Caribbean Luxury Vacations
Caribbean Featured Listings and Companies
Dominican Republic,
Dominican Republic North,
Caribbean,
British Virgin Islands,
Virgin Gorda,
Caribbean
Harbour Island,
Bahamas,
Caribbean
All the stories you’ve heard, the postcards you’ve seen, the drinks you’ve tasted. It’s all true. The Caribbean is a haven for gorgeous weather, white and pink beaches, relaxed locals dressed in flip-flops and a smile and clear, blue water. That’s the collective story. However, each island adds its own spice to this flavorful melting pot of cultures.Caribbean islands are ideal for family vacations, honeymoons and an easy escape from the day-to-day grind. Whether it’s your first time or you’re a seasoned veteran, the Caribbean offers something for everyone in its sparkling waters, exciting nightlife, fantastic food and easy-going pace. From yacht charters in St. Barths to luxury Caribbean villas , the Caribbean has so much to choose from, it’s up to you to decide where to start!Mustique Island is a gorgeous private island in the Caribbean and forms part of St. Vincent and The Grenadines. Stretching only three miles, the lush, verdant inland is fringed by deserted sparkling white beaches. Or Necker Island , Sir Richard Branson’s private island paradise, situated in the British Virgin Islands to the north of Virgin Gorda. Necker Island sits in turquoise waters surrounded by coral reefs and beautiful white sandy beaches.
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Riviera Maya Villas with Chef Offers – Book by February 29
The Riviera Maya villas are offering private chef services for all bookings made before February 29, 2012. Get the best of Mexico, with the beaches, culture and savory cuisine all in the privacy of your own holiday home. Located in Puerto Aventuras, these luxury villas are great for families seeking some fun in the sun this spring.
New Caribbean Pool Villa in Turks and Caicos
Rent the new Turks and Caicos villa Blanche at a special discount. The fully-staffed private villa has a pool and private chef at home and it's considered one of hte top Caribbean villas available for rent. Villa Blanche is a fantastic vacation home with five bedrooms, infinity pool and top luxury vacation amenities.
Up to 35% Off Belize Private Island Villas
The Belize private island resort Royal Belize is now offering up to 35% off on luxury villa rentals on the private island. Rent a luxury villa on Royal Belize private island and enjoy complete privacy on a romantic holiday. Royal Belize is a top private island resort with three very private villas and full amenities and resort services.
Recommended Caribbean Luxury Vacation Rentals
Renting Saint James Intimate Beachfront Luxury Villa - Cove Spring House , you will increase the cashback percentage you get from this rental.
If you have questions about our Membership Plans, please see the benefits .
Cove Spring House is the most coveted vacation home on Barbados; unique in its prime Platinum Coast location, atop coral stone cliffs which wrap around its own secluded beach; sumptuous in its stunningly furnished interiors; intimate, private and secure in its magnificent walled and manicured [...]
Rates:
49,994 - 87,500 USD/WEEK
10 Bedrooms
- Max. Occupancy: 20
Renting Splendid Anguilla Villa with Staff, Great for Weddings - Ani North , you will increase the cashback percentage you get from this rental.
If you have questions about our Membership Plans, please see the benefits .
Perched on a cliff over Little Bay, Ani Villas Anguilla are the first of an international collection of luxury villas aimed at delivering remarkable vacation experiences. Ani North sits on the northern side of the estate and all master bedrooms, indoor and outdoor living spaces are oriented [...]
5 Bedrooms
- Max. Occupancy: 10
Renting East End Village Spacious luxury pool villa in East End Village - Mystique , you will increase the cashback percentage you get from this rental.
If you have questions about our Membership Plans, please see the benefits .
The award-winning Sheriva Villa Hotel offers the serenity of understated elegance with elitist luxuries. Recognized as a Condé Nast Johansens Recommended Property (2009 - 2012) and a AAA 4-Diamond Property (2008 - 2012), Sheriva will mesmerize even the most distinguished traveler. Villa [...]
Rates:
27,300 - 73,500 USD/WEEK
6 Bedrooms
- Max. Occupancy: 14
Renting East End Village Sheriva pool resort Anguilla - Harmony , you will increase the cashback percentage you get from this rental.
If you have questions about our Membership Plans, please see the benefits .
Book your stay at the exclusive Sheriva Villa Hotel in Anguilla , an award-winning boutique villa hotel in East End.
This 7-bedroom, residence style Anguilla luxury Villa Harmony successfully harmonizes traditional Caribbean style with subtle touches from the Far East , creating a unique [...]
Rates:
33,250 - 61,600 USD/WEEK
8 Bedrooms
- Max. Occupancy: 18
Renting West End Bay Luxurious pool rental in East End Village - Infinity , you will increase the cashback percentage you get from this rental.
If you have questions about our Membership Plans, please see the benefits .
For a truly glorious Caribbean luxury vacation stay at Villa Infininty in Anguilla , a gorgeous property that will blow every guest off his or her socks. Whether you want to organize a splendid party and celebrate among friends in the tropical West End, get married in Anguilla or find a perfect [...]
