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Villas in Caribbean and Estates - Holiday Lettings - Holiday Rentals Caribbean

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18,403 Holiday homes

Caribbean holiday villa rental

Punta Cana villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from £594 / night

£3,948 / week

1 / 29

Holiday condo in Caribbean

Le Marin condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £99 / night

£688 / week

1 / 6

Holiday guest house in Caribbean

Riviere-Salee guest house

  • 2 bedrooms
  • sleeps 4

Pricing unknown

1 / 6

Holiday b&b letting

Le Gosier b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £126 / night

£949 / week

1 / 40

Holiday villa with swimming pool in Guadeloupe

Saint Anne villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £216 / night

£1,080 / week

1 / 13

Caribbean holiday villa rental

Willemstad villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £280 / night

£1,960 / week

1 / 31

Guadeloupe holiday gite rental

Saint Francois gite

  • 5 bedrooms
  • 1 bathroom
  • sleeps 2

from £88 / night

£612 / week

1 / 13

Apartment rental in Caribbean with shared pool

South Coast apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from £115 / night

£916 - £1,085 / week

1 / 26

Holiday apartment in Trinidad and Tobago

Mayaro apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £86 / night

£573 - £813 / week

1 / 31

Holiday apartment with shared pool in Caribbean

Holetown apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £149 / night

£876 - £1,042 / week

1 / 22

Holiday apartment in Caribbean

Le Gosier apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £79 / night

£491 - £629 / week

1 / 32

Holiday home with swimming pool, golf nearby in St. Lucia

Golf Ridge house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £1,145 / night

£8,015 / week

1 / 24

Trinidad and Tobago holiday home rental

Mayaro house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £86 / night

£573 - £813 / week

1 / 18

Villa rental in Barbados with golf nearby

Holetown villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £401 / night

£2,806 / week

1 / 21

Caribbean holiday villa rental

Worthing villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £338 / night

£2,365 / week

1 / 21

Jamaica holiday condo rental

St James, Montego Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £172 / night

£1,204 / week

1 / 23

Caribbean holiday bungalow rental

Saint Anne bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £197 / night

£1,375 / week

1 / 10

Holiday apartment in Martinique

Sainte Anne apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £108 / night

£973 - £1,797 / week

1 / 22

Martinique holiday apartment rental

Sainte Anne apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

from £77 / night

£973 - £1,193 / week

1 / 10

Holiday apartment in Caribbean

Sainte Anne apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £69 / night

£540 / week

1 / 10

Holiday home in Caribbean

Santo Domingo City house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

Pricing unknown

1 / 25

Bungalow rental in Guadeloupe with shared pool

Sainte Rose bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £40 / night

£275 / week

1 / 31

Barbados holiday apartment rental

Atlantic Shores apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £180 / night

£1,258 / week

1 / 19

Holiday cottage with shared pool in St. Barthelemy

St. Jean cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £560 / night

£3,919 / week

1 / 23

Holiday bungalow in Caribbean

Le Gosier bungalow

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £59 / night

£442 - £1,267 / week

1 / 15

Holiday villa rental

Kwarchi villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £133 / night

£1,375 - £1,787 / week

1 / 23

Hotel apartment rental in Caribbean

Puerto Plata hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £82 / night

£543 / week

1 / 24

Holiday hotel apartment with shared pool in Dominican Republic

Puerto Plata Town hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £100 / night

£634 / week

1 / 20

Caribbean holiday studio rental

Puerto Plata Town studio

  • Studio
  • 1 bathroom
  • sleeps 4

from £46 / night

£273 / week

1 / 24

Villa accommodation in Caribbean with swimming pool, golf nearby

Runaway Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £241 / night

£1,725 - £1,906 / week

1 / 27

Guadeloupe holiday villa rental

Marie-Galante villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £393 / night

£2,750 / week

1 / 8

Holiday apartment with shared pool in St Martin / St Maarten

Oyster Pond apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Pricing unknown

1 / 11

Holiday villa with swimming pool in Caribbean

Juan Dolio villa

  • 3 bedrooms
  • 11 bathrooms
  • sleeps 10

from £343 / night

£2,397 / week

1 / 5

Barbados holiday apartment rental

Rockley apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Lemon Arbour Superb” Great accommodation, which is superbly furnished. The lounge area is comfortable as is the bedroom. The kitchen has everything you could possibly need (apart from egg cups, I do like a boiled egg). The two (yes two) balconies are furnished beautifully and one overlooks the pool area the other overlooks the golf course. Nice location being 800 yards to the nearest supermarket and just a little further to some decent restaurants. In addition on the golf course there is Birdies which is the club house stroke restaurant where you will find a nice friendly atmosphere and a decent menu.

