Air conditioned apartments and villas to rent in Caribbean

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Caribbean

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19,658 Holiday homes

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

21

Holiday apartment with shared pool, golf nearby in Caribbean

Christ Church Parish / Rockley

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.5 km
  • Swimming pool
  • Child friendly
Our 2 bed (1 King and 2 Twins), 2 bath apt has been newly renovated and completely furnished with white leather sofa bed ( Queen sixe which can sleep an extra 2 persons), , 2 smart TVs, a modern kitchen with granite counter tops and a breakfast bar for extra seating.  …see more

from £150 / night

£950 / week

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from £150 / night

(2) Very Good 

18

Arrondissement of Le Marin / Riviere-Salee

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £39 / night

£267 / week

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from £39 / night

16

Caribbean holiday villa rental

Trelawny Parish / Duncans

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Location: The Yellow Canary Villa is a few steps to white sandy beach and is located half way between Montego Bay and Ochio Rios, off the north coast. The villa comes with our gourmet cook/housekeeper Miss Iris, assistant Sandra, Curtis gardener and Johnny our experien  …see more

from £127 / night

£889 - £1112 / week

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from £127 / night

Featured properties

(4) Excellent 

21

Caribbean holiday villa rental

Vieux Fort Quarter / Vieux Fort

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“Spectacular vista & fabulous accommodations” First and foremost the service provided by the owner and the property manager was outstanding. The manager met us at the airport, got us right into our rental car, and escorted us to the very private villa,  …see more

from £278 / night

£1945 - £4445 / week

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from £278 / night

(2) Very Good 

16

Jolly Harbour / Jolly Harbour Villas

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

 …see more

from £79 / night

£550 / week

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from £79 / night

(1) Excellent 

31

Samana Province / Las Terrenas

1 3 Min stay varies

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

 …see more

from £26 / night

£170 - £314 / week

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from £26 / night

20

Basse-Terre Island / Pointe-Noire

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £68 / night

£445 - £505 / week

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from £68 / night

(6) Very Good 

22

Grande-Terre Island / Saint Francois

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

 …see more

from £47 / night

£297 / week

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from £47 / night

(10) Excellent 

24

Grande-Terre Island / Sainte-Anne

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £170 / night

£721 - £1272 / week

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from £170 / night

(6) Average 

52

Basse-Terre Island / Trois Rivieres

Studio 3 Min stay varies

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

 …see more

from £34 / night

£195 - £325 / week

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from £34 / 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 £80 / night

£556 - £723 / week

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from £80 / night

(5) Excellent 

13

Caribbean holiday villa rental

Bottom Bay / Apple Hall

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning
If the private villa vacation lifestyle suites you , you will want to choose Trillium, TV, BBQ, WiFi, AC are some of the simple comforts you can expect. Comfortable Villa steps to Bottom Bay Beach, Private Pool and Garden  …see more

from £150 / night

£700 - £840 / week

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from £150 / night

19

Grande-Terre Island / Les Abymes

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 6 km
  • Child friendly
  • Air conditioning

 …see more

from £56 / night

£382 - £467 / week

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from £56 / night

(1) Excellent 

24

Holiday home with swimming pool in Antigua and Barbuda

Antigua / Orange Valley

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Fabulous and large luxury villa for up to 8 guests with large private pool and superb Caribbean views. Just minutes from an amazing beach, great for swimming and snorkelling, with two bars/restaurants. Convenient for many facilities.  …see more

from £80 / night

£1550 - £2400 / week

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from £80 / night

(20) Very Good 

28

Holiday villa with swimming pool, golf nearby in Caribbean

Tobago / Prospect, Tobago

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“A fabulous relaxing holiday in a spectacular part of the world.” Villa in fabulous elevated private location, with fantastic views out over the Atlantic Coast line during the day time, and constantly changing night time views of the low lands. The vi  …see more

from £195 / night

£1400 / week

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from £195 / night

19

Saint-Martin / Baie Nettle

Studio 2 7 nights min

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

 …see more

from £84 / night

£585 - £839 / week

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from £84 / 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 £159 / night

£1112 / week

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from £159 / night

(7) Excellent 

19

Caribbean holiday apartment rental

Saint Peter Parish / Gibbes

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool
New self-catering Caribbean apartment with stunning sea views, only minutes away from the spectacular beaches at Gibbs and Mullins Bay in the parish of St. Peter. A large communal pool and balcony for al fresco dining. Ideal for families seeking relaxation.Fully furnish  …see more

from £115 / night

£800 - £960 / week

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from £115 / night

20

Caribbean holiday condo accommodation

Saint James Parish / Glitter Bay, St James Parish

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
Our two bedroom two bathroom ground floor apartment is located on one of the best beaches on the west coast of Barbados. Fully air conditioned and fully furnished it is a perfect place for family holidays or for friends sharing. The kitchen is fully equipped with frid  …see more

from £300 / night

£2100 / week

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from £300 / night

(2) Very Good 

25

Caribbean holiday apartment rental

Christ Church Parish / Dover

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.6 km
  • Child friendly
“Cricketing Break” Made a fairly late decision to take attend the England Test Match in Barbados. We have visited Barbados a number of times previously and prefer the South Coast of the Island, around the Dover Beach area. Balcony Rock is situated at t  …see more

