Phone 305.852.4321
Florida Keys Luxury Rentals - Your Source For Upscale Vacation Properties In The Upper Keys

Florida Keys Luxury Properties...

Southern Comfort

Southern Comfort Oceanfront Vacation Rental Home

Sit back, relax, a light breeze, gaze the blue waters of the Atlantic Ocean… and be lost. Southern Comfort is the perfect vacation home in the Florida Keys, located at MM 77. This very private Estate sits on 3+ acres offering 5 bedrooms and 5.5 baths.

RATE: $6,000 Weekly   details and pictures  

Turtle Nest Estate


This luxurious new oceanfront estate is located in Islamorada. Enjoy the island's year-round sunny weather on the home's exotic wood deck surrounding a custom pool - all overlooking a private sugar sand beach on the Atlantic Ocean. New observation pier!

RATE: $4,000 - $6,000 Weekly   details and pictures

The Gardens

Featured Vacation Rental 

The Gardens is a 4/4 private home surrounded by impeccably landscaped grounds. This property has over 50 types of palms, abundant orchids, and bougainvilleas. At your doorstep is a breathtaking view of the Atlantic Ocean where you can experience endless aquatic activities.

RATE: $5,500 Weekly   details and pictures

The Palms

The Palms At Schooner Bay Estates Oceanfront Luxury Vacation Rental in Islamorada Florida Keys

Relax and rejuvenate at The Palms.  Features are a plantation-style home and beautiful wrap around porch, 3 bedrooms/3.5 baths, a beach entry pool, and abundant coquina decking.

RATE: $4,000 - $5,000 Weekly  details and pictures  

Lazy Daze

Lazy Daze Luxury Vacation Rental In Key Largo

LAZY DAZE...This luxury vacation rental offers 4 bedrooms 3.5 baths, private beach, heated pool and boat dock.  From this beautiful newer home, you have direct access to the waters of John Pennekamp State Park

RATE: $14,000 Monthly  details and pictures  

Karapan I


Karapan I is a beautiful, spacious, private, plantation-style estate home on 5 acres. It is located at Mile Marker 81.5 in the heart of Islamorada and boasting 5 bedrooms and 7 baths. Heated pool, Jacuzzi, sandy beach, all with a spectacular open-water views.

RATE: $8,950 Weekly details and pictures  


  Latitude Oceanfront Luxury Vacation Rental

Embrace the serenity of the azure Atlantic Ocean while you relax in the private heated pool. Latitude boasts 2 master suits and two guest rooms.

RATE: $18,000 Monthly   details and pictures  

Pineapple Plantation

Pineapple Plantation Luxury Vacation Rental In Islamorada

Breathtaking Sunset's, Breathtaking Home. Pineapple Plantation is an unbelievable gated, New Bay Front home. It is perfectly located a Mile Marker 89, Islamorada.

RATE: $21,000 Monthly  details and pictures  


Florida Keys Modest Properties...



Oasis Islamorada - Beachfront Vacation Rental Home 

Ahhhh...Ocean Front...Pool...Dockage...It's all hear at Oasis. Oasis is located at Mile Marker 75.6, in beautiful Islamorada. This Beautiful three bedroom, three bath home will sleep 8 people very Comfortably.

RATE: $12,000 Monthly  details and pictures

The Beach House

Our most affordable oceanfront, beach, and pool home. This popular home is located in south Islamorada. We may just have what you've been dreaming about.

RATE: $2,500 - $3,500 Weekly  details and pictures

Blue Harbor

Vacation Rental Home  Vacation Rental Home

This private ocean front home in Islamorada offers 4 bedrooms and 3 baths. Enjoy beautiful ocean views from the kitchen, dining, bar and living room. It is one of the few rental properties with a fully screened porch.

RATE: $2,500 Weekly  details and pictures


Vacation Rental Home In The Florida Keys

Aguazul is located at Mile Marker 88, in beautiful Islamorada. This gorgeous four bedroom/three bath home will sleep 8 people very comfortably.

RATE: $4,500 Weekly  details and pictures

The Cottage


You fall in love with The Cottage at first sight. Built in 1935, this once Red Cross building serves as a true historical reflection of the Florida Keys. Both bedrooms overlook the ocean, which is a mere 30 feet from the wrap around porch leading to the Atlantic Ocean and private dock.

RATE: $7,500 Monthly  details and pictures  



Our vacation rental inventory includes only the best properties the Upper Florida Keys have to offer.  We will do everything to make your luxury vacation relaxing and comfortable.

Download Florida Keys Brochures....

Florida Keys Diving and Snorkeling Florida Keys Things To Do Florida Keys Fishing Tournament Guide

Florida Keys Diving Brochure

Florida Keys Cultural Brochure

Florida Keys Fishing Brochure

Questions or Comments? Contact
Jo Anne Thibeau ~ Property Manager ~ Phone 305.852.4321 ~ Fax 305.853.5396