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

Luxury Villa Holiday Rentals in Anguilla Caribbean

Anguilla

Indulge in the epitome of Caribbean luxury in these villas, near the famous pristine beaches. Immerse yourself in turquoise waters, exquisite cuisine, and Anguilla’s unparalleled tranquillity.
Luxury Villa Holiday Rentals in Barbados Caribbean

Barbados

Discover why this tiny tropical island is world famous. In Barbados, sun-kissed shores meet refined elegance. You can unwind in style, relishing the island’s rich culture and vibrant nightlife.
Luxury Villa Holiday Rentals in St Barths Caribbean

St Barths

St Barth’s, the most exclusive Caribbean Island, is known for chic sophistication. Explore designer boutiques, Michelin-starred dining, and exquisite villas amidst breath-taking Caribbean vistas.
Luxury Villa Holiday Rentals in British Virgin Islands Caribbean

The British Virgin Islands (BVI’s)

Sail into luxury in the British Virgin Islands, a veritable heaven on Earth for seafaring socialites. Explore the white-sand beaches, azure waters and lush forests from the finest secluded villas.
Turks and Caicos. Perfect Beach

Turks and Caicos

Discover the lesser-known gem of the Caribbean. Stay at our grand villas in Turks and Caicos for perfect white sand beaches, turquoise sea and blue sky. It’s a true paradise.

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Browse Luxury Villas in the Caribbean

Long Bay Villas AnguillaDJI 0080 Edit SKY
Long Bay Villas Anguilla Sky 6

Villa Saffir, Anguilla

Caribbean

Catered or Self-Catered

Bedrooms: 5

Guests: 10

  • Beachfront location

  • Infinity pool

  • Outdoor Jacuzzi

  • Water sports

$38,745 (low season) to $117,096 (high season) per week

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bajanservices mullinsmill 10
Mullins 763

The Mill House, Barbados

Caribbean

Catered

Bedrooms: 8

Guests: 8 - 16

  • Beach house at Gibbes Beach

  • Gardens with orchard

  • Jacuzzi & swimming pool

  • Tennis court

$21,070 (low season) to $31,220 (high season) per week

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CRYSTAL SPRINGS JAN 2015 POOL LOOKING WEST TO SEA
CRYSTAL SPRINGS JAN 2015 POOL LOOKING TO EXTERIOR

Villa Camassia, Barbados

Caribbean

Catered

Bedrooms: 10

Guests: 20 - 22

  • Cinema room

  • Infinity pool

  • Secret cove beach

  • Speed boat & watersports

$94,500 (low season) to $126,000 (high season) per week

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ILLUSIONS at SUGAR HILL REAR EXTERIOR TWILIGHT
ILLUSIONS at SUGAR HILL VIEW OVER POOL

Villa Iresine, Barbados

Caribbean

Catered

Bedrooms: 4

Guests: 8

  • Access to tennis courts

  • BBQ

  • Sea views

  • Swimming pool

$12,600 (low season) to $38,500 (high season) per week

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Pool view 2
Pool View 6

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 Jade ∏Pierre Carreau 3
Villa Jade ∏Pierre Carreau 1 1

Villa Jasmine, St. Barths

Caribbean

Catered or Self-Catered

Bedrooms: 8

Guests: 14

  • Cinema room

  • Gym

  • Infinity pool & Jacuzzi

  • Steam room

$36,000 (low season) to $174,000 (high season) per week

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V3 Pool MG 4532 HDR
IMG 1436

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 Verbena, St. Barths

Caribbean

Catered

Bedrooms: 5

Guests: 10

  • Al fresco dining

  • Infinity pool

  • Pool wet bar

  • Sunset views

$54,000 (low season) to $246,000 (high season) per week

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LBV Ocean Views 12 Sand 1

Villa Summer, Anguilla

Caribbean

Catered or Self-Catered

Bedrooms: 5

Guests: 10 - 12

  • Beach clubhouse

  • Beachfront location

  • Infinity pool

  • Outdoor Jacuzzi

$40,467 (low season) to $129,150 (high season) per week

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Long Bay Villas Anguilla DJI 0168 Edit Edit Edit SEA
Long Bay Villas AnguillaDJI 0149 Edit Edit 2 1

Villa Sari, Anguilla

Caribbean

Catered or Self-Catered

Bedrooms: 6

Guests: 11

  • Beachfront location

  • Infinity pool

  • Outdoor Jacuzzi

  • Water sports

$44,772 (low season) to $146,370 (high season) per week

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239
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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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Palm Beach 16
Palm Beach 19

Villa Phoenix, St. Barths

Caribbean

Catered or Self-Catered

Bedrooms: 5

Guests: 10

  • Beach cabana

  • Beachfront location

  • Infinity pool

  • Jacuzzi

$54,000 (low season) to $240,000 (high season) per week

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5293ROCK STAR NINA VIEW
5835Villa Nina 6

Villa Nina, St. Barths

Caribbean

Catered

Bedrooms: 3

Guests: 6

  • Access to hotel facilities

  • Beachfront location

  • Private art gallery

  • Swimming pool & spa pool

$100,800 (low season) to $155,400 (high season) per week

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Villa Nemesia, St. Barths

Caribbean

Self-Catered

Bedrooms: 5

Guests: 10

  • Al fresco dining

  • Infinity lap pool

  • Sea views

  • Terrace on every bedroom

$36,000 (low season) to $126,000 (high season) per week

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MARSH MELLOW HOUSE POOL DECK PANO 1
MARSH MELLOW HOUSE POOL DECK PANO 2

Villa May, Barbados

Caribbean

Catered

Bedrooms: 4

Guests: 8

  • BBQ

  • Near the beach

  • Sea views

  • Shaded gazebos

$6,860 (low season) to $21,525 (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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02 1
JEWEL 28 1

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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Castel Roc Pool ∏LBenoit 12
Castel Roc Pool ∏LBenoit 13

Villa Canna, St. Barths

Caribbean

Catered

Bedrooms: 5

Guests: 10

  • Fitness room & hammam

  • Outdoor bar

  • Two hot tubs

  • Wine cellar

$32,760 (low season) to $140,400 (high season) per week

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ELA 18
ELA 2

Villa Eleanor, St. Barths

Caribbean

Catered or Self-Catered

Bedrooms: 8

Guests: 16

  • BBQ

  • Beachfront location

  • Heated swimming pool

  • Tennis court

$69,600 (low season) to $343,200 (high season) per week

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Blanc Bleu House 2
Blanc Bleu Pool

Villa Baptisia, St. Barths

Caribbean

Catered

Bedrooms: 6

Guests: 12

  • Fitness room

  • Hot tub & swimming pool

  • Tennis court

  • Wine cellar

$54,000 (low season) to $270,000 (high season) per week

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✕

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

Our prices show the range 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.

Each property has different high and low seasons. The general pattern is:

Chalets
Low season is usually early/mid-December, mid-January, and summer.
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.