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Caribbean (34)
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Tradewinds Villa at Tryall Club
Montego Bay Villa
4 Bed, 4 Bath, Sleeps 8
Per week
$11,550 - $22,400
Cayman Reef Resort #44
Cayman Islands Condo
3 Bed, 2 Bath, Sleeps 6 1,500 sq. f.
Per night
$475 - $825
(1)
Terra Nova
Ocho Rios Villa
4 Bed, 4 Bath, Sleeps 8
Per week
$4,000 - $5,500
Studio located at Summit Resort Hotel St. Maarten.
Simpson Bay Condo
0 Bed, 1 Bath, Sleeps 2 255 sq. f.
Per night
$90
(1)
Les Palmiers - Beachfront Terre Basses
Saint Martin Villa
1 Bed, 1 Bath, Sleeps 2
Per week
$7,000 - $8,500
Coral Gardens: Top Floor, Luxurious 1-Bedroom Oceanfront Suite
Grace Bay Condo
1 Bed, 1 Bath, Sleeps 4 1,000 sq. f.
Per night
$299 - $649
(1)
Pelican Beach Villa - North Caicos Ocean Front
Pelican Beach Villa
3 Bed, 4 Bath, Sleeps 6 2,700 sq. f.
Per night
$500 - $643
(1)
Scotch On The Rocks
Ocho Rios Villa
5 Bed, 5 Bath, Sleeps 10
Per week
$8,400 - $10,150
Linga-Awile
Parish of Saint Ann Cottage
3 Bed, 3 Bath, Sleeps 8
Per week
$3,000 - $3,900
2 Bed 2.5 Bath Stunning Beachfront Condo on Simpson Bay Beach - Cocos Beach Club
Simpson Bay Condo
2 Bed, 3 Bath, Sleeps 4 1,500 sq. f.
Per night
$275 - $350
(1)
Jasmine Hill
Ocho Rios Villa
4 Bed, 4 Bath, Sleeps 8
Per week
$5,000 - $6,500
Noble House
Montego Bay Villa
5 Bed, 6 Bath, Sleeps 10 15,000 sq. f.
Per week
$7,350 - $10,000
2 BR2 Bath Oceanfront Villa with Private Pool in St Maarten (Dutch Side)
Pelican Key Villa
2 Bed, 3 Bath, Sleeps 2 1,750 sq. f.
Per night from
$249
(1)
Serenity on the Beach
Montego Bay Villa
4 Bed, 4 Bath, Sleeps 8
Per week
$6,825 - $9,450
Whispering Waters
Parish of Saint Ann Villa
7 Bed, 7 Bath, Sleeps 14
Per week
$17,500 - $19,500
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Caribbean
Cayman Islands
Curacao
Dominican Republic
Jamaica
Saint Lucia
Saint Martin
Turks & Caicos Islands
Virgin Islands
Property Types
Apartments
Condos
Cottages
Houses
Villas
Property Features
Air Conditioning
Fireplace
Hot Tub
Outdoor Grill
Preferences
Child Friendly
Elderly Accessible
Pet Friendly
Seasonal
Wheelchair Accessible
Themes
Beach
Downtown
Family Reunion
Golfing
Ocean
River
Ski in Ski out
Skiing
Slopeside
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