Air conditioned apartments and villas to rent in Caribbean

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13,961 Holiday homes

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(1) Excellent 

5

St. Barts / Anse des Cayes

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 2 km
  • Swimming pool
  • Ask owner if suitable for children

from £87 / night

£604 / week

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from £87 / night

(9) Excellent 

19

Caribbean holiday apartment rental

Saint Peter Parish / Gibbes

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool

from £151 / night

£800 - £960 / week

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from £151 / night

(21) Excellent 

24

Holiday hotel apartment with shared pool in St. Lucia

Castries Quarter / Marigot Bay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Brilliant Apartment in Marigot” The moment we arrived in St Lucia it was an incredible adventure. We rented a Jeep at the airport and drove to Marigot Bay. Coming from the US, driving was a thrill from the very beginning. The people of St Lucia are  …see more

from £200 / night

£1400 - £2400 / week

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from £200 / 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

from £60 / night

£414 - £587 / week

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from £60 / night

(1) Excellent 

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

from £44 / night

£242 - £397 / week

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from £44 / night

21

Grande-Terre Island / Saint Francois

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

from £87 / night

£604 - £949 / week

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from £87 / night

(3) Excellent 

23

U.S. Virgin Islands holiday townhouse rental

St. Thomas / St Thomas East

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.8 km
  • Swimming pool
  • Child friendly

from £84 / night

£588 - £2084 / week

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from £84 / night

(11) Excellent 

18

Holiday villa with swimming pool in Caribbean

Bottom Bay / Apple Hall

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Will Definitely Be Returning” This was my first time visiting Barbados and staying at Cou Cou~ I will definitely be returning!!!!. Cou Cou is a well maintained and tastefully decorated villa with even the smallest of amenities thought of which assist  …see more

from £120 / night

£840 / week

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from £120 / night

(3) Average 

18

Holiday condo with shared pool in Caribbean

Westmoreland Parish / Negril

1 2 Min stay varies

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

from £80 / night

£400 - £680 / week

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from £80 / night

(3) Very Good 

24

Marie-Galante / Capesterre

3 6 3 nights min

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

from £173 / night

£1207 - £1690 / week

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from £173 / night

(2) Excellent 

22

Arrondissement of Fort-de-France / Le Lamentin

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £87 / night

£604 / week

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from £87 / night

(10) Excellent 

13

Barbados holiday apartment rental

Rockley / Rockley Golf and Country Club

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“Lemon Arbour Superb” Great accommodation, which is superbly furnished. The lounge area is comfortable as is the bedroom. The kitchen has everything you could possibly need (apart from egg cups, I do like a boiled egg). The two (yes two) balconies ar  …see more

from £80 / night

£560 - £728 / week

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from £80 / night

(8) Excellent 

49

Caribbean holiday apartment rental

Saint Ann Parish / Ocho Rios

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Modern Gem in Ocho Rios” I stayed at Serenity in Sandcastles in August 2016 and i must say its one of the nicest apartments in the complex. It has everything you want with a lovely ocean view to the rear. Sandcastles is very peaceful and quiet, you ar  …see more

from £75 / night

£525 - £630 / week

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from £75 / night

15

Caribbean holiday villa rental

Saint James Parish / Holetown

2 4 7 nights min

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

from £112 / night

£778 - £1556 / week

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from £112 / night

37

Curacao / Jan Thiel

1 2 3 nights min

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

from £66 / night

£459 / week

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from £66 / night

(7) Very Good 

17

Arrondissement of Le Marin / Les Anses d'Arlet

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Child friendly

from £107 / night

£742 - £1138 / week

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from £107 / night

(3) Very Good 

18

Arrondissement of Le Marin / Riviere-Salee

1 2 Min stay varies

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

from £39 / night

£272 / week

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from £39 / night

6

Basse-Terre Island / Sainte Rose

1 2 Min stay varies

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

from £39 / night

£250 - £457 / week

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from £39 / night

(28) 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
“lovely clean spacious apartment” Had a lovely time staying here and Jacquie the owner so friendly and accommodating as was her housekeeper Annette. Central to everything, shops and nightlife. Good place to rent as a base. Well equipped and comfy. W  …see more

from £80 / night

£560 / week

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from £80 / night

(2) Excellent 

32

Holiday apartment with shared pool in Caribbean

Saint-Martin / Baie Nettle

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • 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 £74 / night

