Air conditioned apartments and villas to rent in Caribbean

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19,238 Holiday homes

Filters applied: Air conditioning (19,238)

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

(10) Excellent 

1 / 27

16, Cotton Bay Close - Enterprise villa sleeps 6

Christ Church Parish / Enterprise

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.6 km; Swimming pool;
Our villa is in an ideal location on the south of the island where there are many beautiful beaches. Within a five minute drive you could be surfing, body boarding, wind surfing and kite surfing or just relaxing on pure white sand next to crystal blue seas. The Barbad  …see more

from £108 / night

£750 - £800 / week

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from £108 / night

1 / 9

Saint-Martin / Anse Marcel

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £61 / night

£363 - £518 / week

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from £61 / night

1 / 21

Eden on The Sea at Merlin Bay - Clermont villa sleeps 6

Saint James Parish / Clermont

3 6 5 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Welcome to Eden on the Sea, one of Barbados's most loveliest ocean front vacation villas comprising of just 8 units nestled on a beautiful palm fringed crescent shaped shoreline. Eden on the Sea number 2 is a lovely 3 bedroom villa with private plunge pool set on t  …see more

from £382 / night

£2672 / week

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from £382 / night

Featured properties

(1) Excellent 

1 / 6

Sint Maarten / Dawn Beach

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Ski;
 …see more

from £144 / night

£864 - £1294 / week

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from £144 / night

1 / 17

Area 51 - Ship Channel Cay Exumas, Bahamas

Out Islands / Ship Channel Cay

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Suitable for children age 5+; Air conditioning;
Come stay on your own private island for the night. take a stroll on pink sandy beaches, explore the islands nature trails, or the area by guided boat tours, relax on your private beach away from the crowd or join our famous day activities. Enjoy the sunset from your pr  …see more

from £344 / night

£2405 / week

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from £344 / night

1 / 20

Basse-Terre Island / Deshaies

2 5 7 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Air conditioning;
 …see more

from £99 / night

£690 / week

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from £99 / night

1 / 5

Grande-Terre Island / Saint Francois

2 5 1 night min stay

  • 2 bedrooms
  • Sleeps 5
  • 1 night min stay
Key info: Beach / lakeside relaxation; Not suitable for children; Air conditioning;
 …see more

from £48 / night

£337 / week

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from £48 / night

(13) Very Good 

1 / 17

Iles des Saintes / Terre-de-Haut

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
 …see more

from £95 / night

£574 - £936 / week

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from £95 / night

(5) Very Good 

1 / 16

Arrondissement of Le Marin / Le Marin

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 6 km; Swimming pool;
 …see more

from £74 / night

£513 / week

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from £74 / night

1 / 6

Grande-Terre Island / Saint Francois

4 12 7 nights min stay

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £216 / night

£1509 / week

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from £216 / night

(4) Excellent 

1 / 6

B305 - Sugar Hill penthouse sleeps 4

Saint James Parish / Sugar Hill

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Our beautiful and luxurious Penthouse, furnished in a traditional Carribean style, boasts 2 DOUBLE bedrooms both ensuite, air conditioning in the bedrooms & ceiling fans throughout. Plasma TV with cable/ DVD are provided, together with a phone/internet line and WiFi if  …see more

from £250 / night

£1750 / week

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from £250 / night

1 / 14

Iles des Saintes / Terre-de-Haut

2 2 Min stay varies

  • 2 bedrooms
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Air conditioning;
 …see more

Pricing unknown

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Pricing unknown

1 / 16

Villa by the Sea - Jamaica's Finest in Duncan

Trelawny Parish / Duncans

2 6 2 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Child friendly ; Air conditioning; No pets allowed;
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 £107 / night

£743 - £1061 / week

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from £107 / night

(13) Excellent 

1 / 21

Basse-Terre Island / Pointe-Noire

1 2 5 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 5 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £74 / night

