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Caribbean Luxury Hotels

149 Luxury Vacation Experiences Available
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Caribbean
 
Dreams La Romana Resort & Spa, La Romana, Dominican Republic

La Romana, Dominican Republic

As you make your way to Dreams La Romana Resort & Spa, a blanket of blue comes into focus as you approach this seaside sanctuary. This is paradise, Dominican Republic style, where families and couples can reacquaint and singles can mingle with like-minded guests. The collection of... More

Vacation Experience Sale Type Best Value  
Premium Deluxe Garden View Room Package for 2 travelers

3 nights in Premium Deluxe Garden View Room, all meals...

  • Bid 3 Nights
    9h 48m left
$
700
35% SAVINGS
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Deluxe Partial Ocean View Room Package for 2 travelers

3 nights in a Premium Deluxe Partial Ocean View Room, meals...

  • Bid 3 Nights
    9h 48m left
$ 772 35% SAVINGS
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Preferred Club Honeymoon Suite Ocean Front Package for 2 travelers

3 nights in Perferred Club Honeymoon Suite Ocean Front...

  • Bid 3 Nights
    9h 48m left
$ 1,400 35% SAVINGS
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Nonsuch Bay, Saint Philip, Antigua and Barbuda

Saint Philip, Antigua and Barbuda

Located on 40 acres of pristine land on the southeastern side of the island of Antigua is the luxurious Nonsuch Bay resort. Surrounded by lush rainforest and the sparkling Caribbean, this new resort has wonderfully tropical feel. Whether you choose an apartment, cottage or villa,... More

Vacation Experience Sale Type Best Value  
One Bedroom Apartment Package for 2 travelers

5 nights in One Bedroom Apartment, breakfast & dinner, sailing...

  • Bid 5 Nights
    8h 48m left
  • Buy Now 5-14 Nights
$
1,528
45% SAVINGS
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2-Bedroom Apartment Package for 4 travelers

5 nights for 4, $100 resort credit, wine, breakfasts, sailing...

  • Bid 5 Nights
    14h 48m left
  • Buy Now 5-14 Nights
$ 1,904 49% SAVINGS
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Ayers Creek Residence Package for 6 travelers

5 nights for 6, $100 resort credit, breakfasts, sailing lesson...

  • Bid 5 Nights
    14h 48m left
  • Buy Now 5-14 Nights
$ 2,524 50% SAVINGS
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Two Bedroom Beach Cottage Package for 4 travelers

5 nights Two Bedroom Beach Cottage, breakfast & dinner...

  • Bid 5 Nights
    8h 48m left
  • Buy Now 5-14 Nights
$ 3,057 45% SAVINGS
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Sugar Ridge, Saint Mary, Antigua and Barbuda

Saint Mary, Antigua and Barbuda

Sun-kissed skies, cool ocean breezes and sweeping views of Antigua's west coast welcome you to luxurious Sugar Ridge. Perched on a hillside overlooking golden beaches, this boutique hotel blends sleek modern style with tropical Caribbean leisure. Spacious rooms are bright and airy... More

Vacation Experience Sale Type Best Value  
Deluxe Room with Plunge Pool Package for 2 travelers

4 nights in a Deluxe Room with Plunge Pool, breakfasts...

  • Bid 4 Nights
    13h 48m left
  • Buy Now 4 Nights
$
846
49% SAVINGS
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Tiamo, South Andros Island, Bahamas

South Andros Island, Bahamas

Looking for a beach vacation that truly allows you to get away from it all? Escape to the secluded island paradise of Tiamo. Located on South Andros Island in the Bahamas - which is reachable via direct flight from Fort Lauderdale - this boutique getaway has just ten guest cottages... More

Vacation Experience Sale Type Best Value  
Pool Cottage Package for 2 travelers

5 nights in Pool Cottage, all meals, transfers, water sports...

  • Bid 5 Nights
    15h 48m left
  • Buy Now 5 Nights
$
3,266
44% SAVINGS
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Pool Cottage Package for 2 travelers

6 nights in Pool Cottage, all meals, transfers, water sports...

  • Bid 6 Nights
    15h 48m left
  • Buy Now 6 Nights
$ 3,919 44% SAVINGS
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Cobblers Cove, Speightstown, Barbados

Speightstown, Barbados

Awash in the hues of the sun-kissed Caribbean, and built in the castle motif of the English monarchy, welcome to Cobblers Cove, a historic landmark on the warm Western beach-laden coast of Speightstown, Barbados. A distinguished member of the prestigious Relais & Chateaux collection... More

Vacation Experience Sale Type Best Value  
Deluxe Suite Package for 2 travelers

5 nights in Deluxe Suite, breakfast and dinner daily...

  • Bid 5 Nights
    17h 48m left
  • Buy Now 5 Nights
$
1,935
50% SAVINGS
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Superior Suite Package for 2 travelers

7 nights in Superior Suite, transfers, breakfast, cocktails...

