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Caribbean

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1,418 Holiday homes

Filters applied: City breaks

17

Holiday studio with shared pool in Caribbean

Westmoreland Parish / Negril

Studio 2 1 night min

  • Studio
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £60 / night

£418 - £630 / week

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Responds fast!
avg. 2 hours 50 minutes

from £60 / night

41

Holiday apartment in Caribbean

Saint George Parish / St. George's

3 4 7 nights min

  • 3 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 8 km
  • Child friendly
  • Air conditioning

from £86 / night

£504 - £536 / week

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from £86 / night

(4) Very Good 

15

Hotel apartment rental in Guadeloupe with swimming pool, golf nearby

Grande-Terre Island / Saint Francois

1 4 6 nights min

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

from £66 / night

£395 - £518 / week

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from £66 / night

(2)  

15

Holiday apartment in Barbados

Saint James Parish / Fitts

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Car not necessary

from £39 / night

£237 / week

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from £39 / night

(1) Excellent 

25

Holiday apartment with shared pool in Turks and Caicos

Providenciales / Turtle Cove

1 2 Min stay varies

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

from £134 / night

£938 / week

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from £134 / night

24

Barbados holiday villa rental

Saint James Parish / Holetown

7 12 Min stay varies

  • 7 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £2363 / night

£16536 - £46851 / week

Enquire View

from £2363 / night

12

Apartment rental in Caribbean

Sint Maarten / Oyster Pond

1 5 3 nights min

  • 1 bedroom
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £87 / night

£567 - £1371 / week

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from £87 / night

(1) Average 

13

Caribbean holiday apartment rental

Kingston Parish / Kingston

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 9 km

from £50 / night

£350 / week

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from £50 / night

(1) Excellent 

19

Bungalow rental in Caribbean

Basse-Terre Island / Capesterre-Belle-Eau

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Pet friendly

from £40 / night

£220 / week

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from £40 / night

24

Guadeloupe holiday apartment rental

Grande-Terre Island / Saint Francois

3 6 7 nights min

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

from £165 / night

£1149 - £1379 / week

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Responds fast!
avg. 3 hours 24 minutes

from £165 / night

24

Holiday villa in Caribbean

Saint John Parish / St. John's

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £1013 / night

£7087 - £9449 / week

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from £1013 / night

39

Dominican Republic holiday apartment rental

La Altagracia Province / Punta Cana

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

from £99 / night

£591 / week

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from £99 / night

24

Holiday apartment rental

Maxwell / Fairholme Gardens

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £70 / night

£490 - £850 / week

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Responds fast!
avg. 3 hours 58 minutes

from £70 / night

20

Holiday villa in Caribbean

Windward / Lorient

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

from £6000 / night

£42000 - £128000 / week

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from £6000 / night

13

Trinidad and Tobago holiday studio rental

Trinidad / Woodbrook

Studio 3 2 nights min

  • Studio
  • Sleeps 3
  • 2 nights min
  • Car not necessary
  • Air conditioning

from £36 / night

£221 - £276 / week

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Responds fast!
avg. 2 hours 55 minutes

from £36 / night

19

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

Antigua / Galley Bay

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £749 / night

£5237 - £13780 / week

Enquire View

from £749 / 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 £906 / night

£16260 / week

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from £906 / night

(2) Very Good 

42

Caribbean holiday hotel apartment rental

Las Terrenas / Las Ballenas

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.15 km
  • Child friendly

from £31 / night

£264 - £325 / week

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Responds fast!
avg. 2 hours 27 minutes

from £31 / night

(11) Excellent 

34

Home rental in Caribbean

Samana Province / Las Galeras

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“A small piece of Paradise” We have staying here may be for 3 - 4 times.It is a lovely , beautifull place to relax und to enjoy your vocation. The servise is great, the nature around it is fantastic and it is top lokated, In 5-10 min you cann reach
…see more

from £53 / night

£369 / week

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from £53 / night

27

Home rental in Dominican Republic with shared pool

Samana Province / Las Terrenas

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £53 / night

£369 / week

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Responds fast!
avg. 48 minutes

