Air conditioned apartments and villas to rent in Caribbean

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15,370 Holiday homes

Filters applied: Air conditioning

13

Arrondissement of Le Marin / Trois-Ilets

2 4 7 nights min

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

from £66 / night

£459 - £809 / week

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from £66 / night

10

Holiday apartment in Trinidad and Tobago

Trinidad / Caroni

2 4 1 night min

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

from £79 / night

£547 / week

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from £79 / night

(5) Excellent 

11

Grande-Terre Island / Sainte-Anne

2 4 7 nights min

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

from £135 / night

£942 / week

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from £135 / night

29

Apartment rental in Caribbean

La Romana Province / La Romana

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 21 km
  • Child friendly

from £36 / night

£235 / week

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from £36 / night

(1) Excellent 

36

Holiday villa in Caribbean

Saint James Parish / Porters

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning

from £150 / night

£1050 / week

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from £150 / night

(27) Excellent 

26

Apartment rental in Barbados with shared pool

Mullins / Beacon Hill

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Fantastic” This is a beautifully maintained apartment in a brilliant location. The beach at Mullins is accessed by walking through the lovely gardens belonging to the complex which also contains a secluded and private pool. The property provides easy
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from £150 / night

£1050 - £2170 / week

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from £150 / night

48

Santo Domingo Province / Boca Chica

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £24 / night

£165 / week

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from £24 / night

(3) Excellent 

42

Basse-Terre Island / Deshaies

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 2 km
  • Swimming pool
  • Child friendly

from £108 / night

£750 - £1000 / week

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from £108 / night

(1) Very Good 

28

Home rental in Caribbean with swimming pool

Saint-Martin / Orient Bay

2 6 7 nights min

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

from £182 / night

£1271 - £2542 / week

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from £182 / night

(1) Excellent 

11

Grande-Terre Island / Port-Louis

Studio 2 7 nights min

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

from £49 / night

£295 / week

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from £49 / night

(4) Excellent 

31

Caribbean holiday condo rental

Puerto Rico / Cabo Rojo

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+

from £118 / night

£821 / week

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from £118 / night

14

Caribbean holiday home rental

Christ Church Parish / Enterprise

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £137 / night

£958 / week

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from £137 / night

(47) Excellent 

21

Villa rental in Caribbean

Saint James Parish / Fitts

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“Edd Tide - heaven on earth!” When I come across an emphatic holiday review on a web site I used to think to myself “come on – it can’t be THAT good…there must have been something that wasn’t quite as perfect as you’re making out?!”. But, now I’ve stay
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from £685 / night

£4795 / week

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from £685 / night

16

Grande-Terre Island / Sainte-Anne

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 5 km
  • Swimming pool
  • Child friendly

from £100 / night

£595 - £1100 / week

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from £100 / night

9

Arrondissement of Le Marin / Trois-Ilets

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Nearest beach 0.1 km
  • Child friendly
  • Car not necessary

from £35 / night

£245 / week

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from £35 / night

22

Arrondissement of La Trinite / Le Robert

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Ask about pets

from £72 / night

£500 / week

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from £72 / night

17

Trinidad and Tobago holiday apartment rental

Trinidad / Caroni

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Child friendly
  • Air conditioning

from £157 / night

£1094 / week

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from £157 / night

(2) Very Good 

25

Barbados holiday apartment rental

Saint James Parish / Holetown

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Car not necessary

from £67 / night

£465 - £547 / week

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from £67 / night

(3) Very Good 

17

Caribbean holiday studio rental

Christ Church Parish / Rockley

Studio 2 4 nights min

  • Studio
  • Sleeps 2
  • 4 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £43 / night

