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19,584 Holiday homes

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

(1) Very Good 

14

Holiday townhouse in Barbados

Enterprise / Cottonbay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
Townhouse in great location located on the south coast of Barbados  …see more

from £130 / night

£910 / week

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from £130 / night

(1) Excellent 

16

Trinidad and Tobago holiday apartment rental

Trinidad / Caroni

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Spacious 2 bed apt, located in the breezy, serene plains of east/central Trinidad. Only 15 tothe airport, to 4 major shopping malls, educational district of universities and colleges, famous Caroni bird sanctuary and other attractions. 700sq ft. ADDITIONAL SERVICES (Su  …see more

from £79 / night

£552 / week

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from £79 / night

(36) Excellent 

89

Holiday penthouse rental

Bequia / Richmond

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 0.75 km
  • Swimming pool
  • Ask owner if suitable for children
“An ideal holiday” Tropical Hideaway was utterly delightful in every respect. The brand-new property is beautiful, offering several accommodations, each differently imaginative and carefully equipped with quality furnishings, nestled in a lovely growin  …see more

from £286 / night

£1819 - £2599 / week

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from £286 / night

(10) Excellent 

13

Barbados holiday apartment rental

Rockley / Rockley Golf and Country Club

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“A very comfortable apartment surrounded with luscious tropical vegetation.” The apartment is very comfortable and well stocked. The patio has a view of the pool surrounded with luscious tropical vegetation which is a wonderful place to relax and liste  …see more

from £79 / night

£552 - £717 / week

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from £79 / night

9

Grande-Terre Island / Saint Francois

1 4 2 nights min

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

 …see more

from £55 / night

£320 / week

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from £55 / night

(11) Excellent 

145

Holiday home rental

Bequia / Richmond

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.75 km
  • Swimming pool
Spectacular panoramic ocean views, beautiful evening sunsets and an incredible Infinity edge pool. Experience what many say are the finest views on Bequia, from the finest accommodation on Bequia. Ideal for couples and small groups requiring luxury at an affordable pric  …see more

from £156 / night

£993 - £1418 / week

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from £156 / night

13

Holiday home with shared pool in Caribbean

Isla de Vieques / Isabel Segunda

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
Casa Ladera is a beautiful, spacious vacation rental home in Vieques, featuring a huge pool and just steps to the beach. The Casita has two sunny bedrooms, private bathroom, outdoor shower, full modern kitchen, and large roof deck with ocean views.  …see more

from £158 / night

£945 - £1497 / week

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from £158 / night

(3) Excellent 

20

Holiday penthouse with shared pool in Caribbean

Willemstad / Mambo Beach

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“THE Place to stay in Curacao!!!” We just got back from a week in Curacao with our three daughters. I had a hard time deciding where to stay and kept going back and forth between wanting to stay in the Jan Thiel area and the Ocean Resort ( Sea Aquarium  …see more

from £304 / night

£2128 - £3263 / week

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from £304 / night

(9) Excellent 

16

Caribbean holiday apartment accommodation

Speightstown / Heywoods

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
Lovely apartment with beachfront balcony.Direct access to beautiful sandy beach. Caribbean decor & furnishings. Air-conditioned bedrooms and lounge . SmartTV, DVD, & Wireless Internet. Fully equipped kitchen. Secure parking. Easy walk into Speightstown for sh  …see more

from £93 / night

£650 - £900 / week

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from £93 / night

9

Martinique / Sainte Anne

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

 …see more

from £40 / night

£278 - £362 / week

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from £40 / night

(2) Excellent 

22

Holiday condo in St. Maarten-St. Martin

Marigot / Nettle Bay Beach Club

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Air conditioning
Located on the shore of the caribbean sea. Sunset views, Views on ANguilla and the bay of Marigot. Renovated, new furnitures, nice linnens, towels, beach towels. New bathroom with italian shower, good sized bedroom, big kitchen and dining area, living room with sea view  …see more

from £118 / night

£824 - £1345 / week

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from £118 / night

13

Grande-Terre Island / Le Moule

Studio 2 3 nights min

  • Studio
  • Sleeps 2
  • 3 nights min
  • Air conditioning
  • Private garden

 …see more

from £34 / night

£238 / week

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from £34 / night

(1) Very Good 

22

Holiday home with swimming pool in Caribbean

Saint James Parish / Fitts

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
The house is ideal for a luxury family holiday or a serious romantic break- would make the perfect honeymoon location.  …see more