£505 / week

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from £74 / night

(16) Excellent 

1 / 16

Crowsnest II - Brighton Beach - Barbados house sleeps 10

Black Rock / Brighton Beach, Barbados

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Built in 2006, this 5,000 sq ft beach-house occupies the top 2 stories of the 3 storey building. Finished entirely in hardwood and natural stones it features 5 air-conditioned bedrooms and four bathrooms on the 1st floor, with the living area above - where it catches t  …see more

from £649 / night

£4542 - £10688 / week

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from £649 / night

(2) Very Good 

1 / 8

Arrondissement of La Trinite / Le Robert

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Air conditioning; No pets allowed;
 …see more

from £31 / night

£212 / week

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from £31 / night

(7) Very Good 

1 / 24

Heron's Retreat - Thompson Cove villa sleeps 4

Providenciales / Thompson Cove

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Ask owner if suitable for children; Car advised;
Heron's Retreat is a beautiful 2 bedroom 2 bathroom Beachfront villa with stunning ocean views from all rooms on a very long quiet sandy beach only 5 to 20 minutes drive from all facilities.The beach is deserted and the villa is surrounded by tropical vegetation wi  …see more

from £230 / night

£1604 - £3207 / week

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from £230 / night

1 / 9

Grande-Terre Island / Les Abymes

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Not suitable for children; Air conditioning; No pets allowed;
 …see more

from £44 / night

£302 - £363 / week

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from £44 / night

1 / 12

Iles des Saintes / Terre-de-Haut

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Air conditioning;
 …see more

from £74 / night

£518 - £604 / week

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from £74 / night

(8) Excellent 

1 / 26

Ecobay Guesthouse - Arnos Vale villa sleeps 6

St. Vincent / Arnos Vale

3 6 1 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
Eco Bay Guest House is the perfect home away from home. Conveniently located in the neighbourhood of Arnos Vale, this fully equipped guest house is ideal; whether you are on business or pleasure. This fully enclosed property is in easy access of one of the main road  …see more

from £123 / night

£855 - £1924 / week

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from £123 / night

(2) Excellent 

1 / 21

1 Smugglers Cove - Paynes Bay apartment sleeps 6

Saint James Parish / Paynes Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Swimming pool;
Welcome to the luxury villa No. 1 Smugglers Cove, St James, Barbados. Stretch out in complete luxury, in your stunning 3 bed-room ground floor luxury vacation rental in Barbados. Bask in near-perfect weather, literally 10 steps from one of the most beautiful white sandy  …see more

from £688 / night

£4810 / week

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from £688 / night

1 / 13

Saint-Martin / Terres Basses

1 2 7 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Suitable for children age 5+;
 …see more

from £247 / night

£1725 / week

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from £247 / night

1 / 40

Arrondissement of Le Marin / Sainte-Anne

1 2 3 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Nearest beach 7 km; Swimming pool; Child friendly ;
 …see more

from £86 / night

£598 / week

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from £86 / night

(3) Very Good 

1 / 8

Arrondissement of Saint-Pierre / Le Carbet

2 6 2 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £130 / night

£1035 / week

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from £130 / night

(9) Excellent 

1 / 23

N. 1 Fairway Villa - Holder's Hill villa sleeps 7

Saint James Parish / Holder's Hill

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Swimming pool;
From the top of the hill a bird's eye view of the Caribbean sea. The Villa is arranged on two floors: a large open plan area on the ground floor with Kitchen, lounge and diner. 3 large air conditioned bedrooms upstairs and 2 bathrooms. swimming pool, gardens and c  …see more

from £107 / night

£750 - £900 / week

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from £107 / night

1 / 5

La Altagracia Province / Bayahibe

1 4 4 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 4 nights min stay
Key info: Suitable for children age 5+; Air conditioning; No pets allowed;
 …see more

