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

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21821 properties
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3,685 properties
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2,686 properties
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2,454 properties
Villas Barbados
1,990 properties
Apartments Puerto Rico
1,633 properties
Villas St. Maarten - Saint Martin
1,404 properties
Villas Guadeloupe
1,204 properties
Villas Bahamas
825 properties
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680 properties
US Virgin Isles
679 properties
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664 properties
Villas St. Lucia
566 properties
Holiday rentals Turks and Caicos Islands
424 properties
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392 properties
Villas Curacao
355 properties
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355 properties
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354 properties
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274 properties
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228 properties
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174 properties

Caribbean

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21,327 Holiday homes

(1) Excellent 

24

Villa letting in Caribbean with swimming pool, golf nearby

Tobago / Mount Irvine

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Swimming pool

from £227 / night

£1,585 / week

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from £227 / night

8

Holiday apartment in Caribbean

Basse-Terre Island / Bouillante

1 4 4 nights min

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

from £49 / night

£281 - £307 / week

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Responds fast!
avg. 3 hours 18 minutes

from £49 / night

24

Holiday apartment in Barbados

Saint James Parish / Porters

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £257 / night

£1,800 - £3,150 / week

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from £257 / night

20

Holiday apartment in Caribbean

St. Thomas / East End

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Ask about pets

from £114 / night

£755 / week

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from £114 / night

22

Apartment rental in Caribbean

Castries Quarter / Marigot Bay

2 6 5 nights min

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

from £264 / night

£1,585 / week

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from £264 / night

(10) Excellent 

16

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 £105 / night

£770 - £1,102 / week

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Responds fast!
avg. 2 hours 49 minutes

from £105 / night

9

Holiday villa in Antigua and Barbuda

Saint John Parish / St. John's

2 4 4 nights min

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

from £170 / night

£1,189 / week

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from £170 / night

(7) Average 

9

Caribbean holiday villa rental

Soufriere Quarter / Soufriere

3 6 1 night min

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

from £340 / night

£2,490 / week

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from £340 / night

24

Holiday apartment rental

Saint-Martin / Orient Bay

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £113 / night

£788 / week

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from £113 / night

(9) Excellent 

28

Holiday villa rental

Basse-Terre Island / Deshaies

4 11 7 nights min

  • 4 bedrooms
  • Sleeps 11
  • 7 nights min
  • Child friendly

from £187 / night

£1,309 - £1,922 / week

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from £187 / night

(2) Excellent 

8

Caribbean holiday villa rental

Windward / Pointe Milou

1 2 Min stay varies

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

from £750 / night

£5,247 - £18,387 / week

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Responds fast!
avg. 2 hours 40 minutes

from £750 / night

(2) Excellent 

12

Holiday apartment rental

Curacao / Willemstad

1 4 4 nights min

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

from £42 / night

£295 / week

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from £42 / night

26

Holiday apartment with shared pool in Caribbean

Saint Ann Parish / Ocho Rios

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £113 / night

£678 - £723 / week

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from £113 / night

(3) Excellent 

23

Holiday villa with swimming pool, golf nearby in Caribbean

Sint Maarten / Cupecoy Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £723 / night

£4,905 - £14,337 / week

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from £723 / night

12

Holiday home with golf nearby in Caribbean

Puerto Plata Province / Puerto Plata

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Car not necessary
  • Pet friendly

from £35 / night

£202 / week

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from £35 / night

24

Holiday apartment in Caribbean

Santo Domingo Province / Santo Domingo

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Air conditioning

from £57 / night

£378 / week

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Responds fast!
avg. 3 hours 55 minutes

from £57 / night

17

Home rental in Dominican Republic with swimming pool

Las Terrenas / Las Ballenas

3 6 3 nights min

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

from £136 / night

£944 / week

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from £136 / night

39

Holiday villa with shared pool in Caribbean

St. Barts / Gustavia

3 4 3 nights min

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

from £250 / night

£1,839 / week

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from £250 / night

12

Home rental in Barbados with swimming pool

Saint James Parish / Porters

3 6 7 nights min

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

from £150 / night

£1,050 / week

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from £150 / night

30

Caribbean holiday apartment rental

Santo Domingo Province / Santo Domingo

4 14 6 nights min

  • 4 bedrooms
  • Sleeps 14
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £46 / night

