Air conditioned apartments and villas to rent in Caribbean

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2,582 Holiday homes

Filters applied: Air conditioning (2,582)

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(1) Excellent 

1 / 15

2 Bed Beachfront Apt near Bridgetown & West Coast - Bridgetown apartment sleeps 5

Saint Michael Parish / Bridgetown

2 5 5 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Air conditioning;
Located at North Brighton Beach is a beautiful, elevated ground floor apartment with a panoramic view of the Caribbean Sea from the impressive sizable patio. The apartment offers full amenities, including twice weekly maid service, and an open living plan only feet from  …see more

from £152 / night

£1064 / week

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from £152 / night

(12) Excellent 

1 / 18

Ridge View Villa - Casuarina Estate villa sleeps 6

Bottom Bay / Casuarina Estate

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.5 km; Swimming pool;
Ridge View is a luxuary villa which has been designed so as to take advantage of breath taking views and boasts a large pool. We pride ourselves on doing all we can to ensure you have a relaxing holiday.This spacious Villa has been furnished in a style that denotes both  …see more

from £96 / night

£475 - £675 / week

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from £96 / night

(14) Excellent 

1 / 24

Two Bays Villa at Cabier - Crochu villa sleeps 2

Saint Andrew Parish / Crochu

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.1 km; Swimming pool;
In a natural setting with stunning views Two Bays is elegant, romantic and comfortable. Two Bays villa, up on a promontory 60 feet above the water, is designed along Colonial lines to catch the breezes with high ceilings and ceiling fans with optional AC in the bedrooms  …see more

from £153 / night

£917 - £1470 / week

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from £153 / night

1 / 4

Studio Ste Anne Martinique - Sainte Anne studio sleeps 2

Martinique / Sainte Anne

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car essential;
Située à Sainte-Anne, la résidence, comprenant le restaurant "Le Tiriti" vous propose des appartements simples et agréables, pour un séjour à la découverte des richesses de la Martinique. La résidence dispose d'une piscine et d'emplacements d  …see more

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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 / 34

Beach House Casuarina's Shoreline - Marsh Harbour house sleeps 3

Great Abaco Island / Marsh Harbour

1 3 1 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Not suitable for children;
Beachfront studio-apartment "beach House Casuarina's Shoreline" and terraces directly on the beautiful beach of Casuarina PointCasuarina Point, Marsh Harbour is one of the famous Tourist Attractions in Marsh Harbour. This tiny fishing village attracts tou  …see more

from £115 / night

£802 / week

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from £115 / night

1 / 7

Edinburgh TnT Villas - Chaguanas apartment sleeps 2

Trinidad / Chaguanas

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Not suitable for children; Air conditioning; No pets allowed;
This is a one bedroom fully furnished apartment within a multi-tenanted newly built 2 story building.The bedroom is a large master bedroom, walk-in closet, large en-suite (shower stall, toilet and sink). The bedroom is air conditioned and has the following: Bedroom:  …see more

from £54 / night

£344 - £459 / week

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from £54 / night

1 / 11

Grande-Terre Island / Le Gosier

1 5 4 nights min stay

  • 1 bedroom
  • Sleeps 5
  • 4 nights min stay
Key info: Child friendly ; Air conditioning; No pets allowed;
 …see more

from £49 / night

£342 / week

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from £49 / night

(1) Excellent 

1 / 24

Villa LaHay Mount Irvine - Mount Irvine villa sleeps 8

Tobago / Mount Irvine

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.8 km; Swimming pool;
This superb mexican style villa on 3 levels has stunning views over the palm trees to the Golf Course, Pigeon Point, Nylon Pool, Buccoo Reef and the Caribbean Sea. One of just four private villas set in a secluded cul-de-sac above the Mt. Irvine Golf Course it has a l  …see more

from £268 / night

£1871 - £2405 / week

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from £268 / night

1 / 6

Guadeloupe / Saint Anne

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Not suitable for children; Air conditioning; No pets allowed;
 …see more

from £43 / night

£257 / week

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from £43 / night

1 / 12

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

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Car advised; Air conditioning;
 …see more

from £65 / night

£449 / week

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from £65 / night

1 / 4

Guadeloupe / Saint Anne

1 2 7 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 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