£301 / week

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from £43 / night

(5) Very Good 

31

Caribbean holiday apartment rental

Arrondissement of Le Marin / Sainte-Luce

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £69 / night

£467 - £992 / week

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from £69 / night

(7) Very Good 

21

Caribbean holiday villa rental

Saint James Parish / Paynes Bay

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Comfy Villa a short stroll from the beautiful paynes bay” Thankyou for a lovely stay - the locals in the street made us feel so welcome and the villa is well equipped with everything we needed for a comfortable holiday in the carribean, including some
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from £125 / night

£850 / week

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from £125 / night

(2) 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

from £169 / night

£1177 / week

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from £169 / night

14

Curacao / Willemstad

1 3 5 nights min

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

from £37 / night

£253 / week

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from £37 / night

(2) Excellent 

15

Holiday apartment in Caribbean

Saint James Parish / Paynes Bay

1 4 6 nights min

  • 1 bedroom
  • Sleeps 4
  • 6 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.45 km
  • Swimming pool

from £80 / night

£560 - £700 / week

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from £80 / night

21

Holiday apartment rental

Saint-Martin / Orient Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Air conditioning

from £110 / night

£765 - £1295 / week

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from £110 / night

(14) Excellent 

19

Holiday villa with swimming pool in Caribbean

Saint George Parish / Lance aux Epines

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £335 / night

£2344 - £9493 / week

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from £335 / night

24

Holiday villa with swimming pool in Caribbean

Saint Ann Parish / Ocho Rios

3 6 3 nights min

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

from £279 / night

£1954 / week

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from £279 / night

17

Holiday cottage rental

Out Islands / Ship Channel Cay

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning

from £352 / night

£2461 / week

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from £352 / night

(1) Excellent 

44

Saint-Martin / Orient Bay

6 16 Min stay varies

  • 6 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 0.3 km
  • Swimming pool
  • Ask owner if suitable for children

from £429 / night

£3000 / week

Book View

from £429 / night

(1) Excellent 

25

Holiday villa in Caribbean

Saint Ann Parish / Ocho Rios

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £290 / night

£1900 / week

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from £290 / night

(1) Excellent 

28

Apartment rental in Caribbean

Arrondissement of Le Marin / Sainte-Luce

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.15 km
  • Child friendly

from £58 / night

£348 - £464 / week

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from £58 / 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

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from £100 / night

(1) Excellent 

13

Grande-Terre Island / Saint Francois

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask owner if suitable for children
  • Air conditioning

from £97 / night

£673 / week

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from £97 / night

(1) Excellent 

10

Apartment rental in Saint Mary Parish with shared pool

Saint Mary Parish / Tower Isle

3 6 3 nights min

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

from £80 / night

£560 - £1400 / week

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from £80 / night

(4) Excellent 

31

Holiday apartment with shared pool, golf nearby in Caribbean

Puerto Plata Province / Puerto Plata

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children
“AMAZING JUST AMAZING!!!” Was the first time we had rented a place and choose the best place of all, better than expected. Clean, friendly, well stocked and when needed something in kitchen it was supplied. Clean large pool, about 10-12min walk to the
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from £55 / night

£372 / week

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from £55 / night

(1) Excellent 

43

Sint Maarten / Oyster Pond

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £280 / night

£1958 / week

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from £280 / night

(1) Excellent 

9

Arrondissement of Le Marin / Trois-Ilets

Studio 4 2 nights min

  • Studio
  • Sleeps 4
  • 2 nights min
  • Nearest beach 0.6 km
  • Child friendly
  • Air conditioning

from £64 / night

£448 / week

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from £64 / night

21

Holiday guest house in Trelawny Parish

Trelawny Parish / Falmouth

2 4 2 nights min

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

from £50 / night

£350 / week

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from £50 / night

(5) Very Good 

12

Grand Bahama Island / Freeport

1 6 7 nights min

  • 1 bedroom
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £103 / night

£715 / week

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from £103 / night

(1) Excellent 

13

Holiday villa with shared pool in Cayman Islands

Grand Cayman / Rum Point

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £187 / night

£1308 - £4917 / week

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from £187 / night

1