Air conditioned apartments and villas to rent in Caribbean

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15,373 Holiday homes

Filters applied: Air conditioning

23

Holiday apartment in Caribbean

Samana Province / Las Terrenas

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.15 km
  • Child friendly

from £35 / night

£218 - £279 / week

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Responds fast!
avg. 2 hours 28 minutes

from £35 / night

(6) Excellent 

22

Bungalow rental in Guadeloupe with shared pool

Grande-Terre Island / Le Moule

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Swimming pool

from £31 / night

£192 - £479 / week

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Responds fast!
avg. 1 hour 25 minutes

from £31 / night

22

Holiday villa with swimming pool in Caribbean

Grande-Terre Island / Saint Francois

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £172 / night

£1200 - £2880 / week

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from £172 / 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

from £326 / night

£2280 / week

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Responds fast!
avg. 3 hours 8 minutes

from £326 / night

12

Holiday studio with shared pool in Caribbean

Saint-Martin / Marigot, Saint Martin

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Pricing unknown

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Pricing unknown

(20) Very Good 

Certificate of Excellence

22

Self-catering villa with private pool in Bottom Bay, Barbados

Bottom Bay / Apple Hall

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Lovely Villa, quiet location” Hideaway was a lovely villa to stay in for a week. It is new, so in very good condition, everything you need is provided and the manager is on hand for anything you require. Only drawback for some may be it's relatively r
…see more

Certificate of Excellence

from £97 / night

£675 - £843 / week

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from £97 / night

37

Holiday home in Caribbean

Warrens / Arthur Seat

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool

from £80 / night

£450 - £490 / week

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from £80 / night

(2) Excellent 

32

Holiday apartment with shared pool in Caribbean

Saint-Martin / Baie Nettle

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Outstanding” Nicely furnished apartment, ideally located few yards from the private beach, facing the swimming pool. We enjoyed the calm and relaxing environment, few miles from Marigot and its shopping facilities. We are llooking forward to staying
…see more

from £70 / night

£487 / week

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from £70 / night

(6) Very Good 

17

Bungalow rental in Guadeloupe with shared pool

Basse-Terre Island / Sainte Rose

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £31 / night

£227 - £409 / week

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from £31 / night

15

Holiday condo in Caribbean

Samana Province / Las Terrenas

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £76 / night

£528 / week

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from £76 / night

(4) Excellent 

12

Holiday bungalow in Caribbean

Arrondissement of La Trinite / Le Lorrain

2 4 2 nights min

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

from £74 / night

£457 - £822 / week

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from £74 / night

(7) Very Good 

15

Holiday condo with shared pool, golf nearby in Caribbean

Saint Francois / Anse des Rochers

1 4 7 nights min

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

from £56 / night

£392 - £479 / week

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from £56 / night

(5) Excellent 

26

Holiday studio rental

Saint-Martin / Baie Nettle

Studio 4 7 nights min

  • Studio
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £50 / night

£348 - £602 / week

Book View

from £50 / night

(7) Excellent 

Certificate of Excellence

16

Holiday villa with swimming pool in Caribbean

Grande-Terre Island / Sainte-Anne

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 3 km
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £53 / night

£366 / week

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Responds fast!
avg. 3 hours 38 minutes

from £53 / night

6

Guadeloupe holiday bungalow rental

Basse-Terre Island / Sainte Rose

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £40 / night

£253 - £461 / week

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from £40 / night

(5) Excellent 

8

Caribbean holiday home rental

Grande-Terre Island / Port-Louis

4 12 2 nights min

  • 4 bedrooms
  • Sleeps 12
  • 2 nights min
  • Nearest beach 1 km
  • Child friendly
  • Air conditioning

from £35 / night

£261 - £2940 / week

Book View

from £35 / night

(7) Very Good 

18

Caribbean holiday apartment rental

Christ Church Parish / Inch Marlow

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £59 / night

£407 / week

Book View

from £59 / night

(2) Average 

12

Caribbean holiday gite rental

Arrondissement of Le Marin / Les Anses d'Arlet

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £129 / night

£900 / week

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from £129 / night

(6) Very Good 

22

Holiday apartment in Guadeloupe

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 £53 / night

£340 - £548 / week

Book View

Responds fast!
avg. 1 hour 32 minutes

from £53 / night

(11) Excellent 

25

Gite letting in Caribbean with shared pool

Basse-Terre Island / Sainte Rose

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 10 km
  • Swimming pool
  • Child friendly