from £100 / night

£697 - £887 / week

1 / 37

Cottage letting in Caribbean

Negril Beach cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £191 / night

£1,366 / week

1 / 8

Holiday apartment in Dominican Republic

Santo Domingo City apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £40 / night

£275 / week

1 / 37

Holiday cottage rental

Negril Beach cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £145 / night

£1,014 / week

1 / 12

Villa rental in Caribbean with golf nearby

Royal Westmoreland Golf Resort villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

from £2,088 / night

£14,611 / week

1 / 12

Grenada holiday apartment rental

South Coast apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

from £86 / night

£458 / week

1 / 21

Villa rental in Guadeloupe with swimming pool

Saint Francois villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £225 / night

£1,572 / week

1 / 27

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Caribbean holidays

Turquoise ocean, sun-bleached sand, peach-gold sunsets and the most easy-going people on the planet… the Caribbean is every inch the perfect tropical paradise. Saint Lucia, Antigua, Dominica, Barbuda, Hispaniola and over 700 more islands are waiting to steal your heart.

Beachside Bliss

Awarding the title of ‘best beach in the Caribbean’ is like deciding which diamond in the Crown Jewels sparkles the most. It’s a nigh-on impossible, yet dazzling experience. Grand Cayman’s seven-mile paradise is a good place to start, with water as clear as glass, and the luxurious capital of George Town a stone’s throw away. Other Caribbean beach havens include Jamaica’s Montego Bay and virtually anywhere on Saint Martin island.

Secret Treasures

But the Caribbean isn’t all beaches and blue topaz seas. If you can drag yourself away from the sand on Puerto Rico, you’ll discover the tropical rainforest of El Yunque National Forest. Explorers who venture inland on most islands will be rewarded with secluded waterfalls, like Dunn’s River Falls in Ocho Rios, Jamaica.

Sub-Marine Spectacular

Snorkelling in the azure seas of the Caribbean is incredible, not least because of the vivid colours on display. Shoals of shimmering fish dart between coral reefs beneath the waves and when you come up for air, forests and palm trees cover the coasts. It’s like someone has turned up the colour saturation on your television. Head to Antigua’s Stingray City, a marine life petting zoo, for a hands-on experience you’ll never forget.

Top Destination reviews

Fire fly cottage with ocean view
Beautiful peaceful stay

We were looking for a remote cabin in peace and this was the perfect place. Quiet, relaxing and in the countryside. The hosts Geneva and Sean were lovely and helpful and easy to communicate with. We will definitely be back when need a quiet getaway in nature … see more
Clean 1bedroom with a turquoise view
Unit 58..Marlon

It was a wonderful stay..clean and Marlon was so attentive when needed ! comfortable with beautiful views...I would rent again for sure ! No complaints at all... just what I needed ! … see more
Millennium Park Trincity Vacation Home
Safe, peaceful and quiet!

I booked this house for my parents to stay in April 2023. They had nothing but positive things to say about it. It's a nice quiet community that they felt very safe in. They are looking forward to coming back next year. Thank you Nicholas and Natalie! … see more
TRAVELERS' CHOICE AWARD Villa Sol 2 minute walk to the Caribbean Sea
Amazing house and fabulous owners

Where do I start, Jean and Harry greeted us at our arrival which we got there a bit earlier than expected but they allowed us to check in and gave us the tour of the home which was immaculate, beautiful and so spacious. They provided everything we needed and more. If I could give them stars ✨ I would. They are the most thoughtful, caring and genuine couple who cares for their guests. We can’t wait to return and spend more time at their lovely home see more
Beachfront Oversize Studio with Stunning View
Honeymooner’s Paradise

If you are looking for a romantic getaway, this is the place. We had an amazing stay at this location. The hosts were informative about the area, easy to reach and very friendly. The apartment was open and airy and very inviting. It is equipped with everything you need for the beach, and anything you might need to cook. The location is excellent, only several minutes from the airport and a few feet from the beach. The view is unmatched and the floor to ceiling windows offer an incredible view at all times. We can’t say enough about this place and definitely hope to stay again in the future. It is an excellent stay for couples.see more
Brand New Luxury 4 Bed, Ensuite Villa - Kokomo
Girl’s holiday

I have had several holidays in this beautiful villa, it as everything you could possibly imagine, you can be on the beach or at a beach bar in a 5 minute walk, you can watch the sunset on the beach every night if you wanted to,.The supermarket is also 5 minutes away ,so if you would like to sit outside the villa and enjoy a glass of wine and some lunch it is perfectly okay,see more

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