(5) Excellent 

1 / 30

Villa Da Casa a Casa - Six Cross Roads villa sleeps 6

Christ Church Parish / Six Cross Roads

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 3 km; Swimming pool;
Welcome to Da Casa a Casa, my home from home. In my opinion this is one of the best areas to stay in Barbados, away from the hubbub and traffic of the West coast but minutes from the sea and beaches of the East coast.The villa is situated in a quiet residential road ne  …see more

from £100 / night

£650 / week

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from £100 / night

1 / 6

Arrondissement of Le Marin / Sainte-Anne

1 3 7 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 7 nights min stay
Key info: Child friendly ; Air conditioning; Pet friendly;
 …see more

from £43 / night

£300 / week

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from £43 / night

(25) Excellent 

1 / 20

Sunrise Villa, Atlantic Rising Bottom Bay Barbados - Apple Hall villa sleeps 6

Bottom Bay / Apple Hall

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
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

£499 - £949 / week

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from £90 / night

(3) Very Good 

1 / 13

Grande-Terre Island / Le Gosier

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Not suitable for children; Air conditioning;
 …see more

from £89 / night

£617 - £1203 / week

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from £89 / night

1 / 13

Secret Haven Studio Grande - Woodbrook studio sleeps 3

Trinidad / Woodbrook

Studio 3 2 nights min stay

  • Studio
  • Sleeps 3
  • 2 nights min stay
Key info: Not suitable for children; Car not necessary; Air conditioning;
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

£214 - £268 / week

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from £35 / night

1 / 5

Martinique / Sainte Anne

1 4 2 nights min stay

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

from £73 / night

£368 / week

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from £73 / night

1 / 12

Grande-Terre Island / Port-Louis

Studio 2 7 nights min stay

  • Studio
  • Sleeps 2
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Not suitable for children; Air conditioning;
 …see more

from £50 / night

£300 / week

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from £50 / night

1 / 13

Baywatch Apartment - Westerhall apartment sleeps 2

Saint George Parish / Westerhall

1 2 3 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Air conditioning;
Baywatch Apartment is a spacious self-contained, air-conditioned unit attached to our home in quiet and peaceful residential area overlooking Westerhall Bay, with panoramic views over the Caribbean Sea. It is only 200 metres from the main road that runs between Grand An  …see more

from £53 / night

£369 - £401 / week

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from £53 / night

1 / 11

Martinique / Sainte Anne

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Ask owner if suitable for children;
 …see more

from £43 / night

£300 / week

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from £43 / 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

1 / 14

Sint Maarten / Dawn Beach

1 2 Min stay varies

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

from £123 / night

£855 / week

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from £123 / night

1 / 15

Blue Mountain Villa, St Elizabeth - Blue Mountains National Park villa sleeps 12

Jamaica / Blue Mountains National Park

5 12 1 night min stay

  • 5 bedrooms
  • Sleeps 12
  • 1 night min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Blue Mountain Villa is located in the heart of the St Elizabeth countryside and has breathtaking views overlooking the Carribean Ocean and the Blue Mountain Range as a spectacular backdrop. A luxurious destination retreat for families and friends, reunions, romantic get  …see more

from £314 / night

£2200 / week

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from £314 / 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

(13) Excellent 

1 / 24

Two Bays Beachside - Crochu studio sleeps 2

Saint Andrew Parish / Crochu

Studio 2 1 night min stay

  • Studio
  • Sleeps 2
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.1 km; Swimming pool;
AMAZING OFFER - OUR PRICES REFLECT PAY FOR ONLY 5 OR 10 NIGHTS AND GET 2 or 4 NIGHTS FREE!In a romantic and natural setting with stunning views Two Bays Beachside studio is elegant and comfortable. Beachside studio is large and designed along Colonial lines with large  …see more

from £107 / night

£642 - £1016 / week

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from £107 / night

1 / 21

Silver Sands Valhalla Villa - Silver Sands villa sleeps 10

Trelawny Parish / Silver Sands

4 10 1 night min stay

  • 4 bedrooms
  • Sleeps 10
  • 1 night min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
A spacious comfortable villa on the Silver Sands private, gated, villa estate. It is just 5 minutes walk from the beautiful white sand beach - considered one of the finest in Jamaica and is for the sole use of villa owners and guests. The villa has a private pool with  …see more

from £306 / night

£1909 / week

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from £306 / night

1 / 22

The Glen Villa - Campden Park house sleeps 6

St. Vincent / Campden Park

3 6 1 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Child friendly ; Car not necessary; Air conditioning;
Located in Campden Park, a residential area ten minutes away from the capital Kingstown, the Glen Villa is a purpose built split level home.The top level has 3 bedrooms, 2.5 bathrooms, and an open plan lounge, kitchen, dining area. The master bedroom is air conditioned,  …see more

