Air conditioned apartments and villas to rent in Caribbean

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16,602 Holiday homes

Filters applied: Air conditioning (16,602)

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1 / 31

Anguilla / Island Harbour

8 bedroomsSleeps 16Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
Key info: Suitable for children age 5+; Air conditioning; Pets welcome;
 …see more

from £3054 / night

£21375 - £53436 / week

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from £3054 / night

(1) Poor 

1 / 22

Dominican Republic / San Pedro de Macoris Province / Juan Dolio

1 bedroomSleeps 41 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £42 / night

£168 / week

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from £42 / night

1 / 19

US Virgin Isles / St. Croix / Christiansted

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £76 / night

£497 - £657 / week

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from £76 / night

(7) Very Good 

1 / 10

Crows Nest Villa - Montserrat - Woodlands villa sleeps 4

Montserrat / Woodlands

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.5 km; Swimming pool;
Fabulous 2 bedroom villa with pool and fantastic sea views located on Montserrat the idyllic and untouched Caribbean Island. The villa is located on a half an acre lot of lush rainforest in the most exclusive Woodlands area of the island. The beach is just a short 7 min  …see more

from £115 / night

£649 - £1184 / week

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from £115 / night

(1) Excellent 

1 / 37

Luxury apartment in gated beach front condo + pool

St. Lucia / Gros Islet Quarter / Cas En Bas

2 bedroomsSleeps 45 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.1 km; Swimming pool;
***NEWLY DECORATED THROUGHOUT WITH NEW AIR CONDITIONING SYSTEM FOR 2016 SEASON AND NEWLY REFURBISHED POOL SURROUND*** Our property is a large, beautifully presented two double bedroom Calabash apartment which is situated around a 33m communal pool WITH NEWLY REFURBISHE  …see more

from £80 / night

£560 - £924 / week

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from £80 / night

1 / 14

Puerto Rico / Luquillo

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Great for children of all ages ;
 …see more

from £68 / night

£374 - £450 / week

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from £68 / night

(1) Excellent 

1 / 10

Aruba / Palm - Eagle Beach

StudioSleeps 4Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £134 / night

£840 - £1791 / week

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from £134 / night

1 / 24

Bahamas / New Providence Island / Nassau

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £252 / night

£1947 - £5668 / week

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from £252 / night

(22) Excellent 

1 / 12

Cayman Islands / Grand Cayman

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £213 / night

£1493 - £4399 / week

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from £213 / night

1 / 27

US Virgin Isles / St. Croix / Christiansted

2 bedroomsSleeps 44 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £96 / night

£0 / week

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from £96 / night

1 / 4

Angel Retreat - Bucco Reef - Castara apartment sleeps 4

Trinidad and Tobago / Tobago / Castara

1 bedroomSleeps 42 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: 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 £39 / night

£535 - £802 / week

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from £39 / night

(1) Very Good 

1 / 12

Martinique / Arrondissement of Le Marin / Les Anses d'Arlet

2 bedroomsSleeps 57 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car essential;
 …see more

from £80 / night

£555 - £832 / week

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from £80 / night

(2) Excellent 

1 / 25

Cayman Islands / Grand Cayman / East End

1 bedroomSleeps 47 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £129 / night

£897 - £1203 / week

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from £129 / night

(12) Excellent 

1 / 40

Puerto Rico / Quebradillas

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 11 km; Swimming pool;
 …see more

from £230 / night

£1527 - £1756 / week

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from £230 / night

(7) Excellent 

1 / 13

St. Lucia / Gros Islet Quarter / Cap Estate

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Ask owner if suitable for children; Air conditioning; Some pets are welcome - please contact the owner;
 …see more

from £378 / night

£2646 - £3704 / week

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from £378 / night

(1) Excellent 

1 / 31

Trinidad and Tobago / Trinidad / Arima

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Great for children of all ages ; Air conditioning; No pets allowed;
 …see more

