villa 2 $4,000 – $6,000 Weekly depending on dates Mile Marker 81.6 — Key Lime Villa Key Lime Villa, aptly named for the famous Key’s citrus fruit, is a new construction Villa located in the heart of Islamorada. The…
Green Turtle Beach $13,500 -$15,000, Call for Holiday Rates
Green Turtle Beach
$13,500 -$15,000, Call for Holiday RatesMile 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…
The Beach House $10,000 Weekly - Call for holiday rates
The Beach House
$10,000 Weekly - Call for holiday ratesMile 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…
Tea Table Key Private Island Estate and Wedding Venue $25,000 - $35,000 Weekly, Call for Holiday Wedding and event fees
Tea Table Key Private Island Estate and Wedding Venue
$25,000 - $35,000 Weekly, Call for Holiday Wedding and event feesMile 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.
[vc_video link='https://www.youtube.com/watch?v=o0jYKUSoVlY']Oceanfront Beach Cottages
Sea Ranch $9,000 weekly ~ Call for holiday rates
Sea Ranch
$9,000 weekly ~ Call for holiday ratesMile 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.
[vc_video link='https://www.youtube.com/watch?v=o0jYKUSoVlY']Oceanfront Beach Cottages
Osprey Bay $10,500 - $12,000 Weekly
Osprey Bay
$10,500 - $12,000 WeeklyMile Marker 82.7 – Bayfront Experience the Ultimate Bayfront Getaway in Islamorada! Welcome to your dream vacation rental in the heart of Islamorada, nestled along the serene bayfront in the picturesque Florida Keys. This charming 5-bedroom, 3-bathroom home offers a perfect blend of tranquility, comfort,…
Maison Residences – Unit 202 – Oceanfront – Temporarily Unavailable until January 2027 $8-10,000 WEEKLY
Maison Residences – Unit 202 – Oceanfront – Temporarily Unavailable until January 2027
$8-10,000 WEEKLY
**Temporarily Unavailable until January 2027** $10-12,500 WEEKLY FALL SEASON $15,000 WEEKLY RENTAL SEASON Please call for holiday rates UP TO 32’ BOAT SLIP MAY BE AVAILABLE Introducing Maison Residences 202... There’s nothing quite like vacationing in the Florida Keys. The warm weather, sunny skies,...
Maison Residences – Unit 203 – Oceanfront $8-10,000 WEEKLY
Maison Residences – Unit 203 – Oceanfront
$8-10,000 WEEKLY
$8-10,000 WEEKLY FALL SEASON $12,500 WEEKLY RENTAL SEASON Please call for holiday rates $8-10,000 WEEKLY FALL SEASON $13,500 WEEKLY RENTAL SEASON Please call for holiday rates Introducing Maison Residences 203... Nestled between the turquoise waters of the Florida Strait and the wilderness of Everglades National...
Maison Residences – Unit 402 – Oceanfront & Pool Front $6,500 Weekly, call for holiday rates
Maison Residences – Unit 402 – Oceanfront & Pool Front
$6,500 Weekly, call for holiday rates
Introducing Maison Residences 402... Planning a vacation to the Florida Keys? Consider a stay in Islamorada, a village comprised of six of the Florida Keys, located halfway between Key West and Miami. Islamorada is known for its coral reefs, rich history, and lavish accommodations. Where...
Maison Residences – Unit 101 – Beachfront Fall $7-10k Winter $10-$12k - Call for Discounts
Maison Residences – Unit 101 – Beachfront
Fall $7-10k Winter $10-$12k - Call for Discounts
Introducing Maison Residences 101... Islamorada, also known as “Village of Islands” or the “Fishing Capital of the World,” is a village of six islands located approximately 90 minutes south of Miami. The popular vacation destination boasts a wide range of activities, from the Theater of...