from £95 / night

£630 / week

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from £95 / night

1 / 21

Arrondissement of Le Marin / Ducos

1 2 2 nights min stay

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

from £52 / night

£325 / week

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from £52 / night

1 / 14

Villa Colibri - Pelican Key villa sleeps 4

Sint Maarten / Pelican Key

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
Villa Colibri recently built, second row beachfront property with beach access in the quiet, residential area walking distance to amenities and entertainment. The cozy 2 bedroom suites offer the maximum of luxury. All rooms offer beautiful views of the pool with waterfa  …see more

from £400 / night

£2800 / week

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from £400 / night

(37) Excellent 

1 / 81

INFINITY STUDIO 5* affordable LUXURY +AMAZING pool - Richmond studio sleeps 2

Bequia / Richmond

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
Key info: Nearest beach 0.75 km; Swimming pool; Ask owner if suitable for children;
Tropical Hideaway is a luxurious and very private property, consisting of five boutique accommodations surrounded by vibrant and mature tropical gardens. Set in over 4 acres of pristine natural forest, all accommodations offer private facilities to the highest of standa  …see more

from £152 / night

£962 - £1375 / week

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from £152 / night

1 / 24

Luxurious Villa 2 minutes walking to the beach - Dorp Sint Michiel villa sleeps 6

Curacao / Dorp Sint Michiel

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
Located inside the Bluebay Beach and Golf resort this Villa is a short walk from the beach and it is overlooking the Bluebay golf course. The 3 bedrooms provide ample space for 6 adults. The big porch provides a nice refuge from the afternoon heat and the modern kitche  …see more

from £146 / night

£993 - £1146 / week

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from £146 / night

1 / 21

Isabella - Ocean Views - 4 Bedrooms - St. Jean villa sleeps 8

St. Barts / St. Jean

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Welcome to Villa Isabella, a lovely 4 bedroom villa rental with private pool and breathtaking panoramic views located on the hillside over looking Saint Jean Bay. The lovely town of St Jean is less then half a kilometre from Villa Isabella. Saint Jean is second in size  …see more

from £1527 / night

£10688 / week

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from £1527 / night

1 / 9

Holiday apartment rental - Lowlands condo sleeps 4

Tobago / Lowlands

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Luxurious 2 bedroom air conditioned first floor condo on Tobago Plantations golf resort with shared pool at front of property Property consists of 2 large bedrooms with en-suite bathrooms and a further family bathroom. Master bedroom with king size bed and 2nd room wi  …see more

from £143 / night

£1000 / week

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from £143 / night

1 / 18

Arrondissement of Le Marin / Trois-Ilets

1 4 1 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Suitable for children age 5+;
 …see more

from £86 / night

£599 / week

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from £86 / night

1 / 4

Criss Cross Apartments - Port of Spain apartment sleeps 2

Trinidad / Port of Spain

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
Our goal is to provide our guests with first class accommodation at affordable, non-hotel prices, making us the perfect alternative to hotel accommodation. We offer the visitor to Trinidad whether on business or vacation, a 'home away from home'. Our goal is to provide  …see more

from £39 / night

£321 / week

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from £39 / night

(1) Excellent 

1 / 10

Kralendijk / Belnem

2 4 5 nights min stay

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

from £134 / night

£917 - £1491 / week

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from £134 / night

(6) Excellent 

1 / 12

6 Ajoupa Villas - Fitts villa sleeps 4

Saint James Parish / Fitts

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 luxurious, 2 Bedroomed villa with free air conditioning and WiFi. Situated on a fully landscaped small private complex with a swimming pool and sun bathing area. In the evening the complex has path lighting and the pool is also lit. You can sit on the balcony and loo  …see more

from £85 / night

£595 - £905 / week

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from £85 / night

(7) Very Good 

1 / 37

The Sugar Mill Tower - Romantic Seaside Escape - Lance aux Epines tower sleeps 4

Saint George Parish / Lance aux Epines

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.5 km; Swimming pool;
Sugar Mill Tower — an alluring and lovely hideaway — ideal for honeymoons, anniversaries, proposals, & couple's retreat. An English 4-poster bed dominates the romantic round room. 2nd BR has a full-size bed. Both are en suite. Includes 3 levels of decks, private plu  …see more

from £273 / night

£1907 - £3815 / week

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from £273 / night

1 / 15

29 Palms Direct Oceanfront!! - West End cottage sleeps 4

Cayman Brac / West End

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Not suitable for children; Air conditioning;
Named for the natural shade provided by 29 coconut palm trees on the property our beach cottage offers 2 bedrooms, fully equipped kitchen, free WI FI, cable television and local phone service. The 300 sq foot deck is literally steps from the water and always has shade  …see more

from £104 / night

£649 / week

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from £104 / night

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