Islamorada Vacation Rentals


We hand picked our most luxurious rental estates from our inventory for the discerning client. If you're looking for the best rental estates and compounds in the upper Florida Keys, let us assist you with your search. Below are a few of the top-tier homes, many with theatre rooms, extravagant ocean views, gourmet kitchens, large immaculately kept landscapes, and enough bedrooms for your extended family or corporate retreat.

If you want to see our entire rental home inventory, please click here. If you have any questions or would like our rental agent to assist you in any way, please contact us at 305-664-3333 or

Oasis at Tavernier, Florida Keys

Islamorada Vacation Rentals

$15,000 to $18,000 monthly ~ Call for holiday rates -- MM 91

Ultra-luxurious six bedroom/ seven bath estate located in Tavernier. Conveniently located a short distance from the Atlantic Ocean, deep-water dockage makes Oasis in Tavernier perfect for boaters. Lavish furnishings really make Oasis a one-of-a kind experience in the Keys! Multiple dining and sitting areas, the home theatre, large gourmet chef's kitchen, extravagant master bath, expansive lounging decks on every floor and around the pool!
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Green Turtle Beach, Islamorada, Florida Keys

Islamorada Vacation Rentals

$9,950 weekly, $13,140 holidays -- Mile Marker 81. Heart of Islamorada

Ocean front estate located on 4 acres, five bedroom/five 1/2 baths. Sleeps 10. Sandy beach and heated pool with jacuzzi. 24 hour security. Optional separate cottage, additional $1,000 weekly. #VR-082
Photos and Virtual Tour »

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