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

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North America Holidays
180610 properties
Caribbean Holidays
21816 properties
Villas Dominican Republic
3,639 properties
Villas St. Barts
2,689 properties
Villas Jamaica
2,454 properties
Villas Barbados
1,974 properties
Apartments Puerto Rico
1,629 properties
Villas St. Maarten - Saint Martin
1,465 properties
Villas Guadeloupe
1,188 properties
Villas Bahamas
833 properties
US Virgin Isles
682 properties
Villas Aruba
677 properties
Apartments Martinique
650 properties
Villas St. Lucia
576 properties
Holiday rentals Turks and Caicos Islands
424 properties
Villas St. Vincent and the Grenadines
390 properties
Villas Curacao
360 properties
Villas Antigua and Barbuda
356 properties
Houses Trinidad and Tobago
342 properties
Houses Cayman Islands
279 properties
Villas Grenada
230 properties
Villas Anguilla
176 properties

Caribbean

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21,643 Holiday homes

13

Holiday bungalow rental

Aruba / Oranjestad

3 6 14 nights min

  • 3 bedrooms
  • Sleeps 6
  • 14 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Air conditioning

from £82 / night

£570 / week

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from £82 / night

(1) Excellent 

18

Puerto Rico holiday home rental

Carolina / Isla Verde

5 10 3 nights min

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

from £320 / night

£2,237 / week

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Responds fast!
avg. 3 hours 52 minutes

from £320 / night

35

Home rental in U.S. Virgin Islands

St. Croix / Frederiksted

3 10 1 night min

  • 3 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £170 / night

£1,053 / week

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from £170 / night

29

Holiday villa with swimming pool in Caribbean

Arrondissement of Le Marin / Sainte-Anne

3 6 Min stay varies

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

from £162 / night

£1,139 - £1,489 / week

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Responds fast!
avg. 1 hour 16 minutes

from £162 / night

(1) Very Good 

38

Townhouse rental in Dominican Republic

La Altagracia Province / Bayahibe

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £53 / night

£333 - £640 / week

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from £53 / night

6

Holiday hotel apartment in Caribbean

Micoud Quarter / Micoud

1 2 2 nights min

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

from £111 / night

£775 / week

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from £111 / night

(1) Very Good 

14

St. Lucia holiday apartment rental

Gros Islet / Bois D'Orange

2 5 2 nights min

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

from £61 / night

£395 - £632 / week

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from £61 / night

25

Apartment rental in Barbados with shared pool, golf nearby

Maxwell / Fairholme Gardens

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £90 / night

£600 - £740 / week

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from £90 / night

13

Holiday villa with shared pool in Caribbean

St. Barts / Gustavia

2 4 5 nights min

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

from £334 / night

£2,336 / week

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from £334 / night

25

Holiday home with swimming pool, golf nearby in Caribbean

Grande-Terre Island / Saint Francois

4 8 6 nights min

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

from £242 / night

£1,451 - £2,901 / week

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Responds fast!
avg. 1 hour 27 minutes

from £242 / night

36

Caribbean holiday villa rental

Saint-Martin / Cul de Sac

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £305 / night

£2,133 / week

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from £305 / night

6

Caribbean holiday private room rental

Saint George Parish / Roseau

1 3 1 night min

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

from £58 / night

£405 / week

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from £58 / night

7

Holiday condo in Caribbean

Grand Cayman / Rum Point

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £187 / night

£1,439 / week

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from £187 / 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 £2,068 / night

£14,471 - £26,310 / week

Enquire View

from £2,068 / night

21

Barbados holiday apartment rental

Enterprise / Enterprise

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 0.1 km
  • Child friendly
  • Car not necessary

from £190 / night

£1,330 / week

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from £190 / night

(2) Excellent 

15

Holiday villa with shared pool in Caribbean

Christ Church Parish / Hastings

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £222 / night

£1,553 / week

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Responds fast!
avg. 3 hours 57 minutes

from £222 / 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 £113 / night

£752 / week

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from £113 / night

6

Apartment rental in Guadeloupe with shared pool

Guadeloupe / Iles des Saintes

1 4 2 nights min

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

from £66 / night

£460 - £522 / week

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Responds fast!
avg. 3 hours 41 minutes

from £66 / 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 £320 / night

£2,237 / week

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from £320 / night

45

Holiday apartment with swimming pool, tennis court in Saint Ann Parish

Saint Ann Parish / Ocho Rios

2 5 3 nights min

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

from £120 / night

£840 / week

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from £120 / night

10

Guest house rental in Barbados with swimming pool

Saint Philip Parish / Bottom Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £200 / night

