Air conditioned apartments and villas to rent in Caribbean

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16,485 Holiday homes

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(3) Very Good 

14

Holiday villa rental

Isla de Vieques / Isabel Segunda

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
The Villa at Casa Ladera is a beautiful rental house in Vieques, Puerto Rico, with a huge pool, steps to a lovely beach, four sunny, spacious bedrooms, two full bathrooms and a large outdoor shower.  …see more

from £222 / night

£1452 - £2500 / week

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from £222 / night

(4) Excellent 

75

Holiday apartment with shared pool, golf nearby in Dominican Republic

Punta Cana / Bavaro Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Peaceful and Relaxing” My family and I stayed at the Laguna Golf from Aug 19-Sept 2, 2012. We had a great time! We did not encounter any problems meeting Carmen (the person with the keys and the lease) when we arrived even though we were about an ho  …see more

from £52 / night

£359 - £650 / week

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from £52 / night

(5) Excellent 

30

Holiday villa with swimming pool in Barbados

Christ Church Parish / Six Cross Roads

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • 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  …see more

from £100 / night

£700 - £750 / week

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from £100 / night

23

Arrondissement of Le Marin / Trois-Ilets

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £50 / night

£344 - £442 / week

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from £50 / night

(16) Very Good 

22

Holiday apartment in Caribbean

Saint James Parish / Derricks

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Spacious apartment but room for improvement” It's a very nice apartment, spacious and light, but not as slick a finish as the photos, as the level of workmanship is poor in some areas. During our stay we also had issues with the cleanliness of the ap  …see more

from £75 / night

£450 - £880 / week

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from £75 / night

(15) Excellent 

21

Holiday lodge in Caribbean

Great Exuma / George Town

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Seabreeze Lodge is ideal for 2 families or groups of fishermen. Its located on Bonefish Flats in Great Exuma. We offer 5-star, luxury private accommodation.<br />Bonefish fishing, kayaking, deep water fishing, turtle watching, sailing, golf, lazing by our heated p  …see more

from £339 / night

£2371 / week

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from £339 / night

(7) Very Good 

20

Holiday villa with shared pool, golf nearby in Caribbean

Jolly Harbour / Jolly Harbour Villas

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
“Amazing location with great views” We had a great time in Antigua & it made the most perfect honeymoon. Wonderful beaches, great restaurants for eating out all in jolly harbour & a lovely terrace at the villa for BBQs over looking our jetty. The villa  …see more

from £80 / night

£550 - £700 / week

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from £80 / night

(4) Very Good 

16

Arrondissement of La Trinite / Le Robert

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £36 / night

£257 / week

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from £36 / night

(8) Excellent 

15

Arrondissement of Le Marin / Les Anses d'Arlet

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 250 km
  • Child friendly

 …see more

from £59 / night

£411 - £582 / week

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from £59 / night

(6) Excellent 

10

Holiday villa in Caribbean

Holetown / Queens Fort

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“Great place to stay with fantastic hosts” 7 of us stayed at the villa for a week back in April, we were catered for perfectly by Tony and Rose who really made our trip. Tony's gravy is worth the trip alone. The villa was ideal for us, loads of outsi  …see more

from £350 / night

£2450 / week

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from £350 / night

(1) Excellent 

31

Arrondissement of Le Marin / Sainte-Anne

Studio 4 7 nights min

  • Studio
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

 …see more

from £26 / night

£180 - £300 / week

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from £26 / night

21

Basse-Terre Island / Deshaies

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £65 / night

£449 - £539 / week

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from £65 / night

11

Basse-Terre Island / Capesterre-Belle-Eau

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £43 / night

£240 - £394 / week

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from £43 / night

(20) Excellent 

17

Holiday townhouse with swimming pool in Caribbean

Saint James Parish / Holetown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“Excellent Facilities & Location” No 7. Hillside is an extremely high-end villa. The finish throughout the house is of a very high standard. With the accommodation running over 3 floors meant that we never felt like we were on top of each other, there  …see more