from £62 / night

£0 / week

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from £62 / night

(5) Excellent 

1 / 21

4, The Cays, Great Exuma, Bahamas - Hermitage villa sleeps 6

Bahamas / Out Islands / Great Exuma / Hermitage

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
A secluded villa in the heart of a small family friendly community with pool, beach, marina and the best sunsets in Exuma. The air conditioned property has 3 double bedrooms with 3 bathrooms (2 en-suite). The large open plan living and dining room, with breakfast bar, h  …see more

from £122 / night

£850 - £900 / week

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from £122 / night

(12) Excellent 

1 / 38

Barbados Heywoods park Villa, Saint Peters

Barbados / Saint Peter Parish / Speightstown / Heywoods

2 bedroomsSleeps 66 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 6 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.5 km; Great for children of all ages ;
The apartment is on quiet road the garden is lined with shrubs and has a nice lawn, there is a car port and drive way the apartment is on the ground floor consisting of two double bedrooms, one of the bedrooms has a bunk bed suitable for children, the apartment is  …see more

from £60 / night

£476 - £756 / week

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from £60 / night

(5) Excellent 

1 / 16

Cayman Islands / Little Cayman

3 bedroomsSleeps 9Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Ask owner if suitable for children; Air conditioning; Some pets are welcome - please contact the owner;
 …see more

from £293 / night

£2049 - £4704 / week

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from £293 / night

(1) Excellent 

1 / 25

Dominican Republic / Santo Domingo Province / Santo Domingo / Santo Domingo City

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Great for children of all ages ; Air conditioning; No pets allowed;
 …see more

from £65 / night

£0 / week

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from £65 / night

1 / 5

Guadeloupe / Marie-Galante / Capesterre

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.3 km; Swimming pool;
 …see more

from £216 / night

£1513 / week

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from £216 / night

(10) Very Good 

1 / 18

Guadeloupe / Grande-Terre Island / Sainte-Anne

1 bedroomSleeps 43 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Swimming pool;
 …see more

from £34 / night

£236 - £324 / week

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from £34 / night

1 / 34

Cayman Islands

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Suitable for children age 5+; Air conditioning; No pets allowed;
 …see more

from £420 / night

£2934 - £8475 / week

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from £420 / night

(21) Excellent 

1 / 19

Barbados Blue Waters - Rockley Beach apartment sleeps 5

Barbados / Christ Church Parish / Rockley / Rockley Beach

3 bedroomsSleeps 55 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

(1) Excellent 

1 / 14

Bahamas / New Providence Island / Paradise Island

1 bedroomSleeps 45 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 5 nights min stay
Key info: Great for children of all ages ; Car not necessary; Air conditioning;
 …see more

from £149 / night

£1042 - £1310 / week

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from £149 / night

1 / 42

Curacao / Willibrordus

2 bedroomsSleeps 57 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Nearest beach 0.5 km; Swimming pool; Great for children of all ages ;
 …see more

from £135 / night

£942 - £1295 / week

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from £135 / night

(7) Very Good 

1 / 15

Villa Sans-Souci - Scarborough villa sleeps 8

Trinidad and Tobago / Tobago / Scarborough

4 bedroomsSleeps 82 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.5 km; Swimming pool;
Villa Sans-Souci is located in the Tobago Plantations Golf, Beach & SPA Resort with its entry and exists controlled by manned security gates.The villa is situated on the 12th fairway of the golf course with its swimming pool, jacuzzi, balconies and manicured garden  …see more

from £210 / night

£1470 - £2111 / week

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from £210 / night

(9) Very Good 

1 / 10

US Virgin Isles / St. Croix / Frederiksted

1 bedroomSleeps 23 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Ask owner if suitable for children;
 …see more

from £96 / night

£668 / week

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from £96 / night

1 / 9

Barbados / Saint Peter Parish / Mullins

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £447 / night

£3126 - £5531 / week

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from £447 / night

1 / 20

Bahamas / Out Islands / Great Exuma

2 bedroomsSleeps 41 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Nearest beach 0 km; Great for children of all ages ; Car essential;
 …see more

