Air conditioned apartments and villas to rent in Caribbean

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16,621 Holiday homes

Filters applied: Air conditioning (16,621)

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

(9) Excellent 

1 / 13

Bermuda / Paget Parish

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Not suitable for children;
 …see more

from £123 / night

£0 / week

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from £123 / night

(4) Excellent 

1 / 25

St. Croix / Christiansted

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 £58 / night

£382 - £516 / week

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from £58 / night

(5) Excellent 

1 / 8

Saba / Windwardside

1 bedroomSleeps 23 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £123 / night

£733 / week

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from £123 / night

1 / 16

St. Thomas / Magens Bay

4 bedroomsSleeps 11Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Swimming pool;
 …see more

from £611 / night

£4123 - £10104 / week

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from £611 / night

(9) Excellent 

1 / 23

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

Saint James Parish / Holder's Hill

3 bedroomsSleeps 7Min 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

(9) Excellent 

1 / 18

Mot Mot Lodge Tobago - Mount Irvine villa sleeps 12

Tobago / Mount Irvine

4 bedroomsSleeps 12Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
As soon as you walk through the front door you are struck by the sheer tranquillity and elegance of your surroundings. Mot Mot Lodge is beautifully appointed with everything you could wish for to make your stay a relaxing and rejuvenating experience. A short walk throug  …see more

from £230 / night

£1610 / week

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from £230 / night

1 / 17

Romantic & Upscale Garden Villa with Plunge Pool

St. Kitts and Nevis / Nevis

1 bedroomSleeps 32 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Suitable for children age 5+;
Description from the ownerClifton Gardens offer beautiful cottages that are a great alternative to staying in a hotel. The cottages are located close to the large selection of outdoor and indoor amenities, such as an equestrian center, RV facility, restaurants and great  …see more

from £96 / night

£610 - £878 / week

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from £96 / night

(6) Excellent 

1 / 45

Saint Ann Parish / Ocho Rios

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £73 / night

£394 - £1252 / week

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from £73 / night

(12) Excellent 

1 / 21

Seabreeze Lodge - George Town lodge sleeps 8

Great Exuma / George Town

3 bedroomsSleeps 85 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
Seabreeze Lodge is located on Bonefish Flats in Great Exuma. Step into the sea from the property or use our heated, freshwater swimming pool. It is is ideal for 2 families or groups of fishermen. Located on the water of Bonefish Flats in Great Exuma, wade into the water  …see more

from £252 / night

£0 / week

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from £252 / night

1 / 21

Trinidad / Woodbrook

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 19 km; Suitable for children age 5+; Car not necessary;
 …see more

from £62 / night

£0 / week

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from £62 / night

(5) Excellent 

1 / 19

Jolly Harbour / Ffryes Beach

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Swimming pool;
 …see more

from £339 / night

£2291 - £4123 / week

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from £339 / night

(10) Very Good 

1 / 11

Bouge Villa - Montego Bay villa sleeps 4

Saint James Parish / Montego Bay

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 3 km; Great for children of all ages ;
Bouge Villa is a modern detached bungalow, situated in a quiet cul de sac in Bouge Village, St James, Montego Bay. The Village has its own grocery store, restaurants and bars. A short drive away is a modern shopping mall with local cinema and pharmacy. The Villa is just  …see more

from £60 / night

£360 - £560 / week

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from £60 / night

(14) Excellent 

1 / 16

Cool Runnings - Beacon Hill apartment sleeps 4

Mullins / Beacon Hill

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.1 km; Swimming pool;
Cool Runnings is a fully air conditioned spacious 2 bedroom, 2 en suite bathroom apartment, with separate powder room. It boasts its own spacious private terrace, tropical garden, and private pool .It is situated at the rear and quietest part of the small Beacon Hill  …see more

from £150 / night

£1050 - £2295 / week

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from £150 / night

1 / 19

Puerto Plata Province / Puerto Plata

6 bedroomsSleeps 171 night min stay

  • 6 bedrooms
  • Sleeps 17
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £153 / night