from £2000 / night

£5000 - £10000 / week

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from £2000 / night

(6) Very Good 

10

Arrondissement of Le Marin / Les Anses d'Arlet

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 250 km
  • Child friendly

 …see more

from £59 / night

£407 - £577 / week

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from £59 / night

17

St. Lucia holiday apartment rental

Gros Islet / Rodney bay, Gros Islet

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 2 km
  • Swimming pool
  • Child friendly
Our three bedroom apartment, is luxuriously furnished and tiled throughout. There is a large open plan living area with comfortable sofas, 40' flat screen TV, DVD and High Speed Wireless Internet. Separate dining area with ceiling fans. A spacious fully equipped kit  …see more

from £138 / night

£965 / week

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from £138 / night

(4) Very Good 

24

Holiday villa in Caribbean

Saint James Parish / Fitts

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“Excellent Location, Excellent Hosts, Very easy to deal with and contact” I stayed at this location for about 2 weeks, We are a family with 3 children. We started off with a bit of a snag, when we arrived the place was not cleaned yet and Sooey was no  …see more

from £75 / night

£525 / week

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from £75 / night

(4) Excellent 

21

Holiday villa with swimming pool in Caribbean

Saint David Parish / Saint David's

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“Great Spot - No AC as Advertised” This is a great spot with great amenities. Only disappointed about the fact of room advertised on TripAdvisor as air-condition but this is not the case.....  …see more

from £236 / night

£1432 - £2533 / week

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from £236 / night

15

Holiday villa with shared pool, golf nearby in Caribbean

Saint Mary Parish / Jolly Harbour

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
Cool Breeze is offered for rent on a weekly or monthly basis. Discounts apply for monthly stays of 1 month 10%. 2 months 15% and 3 months 20%. Check in is 4PM with a same day turnaround of guests and 3PM with no same day turn around. Check out is strictly 10AM unless  …see more

from £83 / night

£579 / week

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from £83 / night

(7) Very Good 

19

Apartment rental in Barbados with swimming pool

Saint Philip Parish / Bottom Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
STUNNING WHITE SAND BEACHES ARE JUST A STONE THROW AWAY. SCENIC WALKS ARE ABUNDANT AND IN THE LATE AFTERNOON A TROOP OF GREEN MONKEYS ARE OFTEN SEEN PLAYING ON THE CLIFFS .RELAX IN THE POOL WHICH HAS SEATING TO KEEP YOU COOL WHILE ENJOYING A BOOK AND A COOL DRINK.ALSO  …see more

from £50 / night

£350 / week

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from £50 / night

(8) Excellent 

24

Holiday apartment rental

Saint James Parish / Sunset Crest

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children
“Peace, beauty, comfort and complete relaxation” This was my first visit to Barbados as a solo traveller and I spent a lot of time researching and choosing where to stay. In the end I made the perfect choice with this apartment. This established comp  …see more

from £70 / night

£490 / week

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from £70 / night

(5) Very Good 

11

Arrondissement of Le Marin / Le Diamant

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £127 / night

£883 - £1236 / week

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from £127 / night

(9) Very Good 

22

Arrondissement of Le Marin / Les Anses d'Arlet

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £118 / night

£824 - £1110 / week

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from £118 / night

11

Holiday villa with shared pool in Anguilla

Anguilla / Island Harbour

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
PERFECT FOR ONE OR TWO COUPLES OR A SMALL Location: Anguilla 1 - 2 Bedrooms, 2 Baths , Washer, TV, Preferred Lifestyle, Microwave, Maid/ Service, Dryer, Coffee Maker, Children Welcome, Ceiling Fans, Cable, Air Conditioned Bedrooms only. Can leave open to cool t Maid  …see more

from £197 / night

£1373 - £5867 / week

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from £197 / night

(1) Excellent 

21

Holiday villa rental

Gros Islet / Rodney bay, Gros Islet

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool
With its expansive indoor and outdoor living areas The Reserve is aimed to provide an idyllic and exclusive place of retreat where one can relax and bask in the Caribbean sunshine, whilst in close proximity to all amenities!  …see more

