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Vacation Rentals by Island Villa Rentals - Your journey into Florida Keys Vacation Rentals begins here. From Key Largo to Tavernier to Islamorada and beyond!

Showing 1-26 of 26 Rentals

Ishmael's Watch
Villa in Islamorada Florida
$18,000/month

Villa Paraiso
Villa in Islamorada Florida
$16,000/month

Oasis at Tavernier
Villa in Tavernier Florida
$18,000/month

Osprey Bay
Villa in Islamorada Florida
$5,700/week

Green Turtle Beach
Villa in Islamorada Florida
$9,950/week

Sunset Dream
Villa in Islamorada Florida
$12,000/month

Virga Limbo
Villa in Islamorada Florida
$17,000/month

Latitiudes
Villa in Islamorada Florida
$14,000/month

Seas The Day
Villa in Islamorada Florida
$8,000/month

Nautica
Villa in Islamorada Florida
$20,000/month

Sea Ranch
Villa in Islamorada Florida
$9,000/week

The Beach House
Villa in Islamorada Florida
$6,500/week

Holly's Hideout
Villa in Islamorada Florida
$8,500/month

Peace of Paradise
Villa in Islamorada Florida
$20,000/month

Ocean Terrace
Villa in Islamorada Florida
$4,500/week

Leila's Beach House
Villa in Islamorada Florida
$4,750/week

Blue Heaven
Villa in Hope Town Bahamas
$5,250/week

CABANA FLAT - MAISON MATECU...
Villa in Islamorada Florida
$3,500/week

Sunrise Townie, Maison Mate...
Condo in Islamorada Florida
$3,500/week

Grey Heron Cottage Estate
Villa in Islamorada Florida
$6,500/week

Little Bay
Villa in Islamorada Florida
$2,500/week

Sand Pebbles
Villa in Islamorada Florida
$3,000/month

Seagrape
Villa in Islamorada Florida
$7,500/month

Seashore House
Villa in Islamorada Florida
$7,200/month

The Treehouse
Villa in Islamorada Florida
$5,000/month

The Cove
Villa in Islamorada Florida
$3,000/month