from £75 / night

£500 - £640 / week

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from £75 / night

(7) Very Good 

12

Arrondissement of Le Marin / Les Anses d'Arlet

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Child friendly

 …see more

from £105 / night

£729 - £1119 / week

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from £105 / night

(1) Excellent 

13

Holiday apartment in Barbados

Christ Church Parish / Hopefield

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
“The most stress free acommodation ever.” If you're looking for a place to get away to relax or a place to rest your head on that business trip that is safe and provides the necessities to be comfortable I would greatly recommend the Hopeville Guest ho  …see more

from £44 / night

£306 / week

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from £44 / night

(2) Excellent 

16

Arrondissement of Le Marin / Riviere-Salee

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £34 / night

£238 / week

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from £34 / night

29

Holiday villa in St. Lucia

Castries Quarter / Castries

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
SEA CLIFF - is all about the panoramic Caribbean Sea Views!! Newly renovated beautiful private quiet villa with stunning panoramic Caribbean Sea views - Sleeps 6 + 2 (single bed +pack and play) - 10 minutes walk to Vigie Beach - Caribbean plantation style décor.. Mi  …see more

from £278 / night

£1945 / week

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from £278 / night

37

Curacao / Jan Thiel

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

 …see more

from £65 / night

£451 / week

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from £65 / night

(1) Excellent 

17

Grande-Terre Island / Le Gosier

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 2 km
  • Swimming pool
  • Ask owner if suitable for children

 …see more

from £118 / night

£825 / week

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from £118 / night

22

Arrondissement of Le Marin / Sainte-Luce

3 6 6 nights min

  • 3 bedrooms
  • Sleeps 6
  • 6 nights min
  • Nearest beach 5 km
  • Swimming pool
  • Child friendly

 …see more

from £136 / night

£950 / week

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from £136 / night

11

Holiday apartment in Caribbean

Saint-Martin / Anse Marcel

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
Set in the heart of tropical gardens by Anse Marcel, facing one of the island’s most beautiful hotels and the marina of Longvilliers Port, this apartment will charm you with its exquisite interiors and modern amenities. Just 100 metres from the calm, turquoise water  …see more

from £68 / night

£472 - £869 / week

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from £68 / night

(13) Excellent 

24

Holiday studio with shared pool in Caribbean

Saint Andrew Parish / Crochu

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Perfect secluded little hideaway” This was our first vacation rental by owner experience, and it was flawless. Booking the Villa and studio was so easy...owners were so helpful and always easy to reach. The rooms were beautiful and we actually slept  …see more

from £80 / night

£556 - £1056 / week

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from £80 / night

(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 

26

Arrondissement of Le Marin / Trois-Ilets

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Swimming pool

 …see more

from £95 / night

£670 - £1009 / week

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from £95 / night

(3) Very Good 

12

Grande-Terre Island / Saint Francois

1 3 7 nights min

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

 …see more

from £30 / night

£195 - £221 / week

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from £30 / night

(1) Excellent 

10

Kralendijk / Belnem

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £155 / night

£1072 - £1550 / week

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from £155 / night

(6) Excellent 

19

Apartment rental in Caribbean with golf nearby

Saint James Parish / Paynes Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Relaxation in luxury” If you're looking to get away from your hectic daily life then Life's a Beach - Coral Cove 8 is the perfect place to unwind and relax in luxury surroundings. The beach front location is spectacular and also practical, as it's on  …see more

from £290 / night

£2461 - £4405 / week

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from £290 / 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 £186 / night

£1300 / week

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from £186 / night

(3) Excellent 

21

Villa rental in Barbados with golf nearby

Saint James Parish / Holetown

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Located on the west coast of Barbados in Holetown  …see more

from £190 / night

£1330 - £1575 / week

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from £190 / night

(15) Very Good 

22

Holiday apartment in Caribbean

Saint James Parish / Derricks

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Spacious apartment but room for improvement” It's a very nice apartment, spacious and light, but not as slick a finish as the photos, as the level of workmanship is poor in some areas. During our stay we also had issues with the cleanliness of the ap  …see more

from £68 / night

£400 - £910 / week

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from £68 / night

(2) Very Good 

29

Holiday apartment with shared pool in Caribbean

Saint Ann Parish / Ocho Rios

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
The Resort is situated on 19 acres of lush landscaped gardens with 90 story residences surrounding a freshwater swimming pool, swim-up bar, whirlpool and bar. There are also two tennis courts and a Spa. Beach 7 minutes walk from apartment. As part of the booking you h  …see more

from £75 / night

£350 - £590 / week

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from £75 / night

(1) Excellent 

15

Basse-Terre Island / Bouillante

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

 …see more

from £56 / night

£339 - £517 / week

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from £56 / night

(2) Excellent 

10

Grande-Terre Island / Le Gosier

Studio 2 4 nights min

  • Studio
  • Sleeps 2
  • 4 nights min
  • Air conditioning

 …see more

from £68 / night

£475 - £534 / week

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from £68 / night

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