from £53 / night

29

Dominican Republic holiday apartment rental

Sosua / El Batey

2 4 Min stay varies

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

from £115 / night

£630 - £985 / week

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Responds fast!
avg. 2 hours 14 minutes

from £115 / night

(1) Very Good 

11

Holiday villa in Caribbean

Basse-Terre Island / Petit-Bourg

2 4 2 nights min

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

from £58 / night

£467 / week

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from £58 / night

28

Studio rental in Westmoreland Parish with shared pool

Westmoreland Parish / Negril

Studio 3 1 night min

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

from £67 / night

£461 - £697 / week

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Responds fast!
avg. 2 hours 50 minutes

from £67 / night

26

Holiday villa in Dominican Republic

Las Terrenas / Playa Bonita

4 8 Min stay varies

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

from £315 / night

£2363 - £2756 / week

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from £315 / night

27

Condo rental in Caribbean with swimming pool

Samana Province / Las Terrenas

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £34 / night

£240 - £312 / week

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Responds fast!
avg. 3 hours 37 minutes

from £34 / night

11

Holiday home in Caribbean

Arrondissement of Le Marin / Sainte-Luce

3 6 6 nights min

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

from £160 / night

£1114 - £1272 / week

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Responds fast!
avg. 3 hours 24 minutes

from £160 / night

11

Caribbean holiday villa rental

Saint James Parish / Royal Westmoreland Golf Resort

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £185 / night

£1610 / week

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from £185 / night

48

Holiday apartment in Caribbean

Santo Domingo Province / Boca Chica

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £18 / night

£123 / week

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from £18 / night

24

Penthouse letting in Caribbean with shared pool, golf nearby

Saint James Parish / Holetown

3 6 Min stay varies

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

from £410 / night

£2867 - £5209 / week

Enquire View

from £410 / night

(3) Average 

26

Holiday apartment in Caribbean

Christ Church Parish / Dover

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.6 km
  • Child friendly
“Very clean and the landlady, Audrey was could not have been more helpful.” We stayed at Apartment 1 Balcony Rock for 6 weeks. We had a lovely time as Barbados is a beautiful island but what made it so special was the land lady because she not only wa
…see more

from £50 / night

£350 - £560 / week

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Responds fast!
avg. 3 hours 58 minutes

from £50 / night

(2) Very Good 

17

Caribbean holiday guest house rental

Saint Ann Parish / Runaway Bay

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Excellent” Trip was well spent thanks to JSH LETTINGS we were kept updated during stay and everything went well properties were just as shown in pics
…see more

from £60 / night

£420 / week

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from £60 / 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 £71 / night

£491 / week

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from £71 / night

4

Caribbean holiday home rental

Montego Bay / St James, Montego Bay

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

from £237 / night

£1591 / week

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from £237 / 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 £119 / night

£827 / week

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Responds fast!
avg. 2 hours 19 minutes

from £119 / night

64

Holiday villa with swimming pool in Caribbean

Sosua / El Batey

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £693 / night

£4309 / week

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from £693 / night

10

Holiday apartment with shared pool in Caribbean

Sint Maarten / Oyster Pond

3 8 7 nights min

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

from £351 / night

£2457 / week

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from £351 / night

(1) Excellent 

20

Holiday apartment rental

Saint George Parish / St. George's

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 2 km
  • Child friendly
  • Car not necessary

from £129 / night

£900 - £1200 / week

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Responds fast!
avg. 2 hours 26 minutes

from £129 / night

24

Villa letting in Caribbean with swimming pool, golf nearby

Saint James Parish / Montego Bay

2 4 Min stay varies

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

from £1366 / night

£9558 - £12518 / week

Enquire View

from £1366 / night

5

Home rental in Caribbean

Saint Catherine Parish / Portmore

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Private garden

from £42 / night

£275 / week

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from £42 / 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 £72 / night

£492 - £658 / week

Book View

Responds fast!
avg. 1 hour 36 minutes

from £72 / night

1