from £185 / night

£1289 / week

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from £185 / night

(3) Excellent 

12

Basse-Terre Island / Deshaies

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

 …see more

from £51 / night

£353 - £530 / week

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from £51 / night

35

Saint-Martin / Baie Nettle

1 4 3 nights min

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

 …see more

from £68 / night

£379 - £505 / week

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from £68 / night

(7) Excellent 

24

Caribbean holiday villa rental

Saint James Parish / Holetown

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
BRUADAIR is located in the parish of St James which is on the exclusive platinum west coast of Barbados! . It has taken a lot of vision and resource to complete this wonderful villa, built within beautiful tropical surroundings on old plantation land (Lascelles)  …see more

from £550 / night

£3850 / week

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from £550 / night

(1) Excellent 

20

Caribbean holiday villa rental

Grande-Terre Island / Saint Francois

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautiful apartment in a villa on the heights of the residence facing the sea, beach and lagoon, in a quiet and peaceful environment. the private beach is 50m from the flat, there is also a large private pool (1000m2 ), all in a 7-hectare park with tropical tree. The Ma  …see more

from £64 / night

£463 - £732 / week

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from £64 / night

(3) Very Good 

16

Holiday condo with golf nearby in Caribbean

Christ Church Parish / Worthing

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Swimming pool
Leith Court #12 is situated on tranquil Worthing Beach. A lovely well appointed, furnished 2 bedroom, 2 bath beachfront condo. It boasts an outdoor dinning area overlooking a private garden, a unique guitar shaped pool and one of the most beautiful white sandy beaches o  …see more

from £158 / night

£1103 / week

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from £158 / night

20

Arrondissement of Le Marin / Trois-Ilets

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £68 / night

£471 - £648 / week

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from £68 / night

11

Sint Maarten / Oyster Pond

3 8 7 nights min

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

 …see more

from £301 / night

£2101 / week

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from £301 / night

(2) Very Good 

23

Samana Province / Las Terrenas

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.15 km
  • Child friendly

 …see more

from £30 / night

£177 - £311 / week

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from £30 / night

(1) Excellent 

34

St. Lucia holiday apartment rental

Gros Islet Quarter / Cas En Bas

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
***NEWLY DECORATED THROUGHOUT WITH NEWLY INSTALLED AIR CON SYSTEM FOR 2016 SEASON*** Our property is a large, beautifully presented 2 double bedroom caribbean style apartment which is situated around a 33m NEWLY RENOVATED POOL set in tropical gardens. It is on the firs  …see more

from £90 / night

£630 / week

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from £90 / night

(12) Very Good 

16

Holiday apartment with swimming pool in Trinidad and Tobago

Tobago / Castara

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
Situated next to Heavenly Bay (the smaller of Castara's two beaches), our apartments offer you an escape to paradise. Angel Retreat has eight apartments - each apartment has a two queen size beds with mosquito net, fitted air-conditioning, a large bathroom (with shower)  …see more

from £79 / night

£552 - £827 / week

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from £79 / night

(10) Excellent 

24

Holiday home with swimming pool in Grenada

Saint Andrew Parish / Crochu

Studio 6 Min stay varies

  • Studio
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Plantation house comfort on Grenada's undiscovered east coast” This grand house can be rented by a party of friends - as we did - sharing a 4x4 and exploring Grenada's fabulous and friendly countryside and bays, sometimes cooking for ourselves and som  …see more

from £276 / night

£1654 - £3390 / week

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from £276 / night

14

Caribbean holiday apartment rental

Saint James Parish / Prospect

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
There are two 3-bedroom apartments on the property both offering something unique to our guests. One of our units is tailored to provide wheel-chair access without being imposing while the other 3-bedroom villa offers a large upstairs deck with a private barbeque gri  …see more

from £142 / night

£993 - £1130 / week

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from £142 / night

(19) Excellent 

16

Holiday villa in Barbados

Saint James Parish / Holetown

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
In a fabulous water's edge position on the beautiful west coast of Barbados - un surpassed sea views, sundeck on water's edge, secluded garden and close to restaurants.Bookings require a 20% deposit with the balance payable 8 weeks before the holiday  …see more

from £300 / night

£2100 / week

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from £300 / night

8

Saint-Martin / Marigot

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from £76 / night

£471 - £715 / week

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from £76 / night

(2) Average 

7

Saint-Martin / Orient Bay

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £59 / night

£412 - £471 / week

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from £59 / night

(7) Very Good 

26

Saint-Martin / Anse Marcel

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £51 / night

£353 - £1353 / week

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from £51 / night