Villas in Caribbean and Estates - Holiday Lettings - Holiday Rentals Caribbean

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North America Holidays
172843 properties
Caribbean Holidays
24144 properties
Villas Dominican Republic
3,396 properties
Villas St. Barts
3,368 properties
Villas Barbados
2,573 properties
Villas Jamaica
2,508 properties
Villas St. Maarten - Saint Martin
2,498 properties
Apartments Puerto Rico
1,795 properties
Villas Guadeloupe
988 properties
Villas Bahamas
870 properties
US Virgin Isles
742 properties
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572 properties
Villas St. Lucia
546 properties
Villas Antigua and Barbuda
539 properties
Apartments Martinique
532 properties
Villas St. Vincent and the Grenadines
436 properties
Holiday rentals Turks and Caicos Islands
399 properties
Villas Anguilla
397 properties
Villas Curacao
377 properties
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350 properties
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258 properties
Houses Trinidad and Tobago
250 properties

Caribbean

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23,714 Holiday homes

20

Holiday villa in Barbados

Christ Church Parish / Maxwell

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Child friendly

from £60 / night

£420 / week

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from £60 / night

29

Holiday villa with golf nearby in Caribbean

Arrondissement of Le Marin / Trois-Ilets

4 9 6 nights min

  • 4 bedrooms
  • Sleeps 9
  • 6 nights min
  • Child friendly

from £216 / night

£1509 / week

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from £216 / night

(4) Excellent 

9

Caribbean holiday home rental

Basse-Terre Island / Sainte Rose

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden

from £61 / night

£423 / week

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from £61 / night

12

Holiday apartment in Caribbean

Grande-Terre Island / Le Gosier

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly

from £57 / night

£393 / week

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from £57 / night

14

Home rental in St. Maarten-St. Martin

Saint-Martin / Orient Bay

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly

from £113 / night

£785 - £1466 / week

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from £113 / night

13

Apartment rental in Caribbean

Grande-Terre Island / Saint Francois

1 4 4 nights min

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

from £52 / night

£363 / week

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from £52 / night

29

Yacht rental in British Virgin Islands with shared pool

Tortola / Brewers Bay

1 2 5 nights min

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

from £1600 / night

£6395 / week

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from £1600 / night

13

Apartment rental in Martinique with shared pool

Arrondissement of Le Marin / Sainte-Luce

1 4 3 nights min

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

from £45 / night

£314 / week

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from £45 / night

15

Caribbean holiday apartment rental

St. Barts / Gustavia

2 4 6 nights min

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

from £454 / night

£3177 / week

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from £454 / night

(2) Excellent 

27

Holiday villa in Dominican Republic

La Altagracia Province / Bayahibe

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £190 / night

£1207 / week

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from £190 / night

4

Holiday villa in Caribbean

Grande-Terre Island / Saint Francois

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Air conditioning

from £78 / night

£544 / week

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from £78 / night

(1) Very Good 

5

Caribbean holiday villa rental

Basse-Terre Island / Bouillante

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly

from £105 / night

£733 / week

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from £105 / night

13

Holiday villa with swimming pool in Caribbean

Saint Ann Parish / Ocho Rios

3 10 3 nights min

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

from £354 / night

£2231 / week

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from £354 / night

18

Holiday apartment in Guadeloupe

Grande-Terre Island / Saint Francois

1 4 5 nights min

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

from £98 / night

£483 - £667 / week

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from £98 / night

16

Holiday villa with swimming pool in Caribbean

Windward / Pointe Milou

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

from £330 / night

£2304 / week

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from £330 / night

17

Bungalow rental in Caribbean

Bonaire / Kralendijk

2 4 5 nights min

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

from £65 / night

£427 - £548 / week

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from £65 / night

14

Caribbean holiday home rental

Saint Catherine Parish / Portmore

3 6 4 nights min

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

from £77 / night

£385 - £493 / week

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from £77 / night

20

Holiday home in Caribbean

Saint-Martin / Orient Bay

3 6 7 nights min

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

from £296 / night

£2069 / week

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from £296 / night

18

Bungalow rental in Caribbean with golf nearby

Basse-Terre Island / Bouillante

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £82 / night

£458 - £614 / week

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from £82 / night

