Air conditioned apartments and villas to rent in Caribbean

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2,578 Holiday homes

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(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

(12) Excellent 

1 / 20

St Kitts Condo - Frigate Bay condo sleeps 4

St. Kitts / Frigate Bay

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
RELAX in a 2-bed, 2-bath condo set in 5 acres of communal gardens on the breezy Atlantic shore of historic St Kitts. Golf, the casino and all the facilities and restaurants of the Marriott Hotel are conveniently nearby. But St Kitts' real charm lies in its tranquil  …see more

from £152 / night

£1061 / week

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from £152 / night

1 / 33

Liamuiga - Kittian Hill - 4 Bedrooms - Basseterre villa sleeps 8

St. Kitts / Basseterre

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Welcome to Belle Mont Farm located on Kittitian Hill on the beautiful island of St Kitts. Your incredible vacation experience will begin on arrival at the YU Lounge Private Terminal at Robert L. Bradshaw International Airport. This truly sets the tone for a luxurious st  …see more

from £3455 / night

£24182 / week

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from £3455 / night

Featured properties

1 / 15

Grande-Terre Island / Le Gosier

1 4 2 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Child friendly ; Car advised; Air conditioning;
 …see more

from £37 / night

£265 / week

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from £37 / night

(2) Good 

1 / 17

Sunny Castle - Portmore house sleeps 2

Saint Catherine Parish / Portmore

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Child friendly ;
This listing is a private, spacious, beautiful one bedroom within a two bedroom house. It is located in the sunshine community of Portmore, which is just a stone throw away from Kingston. NB. 2 or 3 bedroom is also available for rent, just ask. Between both houses I  …see more

from £30 / night

£200 - £445 / week

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from £30 / night

1 / 26

RudeKaiso Mini Suites - Chaguanas guest house sleeps 2

Trinidad / Chaguanas

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Ask owner if suitable for children; Air conditioning; No pets allowed;
OVERVIEW.RudeKaiso Mini Suites RudeKaiso Mini Suites RudeKaiso Mini Suites RudeKaiso Mini Suites RudeKaiso Mini Suites RudeKaiso Mini Suites RudeKaiso Mini Suites RudeKaiso Mini Suites RudeKaiso Mini Suites RudeKaiso Mini Suites RudeKaiso Mini Suites RudeKaiso Mini Suit  …see more

from £46 / night

£319 / week

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from £46 / 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 £43 / night

£300 - £359 / week

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from £43 / night

(2) Excellent 

1 / 7

Basse-Terre Island / Deshaies

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Nearest beach 0.5 km; Swimming pool; Not suitable for children;
 …see more

from £99 / night

£689 / week

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from £99 / night

(1) Excellent 

1 / 15

Villa 405 St James Club Mamora Bay Antigua - Mamora Bay villa sleeps 6

Saint Paul Parish / Mamora Bay

2 6 1 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
The villa is within the secure grounds of St. James Club in the south east of the island about 30 minutes from the airport. It is situated on upper hill and has fantastic views of the resort and Mamora Bay. It is very near to English Harbour. This villa comprises two be  …see more

from £142 / night

£994 / week

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from £142 / night

(13) Excellent 

1 / 16

Arrondissement of Le Marin / Sainte-Luce

Studio 2 7 nights min stay

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

from £52 / night

£300 / week

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from £52 / night

1 / 23

Saint-Martin / Marigot, Saint Martin

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Air conditioning;
 …see more

from £60 / night

£342 - £428 / week

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from £60 / night

1 / 13

4 BEDRM. 6 BATH LUXURY RENTAL, HYDROPOOL & BEACHES - Frederiksted house sleeps 10

St. Croix / Frederiksted

4 10 3 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.4 km; Swimming pool;
Discover this 4 bedroom 5.5 bath house conveniently located minutes from Historic downtown Frederiksted and beaches. This island hide away offers all the luxuries and amenities of a hotel with the space and beauty of a cultural Cruzan home. This neighborhood is close t  …see more

from £228 / night

£1440 - £1728 / week

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from £228 / night

(2) Excellent 

1 / 13

Iles des Saintes / Terre-de-Haut

3 8 2 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Child friendly ; Car not necessary; Air conditioning;
 …see more

from £171 / night

£1026 - £1727 / week

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from £171 / night

1 / 22

Cllementine - Jessops villa sleeps 6

Nevis / Jessops

3 6 1 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Beautiful mountainside Caribbean villa with stunning sea views located on the exclusive island of Nevis, 20 minutes drive from the airport. Boasting panoramic views of neighbouring sister island of St Kitts. This luxury villa sleeps six people with three bathrooms, two  …see more