£1298 - £1672 / week

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from £153 / night

(18) Excellent 

1 / 27

Puerto Rico / Fajardo

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Swimming pool;
 …see more

from £137 / night

£950 - £1110 / week

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from £137 / night

(9) Excellent 

1 / 61

Curacao / Soto

4 bedroomsSleeps 96 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 6 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £219 / night

£1530 - £1942 / week

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from £219 / night

(11) Excellent 

1 / 13

Cayman Islands / Little Cayman

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £391 / night

£2732 - £7739 / week

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from £391 / night

(18) Very Good 

1 / 28

Plantation View - Prospect - Tobago villa sleeps 10

Tobago / Prospect, Tobago

4 bedroomsSleeps 102 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Swimming pool;
This fantastic secluded 4 bedroomed all with en-suite family villa comes with private pool and spa. It can be rented either as two apartments (both with separate entrances) or as a large villa. Both apartments are fitted with full working kitchens and dining areas. ai  …see more

from £170 / night

£1000 - £1350 / week

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from £170 / night

(24) Very Good 

1 / 19

Ocho Rios Retreat - Ocho Rios apartment sleeps 4

Saint Ann Parish / Ocho Rios

2 bedroomsSleeps 41 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
This accommodation is a fully air-conditioned two bedroom apartment situated on the 3rd floor, you may rent this apartment as a one, or two bedroom see table rates. FREE INTERNET ACCESSThe Apartment is tastefully furnished to a high standard, within the grounds there is  …see more

from £80 / night

£560 - £630 / week

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from £80 / night

1 / 10

Dennery Quarter / Dennery

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car not necessary;
 …see more

from £42 / night

£344 - £611 / week

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from £42 / night

(7) Excellent 

1 / 13

St. Kitts / Frigate Bay

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Suitable for children age 5+;
 …see more

from £138 / night

£840 - £955 / week

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from £138 / night

1 / 17

Trinidad / Port of Spain

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Nearest beach 22 km; Swimming pool; Great for children of all ages ;
 …see more

from £50 / night

£0 / week

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from £50 / night

(4) Excellent 

1 / 17

The Summer House - Sugar Hill townhouse sleeps 8

Saint James Parish / Sugar Hill

4 bedroomsSleeps 86 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 6 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Swimming pool;
This wonderful 4 bedroom house is located within the exclusive gated Sugar Hill community in St. James on the west coast of Barbados. The house has beautiful views from the Balcony down to the Caribbean Sea which is just a short drive away. There are 3 en-suite bedr  …see more

from £268 / night

£1871 - £5344 / week

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from £268 / night

1 / 30

Puerto Rico / Patillas

5 bedroomsSleeps 81 night min stay

  • 5 bedrooms
  • Sleeps 8
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Great for children of all ages ;
 …see more

from £96 / night

£497 / week

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from £96 / night

1 / 35

Puerto Rico / Vega Baja

3 bedroomsSleeps 73 nights min stay

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

from £88 / night

£0 / week

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from £88 / night

(30) Excellent 

1 / 54

Out Islands / Great Exuma

2 bedroomsSleeps 45 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Great for children of all ages ;
 …see more

from £126 / night

£877 / week

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from £126 / night

1 / 30

Grand Cayman / Seven Mile Beach

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 £226 / night

£1577 / week

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from £226 / night

(3) Very Good 

1 / 21

St. Kitts / Frigate Bay

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £76 / night

£497 - £726 / week

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from £76 / night

(20) Excellent 

1 / 35

St. Thomas / East End

1 bedroomSleeps 3Min stay varies

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

from £134 / night

£840 - £1481 / week

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from £134 / night

(43) Excellent 

1 / 22

La Toc Villa - La Toc villa sleeps 6

Castries / La Toc

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.2 km; Swimming pool;
La Toc Villa is a luxury 3 bedroom holiday villa in St Lucia in a stunning location with fantastic views of the Caribbean sea. The Villa has spacious and modern accommodation for up to 6 people and is a 5 minute walk to the beach. It is close to golf at Sandals La Toc.L  …see more

from £230 / night

£1604 - £3768 / week

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from £230 / night

(7) Excellent 

1 / 34

Aruba / San Nicolas

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Nearest beach 6 km; Great for children of all ages ; Car advised;
 …see more

