Chalets Caribbean

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2,899 chalets

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1 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$47

Scenic/Spacious two Bedrooms Apartment Rental

Priory apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$63

Serene Room 2

Ironshore house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Rental types, Staffed property, Golf course on site or within 15 min walk

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Price per night from

$75

Escape Winter at Westin St. John Resort, USVI

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$2,008

Casa Lilly B&B Cabarete

Cabarete b&b

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$247

Bananaquit- Loft with Kitchenette near hub of activity

Crown Point house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$83

3BDRM Beautiful Condo at Westin Dawn Beach Club

Philipsburg condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$615

Luxury Dominican Republic villa

Puerto Plata villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$246

Paradise Beach Apartment. We are ready to host you!

Rio Grande apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Staffed property, Golf course on site or within 15 min walk

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Price per night from

$194

Penthouse In Paradise, 3 bdrm incl. housekeeper

Montego Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 0 minutes

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$373

Moonhole- Moonrise at Moonhole

Belmont house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$242

TRANQUILITY at GRAEME HALL

Maxwell apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$92

Suite luxueuse Saint-Martin

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$528

Caribbean Sea Dreams, 2 bdroom with housekeeper/cook

Montego Bay townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 hours 0 minutes

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$230

VILLA RIGHT AT BLUE BAY BEACH!

Willemstad villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Staffed property, Golf course on site or within 15 min walk

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Price per night from

$277

JULIANADORP TROPICAL VILLAS

Willemstad villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Staffed property, Golf course on site or within 15 min walk

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Price per night from

$136

Casa Oasis

Puerto Plata villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 17

2 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$46

Middle of Everything - Cocotal Golf & Country Club

Bavaro house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 13

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$574

Santo Domingo Downtown Terrace Apartment ✔️

Santo Domingo apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$102

3 STEPS DOWN TO THE BEACH

Nassau villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$787

Cofresi Palm Beach & Spa Resort Jr Suite

Puerto Plata private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$75

LA MAISON, an exclusive guesthouse in Las Terrenas

Las Terrenas guest house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$155

Villa Paola Jamaica

Port Antonio villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$86

Casa Lily & Coco - Two-rooms studio "Fuffy"

Las Terrenas apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$69

Casa Lily & Coco - One-room studio "Lily"

Las Terrenas studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$46

Casa Lily & Coco - Two-rooms studio "Vicky"

Las Terrenas apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$69

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$132

Funky & Spacious St Lucia Studio

Gros Islet apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$63

Funky Green St Lucia Studio

Gros Islet apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$63

Casa Lily & Coco - One-room studio "Coco"

Las Terrenas studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$46

BLUE BAY BEACH VILLA!

Willemstad villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Staffed property, Golf course on site or within 15 min walk

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Price per night from

$277

JUNGLE DREAM! La Casa de La Canela

Imbert house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$54

TEST PROPERTY

Port Royal chalet

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 3 match: Staffed property, Golf course on site or within 15 min walk, Rental types

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Price per night from

$246

Lifestyle Resorts Crown Villas

Puerto Plata villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Staffed property, Golf course on site or within 15 min walk

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Price per night from

$287

Budget beach / ocean view apartment in Barbados Saint Lawrence Gap. AC or fan

St. Lawrence Gap studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 46 minutes

1 of 3 match: Rental types, Staffed property, Golf course on site or within 15 min walk

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Price per night from

$81

Happy Trees, Sandy Lane, St. James, Barbados

Sunset Crest villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$3,407

Saramanda, Sandy Lane, St. James, Barbados

Sunset Crest villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

2 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$2,205

Solandra, Sandy Lane, St. James, Barbados

Holetown villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$602

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