from £115 / night

£764 - £1031 / week

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from £115 / night

1 / 30

Cottage 6pers 50meters from the beach - Le Marin cottage sleeps 6

Martinique / Arrondissement of Le Marin / Le Marin

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.05 km; Swimming pool;
A few steps from the beach of Pointe Faula, the residence with ocean view offers a magnificent view of the lagoon and coconut trees. Our ecological cottages are spread over 2 hectares, within the largest palm grove in Martinique which has a pole of leisure activities, s  …see more

from £78 / night

£542 - £606 / week

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from £78 / night

(8) Excellent 

1 / 25

US Virgin Isles / St. John

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £256 / night

£1791 - £4409 / week

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from £256 / night

(1) Excellent 

1 / 21

Dominican Republic / La Altagracia Province / Punta Cana / Bavaro

2 bedroomsSleeps 44 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min stay
Key info: Nearest beach 1 km; Suitable for children age 5+; Car not necessary;
 …see more

from £145 / night

£0 / week

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from £145 / night

(25) Excellent 

1 / 12

The Yellow Cabin - Gingerland b&b sleeps 3

St. Kitts and Nevis / Nevis / Gingerland

2 bedroomsSleeps 31 night min stay

  • 2 bedrooms
  • Sleeps 3
  • 1 night min stay
Key info: Nearest beach 7 km; Great for children of all ages ; Car advised;
Known as the petite Vacation Home by everyone, The Yellow Cabin vacation rental provides the perfect backdrop for fun and relaxation with a beautiful view of the island's mountain, Nevis Peak. A typical Nevisian wooden structured home, this charming 2 bedroom renta  …see more

from £62 / night

£382 / week

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from £62 / night

(4) Excellent 

1 / 14

Puerto Rico / Culebra

Sleeps 24 nights min stay

  • Sleeps 2
  • 4 nights min stay
Key info: Nearest beach 0.8 km; Not suitable for children; Car advised;
 …see more

from £84 / night

£428 - £573 / week

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from £84 / night

1 / 15

Aruba / Malmok Beach

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £317 / night

£2218 - £3607 / week

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from £317 / night

(6) Very Good 

1 / 19

CHARMING NEW VILLA APT, NAUTICAL THEME,POOL

Barbados / Saint Philip Parish / Bottom Bay

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.1 km; Swimming pool;
CHARMING NEW VILLA APT RECENTLY BEAUTIFULLY DECORATED ON A NAUTICAL THEME. JUST A STONES THROW AWAY FROM THE STUNNING BOTTOM BAY, HARRISMITH AND SAM LORD BEACHES. SEABREEZE IS SITUATED IN A PEACEFUL ENVIRONMENT ABSOLUTELY IDEAL FOR A SINGLE PERSON OR COUPLE. I LIKE  …see more

from £50 / night

£350 / week

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from £50 / night

(9) Very Good 

1 / 23

Ashanti Apartment 5 - Gibbes apartment sleeps 4

Barbados / Saint Peter Parish / Gibbes

1 bedroomSleeps 44 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 4 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
Ashanti is a new apartment in the residential area of Gibbes. It offers a clean and spacious open plan living area with 1 bedroomand a sofa bed in the lounge/dining area.Ashanti is just a 5 minute stroll from the beautiful Gibbes beach, with the more commercial Mullens  …see more

from £75 / night

£500 - £575 / week

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from £75 / night

(2) Excellent 

1 / 24

Trinidad and Tobago / Tobago / Scarborough

4 bedroomsSleeps 85 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £668 / night

£4676 - £7733 / week

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from £668 / night

(4) Very Good 

1 / 24

Garden Apartment 4 - Hamilton Estate apartment sleeps 4

Antigua and Barbuda / Antigua / Saint Mary Parish / Jolly Harbour / Hamilton Estate

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.5 km; Swimming pool;
Our apartment is on the ground floor of Hamilton House. The long open-plan living area of the apartment includes a fully equipped kitchen and plenty of space for comfortable everyday living. An open arch leads to an inner hall accessing the bedrooms and bathrooms. The  …see more

from £92 / night

£645 - £995 / week

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from £92 / night

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