£1,400 / week

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from £200 / night

27

St. Lucia holiday apartment rental

Castries Quarter / Marigot Bay

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Private garden

from £98 / night

£684 / week

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Responds fast!
avg. 1 hour 52 minutes

from £98 / night

(7) 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 £105 / night

£736 - £1,104 / week

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Responds fast!
avg. 2 hours 49 minutes

from £105 / night

23

Holiday home in Caribbean

Saint-Martin / Orient Bay

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £227 / night

£1,586 / week

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from £227 / night

27

Holiday villa rental

Enterprise / Cottonbay

3 12 5 nights min

  • 3 bedrooms
  • Sleeps 12
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.6 km
  • Swimming pool

from £136 / night

£948 / week

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Responds fast!
avg. 3 hours 21 minutes

from £136 / night

(1)  

14

Holiday gite with shared pool in Caribbean

Guadeloupe / Saint Anne

1 2 4 nights min

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

from £44 / night

£307 / week

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from £44 / night

(12) Excellent 

30

Caribbean holiday villa rental

Grande-Terre Island / Saint Francois

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.9 km
  • Swimming pool
  • Child friendly

from £136 / night

£2,102 / week

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Responds fast!
avg. 2 hours 12 minutes

from £136 / night

12

Holiday condo with shared pool in Caribbean

Grand Bahama Island / Freeport

2 5 3 nights min

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

from £105 / night

£749 / week

Book View

from £105 / night

10

Holiday townhouse with golf nearby in Dominican Republic

Punta Cana / Bavaro

1 3 3 nights min

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

from £132 / night

£902 - £1,323 / week

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from £132 / 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 £301 / night

£2,102 / week

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from £301 / night

9

Holiday bungalow with shared pool in Caribbean

Basse-Terre Island / Petit-Bourg

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £75 / night

£438 - £701 / week

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Responds fast!
avg. 3 hours 19 minutes

from £75 / night

24

Holiday home rental

Samana Province / Las Terrenas

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £263 / night

£1,353 / week

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from £263 / night

14

Villa letting in Caribbean with swimming pool

Saint John Parish / St. John's

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 2 km
  • Swimming pool
  • Child friendly

from £429 / night

£3,000 / week

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from £429 / night

65

Dominican Republic holiday villa rental

Santo Domingo Province / Santo Domingo

6 15 Min stay varies

  • 6 bedrooms
  • Sleeps 15
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £337 / night

£2,357 / week

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from £337 / night

30

Caribbean holiday apartment rental

Arrondissement of Le Marin / Sainte-Luce

2 4 3 nights min

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

from £77 / night

£527 - £729 / week

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Responds fast!
avg. 2 hours 28 minutes

from £77 / night

19

Saint Ann Parish holiday apartment rental

Saint Ann Parish / Ocho Rios

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly

from £75 / night

£450 - £525 / week

Book View

from £75 / night

(9) Excellent 

23

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

£736 - £1,104 / week

Book View

Responds fast!
avg. 2 hours 49 minutes

from £105 / 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 £752 / night

£5,262 / week

Enquire View

from £752 / night

20

Holiday home letting

Grande-Terre Island / Morne-A-l'Eau

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 8 km
  • Child friendly
  • Air conditioning

from £48 / night

£331 / week

Book View

Responds fast!
avg. 2 hours 28 minutes

from £48 / night

(1) Excellent 

14

Holiday home rental

Curacao / Willemstad

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Nearest beach 0.2 km
  • Swimming pool
  • Child friendly

from £188 / night

£1,316 / week

Book View

from £188 / night