Love the Caribbean? Of course you do! Here is a preview of some of our favorite Caribbean islands and a very small sample of our favorite luxury Caribbean beach homes.

10. AnguillaAnguilla-Infinity-luxury-villaThe luxurious island of Anguilla welcomes you with sparkling seas and powder-soft sands. The 35 square miles that makes up this island offers endless amounts of adventures, relaxation, and beauty. Come in April and you could dance the night away at the Moonsplash Music Festival. Come any other time and choose between snorkeling and sailing, pina coladas or mai tais, golf or sailing…better yet choose to do it all!

9. Bahamas


Our luxurious vacation rentals in the Bahamas offer gorgeous views at every turn. Spectacular beaches, crystal clear waters, soft sandy beaches how could you resist such a paradise? The Bahamas have something for everyone- a chance to relax and reconnect with loved ones or island hopping and adventures in the deep-sea. We can’t imagine a more perfect island for a relaxing getaway!

8. BarbadosBonita_Bay_Barbados_ (4)

The culturally rich island of Barbados is full of British influence, from the Anglican churches to one of the oldest plantation houses in the Atlantic and Caribbean islands-Barbados offers something for everyone. Not only is Barbados a premier traveler’s destination for the welcoming atmosphere and scenic beaches, it also has outstanding cultural opportunities. Listen to amazing music at the Barbados Jazz Festival in January or be a part of the Annual Barbados Crop Over Festival that runs from May to August. The diverse music scene and lively nightlife offering festivals all year long-make Barbados one of the most exciting vacation destinations.

7. Canouan, The Grenadines

GV20 Exterior and Bay From Villa Monte Carlo

Looking for a secret location for a luxurious getaway? Canouan, the hidden gem in the Grenadines offers just that! Not known to many, Canouan Island has much to discover-the serene pace, turquoise waters and powder white beaches, friendly locals, and 18 hole golfing along the ocean’s edge. Come for a romantic escape or a family gathering, Canouan is a perfect destination for anyone. Underwater, Canouan has one of the Caribbean’s largest coral reefs, a paradise for diving and snorkeling. Getaway to Canouan Island in late May and see the festival of boat races at Canouan Regatta or come in July for the Canouan Carnival. Its no secret Canouan is an amazing vacation destination in the Caribbean.

6. Cuba

Bay of Pigs beach

Cuba, a place that’s been off-limits to Americans for more than a half-century is now awaiting your arrival! With Quintess, members can explore this jewel in the Caribbean with a private historian and exclusive access throughout the island. Soaring green mountain jungles or the city of Havana, Cuba’s colorful capital with Spanish colonial architecture and festivities like the annual Havana Carnival. The magic of Cuba is endless, discover it for yourself today!

5. Dominican Republic


The highly sought after vacation destination of the Dominican Republic is the perfect island getaway for thrill seekers, culture and history enthusiasts, and food and drink cynosures. The diverse landscape of the Dominican offers a wide range of mountain, rainforest, and sea adventures. The Dominican has something for everyone- from zip-lining through the jungle to discovering the majestic waterfalls or experience the fascinating culture and history of Santo Domingo, the oldest city in the New World. Visit in early July and partake in the Dominican Dive Fest- with whale watching, snorkeling picnics, canoe races and more. There are a million reasons to visit the Dominican Republic, which one calls to you?

4. Nevis

Photo of Paradise Beach Resort in Nevis, British West Indies.

Nevis offers everything that its Caribbean cousins lack. If you are looking for a less commercialized, non-resort filled vacation destination, Nevis is the island for you! The tranquility of nature is emphasized by the surrounding palette of blues and greens, the sublime beaches, and charming villages that make up this beautiful island. Offering every water sport under the sun, a variety of land adventures, and the most spectacular sunsets in the Caribbean- Nevis is the place for pure Caribbean bliss. Visit Nevis in June for the St Kitts Music Festival or the summer months for Nevis Culturama, a preservation of local culture and folklore.

3. St. Barts


The French island of St. Barts is unique to the Caribbean. The charm and warmth of the people in combination with its shopping and culinary scene, there’s no other place like it. The countless beaches offer calm sea waters for snorkeling, areas with perfect surfing currents or quiet coves off the beaten path. St. Barts alluring glamour and humble culture will have you returning to this island paradise again and again.

2. St. Croix


The largest of the Virgin Islands, St. Croix has all the sand, sun and sea of the Caribbean on a laid-back, low-key paradise perfect for golfers, scuba divers and anyone who wishing for a stunning and serene tropical getaway. For those with a sweet tooth, you can start your day by relaxing on a sugar sand beach then explore a colonial sugar plantation in the afternoon, and end your day with a distilled rum punch in the evening.

1. Turks and Caicos

The Turks and Caicos calls out for the beach lovers, sun worshipers and water sport aficionados around the world to come visit. With bountiful sunshine, some of the best beaches on the globe and calmest snorkeling waters full of colorful sea creatures Turks and Caicos offers one of the most luxurious beach vacations.

Still need help deciding on the perfect luxury beach vacation? Contact our travel experts at 1.866.605.3542 or by email.

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