Caribbean Villas, Estates and apartments

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Caribbean

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28,324 Holiday homes

Travellers going to Caribbean are booking February dates now. Secure your holiday home today and have the perfect trip.

21

Holiday villa in Caribbean

Saint Mary's / Bolans

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
Calabash is a luxury villa on a grand scale spread over two floors and offering really spacious accommodation for parties of up to 8 guests. There are fabulous views of the surrounding hills to the sides of the villa and a spectacular panoramic vista across the Caribbea  …see more

from £273 / night

£1906 - £2951 / week

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from £273 / night

13

Holiday studio in Saint Ann Parish

Saint Ann Parish / Ocho Rios

Studio 2 3 nights min

  • Studio
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children
Fully equipped ,centrally located Studio Apartment in Ocho Rios Jamaica ,white sand beach ,outdoor pool ,Safe and secure with 24 hr security ,cozy accommodation ,walking distance to restaurants ,entertainment ,shopping ,attractions  …see more

from £82 / night

£574 / week

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from £82 / night

10

B&b rental in St. Maarten-St. Martin

Sint Maarten / Oyster Pond

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Nearest beach 0.5 km
  • Ask owner if suitable for children
  • Air conditioning
You will love the charm of my house + garden in Oyster Pond, on the quieter aside of the island where everything is more authentic and less touristy. 5 minutes from Captain Oliver Marina and the ferry to St Barth. American Breakfast for 2 included. Nice large room with  …see more

from £62 / night

£431 / week

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from £62 / night

Featured properties

4

Arrondissement of La Trinite / Le Robert

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Private garden

 …see more

from £106 / night

£527 / week

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from £106 / night

19

Holiday apartment with shared pool in St. Maarten-St. Martin

Saint-Martin / Anse Marcel

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Cosy 1 bedroom apartment located on 3rd floor in Port Caraibes Résidence - Anse Marcel. This area include 3 swimming pool, a Marina with shops and restaurants and a really nice and quiet beach. Totally air conditioned, the Condo include a sofa bed so you can sle  …see more

from £70 / night

£483 - £658 / week

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from £70 / night

20

Caribbean holiday villa accommodation

St. Barts / Anse des Flamands

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa HBV is the perfect place for lovers of all ages. Nestled into the Flamands, St Barts, hillside, but with a level e..  …see more

from £515 / night

£3600 / week

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from £515 / night

21

Saint George Parish / Roseau

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Suitable for children age 5+

 …see more

from £52 / night

£363 / week

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from £52 / night

20

Caribbean holiday apartment rental

Gros Islet Quarter / Gros Islet

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Ideally located in the North of the island and centrally placed in the Tourism Mecca of Gros Islet is Blue Skies Apartment. Stay at Blue Skies and be minutes away from Rodney Bay Marina, shops, night clubs, banks, supermarkets, exquisite beaches, and award winning rest  …see more

from £82 / night

£569 / week

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from £82 / night

(1) Excellent 

35

Caribbean holiday studio rental

Saint Ann Parish / Ocho Rios

Studio 4 1 night min

  • Studio
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“Absolutely Fabulous...” We stayed at this fabulous Apartment in Mammee Bay, Estate, St Ann's, and what a glorious time was had. It was truly an amazing experience in such beautiful surroundings, wow one and a half acres of land... can you believe tha  …see more

from £60 / night

£300 / week

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from £60 / night

24

Caribbean holiday home rental

Tortola / Hogs Valley Point

3 3 Min stay varies

  • 3 bedrooms
  • Sleeps 3
  • Min stay varies
Villa Sea Bird (AHA, formerly WOW), in the private estate of Mont Jean, offers dramatic eastern and western views from a secluded and exclusive location. Decorated in soft earth tones and dark tropical wood, this three-bedroom home provides its guests with an invitin...  …see more

Pricing unknown

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Pricing unknown

7

Sint Maarten / Cole Bay

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £251 / night

£1755 / week

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from £251 / night

(2) Excellent 

20

Guadeloupe / Saint Anne

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 2 km
  • Swimming pool
  • Child friendly

 …see more

from £35 / night

£218 - £305 / week

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from £35 / night

20

Aruba / Paradera

3 6 6 nights min

  • 3 bedrooms
  • Sleeps 6
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £97 / night

£676 / week

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from £97 / night

5

Grande-Terre Island / Sainte-Anne

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Child friendly

 …see more

from £88 / night

£527 / week

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from £88 / night

(5) Excellent 

19

Caribbean holiday home rental

Providenciales / Grace Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
The Luxury private residence on the exclusive Provo Golf Club, Providenciales, Turks and Caicos Islands<br />Large, very private and on the ultra exclusive Provo Golf Course  …see more