from £140 / night

£920 / week

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from £140 / night

(14) Excellent 

1 / 16

Cool Runnings - Beacon Hill apartment sleeps 4

Mullins / Beacon Hill

2 4 7 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 / 18

Exotic Paradise Guesthouse - Yabucoa guest house sleeps 20

Puerto Rico / Yabucoa

8 20 2 nights min stay

  • 8 bedrooms
  • Sleeps 20
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Ski;
Exotic Paradise Guest house is in the east side of Puerto Rico in the town of Yabucoa. We have 8 singles tematics rooms with all amenities like, cable tv, Wifi, private bath in each rooms, Queen bed and A/C. Also we have private beach , infitniy pool and big solarium ar  …see more

from £110 / night

£65379 / week

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from £110 / night

1 / 19

Sunny 2 Bedroom Apartment - Caroni apartment sleeps 4

Trinidad / Caroni

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Child friendly ; Air conditioning; No pets allowed;
Spacious 2 bedroom apartment, located in the breezy, serene plains of east/central Trinidad. Only 10 minutes to the airport, to 4 major shopping malls, educational district of universities and colleges, famous Caroni Bird Sanctuary and other attractions. There is also a  …see more

from £76 / night

£531 / week

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from £76 / night

1 / 20

324-Belle Etoile - Camaruche villa sleeps 4

Windward / Camaruche

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
Villa Belle Etoile AMS Close to Lorients shops and beach in Camaruche, this charming villa sits in a very convenient location. Sunset, the greatest show on Earth can be viewed from the covered dining area in the courtyard surrounded by lush tropical gardens. The wooden  …see more

from £257 / night

£1794 / week

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from £257 / night

(2) Excellent 

1 / 20

Basse-Terre Island / Capesterre-Belle-Eau

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Suitable for children age 5+; Air conditioning;
 …see more

from £54 / night

£377 / week

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from £54 / night

(15) Excellent 

1 / 19

Gorgeous Waterfront Apartment - Marigot Bay apartment sleeps 4

Castries Quarter / Marigot Bay

1 4 5 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 5 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.1 km; Child friendly ;
Our apartment was bought new eight years ago and furnished by us to be the most comfortable holiday home imaginable. It can sleep four people as there are two sofa beds in the living area which means that it's good for families with small children but many of our  …see more

from £99 / night

£615 - £1275 / week

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from £99 / night

1 / 27

The Cannons of T&T @ Arima - Arima apartment sleeps 6

Trinidad / Arima

3 6 1 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Child friendly ; Air conditioning; No pets allowed;
The Cannons of Trinidad and Tobago, W.I. offers self-catering visitor accommodations for business and pleasure travelers alike. - Located in the Borough of Arima, just five minutes from the Central Business District and within close proximity to the Asa Wright Bird Sanc  …see more

from £319 / night

£1894 / week

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from £319 / night

(3) Excellent 

1 / 25

Grand View Villa - Choiseul guest house sleeps 4

Choiseul Quarter / Choiseul

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Child friendly ;
New full furnish villa is available for rent the villa has two bedroom combined with an exotic dinning area.In the dinning room and balcony invites a majestic view of the world famous Pitons,the Caribbean Sea and St.Vincent with some of the most spectacular sunsets.The  …see more

from £48 / night

£335 - £345 / week

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from £48 / night

1 / 8

Secret Haven Efficiency - Woodbrook studio sleeps 2

Trinidad / Woodbrook

Studio 2 2 nights min stay

  • Studio
  • Sleeps 2
  • 2 nights min stay
Key info: Nearest beach 14 km; Not suitable for children; Car not necessary;
Located in Woodbrook, a historic suburb west of the capital, Port of Spain, Secret Haven TnT is a new, self-catering guest house suitable for business or pleasure. Enjoy independent living in a safe, pleasant, comfortable environment, with en-suite bathroom, kitchenette  …see more

from £35 / night

£216 / week

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from £35 / night

(1) Very Good 

1 / 22

Castle Jay Apartment 2 - Mayaro apartment sleeps 4

Trinidad / Mayaro

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Child friendly ; Air conditioning;
Castle 'J' offers fully serviced executive accommodation for clients who expect bit more. Situated in the picturesque town of St. Joseph, Mayaro. The accommodation is fully air-conditioned and furnished to modern international standards. It is located within 5  …see more