£317 / week

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from £46 / night

15

Holiday villa with swimming pool in Caribbean

St. Barts / St. Jean

2 4 7 nights min

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

from £755 / night

£5,282 / week

Enquire View

from £755 / night

25

Apartment rental in Caribbean with swimming pool

Grande-Terre Island / Sainte-Anne

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Nearest beach 3 km
  • Swimming pool
  • Child friendly

from £114 / night

£567 / week

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Responds fast!
avg. 1 hour 39 minutes

from £114 / night

4

Holiday villa with swimming pool in Caribbean

St. Barts / Gustavia

1 2 1 night min

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

from £646 / night

£4,522 / week

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from £646 / night

5

Holiday apartment in Guadeloupe

Basse-Terre Island / Bouillante

2 4 53 nights min

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

from £47 / night

£263 / week

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from £47 / night

(1) Excellent 

25

Holiday condo with shared pool in Caribbean

Basse-Terre Island / Deshaies

1 4 6 nights min

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

from £58 / night

£402 - £1,234 / week

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from £58 / night

(4) Excellent 

17

Holiday villa with shared pool in Caribbean

Saint-Martin / Orient Bay

3 6 3 nights min

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

from £438 / night

£3,065 / week

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from £438 / night

20

Holiday villa in Bonaire

Bonaire

3 6 7 nights min

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

from £162 / night

£1,132 / week

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from £162 / night

68

Caribbean holiday villa rental

San Pedro de Macoris Province / Juan Dolio

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £397 / night

£2,773 / week

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from £397 / night

24

Holiday villa in Bonaire

Bonaire / Kralendijk

2 4 6 nights min

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

from £202 / night

£1,419 - £1,978 / week

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from £202 / 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

(3) Average 

16

Apartment rental in Caribbean with shared pool

Basse-Terre Island / Pointe-Noire

2 6 3 nights min

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

from £79 / night

£551 - £722 / week

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Responds fast!
avg. 2 hours 25 minutes

from £79 / night

(2) Very Good 

26

Caribbean holiday apartment rental

Puerto Plata Province / Luperon

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 0.8 km
  • Swimming pool
  • Car not necessary

from £24 / night

£151 / week

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from £24 / night

23

Holiday condo with shared pool in Aruba

Aruba / Noord

2 5 14 nights min

  • 2 bedrooms
  • Sleeps 5
  • 14 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly

from £270 / night

£1,887 / week

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from £270 / night

7

Home rental in Puerto Rico

Puerto Rico / Rio Grande

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Child friendly
  • Air conditioning

from £321 / night

£2,245 / week

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Responds fast!
avg. 3 hours 26 minutes

from £321 / night

22

St. Vincent and the Grenadines holiday apartment rental

Bequia / Spring Bay

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Car not necessary

from £175 / night

£1,225 / week

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from £175 / night

8

Holiday apartment in Caribbean

Santiago Province / Santiago de los Caballeros

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Child friendly
  • Pet friendly

from £61 / night

£399 / week

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from £61 / night

23

Caribbean holiday apartment rental

Saint James Parish / Holetown

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool

from £2,070 / night

£14,491 - £26,346 / week

Enquire View

from £2,070 / 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 £61 / night

£423 - £529 / week

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from £61 / night

16

Caribbean holiday villa rental

Nevis / Jessops

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.6 km
  • Swimming pool

from £250 / night

£1,750 / week

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from £250 / night

(10) Excellent 

19

Holiday bungalow with shared pool in Guadeloupe

Grande-Terre Island / Le Moule

1 2 Min stay varies

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

from £105 / night

£736 - £1,104 / week

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Responds fast!
avg. 2 hours 49 minutes

from £105 / night