from £644 / night

£5738 - £9837 / week

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from £644 / night

(19) Very Good 

28

Grande-Terre Island / Le Gosier

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Ask about pets

 …see more

from £66 / night

£426 - £549 / week

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from £66 / night

15

Arrondissement of Le Marin / Le Diamant

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Air conditioning

 …see more

from £76 / night

£527 - £650 / week

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from £76 / night

12

Basse-Terre Island / Deshaies

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £79 / night

£547 / week

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from £79 / night

(1) Excellent 

42

Basse-Terre Island / Deshaies

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £193 / night

£983 - £1334 / week

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from £193 / night

7

Arrondissement of Le Marin / Le Diamant

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £101 / night

£702 / week

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from £101 / night

6

Arrondissement of Le Marin / Sainte-Anne

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £44 / night

£308 / week

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from £44 / night

22

Holiday home with swimming pool in Caribbean

Saint Ann Parish / Ocho Rios

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
With the beauty of nature as its backdrop, Drax Hall Villas offer its guests a tranquil island escape that provides all the comfort of home with the flair and amenities of a luxury hotel. A stay at this luxurious 2 bed, 2 baths villa provide guests with access to beach  …see more

from £105 / night

£735 / week

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from £105 / night

7

Holiday villa with swimming pool in Caribbean

St. Barts / Grand Cul-de-Sac

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Vivian VEN is a very attractive villa overlooking Grand Cul de Sac and the ocean. A large marblefloored veranda ov..  …see more

from £352 / night

£2460 / week

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from £352 / night

13

Saint-Martin / Terres Basses

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+

 …see more

from £251 / night

£1755 - £2193 / week

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from £251 / night

38

Caribbean holiday villa rental

Samana Province / Las Terrenas

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
Surrounded by lush, tropical gardens, this sunny villa provides the perfect seaside retreat in the Dominican Republic for up to 6 sun-loving holidaymakers. The spacious lounge is perfect for unwinding after a day in the sun. Sink into the comfortable sofas and take adv  …see more

from £111 / night

£774 - £1781 / week

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from £111 / night

10

Arrondissement of Le Marin / Sainte-Anne

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

 …see more

from £51 / night

£351 / week

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from £51 / night

11

Basse-Terre Island / Deshaies

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Ask about pets

 …see more

from £49 / night

£338 / week

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from £49 / night

6

Grande-Terre Island / Saint Francois

Studio 2 7 nights min

  • Studio
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

 …see more

from £63 / night

£439 / week

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from £63 / night

20

St. Barthelemy holiday villa rental

St. Barts / Lurin

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Pet friendly
Blue Swan is one of our most requested villas.This private villa is located on the heights of Lurin, at only few minutes..  …see more

Pricing unknown

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Pricing unknown

15

Puerto Plata Province / Cabarete

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £26 / night

£167 - £343 / week

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from £26 / night

11

Holiday villa in Caribbean

St. Barts / Anse des Cayes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
One of favourite two bedroom villas One of our villas the most requested Key Lime is a villa situated on the beach of An..  …see more

Pricing unknown

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Pricing unknown

11

Holiday apartment rental

Speightstown / Heywoods

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Private garden
This first floor self-catering apartment is less than a 5 minute walk to Almond Beach and local amenities.Barbados' capital, Bridgetown is a 30 minute drive away. Speightstown is an approximate 5 minute walk from the apartments and Holetown is 10-15 minutes  …see more

from £50 / night

£350 / week

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from £50 / night

4

Saint-Martin / Anse Marcel

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Air conditioning

 …see more

Pricing unknown

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Pricing unknown

(1) Excellent 

15

Holiday villa rental

Anse des Flamands / Flamands Beach

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
Villa Triagoz is a private villa offered for vacation rental at the delightful St Barts. When you arrive, prepare to be blown away by the beauty of the place. With a private heated pool, three Rooms (two Master bedrooms,+one baby room), Villa Triagoz is a single floor v  …see more

from £492 / night

£3443 - £9017 / week

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from £492 / night

(1) Excellent 

12

Holiday apartment in Martinique

Arrondissement of Le Marin / Trois-Ilets

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Belle vue mer, Piscine  …see more

from £82 / night

£571 / week

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from £82 / night

20

Villa rental in Caribbean with swimming pool

Windward / Camaruche

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Belle Etoile AMS Close to Lorients shops and beach in Camaruche, this charming villa sits in a very convenient loc..  …see more

from £257 / night

£1794 - £2394 / week

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from £257 / night

12

Holiday villa in St. Barthelemy

St. Barts / Anse des Flamands

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Roc Flamands 5 is located on the heights of Flamands in the private community of Roc Flamands. The villa is built on tw..  …see more

Pricing unknown

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Pricing unknown

18

Holiday home in Caribbean

Santo Domingo Province / Santo Domingo

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Air conditioning
Colonial House 3 Bedr is located at the entrance of Santo Domingo's historic center. Beautiful, comfortable, and available for your staying during a cultural and unforgettable experience in the first Colonial City of América! Centrally 3 bedroom house, 5-1  …see more

from £75 / night

£417 - £461 / week

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from £75 / night

5

Barbados holiday apartment rental

Saint Peter Parish / Mullins

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 0.4 km
  • Child friendly
  • Car not necessary
We are located 1/2 mile south of Speightstown and 5 miles north of Holetown. Both of these areas have supermarkets for shopping and have vans that will bring you back to Lynly Manor once you have finished shopping.<br />There is also a convenience store attached t  …see more

from £70 / night

£484 / week

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from £70 / night

12

Caribbean holiday apartment rental

Speightstown / Port St Charles

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Pool, Bar, Yacht Club Restaurant, Gym, Beauty Salon, Concierge,Tennis Courts,  …see more

from £246 / night

£1722 / week

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from £246 / night