Rates:
33,250 - 61,600 USD/WEEK
8 Bedrooms
- Max. Occupancy: 18
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Caribbean Luxury Rentals
Luxury Travel Suppliers serving Caribbean
Virgin Limited Edition is Sir Richard Branson's collection of stunning retreats. Now when we say retreats, we're not just talking hotels - we have a private island , mountain retreat, catamaran, game reserve, lodge, restaurant and a private members club. Eclectic, yes - but all these little gems [...]
Company:
Virgin Limited Edition
W6 9ER ,
United Kingdom
Services:
Camps & Lodges,
Villa Rentals,
Yacht Charters
Service Areas:
Marrakech-Tensift-El Haouz,
British Virgin Islands,
mpumalanga,
Mallorca,
Discover Paradise in the Bahamas at Nandana, a new luxury resort featuring luxury villas with pool, full staff providing wide range of resort services. " Nandana " (which means Paradise in the ancient tongue of Sanskrit) is a newly completed large luxury estate on a secluded beach near West End, [...]
Company:
Nandana Private Resort
Bahamas
Services:
Villa Rentals
Service Areas:
Bahamas,
Caribbean
The award-winning Sheriva Boutique Hotel offers the serenity of understated elegance with elitist luxuries. Recognized as a 2009 - 2010 Condé Nast Johansens Recommended Property and a 2008 - 2010 AAA 4-Diamond Property , Sheriva Boutique Hotel will mesmerize even the most distinguished traveler. [...]
Company:
Sheriva Luxury Villas & Suites
2640 ,
Anguilla
Services:
Boutique Hotels
Service Areas:
Anguilla,
Caribbean
Celestial Jets provides a full spectrum of private aviation services for astute individuals that can't afford to waste time. Celestial Jets provides private jet charter flights to every conceivable destination in the world. By utilizing private jet charter services, you enter the world of [...]
Company:
Celestial Jets
10001 ,
United States
Services:
Private Jet
Service Areas:
Canada,
Portugal,
Mexico,
Dominican Republic,
Villa LaVida is a top luxury villa in Virgin Gorda. LaVida is a brand new, luxurious, fully air-conditioned 5 bedroom, 7 bathroom beachfront villa in a secluded, private setting. Every room faces west with 8'x10' sliding glass doors that provide ocean and beach views as well as breathtaking [...]
Company:
Villa LaVida
Virgin Islands (British)
Services:
Villa Rentals
Service Areas:
British Virgin Islands,
Caribbean
Recommended Caribbean Tours & Packages
Renting Antigua Culinary Vacation - 6 Nights in Island Villa + Private Cooking Classes and Tour , you will increase the cashback percentage you get from this rental.
If you have questions about our Membership Plans, please see the benefits .
7 days 6 nights accommodations at our luxurious island villas , all meals and cocktails, private tours, pick up to and from the airports, hands-on [...]
Activities: Adventure, Beach, City, City, Culinary Activities, Local Culture, Gastronomy, Shopping, Sightseeing, Relaxing & Wellness
Rates Start at 1,899 USD /PP
Group size: 2
Renting St Lucia Culinary Vacation Tour in Private Villa with Boat Cruise , you will increase the cashback percentage you get from this rental.
If you have questions about our Membership Plans, please see the benefits .
St Lucia’s Culinary Getaway : St Lucia is one of the quieter of the Caribbean lesser Antilles, Termed as unspoiled by most of the Island visitors. [...]
Activities: Coastal Exploration, Adventure, Beach, Boat Cruise, City, City, Culinary Activities, Local Culture, Fishing, Gastronomy, Golf, Romance, Sightseeing, Relaxing & Wellness, Walking
Rates Start at 1,899 USD /PP
Group size: 2
Renting Private Jet Empty Legs , you will increase the cashback percentage you get from this rental.
If you have questions about our Membership Plans, please see the benefits .
Private Jet offers on One Ways/ Empty Legs : These one-way private jet flights are now available for all jet charter clients. Empty Legs are a [...]
Price Upon Request
Group size: 2
Renting Customized 16-Day Vacation: New York to Miami to Bahamas , you will increase the cashback percentage you get from this rental.
If you have questions about our Membership Plans, please see the benefits .
Discover the ultimate luxury vacation from New York to the Caribbean - This exclusive tour takes guests to Miami , Bahamas and New York . [...]
Activities: Beach, City, City, Family, Honeymoon, Shopping, Sightseeing, Walking
Price Upon Request
Group size: 4
Renting Personalized stay in Saint Barthélemy, Caribbean , you will increase the cashback percentage you get from this rental.
If you have questions about our Membership Plans, please see the benefits .
Explore the Caribbean 's most luxurious island taking advantage of this exclusive tour package: at Villa Rockstar your stay in Saint Barthélemy can [...]
Activities: Beach, Romance
Price Upon Request
Group size: 2
See All
See All Caribbean Trips
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