from £280 / night

£1960 - £3990 / week

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from £280 / night

(12) Very Good 

20

Grande-Terre Island / Saint Francois

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £43 / night

£257 - £462 / week

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from £43 / night

40

Caribbean holiday villa rental

La Romana / La Romana Downtown, Dominican Republic

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
High-speed wireless Internet access is complimentary. This beach villa also offers a fitness center, a garden, and a terrace. Limited complimentary onsite parking is available on a first-come, first-served basis.  …see more

from £766 / night

£5360 - £12220 / week

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from £766 / night

(2) Excellent 

54

Arrondissement of La Trinite / Sainte Marie

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 3 km
  • Air conditioning
  • Private garden

 …see more

from £22 / night

£150 / week

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from £22 / night

(11) Very Good 

23

Holiday villa accommodation

Saint James Parish / Holder's Hill

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“Beautiful Villa with that personal touch from the cleaner” Prior to arrival the owner was very helpful with car hiring and attention to detail as we needed a divider in one of the rooms as we had brother and sister teenagers of different sexes sharing  …see more

from £107 / night

£750 - £900 / week

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from £107 / night

(26) Excellent 

12

Holiday b&b in St. Kitts and Nevis

Nevis / Gingerland

2 3 1 night min

  • 2 bedrooms
  • Sleeps 3
  • 1 night min
  • Nearest beach 7 km
  • Child friendly
  • Air conditioning
“Beautiful house and grounds on Nevis” My wife, myself, and our young child enjoyed a wonderful two night stay at this great little house. It had everything that we needed to make our time enjoyable. The owners were very friendly and made sure that all  …see more

from £65 / night

£404 / week

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from £65 / night

41

Arrondissement of Le Marin / Le Vauclin

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

 …see more

from £39 / night

£270 - £347 / week

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from £39 / night

9

Saint-Martin / Orient Bay

Studio 4 5 nights min

  • Studio
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from £50 / night

£356 - £588 / week

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from £50 / night

(25) Very Good 

19

Holiday apartment with shared pool in Saint Ann Parish

Saint Ann Parish / Ocho Rios

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Ideal location!” A friend of mine goes to Jamaica every year and since I hadn’t visited for quite some time, so I decided why not. From the initial communication with Jacqueline I was put at ease. Communication was always prompt and pleasant and  …see more

from £80 / night

£560 / week

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from £80 / night

(10) Excellent 

21

Holiday penthouse with shared pool, golf nearby in Caribbean

San Pedro de Macoris Province / Juan Dolio

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“This location is awesome but a but remote” I really enjoyed my stay. Rosemary is a great lady to deal with. The domestics staff made all the difference. The only issue is distance to the beach. If you like golf though this place is amazing  …see more

from £171 / night

£1026 / week

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from £171 / night

9

Arrondissement of Le Marin / Le Marin

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly

 …see more

from £56 / night

£377 / week

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from £56 / night

(3) Very Good 

23

Arrondissement of Le Marin / Le Diamant

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £120 / night

£684 / week

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from £120 / night

27

Arrondissement of Le Marin / Sainte-Luce

3 6 6 nights min

  • 3 bedrooms
  • Sleeps 6
  • 6 nights min
  • Nearest beach 5 km
  • Swimming pool
  • Child friendly

 …see more

from £137 / night

£958 / week

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from £137 / night

(21) Excellent 

25

Holiday apartment with shared pool in Caribbean

Speightstown / Mount Brevitor

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“Early Summer in Barbados” We were very impressed with the apartment, the tasteful decorations and designer decor in all the rooms. All fittings and fixtures were beautifully maintained and in prime condition. The whole complex is tastefully landscaped  …see more

from £98 / night

£686 - £763 / week

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from £98 / night

(14) Very Good 

22

Holiday villa accommodation

Saint James Parish / Holetown

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.9 km
  • Swimming pool
“Perfect Base” Two families with 4 kids (all around 9-12yrs) stayed at Lime Villa for the Xmas/New Years holiday. It was the perfect choice. Plenty of room for 2 families, great pool and gardens and all the amenities we could have asked for. Dave the  …see more

