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Caribbean Luxury Rentals

Islands, islands and more islands! That plus the crystal clear waters, white sands and perfect weather make the Caribbean the perfect place for your next vacation. These Caribbean luxury vacation rentals are the top of the heap and they are waiting for you. Caribbean luxury is yours for the asking.
Luxury Carribean Regions:
All Caribbean Luxury Rentals | Anguilla |
Antigua and Barbuda | Aruba | Bahamas | Barbados | Belize | British Virgin Islands | Cayman Islands |
Costa Rica | Curacao | Dominican Republic | Jamaica | Puerto Rico | South America | St. Barts | St. Lucia |
St. Maarten | St. Martin | Turks & Caicos |
US Virgin Islands ( St. Croix | St. John | St. Thomas )
Select Caribbean Luxury Properties

Bluefields, Jamaica
Weekly Rates from $5,950
6 Bedrooms | 6 Baths

Simpson Bay, St. Martin
Weekly Rates from $20,000
4 Bedrooms | 4 Baths

Cupecoy Beach, St. Maarten
Weekly Rates from $2,100
1-4 Bedrooms

Cabrita Point, St. Thomas
Weekly Rates from $7,000
5 Bedrooms | 5.5 Bathrooms
Select Caribbean Luxury Property Managers

The Society
Worldwide
Rates vary
The Society is the premier online marketplace offering the finest collection of luxurious private residence, villa and estate rentals. With spectacular villas across destinations such as St Martin,
St Barts, Barbados and more.

Unusual Villa Rentals
Worldwide
Weekly Rates from $1,000
Over 3000 private villas in over 50 countries. The largest website dedicated to private villa and island rentals. Call now for details. 1-800-318-8888

Luxurious Destinations
Hawaii
Rates Vary
We provide the ultimate luxury in private home rentals and concierge services in one of the world’s most desirable locations: Maui, Hawaii.

St. Maarten Reservations Center
St. Maarten
Rates Vary
St. Martin Reservation Center offers customized vacation packages including the perfect villa or beach front hotel, discount air, car rental… even private chef service! Let us do the searching for you! One call = stress free vacation planning.

Wimco Villas
Caribbean
Rates vary
Have you been dreaming of a vacation in the Caribbean, but didn't know where to start? Wimco has been renting private villas in the Caribbean since 1983. We also represent distinctive, intimate Caribbean beachfront hotels.

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