from £61 / night

£427 - £487 / week

Book View

from £61 / night

(10) Very Good 

22

Apartment rental in Antigua and Barbuda

Saint Phillip Parish / Saint Philip

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly

from £47 / night

£322 - £485 / week

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from £47 / night

(1) Excellent 

13

Caribbean holiday apartment rental

Saint James Parish / Holetown

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Car not necessary

from £86 / night

£597 / week

Book View

from £86 / night

(3) Very Good 

23

Holiday apartment in Barbados

Saint Peter Parish / Speightstown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool

from £90 / night

£499 - £914 / week

Book View

Responds fast!
avg. 2 hours 1 minutes

from £90 / night

(2) Excellent 

9

Caribbean holiday villa rental

Basse-Terre Island / Vieux-Habitants

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £92 / night

£453 - £1256 / week

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from £92 / night

7

Holiday bungalow in Martinique

Arrondissement of Le Marin / Riviere-Salee

2 4 6 nights min

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

from £53 / night

£314 / week

Book View

from £53 / night

(1) Very Good 

17

Holiday apartment in Caribbean

Grande-Terre Island / Sainte-Anne

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning

from £39 / night

£272 / week

Book View

from £39 / night

(2) Excellent 

10

Holiday apartment with shared pool in Barbados

Christ Church Parish / Maxwell

2 5 4 nights min

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

from £78 / night

£550 / week

Book View

Responds fast!
avg. 3 hours 18 minutes

from £78 / night

21

Holiday apartment with shared pool, golf nearby in Caribbean

Christ Church Parish / Rockley

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.5 km
  • Swimming pool
  • Child friendly

from £195 / night

£1365 / week

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from £195 / night

4

Holiday bungalow in Caribbean

St. Lucia / Vieux Fort Quarter

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly

from £33 / night

£210 / week

Book View

from £33 / night

(4) Excellent 

17

Holiday gite rental

Basse-Terre Island / Bouillante

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £87 / night

£522 / week

Book View

Responds fast!
avg. 3 hours 20 minutes

from £87 / night

(5) Very Good 

15

Caribbean holiday villa rental

Sosua / El Batey

3 6 1 night min

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

from £78 / night

£427 / week

Book View

Responds fast!
avg. 2 hours 2 minutes

from £78 / night

(7) Very Good 

22

Caribbean holiday apartment rental

Basse-Terre Island / Deshaies

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £31 / night

£214 / week

Book View

Responds fast!
avg. 1 hour 34 minutes

from £31 / night

(1) Excellent 

20

Caribbean holiday apartment rental

Basse-Terre Island / Vieux-Habitants

3 6 7 nights min

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

from £156 / night

£1087 / week

Book View

from £156 / night

(3) Very Good 

59

Holiday studio in Caribbean

Saint George Parish / Roseau

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Nearest beach 13 km
  • Child friendly
  • Air conditioning

from £35 / night

£221 - £245 / week

Book View

Responds fast!
avg. 2 hours 32 minutes

from £35 / 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 £63 / night

£388 / week

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from £63 / night

32

Holiday apartment with shared pool in Caribbean

Saint Ann Parish / Ocho Rios

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £100 / night

£590 / week

Book View

Responds fast!
avg. 2 hours 59 minutes

from £100 / night

52

Villa rental in Caribbean with swimming pool, golf nearby

San Pedro de Macoris Province / San Pedro de Macoris

4 14 Min stay varies

  • 4 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £291 / night

£1938 - £6125 / week

Book View

Responds fast!
avg. 2 hours 17 minutes

from £291 / night

(4) Very Good 

21

Holiday villa rental

Saint James Parish / Holetown

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £112 / night

£778 - £1556 / week

Book View

Responds fast!
avg. 2 hours 27 minutes

from £112 / night

(17) Excellent 

20

Caribbean holiday villa rental

St. Kitts / Frigate Bay

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“Beautiful place and view!!!” Beautiful place - one of the best places we have stayed at - location was great!! We would go go back! One concern was that there was no hot water ion the kitchen until the last day.
…see more

from £333 / night

£2326 - £3063 / week

Book View

Responds fast!
avg. 2 hours 26 minutes

from £333 / night

(23) Very Good 

27

Holiday villa with swimming pool, golf nearby in Caribbean

Tobago / Prospect, Tobago

4 12 2 nights min

  • 4 bedrooms
  • Sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“A fabulous relaxing holiday in a spectacular part of the world.” Villa in fabulous elevated private location, with fantastic views out over the Atlantic Coast line during the day time, and constantly changing night time views of the low lands. The vi
…see more

from £220 / night

£1400 / week

Book View

Responds fast!
avg. 1 hour 36 minutes

from £220 / night

1