from £291 / night

£1835 - £3670 / week

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from £291 / night

(1) Excellent 

22

Arrondissement of Le Marin / Le Francois

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool

 …see more

from £214 / night

£941 - £1411 / week

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from £214 / night

(12) Very Good 

36

Saint Francois / Anse des Rochers

Studio 4 5 nights min

  • Studio
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

 …see more

from £48 / night

£308 - £394 / week

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from £48 / night

(2) Excellent 

59

Caribbean holiday apartment rental

Saint James Parish / Clermont

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Luxury two bedroomed (with 1 king and two twins ) fully furnished ground floor air conditioned condo/apartment . Situated on the West Coast of Barbados in the gated community of Crystal Heights.Fabulous outdoor communal pool ,tennis court and clubhouse on site . Night  …see more

from £65 / night

£420 / week

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from £65 / night

(2) Excellent 

24

Holiday villa with swimming pool, golf nearby in Caribbean

Cap Estate / Rodney Bay Heights

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“Wonderful Stay” We had such a wonderful stay at Anantha Asmani – we really didn’t want to leave. The property was so comfortable and clean and the pool is simply stunning. But Ruth really made our stay! She was the best housekeeper and so entertaining  …see more

from £1109 / night

£7763 - £10557 / week

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from £1109 / night

(15) Excellent 

16

Holiday apartment with swimming pool in Caribbean

Mullins / Beacon Hill

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Condo is kept at a very high specification and standard” Had a very relaxing 9 days in a lovely garden apartment with pool. John & Sheila who own it helped a great deal before we went. Kerry the local manager was also very professional & helpful, as  …see more

from £150 / night

£1050 - £2295 / week

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from £150 / night

(10) Very Good 

37

Caribbean holiday apartment rental

Saint Ann Parish / Runaway Bay

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“Perfect Vacation Apt!!!” This vacation apt is the best that I have stayed. It was ideally situated near all attractions, stores, day and night activities, beaches, restaurants. I could literally walk to the nearest beach and restaurant. the apt was co  …see more

from £57 / night

£396 / week

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from £57 / night

(4) Excellent 

21

Caribbean holiday villa rental

Vieux Fort Quarter / Vieux Fort

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“Spectacular vista & fabulous accommodations” First and foremost the service provided by the owner and the property manager was outstanding. The manager met us at the airport, got us right into our rental car, and escorted us to the very private villa,  …see more

from £283 / night

£1976 - £3952 / week

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from £283 / night

(2) Very Good 

24

Marigot / Nettle Bay Beach Club

Studio 4 5 nights min

  • Studio
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £50 / night

£356 - £588 / week

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from £50 / night

(49) Very Good 

29

Iles des Saintes / Terre-de-Haut

4 5 Min stay varies

  • 4 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £76 / night

£497 - £677 / week

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from £76 / night

16

Holiday villa with swimming pool, golf nearby in Barbados

Saint James Parish / Royal Westmoreland Golf Resort

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Earlybird Offer 15% Off+Car ends 31Jan17! Luxurious 6 Bedroom Villa on Royal Westmoreland Resort. Commanding unobstructed views of the Caribbean Sea, the villa has its own superb infinity edge swimming pool, gazebo and games room.  …see more

from £807 / night

£5646 / week

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from £807 / night

(1) Very Good 

13

Basse-Terre Island / Deshaies

3 6 6 nights min

  • 3 bedrooms
  • Sleeps 6
  • 6 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £171 / night

£1197 / week

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from £171 / night

(7) Excellent 

13

Holiday apartment rental

Christ Church Parish / Hastings

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning
“Paradise-Perfect” What can i say....we stayed in lower swanage for 14 nights and it was everything we expected and wanted.Promtly greeted at the airport by Rodney our taxi driver,organised by Tina the property manager, taken straight to the appartment  …see more

from £113 / night

£791 / week

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from £113 / night