from £61 / night

£382 / week

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from £61 / night

(9) Excellent 

1 / 25

Villa Carouge - Villas on the Green villa sleeps 6

Cap Estate / Villas on the Green

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.05 km; Swimming pool;
LATE SUMMER SPECIAL!! STAY AT VILLA CAROUGE BETWEEN AUGUST 2ND AND SEPTEMBER 30TH 2016 AND ENJOY A 15% DISCOUNT OFF OUR LIST PRICES!! KEY FEATURES OF VILLA CAROUGE: • 3 bedrooms - two with king beds and one bedroom with twin beds. All bedrooms have air-conditioni  …see more

from £136 / night

£952 - £1352 / week

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from £136 / night

1 / 12

St. Barts / Anse de Lorient

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Not suitable for children;
 …see more

Pricing unknown

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Pricing unknown

1 / 14

Martinique / Sainte Anne

1 4 1 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
 …see more

from £44 / night

£337 / week

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from £44 / night

(21) Excellent 

1 / 19

Barbados Blue Waters - Rockley Beach apartment sleeps 5

Rockley / Rockley Beach

3 5 5 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 5 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.2 km; Swimming pool;
Perfectly located holiday apartment with swimming pool. Very spacious and comfortable with 2 double bedrooms and 1 single bedroom. Clean, bright and airy; set in a quiet yet convenient location close to Rockley Beach. Very large bedrooms plus large bathroom, en-suite  …see more

from £135 / night

£770 / week

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from £135 / night

(2) Excellent 

1 / 22

A Grenada Villa : Jewel In The Caribbean

Saint George Parish / St. George's

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.5 km; Swimming pool;
A splendid air conditioned spacious detached 2 bedroom villa with en-suite facilities, set within it's own lush tropical grounds, with a commanding view of Lance Aux Epinés Bay and the Caribbean Sea. This special Caribbean villa is situated in a fashionable and exclus  …see more

from £125 / night

£850 - £1350 / week

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from £125 / night

1 / 16

Basse-Terre Island / Petit-Bourg

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 21 km; Ask owner if suitable for children;
 …see more

from £26 / night

£182 / week

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from £26 / night

(1) Excellent 

1 / 21

Sud-Est Department / Jacmel

6 15 1 night min stay

  • 6 bedrooms
  • Sleeps 15
  • 1 night min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £57 / night

£345 - £363 / week

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from £57 / night

(4) Excellent 

1 / 13

Arrondissement of Saint-Pierre / Saint-Pierre

1 4 1 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Child friendly ; Air conditioning; No pets allowed;
 …see more

from £44 / night

£259 - £302 / week

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from £44 / night

(2) Very Good 

1 / 18

Le Gosier / Sainte-anne

2 4 4 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min stay
Key info: Suitable for children age 5+; Air conditioning; Ask about pets;
 …see more

from £61 / night

£302 / week

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from £61 / night

1 / 17

Diamond - 5 Minutes from St Jean - 2 Bedrooms

St. Barts / St. Jean

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Swimming pool;
Welcome to Villa Diamond, one of the most exquisite villa rental in St Jean, St Barth. The newly built villa boasts a stunningly beautiful and stylish design with breath-taking views. The villa is centrally located on the St Jean hillside overlooking St. Jean Bay with a  …see more

from £819 / night

£5726 / week

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from £819 / night

(3) Excellent 

1 / 16

Arrondissement of Le Marin / Riviere-Salee

2 5 5 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £67 / night

£465 / week

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from £67 / night

1 / 15

Basse-Terre Island / Bouillante

1 4 7 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay
Key info: Suitable for children age 5+; Air conditioning; No pets allowed;
 …see more

from £44 / night

£302 - £453 / week

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from £44 / night

1 / 11

Curacao / Tera Kora

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car essential;
 …see more

from £46 / night

£321 / week

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from £46 / night

1 / 20

Arrondissement of Le Marin / Le Diamant

2 5 5 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Child friendly ;
 …see more

from £62 / night

£371 / week

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from £62 / night

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