from £114 / night

£682 - £1000 / week

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from £114 / night

1 / 15

Arrondissement of Le Marin / Trois-Ilets

1 2 7 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Nearest beach 1 km; Swimming pool; Suitable for children age 5+;
 …see more

from £59 / night

£419 / week

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from £59 / night

1 / 6

Saint-Martin / Cul de Sac

1 2 3 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Not suitable for children;
 …see more

from £99 / night

£591 / week

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from £99 / night

(21) Excellent 

1 / 16

Lime Hill - Galleon Beach Club villa sleeps 8

Antigua / Galleon Beach Club

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.2 km; Swimming pool;
On the upper floor, the fully equipped kitchen leads to the spacious lounge/dining room, which features large glass wide opening patio doors on opposite sides to keep the whole room cool, assisted by paddle fans, enabling tropical outdoor/indoor living. The rear patio  …see more

Pricing unknown

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1 / 9

Clair Matin - Black Rock apartment sleeps 2

Tobago / Black Rock

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.5 km; Not suitable for children;
Clair Matin has a spacious air conditioned bedroom with a large king size bed and an equally spacious en suite shower room with a hairdryer.Living and kitchen/dining room with fully equipped kitchen. Laundry area with washer and dryer, remote control a/c unit and ceilin  …see more

from £80 / night

£500 / week

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from £80 / night

1 / 10

Arrondissement of La Trinite / Sainte Marie

2 6 7 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Not suitable for children; Air conditioning; No pets allowed;
 …see more

from £62 / night

£428 / week

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from £62 / night

(1) Excellent 

1 / 29

Curacao / Soto

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Nearest beach 5 km; Swimming pool; Child friendly ;
 …see more

from £60 / night

£419 - £659 / week

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from £60 / night

1 / 15

Iles des Saintes / Terre-de-Haut

1 4 1 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Child friendly ; Car not necessary; Air conditioning;
 …see more

from £73 / night

£505 / week

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from £73 / night

(4) Excellent 

1 / 22

Cassava, Lower Bay, Bequia, The Grenadines - Lower Bay house sleeps 6

Bequia / Lower Bay

3 6 3 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.182 km; Suitable for children age 5+;
With stunning views over the Caribbean, Cassava is set within its own grounds less than two hundred paces up from Lower Bay, a short meander down to one of The Grenadine's finest swimming beaches. The expansive ocean-facing coral stone terrace, which spans the full  …see more

from £295 / night

£2065 - £2822 / week

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from £295 / night

1 / 13

Arrondissement of Le Marin / Le Diamant

1 2 3 nights min stay

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

from £43 / night

£300 / week

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from £43 / 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 £61 / night

£368 / week

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from £61 / night

1 / 24

Arrondissement of Fort-de-France / Fort-de-France

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 4 km; Swimming pool;
 …see more

from £187 / night

£1305 - £2106 / week

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from £187 / 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 £60 / night

£300 / week

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from £60 / night

(7) Excellent 

1 / 38

Belair Pines Villa, with 35 ft Private Pool - Bel Air bungalow sleeps 7

Saint Philip Parish / Bel Air

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Swimming pool;
The villa is Just 15 mins drive from the International airport in Barbados and close to shops and banks. It is in a quiet and peaceful location ideally suited for families and couples, yet close to local beaches and restaurants. Crane beach, one of the world's finest,  …see more

from £122 / night

£600 - £850 / week

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from £122 / night

1 / 14

Arrondissement of Le Marin / Trois-Ilets

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Air conditioning;
 …see more

from £86 / night

£642 - £966 / week

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from £86 / night

1 / 17

Bungalow pour 3 personnes au bord de l'Océan - Le Vauclin bungalow sleeps 3

Arrondissement of Le Marin / Le Vauclin

2 3 3 nights min stay

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min stay
Key info: Child friendly ; Air conditioning; No pets allowed;
Envie de vacances au calme sur un territoire de caractère ? Choisissez le Village de la Pointe à la martinique ,situé face à l'océan dans un parc résidentiel de loisir qui a tout pour vous plaire. Au cœur de la plus grande palmerai de Martinique.. Le logement :  …see more

from £75 / night

£521 / week

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from £75 / night

(1) Excellent 

1 / 10

Affinity Villas apartment 2 - Fairholme Gardens apartment sleeps 2

Maxwell / Fairholme Gardens

1 2 4 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Well presented and tastefully furnished 1 bedroom villa in a tranquil location with spacious garden and pool. Excellent location close to beach, attractions and amenities. Amenities include a fully fitted kitchen with the full range of cooking utensils and an open pla  …see more

from £45 / night

£315 / week

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from £45 / night

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