Vacation Rentals by Island Villa Properties - The Florida Keys of Islamorada Vacation Rentals!

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Amenities
  Air Conditioning
  Dishwasher
  Fireplace
  Grill
  Hot Tub (Private)
  Luxury
  Pets Allowed
  Pool (Private)
  Ski-in/Ski-out
  Washer/Dryer
  Wheelchair Accessible

Activities and Interests
  Beach
  Biking
  Boating
  Canoeing
  Casino
  Corporate and Executive
  Fishing
  Deep Sea Fishing
  For Sale
  Golfing
  Group and Reunion
  Honeymoon
  Horseback Riding
  Hunting
  Lake
  Mountain Biking
  State National Parks
  Nightclub and Disco
  Over 55 Community
  Sailing
  Scuba Diving
  Skiing
  Cross Country Skiing
  Snowmobiling
  Spa
  Surfing
  Theatre
  Wedding
  White Water Rafting
  Wineries and Vineyards
  Fly Fishing
  Wind Surfing
  Hang Gliding
  Disney
  LegoLand
  Hiking
  Rental Exchange
  Specials
  Ultra Luxury
  Family Vacations
  Kayaking

All Vacation Rentals from Island Villa

Oasis At Tavernier
$20,000/month
Estate in Tavernier Florida
6 Beds • 7 Full Baths • Sleeps 12
Island Villa

Happy Ours
$30,000/month
Estate in Islamorada Florida
6 Beds • 6 Full Baths • Sleeps 12
Island Villa

Tea Table Key
$25,000/week
Home in Islamorada Florida
6 Beds • 5 Full Baths • Sleeps 10
Island Villa

Ishmaels Watch
$20,000/month
Villa in Islamorada Florida
6 Beds • 4 Full Baths • Sleeps 1
Island Villa

Osprey Bay
$8,000/week
Home in Islamorada Florida
5 Beds • 3 Full Baths • Sleeps 12
Island Villa

Green Turtle Beach
$11,500/week
Villa in Islamorada Florida
5 Beds • 5 Full Baths • Sleeps 10
Island Villa

Sweet Escape
$20,000/month
Home in Islamorada Florida
5 Beds • 5 Full Baths • Sleeps 10
Island Villa

Barefoot Elegance
$27,500/month
Islamorada Florida
5 Beds • 4 Full Baths • Sleeps 10
Island Villa

Tropical Villa
$19,000/month
Home in Islamorada Florida
4 Beds • 3 Full Baths • Sleeps 12
Island Villa

Maison Residences – Unit 101
$14,000/week
Unit in Islamorada Florida
4 Beds • 4 Full Baths • Sleeps 10
Island Villa

Maison Residences 201
$8,000/week
Unit in Islamorada Florida
4 Beds • 4 Full Baths • Sleeps 10
Island Villa

Sea Ranch
$9,000/week
Home in Islamorada Florida
4 Beds • 3 Full Baths • Sleeps 10
Island Villa

Latitudes
$20,000/month
Home in Islamorada Florida
4 Beds • 2 Full Baths • Sleeps 10
Island Villa

Seas The Day
$11,000/month
Villa in Islamorada Florida
4 Beds • 4 Full Baths • Sleeps 8
Island Villa

Maison Residences 204
$8,000/week
Unit in Islamorada Florida
4 Beds • 4 Full Baths • Sleeps 8
Island Villa

Maison Residences 202
$10,000/week
Unit in Islamorada Florida
4 Beds • 4 Full Baths • Sleeps 8
Island Villa

Palm Cottage South
$15,000/month
Home in Islamorada Florida
4 Beds • 3 Full Baths • Sleeps 8
Island Villa

Nautica
$20,000/month
Home in Islamorada Florida
4 Beds • 4 Full Baths • Sleeps 1
Island Villa

The Beach House
$10,000/week
Home in Islamorada Florida
4 Beds • 4 Full Baths • Sleeps 1
Island Villa

Maison Residences 203
$10,000/week
Unit in Islamorada Florida
4 Beds • 4 Full Baths • Sleeps 1
Island Villa

Hollys Hideout
$12,500/month
Villa in Islamorada Florida
4 Beds • 3 Full Baths • Sleeps 1
Island Villa

Madeira Villa
$20,000/month
Home in Islamorada Florida
3 Beds • 2 Full Baths • Sleeps 9
Island Villa

Ocean Terrace
Home in Islamorada Florida
3 Beds • 3 Full Baths • Sleeps 8
Island Villa

Maison Residences 402
$8,500/week
Unit in Islamorada Florida
3 Beds • 3 Full Baths • Sleeps 6
Island Villa

Bella Del Mar
$12,000/month
Home in Islamorada Florida
3 Beds • 3 Full Baths • Sleeps 6
Island Villa

Sea Breeze Villa
$12,000/month
Cottage in Islamorada Florida
3 Beds • 3 Full Baths • Sleeps 6
Island Villa

Sunrise
$5,000/week
Condo in Islamorada Florida
3 Beds • 3 Full Baths • Sleeps 6
Island Villa

Gulfview
$13,000/month
Home in Islamorada Florida
3 Beds • 2 Full Baths • Sleeps 6
Island Villa

Seaside Breezes
$18,000/month
Home in Islamorada Florida
3 Beds • 2 Full Baths • Sleeps 6
Island Villa

Blue Heaven Bahamas
$5,500/week
Villa in Hope Town Bahamas
3 Beds • 3 Full Baths • Sleeps 1
Island Villa

Little Bay
$3,000/week
Villa in Islamorada Florida
2 Beds • 1 Full Bath • Sleeps 6
Island Villa

Seagrape Cottage
$7,500/month
Cottage in Islamorada Florida
2 Beds • 2 Full Baths • Sleeps 1
Island Villa

Morada Breeze In Venetian Shores
$6,900/month
Unit in Islamorada Florida
2 Beds • 1 Full Bath • Sleeps 1
Island Villa

Little Bay Cottage
$3,000/week
Cottage in Islamorada Florida
1 Bed • 2 Full Baths • Sleeps 1
Island Villa