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

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17,620 Holiday homes

Saint Mary Parish holiday home rental

Tower Isle house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £78 / night

£511 - £831 / week

1 / 16

Holiday apartment in Dominican Republic

Higuey apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £22 / night

£151 / week

1 / 44

Home accommodation in Caribbean

Bavaro house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from £51 / night

£281 / week

1 / 53

Holiday apartment in Caribbean

Santo Domingo Este apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £20 / night

£139 / week

1 / 6

Holiday apartment in Dominican Republic

Santiago de los Caballeros apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £104 / night

£723 / week

1 / 27

Holiday apartment rental

Santiago de los Caballeros apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £104 / night

£615 / week

1 / 14

Apartment rental in Caribbean

Sainte Rose apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £234 / night

£1,637 / week

1 / 12

Guadeloupe holiday penthouse rental

Saint Francois penthouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £177 / night

£1,061 / week

1 / 5

Holiday guest house in Caribbean

Maracas Bay guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £51 / night

£352 / week

1 / 11

Holiday apartment rental

Santo Domingo apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

from £92 / night

£594 / week

1 / 15

Dominica holiday home rental

Pont Casse house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £137 / night

£913 / week

1 / 16

Apartment rental in Dominican Republic

Palmilla apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £31 / night

£211 / week

1 / 4

Holiday home in Caribbean

Mandeville house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £73 / night

£511 / week

1 / 32

Penthouse rental in Guadeloupe with shared pool

Saint Francois penthouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £177 / night

£1,061 / week

1 / 6

Holiday penthouse with shared pool in Caribbean

Saint Francois penthouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £177 / night

£1,061 / week

1 / 6

Holiday villa rental

Saint Francois villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £246 / night

£1,670 / week

1 / 9

Holiday apartment with shared pool, golf nearby in Caribbean

Saint Francois apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £84 / night

£585 / week

1 / 15

Apartment rental in Caribbean

Saint Francois apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £71 / night

£495 / week

1 / 15

Holiday studio with shared pool, golf nearby in Caribbean

Saint Francois studio

  • Studio
  • 1 bathroom
  • sleeps 4

from £64 / night

£447 / week

1 / 11

Holiday home rental

Church Ground house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £110 / night

£767 / week

1 / 10

Holiday villa in Caribbean

Puerto Plata villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £146 / night

£959 / week

1 / 22

Holiday home in Dominican Republic

Boca Chica house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £63 / night

£441 / week

1 / 21

Holiday apartment in Dominican Republic

Bayahibe apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £51 / night

£352 / week

1 / 20

Holiday apartment in Kingston Parish

Kingston apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £83 / night

£575 / week

1 / 7

Holiday home in Caribbean

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £146 / night

£1,022 / week

1 / 39

Holiday apartment in Caribbean

Bayahibe apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £51 / night

£352 / week

1 / 14

Holiday villa with swimming pool in Caribbean

Saint Francois villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £295 / night

£1,965 / week

1 / 22

Caribbean holiday home rental

Baie Nettle house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £95 / night

£495 - £901 / week

1 / 21

Caribbean holiday villa rental

Le Diamant villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £158 / night

£1,100 - £2,475 / week

1 / 23

Holiday apartment in Caribbean

Bavaro apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £28 / night

£183 - £438 / week

1 / 12

Holiday villa in Caribbean

Les Anses d'Arlet villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £59 / night

£413 / week

1 / 5

Holiday home in Caribbean

Les Anses d'Arlet house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £212 / night

£1,479 / week

1 / 7

Martinique holiday studio rental

Sainte-Anne studio

  • Studio
  • 1 bathroom
  • sleeps 3

from £59 / night

£413 / week

1 / 11

Home rental in Caribbean

Puerto Plata house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £53 / night

£372 / week

1 / 26

Caribbean holiday b&b accommodation

Naguabo b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £156 / night

£1,086 / week

1 / 4

Apartment rental in Caribbean

Sosua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £58 / night

£406 / week

1 / 12

Holiday b&b in Puerto Rico

Naguabo b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £124 / night

£863 / week

1 / 4

Caribbean holiday b&b rental

Naguabo b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £124 / night

£863 / week

1 / 4

Holiday b&b rental

Naguabo b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £165 / night

£1,150 / week

1 / 4

Caribbean holiday b&b rental

Naguabo b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £156 / night

£1,086 / week

1 / 4

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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
Sea Break 4BR Villa - Beachfront
Paradise!

We stayed here 3/25-4/1/23. Once you decide you are going to vacation on TCI and once you decide that you are going to stay on Long Bay vs. Grace Bay, because you want room to spread out and a little privacy, then Brise de Mer is the spot for you. Amazing house with all the amenities right on the beach, with its own pool. Breathtaking views. Watch the kite-boarders cruise on by. Perfect for families or couples.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
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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