£513 / week

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from £74 / night

9

Holiday apartment in Caribbean

Maxwell / Fairholme Gardens

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £78 / night

£550 / week

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from £78 / night

(13) Excellent 

36

Holiday villa with swimming pool, golf nearby in Antigua and Barbuda

Antigua / Saint Mary's

4 8 Min stay varies

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

from £250 / night

£1750 - £2780 / week

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from £250 / night

(1) Excellent 

20

Grande-Terre Island / Le Gosier

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £41 / night

£285 - £393 / week

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from £41 / night

(3) Very Good 

22

Holiday condo in St. Maarten-St. Martin

Marigot / Nettle Bay Beach Club

1 2 7 nights min

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

from £121 / night

£845 - £1380 / week

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from £121 / night

(2) Excellent 

20

Arrondissement of Le Marin / Trois-Ilets

Studio 3 Min stay varies

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

from £49 / night

£302 - £388 / week

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from £49 / night

40

Arrondissement of Le Marin / Le Vauclin

Studio 3 1 night min

  • Studio
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £44 / night

£307 - £367 / week

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from £44 / night

(2) Excellent 

18

Condo letting in Caribbean with shared pool, golf nearby

Tobago / Lowlands

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £144 / night

£1008 / week

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from £144 / night

(6) Excellent 

16

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

from £52 / night

£363 / week

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from £52 / night

(3) Excellent 

57

Grande-Terre Island / Saint Francois

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £48 / night

£345 - £561 / week

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from £48 / night

(4) Excellent 

13

Grande-Terre Island / Saint Francois

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly

from £87 / night

£604 / week

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from £87 / night

41

Basse-Terre Island / Bouillante

2 4 Min stay varies

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

from £76 / night

£311 - £580 / week

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from £76 / night

(3) Excellent 

21

Villa rental in Barbados with golf nearby

Saint James Parish / Holetown

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £215 / night

£1505 - £1750 / week

Enquire View

from £215 / night

(1) Excellent 

16

Saint-Martin / Marigot, Saint Martin

Studio 4 1 night min

  • Studio
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £65 / night

£432 / week

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from £65 / night

(8) Excellent 

18

Caribbean holiday studio let

Saint-Martin / Baie Nettle

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Air conditioning

from £72 / night

£449 - £647 / week

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from £72 / night

(2) Very Good 

39

Holiday guest house with golf nearby in Barbados

Saint James Parish / Weston

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“A spacious & comfortable hidaway” This was our first time to Weston , having stayed in Fitts Village many times.The cottage was everything & more to how it was described. The beds were the most comfortable & all the living area was light & spacious. T  …see more

from £128 / night

£891 / week

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from £128 / night

20

Grande-Terre Island / Saint Francois

1 4 4 nights min

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

from £85 / night

£311 - £400 / week

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from £85 / night

(5) Very Good 

19

Grande-Terre Island / Sainte-Anne

1 4 3 nights min

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

from £35 / night

£242 - £393 / week

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from £35 / night

6

Saint George Parish / Roseau

1 2 1 night min

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

from £38 / night

£266 / week

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from £38 / night

15

Holiday home rental

Basse-Terre Island / Lamentin

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool

from £124 / night

£665 - £937 / week

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from £124 / night

(2) Very Good 

23

Saint-Martin / Baie Nettle

1 4 Min stay varies

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

from £52 / night

£414 - £725 / week

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from £52 / night

1