  • Bid 7 Nights
    1d 11h 48m left
  • Buy Now 7 Nights
$ 2,535 50% SAVINGS
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CuisinArt Golf Resort & Spa, Anguilla, British West Indies

Anguilla, British West Indies

Promising ultimate Caribbean luxury and 21st century chic on Anguilla, CuisinArt Golf Resort & Spa is a discriminating traveler's paradise. This enclave of dazzling whitewashed buildings set along a strip of pristine beach celebrates the art of well-being as the island's first resort... More

Vacation Experience Sale Type Best Value  
Junior Suite Package for 2 travelers

5 nights in Junior Suite, breakfast daily, dinner for two...

  • Bid 5 Nights
    16h 48m left
  • Buy Now 5-10 Nights
$
2,137
44% SAVINGS
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One-Bedroom Beachfront Villa Package for 2 travelers

5 nights in One-Bedroom Beachfront Villa, breakfast and dinner...

  • Bid 5 Nights
    16h 48m left
  • Buy Now 5-14 Nights
$ 3,844 45% SAVINGS
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Two-Bedroom Garden Villa Package for 4 travelers

5 nights for 4, all meals, $200 resort credit, rounds of golf...

  • Bid 5 Nights
    16h 48m left
  • Buy Now 5-14 Nights
$ 5,651 45% SAVINGS
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Point Grace, Providenciales, Turks and Caicos Islands

Providenciales, Turks and Caicos Islands

Breathe in the crisp, refreshing sea breeze and feel the warmth of the Caribbean sun, gaze out over the shimmering bay, smile, and sink your toes into the white sands of Point Grace. On the northern coast of the island of Providenciales, the largest of the Turks and Caicos, this... More

Vacation Experience Sale Type Best Value  
Cottage Suite Pool Level Package for 2 travelers

7 nights in Cottage Suite Pool Level, transfers, breakfasts...

  • Bid 7 Nights
    17h 48m left
  • Buy Now 7 Nights
$
2,061
50% SAVINGS
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Ocean Front Suite Package for 2 travelers

5 nights Ocean Front Suite, transfers, breakfasts, massage...

  • Bid 5 Nights
    17h 48m left
  • Buy Now 5 Nights
$ 2,390 55% SAVINGS
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Round Hill Hotel and Villas, Montego Bay, Jamaica

Montego Bay, Jamaica

Originally opened in 1953 on the sugar-white sands of Montego Bay, Round Hill Hotel and Villas has become a modern day icon of style and taste in Jamaica. Brimming with simple, understated elegance, the property exudes a timeless old-school glamor that has attracted prominent... More

Vacation Experience Sale Type Best Value  
Oceanfront Room Package for 2 travelers

4 nights in Oceanview Room, breakfasts, 50-minute spa treatment..

  • Bid 4 Nights
    9h 48m left
  • Buy Now 4-14 Nights
$
1,148
45% SAVINGS
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Master Villa Suite with Pool Package for 2 travelers

5 nights in Master Villa Suite, breakfasts, two spa-treatments...

  • Bid 5 Nights
    11h 48m left
  • Buy Now 5-14 Nights
$ 2,016 44% SAVINGS
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Grand Pineapple Villa Suite with Pool Package for 2 travelers

5 nights in Grand Pineapple Villa, spa treatments, breakfasts...

  • Bid 5 Nights
    11h 48m left
  • Buy Now 5-14 Nights
$ 2,538 45% SAVINGS
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The Buccaneer, Saint Croix, US Virgin Islands

Saint Croix, US Virgin Islands

Blessed with an eternal summer of mid-80s temperatures and perpetually whispering trade winds, the charmed island of Saint Croix punctuates the eastern tip of the Caribbean. A delight to explore, Saint Croix is a patchwork of landscapes, ranging from tropical rainforests and rugged... More

Vacation Experience Sale Type Best Value  
Deluxe Oceanfront Room Package for 2 travelers

4 nights in Deluxe Oceanfront Room, breakfast daily...

  • Bid 4 Nights
    16h 48m left
  • Buy Now 4-7 Nights
$
1,130
39% SAVINGS
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Luxury Beachside Doubloon Package for 2 travelers

7 nights in Luxury Beachside Doubloon, breakfast daily, tour...

  • Bid 7 Nights
    11h 48m left
  • Buy Now 7-10 Nights
$ 2,929 50% SAVINGS
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Anse Chastanet, Soufrière, Saint Lucia

Soufrière, Saint Lucia

From silvery sands for sunset strolls, to entire walls opening onto the great outdoors, luxury is in the details at Anse Chastanet. No two rooms are alike at this intimate 600-acre estate on the secluded southwest coast of Saint Lucia. Design in harmony with nature is enhanced... More

Vacation Experience Sale Type Best Value  
Hillside Deluxe Room Package for 2 travelers

5 nights in Hillside Deluxe Room, breakfast and dinner daily...

  • Bid 5 Nights
    16h 48m left
$
3,299
34% SAVINGS
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Hillside Deluxe Room Package for 2 travelers

7 nights in Hillside Deluxe Room, breakfast and dinner daily...

