Islamorada Vacation Rentals - 43 Rentals Available

We proudly present the first of its collection, The Chateau On The Ocean; One of a  Kind. The Chateau is the ultimate culmination of luxury oceanfront

Beds: 7 Baths: 10 Sleep: 14

Premium extra large two bedroom, two bathrooms with very large living room, wet bar, large kitchen with dining area, private patio, a king size bed,

Beds: 2 Baths: 2 Sleep: 8

These are pictures of our Deluxe Penthouse Apartment, which does split in half with 2 double doors to create 2 seperate, smaller apartments. The fron

Beds: 2 Baths: 2 Sleep: 4

Enjoy incredible value in this Islamorada vacation accommodation, fully furnished with a kitchen, living/dining area, and 2 bedrooms, 2 full baths direc

Beds: 2 Baths: 2 Sleep: 4

Maison Residences offers world-class oceanfront residences in the Florida Keys. Unit 102 at Maison Residences is a luxurious property offering sweeping

Beds: 4 Baths: 4.5 Sleep: 8

Introducing Maison Residences Unit 201, Oceanfront & Poolside… — UP TO 32’ BOAT SLIP MAY BE AVAILABLE —   A world-class oceanfront resi

Beds: 4 Baths: 4.5 Sleep: 8

Introducing Maison Residences 402… Planning a vacation to the Florida Keys? Consider a stay in Islamorada, a village comprised of six of the Flori

Beds: 3 Baths: 3.5 Sleep: 6

Mile Marker 83 – Oceanfront Two adorable, private cottages right on the Atlantic Ocean. Located in the heart of Islamorada!  This stunning proper

Beds: 4 Baths: 3 Sleep: 10

Come to Paradise and enjoy it in Elegance, Comfort, and Style! This unit is located on Mile Marker 87 in Islamorada (Fishing Capital of the World), pa

Beds: 2 Baths: 1 Sleep: 4

Villa Marlin , 122 Nautilus Drive, Islamorada, Florida Keys mile marker 74.5 bay side, White Marlin Beach located 75 miles south of Miami and 75 miles Nor

Beds: 3 Baths: 2 Sleep: 8