from £60 / night

£420 - £573 / week

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from £60 / night

(13) Excellent 

1 / 15

Beija Flor - Holetown villa sleeps 6

Saint James Parish / Holetown

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.7 km; Swimming pool;
Beija Flor villa is a beautiful 3 bedroom luxury house with private pool and covered terrace for alfresco dining. It is situated on the outskirts of Holetown, in the popular parish of St. James. It is 10 minutes walk to Heron Bay beach with white sand surrounded by the  …see more

from £199 / night

£1390 - £2527 / week

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from £199 / night

1 / 26

Puerto Rico / Loiza

3 bedroomsSleeps 84 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Swimming pool;
 …see more

from £115 / night

£722 - £1031 / week

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from £115 / night

(12) Very Good 

1 / 17

Cayman Islands / Grand Cayman

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £168 / night

£1178 - £3339 / week

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from £168 / night

(2) Excellent 

1 / 24

Grand Cayman / Seven Mile Beach

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £910 / night

£6374 - £16423 / week

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from £910 / night

1 / 35

Bermuda / Hamilton Parish

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 0.5 km; Great for children of all ages ; Car not necessary;
 …see more

from £96 / night

£698 - £1054 / week

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from £96 / night

(16) Excellent 

1 / 23

Grande-Terre Island / Le Moule

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.3 km; Swimming pool;
 …see more

from £68 / night

£412 - £471 / week

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from £68 / night

(4) Excellent 

1 / 27

Luxury Villa in Negril - Negril villa sleeps 8

Westmoreland Parish / Negril

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
Welcome to the Villa 3, your Jamaican vacation beach home. Just steps from the sea, Villa 3 sleeps and entertains groups of 2 to 10 comfortably.The villa is located in the gated Little Bay Country Club: an exquisite, brand new, beachfront community in Negril. Villa 3 is  …see more

from £390 / night

£2700 / week

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from £390 / night

(25) Excellent 

1 / 20

Sunrise Villa, Atlantic Rising Bottom Bay Barbados

Bottom Bay / Apple Hall

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
Sunrise Villa is located at Bottom Bay, St Philip in a small development of 25 properties named Atlantic Rising. To keep the villa fresh and new the owners have upgraded the indoor and outdoor furniture, further adding to the accent on outdoor living and relaxation. Sun  …see more

from £90 / night

£595 - £949 / week

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from £90 / night

(22) Excellent 

1 / 38

Puerto Rico / San Juan

Sleeps 24 nights min stay

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

from £73 / night

£481 - £562 / week

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from £73 / night

Top Destination reviews

Alizeo... So close to paradise!
wonderful accomodations near one of the best beaches in the world

This is the 19th time that I have been to the island of St-Martin and I can say without any doubts that this is by far my most preferred vacation spot. The location is superb and convenient to everything. The accomadations have never deceived me an … see more
Panorama - St Lucia - Caribbean
Heaven on earth!

Well, if you are looking for a relaxing, stunningly beautiful and well managed property in St. Lucia, you have found the one! The home is SPECTACULAR, the views are AMAZING and the sunsets are one in a MILLION! The home is perfect as the 2 king suite … see more
Sea Eagle, Beach Cottage, St.James
Great peaceful location that recharged our batteries.

I would rent again. As advertised, good local standard. Good value. Peaceful location. Good snorkeling. Near services and restaurants. Owner is very caring and attentive. … see more
Brocklestone Hill
This was our second stay, that says it all!

We spent a whole month here and enjoyed it very much. It is quiet and very breezy which suited us well. We never saw a single mosquito ! We had a car, so the fact it is a little far out did not bother us at all. We could get into Speightstown to shop … see more
CoCoKreyol - Saint Kitts
Just perfect

Flat in the basement of owners house, but no Problem. He was really helpful and flexible. He drove me to the next car rental. Welcome Drinks, Food for the first breakfast and towels for the beach included! Well equipped flat with a huge terrace, nic … see more
Jolly Harbour Villa Vista
NICE AND QUIET PLACE

We stayed almost two months in the villa and really appreciate it. The villa is very clean and updated. We specially appreciated having all our meals outside looking at the very nice view. The extended deck is fantastic and the awning was very use … see more

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