Villa Destinations » Caribbean

Luxury Villas in the Caribbean

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Things happen at a different pace at a luxury villa in the Caribbean. Stresses seem to ebb away like the tide. Each island has a unique style and atmosphere, and whichever you choose for your luxury villa holiday, you can be sure to do one thing – relax.

Read our caribbean holiday guide

Villas on 5 Caribbean Islands

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Anguilla

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Barbados

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St Barths

Necker Island Bali Cliff

The British Virgin Islands (BVI’s)

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Turks and Caicos

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Bedrooms

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Browse Luxury Villas in the Caribbean

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Villa Kasari East, Anguilla

Caribbean

Catered or Bed & Breakfast

Bedrooms: 6

Guests: 12

  • Beachfront location

  • Heated swimming pool

  • Outdoor Jacuzzi

  • Rooftop garden

$48,216 (low season) to $150,675 (high season) per week

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Villa Niamh, Anguilla

Caribbean

Catered or Self-Catered

Bedrooms: 9

Guests: 10 - 20

  • Beachfront location

  • Infinity pool & Jacuzzi

  • Tennis & basketball court

  • Use of golf carts

$52,090 (low season) to $241,080 (high season) per week

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Villa Rockstar, St. Barths

Caribbean

Catered

Bedrooms: 6

Guests: 12

  • Beachfront location

  • Hot tub & swimming pool

  • Recording studio

  • Spa cabins

$155,400 (low season) to $252,000 (high season) per week

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Le Bleu, Little Harbour, Anguilla
Villa Le Bleu pool deck, Little Harbour Estates

Villa Bianchi, Anguilla

Caribbean

Catered

Bedrooms: 11

Guests: 20

  • Cinema room

  • Floodlit tennis court

  • Private beach

  • Swimming pools & hot tub

$70,840 (low season) to $183,120 (high season) per week

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Villa Caelum, Anguilla

Caribbean

Catered

Bedrooms: 9

Guests: 18 - 22

  • Beachfront location

  • Bicycles & water sports

  • Infinity pool & beach Jacuzzi

  • Tennis court

$184,513 (low season) to $307,503 (high season) per week

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The Villa at Sandy Lane Luxury Villa Holidays Barbados Caribbean 2
The Villa at Sandy Lane Luxury Villa Holidays Barbados Caribbean 1

The Villa at Sandy Lane, Barbados

Caribbean

Catered

Bedrooms: 5

Guests: 10

  • Access to hotel facilities

  • Dining gazebo

  • Near the beach

  • Outdoor hot tub

$100,519 (low season) to $215,618 (high season) per week

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Villa Kasari West, Anguilla

Caribbean

Catered or Bed & Breakfast

Bedrooms: 5

Guests: 10

  • Beachfront location

  • Infinity pool

  • Outdoor Jacuzzi

  • Rooftop gardens

$42,189 (low season) to $116,235 (high season) per week

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necker island beach pool infinity
necker island beach pool jacuzzi

Necker Island, British Virgin Islands

Caribbean

Catered

Bedrooms: 18

Guests: 34 - 40

  • Beach Jacuzzi for 30 people

  • Private island

  • Swim up bar at infinity pool

  • Zip line to beach

$735,000 (low season) to $735,000 (high season) per week

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Villa Serene, Anguilla

Caribbean

Catered

Bedrooms: 8

Guests: 14 - 20

  • Beachfront location

  • Grotto on the beach

  • Swimming pool & Jacuzzi

  • Tennis courts & gym

$36,162 (low season) to $236,775 (high season) per week

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The Beach House Villa, Anguilla
The Beach House, Meads Bay

Villa Ocean, Anguilla

Caribbean

Catered

Bedrooms: 8

Guests: 16

  • Beachfront location

  • Cinema room

  • Infinity pool & Jacuzzi

  • Tennis court

$88,550 (low season) to $229,320 (high season) per week

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Pricing Information

Our guide prices show the range of weekly prices from the low season to the high season. If the property has catering options, the low price is for the lowest level e.g. self-catered, and the high price is for the highest level e.g. catered.

What are the 'Low Season' and 'High Season' rates?

Low and high seasons vary by location and by property, but the general pattern is as follows:

Chalets
Low season is usually early/mid-December, mid-January, plus the summer months.
Mid season is usually early February, March and April.
High season is usually Xmas, New Year and mid/end February.

European Villas
Low season is usually April, May and October.
Mid season is usually June and September.
High season is usually July and August.

Caribbean Villas
Low season is usually June to November.
Mid season is usually November to mid-December and mid-April to June.
High season is usually mid-December to mid-April.