Air conditioned apartments and villas to rent in Caribbean

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15,373 Holiday homes

Filters applied: Air conditioning

17

Holiday home in Caribbean

St. Kitts and Nevis / Nevis

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+

from £98 / night

£625 - £898 / week

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from £98 / night

(3) Very Good 

30

Samana Province / Las Terrenas

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Nearest beach 0.15 km
  • Child friendly
  • Car not necessary

from £38 / night

£263 / week

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from £38 / night

(2) Very Good 

29

Holiday townhouse in Caribbean

Enterprise / Enterprise

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 1 km
  • Child friendly
  • Air conditioning
“Spacious, comfortable, clean villa.” We were a group of four friends traveling without a car and this place suited our needs perfectly. We stayed one week but I can imagine staying much longer comfortably. There was everything we needed: comfortable b
…see more

from £151 / night

£1055 - £1250 / week

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from £151 / night

(2) Very Good 

14

Holiday townhouse in Barbados

Enterprise / Cottonbay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

from £140 / night

£980 / week

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from £140 / night

(2) Very Good 

35

Holiday apartment with shared pool in Caribbean

Saint Ann Parish / Ocho Rios

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £80 / night

£390 - £560 / week

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from £80 / night

(13) Excellent 

19

Holiday home with swimming pool in Caribbean

Christ Church Parish / Hastings

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“FANTASTIC VILLA,GREAT LOCATION,EXCELLENT HOSTS” I had visited Barbados a few years ago so decided it would be a great place to spend it again for my partners 50th birthday,there were 6 of us this time so thought we would look at hiring a villa. After
…see more

from £153 / night

£1067 / week

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from £153 / night

(5) Very Good 

8

Guadeloupe / Saint Anne

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Air conditioning

from £121 / night

£841 / week

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from £121 / night

(1) Excellent 

20

Saint-Martin / Orient Bay

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £150 / night

£1000 - £1059 / week

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from £150 / night

(1) Excellent 

14

Arrondissement of Le Marin / Le Vauclin

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £39 / night

£259 / week

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from £39 / night

13

Basse-Terre Island / Sainte Rose

3 9 3 nights min

  • 3 bedrooms
  • Sleeps 9
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £169 / night

£1009 - £3698 / week

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from £169 / night

(5) Excellent 

10

Caribbean holiday apartment rental

Christ Church Parish / Hastings

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary

from £157 / night

£1094 - £1586 / week

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from £157 / night

(1) Excellent 

15

Arrondissement of Le Marin / Sainte-Luce

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Child friendly
  • Air conditioning

from £67 / night

£420 - £578 / week

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from £67 / night

(1) Excellent 

5

Marie-Galante / Capesterre

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool

from £200 / night

£1417 - £1667 / week

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from £200 / night

(5) Excellent 

10

Holiday villa in Caribbean

Eleuthera / South Palmetto Point

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
“The best good value for price in Eleuthera for this little piece of heaven” Before arriving to Eleuthera, we did not know Thompson’s Seaside Villas. We booked in October 2014 a bungalow on the Atlantic side of Eleuthera. When we arrived on December
…see more

from £98 / night

£625 / week

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from £98 / night

18

Arrondissement of La Trinite / La Trinite

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £34 / night

£282 / week

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from £34 / night

(18) Excellent 

16

Arrondissement of Le Marin / Sainte-Luce

Studio 2 7 nights min

  • Studio
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

from £50 / night

£292 - £334 / week

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from £50 / 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 £103 / night

£720 - £850 / week

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from £103 / night

10

Guadeloupe / Saint Anne

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £175 / night

£1219 - £1824 / week

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from £175 / night

12

Arrondissement of Le Marin / Le Francois

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 2 km
  • Child friendly
  • Air conditioning

from £75 / night

£525 / week

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from £75 / night

7

Holiday condo in Caribbean

Grand Cayman / Rum Point

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £215 / night

£1504 - £2325 / week

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from £215 / night

(3) Very Good 

14

Bungalow rental in Caribbean

Arrondissement of Le Marin / Ducos

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Car not necessary
  • Air conditioning

from £51 / night

£303 / week

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from £51 / night

(22) 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
“Beautiful apartment on quiet, delightful complex” Four of us stayed here for 2 weeks in late February and there was plenty of room without us getting under each other's feet. The apartment is perfectly situated on a hill 10 minutes outside Speightstow
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from £100 / night

£700 - £756 / week

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from £100 / night

(2) Excellent 

6

Arrondissement of Le Marin / Sainte-Luce

1 3 4 nights min

  • 1 bedroom
  • Sleeps 3
  • 4 nights min
  • Child friendly
  • Air conditioning

from £55 / night

£341 - £420 / week

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from £55 / night

(1) Excellent 

15

Arrondissement of Le Marin / Les Anses d'Arlet

1 5 7 nights min

  • 1 bedroom
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly

from £61 / night

£421 - £631 / week

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from £61 / night

(1) Excellent 

17

Holiday apartment rental

Grand Bahama Island / Freeport

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £67 / night

£430 - £469 / week

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from £67 / night

(5) Excellent 

17

Grande-Terre Island / Saint Francois

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Air conditioning
  • Private garden

from £81 / night

£519 / week

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from £81 / night

(2) Excellent 

24

Holiday home with swimming pool in Antigua and Barbuda

Antigua / Orange Valley

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £80 / night

£1550 - £2400 / week

Book View

from £80 / night

(7) Very Good 

32

Grande-Terre Island / Le Gosier

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden

from £68 / night

£421 - £538 / week

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from £68 / night

(5) Very Good 

22

Basse-Terre Island / Bouillante

1 5 3 nights min

  • 1 bedroom
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £51 / night

£328 - £589 / week

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from £51 / night

(3) Average 

9

Basse-Terre Island / Pointe-Noire

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £100 / night

£700 - £934 / week

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from £100 / night

(3) Very Good 

23

Saint-Martin / Baie Nettle

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly

from £66 / night

£400 - £759 / week

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from £66 / night

20

Holiday apartment with swimming pool, golf nearby in Caribbean

Saint Peter Parish / Mullins

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool

from £150 / night

£1050 - £1722 / week

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from £150 / night

(2) Very Good 

29

Les Anses d'Arlet / Anse a L'Ane

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

from £226 / night

£1584 / week

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from £226 / night

(6) Excellent 

22

Apartment accommodation in Caribbean

Saint James Parish / Holetown

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Car not necessary

from £71 / night

£495 - £590 / week

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from £71 / night

(4) Excellent 

13

Iles des Saintes / Terre-de-Haut

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning

from £232 / night

£1345 - £1698 / week

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from £232 / night

(14) Excellent 

24

Grande-Terre Island / Sainte-Anne

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £114 / night

£792 - £1250 / week

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from £114 / night

20

Saint-Martin / Anse aux Cajoux

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £67 / night

£450 - £742 / week

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from £67 / night

(1) Average 

29

Holiday condo rental

Westmoreland Parish / Negril

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £79 / night

£598 - £903 / week

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from £79 / night

(9) Very Good 

15

Caribbean holiday villa rental

Tobago / Scarborough

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £215 / night

£1504 - £2161 / week

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from £215 / night

(8) 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
“a dream holiday” Really lovely villa well situated with nice beaches on the doorstep,there are lots of restaurants to choose from at Jolly Harbour and the golf buggies are great fun. The villa itself is very well equipped with excellent air conditio
…see more

from £80 / night

£550 - £700 / week

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from £80 / night

1