(2) Excellent 

29

Villa rental in Caribbean with swimming pool, golf nearby

Saint James Parish / Montego Bay

4 8 Min stay varies

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

from £658 / night

£4604 - £10385 / week

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from £658 / night

19

Holiday apartment in Caribbean

San Pedro de Macoris Province / Juan Dolio

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Ask about pets

from £47 / night

£316 - £370 / week

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from £47 / night

(3) Excellent 

12

Holiday villa with swimming pool in Caribbean

St. Barts / Colombier

2 2 4 nights min

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

from £381 / night

£2659 / week

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from £381 / night

3

Dominican Republic holiday bungalow rental

Puerto Plata Province / Sosua

1 2 30 nights min

  • 1 bedroom
  • Sleeps 2
  • 30 nights min
  • Swimming pool

from £22 / night

£154 / week

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from £22 / night

9

Holiday apartment in Caribbean

Grande-Terre Island / Sainte-Anne

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Child friendly

from £27 / night

£188 / week

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from £27 / night

(3) Excellent 

24

Holiday bungalow with shared pool in Caribbean

Grande-Terre Island / Le Moule

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Air conditioning
  • Private garden

from £104 / night

£725 - £1026 / week

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from £104 / night

17

Holiday villa with swimming pool in Caribbean

Puerto Plata / Playa Cofresi

5 15 3 nights min

  • 5 bedrooms
  • Sleeps 15
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £154 / night

£1077 - £3150 / week

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from £154 / night

7

Holiday home in Caribbean

Arrondissement of Le Marin / Le Marin

2 4 1 night min

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

from £82 / night

£492 - £794 / week

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from £82 / night

17

Holiday townhouse with shared pool in Caribbean

Sosua / El Batey

1 2 6 nights min

  • 1 bedroom
  • Sleeps 2
  • 6 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £37 / night

£222 / week

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from £37 / night

(3) Excellent 

25

Holiday apartment with shared pool, golf nearby in Aruba

Aruba / Noord

1 4 Min stay varies

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

from £60 / night

£417 / week

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from £60 / night

14

Holiday home rental

Arrondissement of Le Marin / Sainte-Anne

2 4 3 nights min

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

from £78 / night

£604 / week

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from £78 / night

21

Caribbean holiday villa rental

Saint-Martin / Orient Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £180 / night

£1256 - £2638 / week

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from £180 / night

(1) Excellent 

23

Caribbean holiday villa rental

Saint James Parish / The Garden

4 8 Min stay varies

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

from £350 / night

£2450 - £2765 / week

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from £350 / night

(1) Excellent 

24

Apartment rental in Caribbean with swimming pool

Saint James Parish / Clermont

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“The location was really great” The house itself was very nice and was in the best location. I felt the house could do with a few updates here and there but overall it was one of the best locations in Barbados. I would highly recommend Paynes Bay Beach
…see more

from £885 / night

£15885 / week

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from £885 / night

6

Martinique holiday apartment rental

Arrondissement of Le Marin / Le Diamant

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Child friendly

from £61 / night

£423 / week

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from £61 / night

(7) Very Good 

14

Holiday condo rental

Saint Ann Parish / Ocho Rios

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £50 / night

£350 - £770 / week

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from £50 / night

(2) Excellent 

15

Holiday apartment with golf nearby in Caribbean

Grande-Terre Island / Saint Francois

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £71 / night

£483 - £647 / week

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from £71 / night

39

Apartment rental in Caribbean

Santo Domingo Province / Santo Domingo

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 30 km
  • Child friendly
  • Car not necessary

from £74 / night

£512 / week

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from £74 / night

23

Holiday studio with shared pool in Caribbean

Basse-Terre Island / Deshaies

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £79 / night

£499 - £899 / week

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from £79 / night

9

Holiday apartment with golf nearby in Caribbean

Arrondissement of Le Marin / Trois-Ilets

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly

from £69 / night

£483 - £518 / week

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from £69 / night

(32) Very Good 

6

Holiday condo with shared pool in Dominican Republic

Puerto Plata Province / Cabarete

1 4 1 night min

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

from £154 / night

£962 / week

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from £154 / night

1