  • Bid 7 Nights
    16h 48m left
$ 4,136 39% SAVINGS
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Moon Infinity Pool Sanctuary Package for 2 travelers

5 nights in 2 destinations, breakfast and dinner daily...

  • Bid 5 Nights
    16h 48m left
$ 5,299 35% SAVINGS
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Little Good Harbour, Saint Peter, Barbados

Saint Peter, Barbados

Little Good Harbour, a romantic enclave on the glamorous West Indies isle of Barbados, captures the luxury of a full-service resort, while delivering the seclusion, intimacy and comfort of a private residence. One, two and three bedroom cottages are nestled in the lush gardens... More

Vacation Experience Sale Type Best Value  
Garden One-Bedroom Suite Package for 2 travelers

5 nights in Garden One-Bedroom Suite, transfers, breakfasts...

  • Bid 5 Nights
    17h 48m left
  • Buy Now 5-14 Nights
$
1,012
50% SAVINGS
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Garden Two-Bedroom Suite Package for 4 travelers

7 nights in Garden Two-Bedroom Suite, transfers, breakfasts...

  • Bid 7 Nights
    17h 48m left
  • Buy Now 7-14 Nights
$ 1,966 50% SAVINGS
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Hotel Carl Gustaf, St. Barths, French West Indies

St. Barths, French West Indies

On an island like St. Barth, only the most exquisite of luxurious will do, and Hotel Carl Gustaf is the place to find them all. Overlooking the breathtaking Gustavia Harbor, this award-winning hotel is a beacon of designer elegance and style. The 14 guest suites are adorned with... More

Vacation Experience Sale Type Best Value  
Superior One-Bedroom Suite Package for 2 travelers

4 nights in Superior One-Bedroom Suite, transfers, breakfasts...

  • Bid 4 Nights
    8h 48m left
  • Buy Now 4-7 Nights
$
2,499
33% SAVINGS
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Superior Two-Bedroom Suite Package for 4 travelers

4 nights in Superior Two-Bedroom Suite, breakfast daily...

  • Bid 4 Nights
    8h 48m left
  • Buy Now 4-7 Nights
$ 4,432 31% SAVINGS
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Montpelier Plantation & Beach, Nevis, Saint Kitts and Nevis

Nevis, Saint Kitts and Nevis

Poised above the Caribbean Sea in the lush hills of Nevis, Montpelier Plantation & Beach is a breathtaking sanctuary far removed from the stresses of modern life. This beautiful 60-acre estate, a Relais & Chateaux property, has been meticulously restored in keeping with its heritage... More

Vacation Experience Sale Type Best Value  
Plantation Room Package for 2 travelers

5 nights in Plantation Room, breakfasts, $100 dining credit...

  • Buy Now 5 Nights
$
1,758
29% SAVINGS
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Plantation Room Package for 2 travelers

5 nights in Premier Room, $100 dining credit, picnic, wine...

  • Buy Now 5 Nights
$ 1,885 24% SAVINGS
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Plantation Room Package for 2 travelers

7 nights in Plantation Room, rum tasting, guided hike, picnic...

  • Buy Now 7 Nights
$ 2,460 30% SAVINGS
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Old Bahama Bay, Grand Bahama Island, Bahamas

Grand Bahama Island, Bahamas

As the sun rises over the golden beach, the sand glittering as waves gently roll ashore, the true beauty of Grand Bahama Island and Old Bahama Bay comes to light, and your luxurious home away from home awaits. Just steps from water's edge, your spacious suite is bright and warm,... More

Vacation Experience Sale Type Best Value  
Ocean View Junior Suite Package for 2 travelers

4 nights in Ocean View Junior Suite, transfers, use of bicycles..

  • Bid 4 Nights
    8h 48m left
  • Buy Now 4-10 Nights
$
841
44% SAVINGS
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Oceanfront Two-Bedroom Suite Package for 4 travelers

4 nights for 4, airport transfers, use of bicycles and kayaks...

  • Bid 4 Nights
    8h 48m left
  • Buy Now 4-10 Nights
$ 2,009 45% SAVINGS
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Beach House Turks and Caicos, Providenciales, Turks and Caicos Islands

Providenciales, Turks and Caicos Islands

Few settings promote feelings of tranquility and contentment like the view of a white-sand paradise stretched as far as the eye can see beneath an endless turquoise horizon. This preview of paradise brought to you by Beach House Turks and Caicos, an authentically boutique hotel on... More

Vacation Experience Sale Type Best Value  
One-Bedroom Ocean Front Suite Package for 2 travelers

7 nights in One-Bedroom Ocean Front Suite, sunset cruise...

  • Buy Now 7-14 Nights
$
3,339
44% SAVINGS
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Two-Bedroom Ocean Front Suite Package for 4 travelers

5 nights for 4, daily breakfast credit, $100 resort credit...

  • Buy Now 5-14 Nights
$ 3,469 45% SAVINGS
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