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

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174016 properties
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24087 properties
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3,406 properties
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2,562 properties
Villas Jamaica
2,511 properties
Villas St. Maarten - Saint Martin
2,456 properties
Apartments Puerto Rico
1,799 properties
Villas Guadeloupe
992 properties
Villas Bahamas
868 properties
US Virgin Isles
742 properties
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570 properties
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560 properties
Apartments Martinique
537 properties
Villas Antigua and Barbuda
537 properties
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436 properties
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401 properties
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397 properties
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373 properties
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349 properties
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258 properties
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249 properties

Caribbean

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23,698 Holiday homes

27

Holiday villa with swimming pool in Caribbean

Saint George Parish / Lance aux Epines

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £704 / night

£3868 - £11875 / week

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from £704 / 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 £114 / night

£792 - £1479 / week

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from £114 / 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 £668 / night

£4676 - £10547 / week

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from £668 / 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 £80 / night

£503 - £907 / week

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from £80 / night

4

Holiday apartment in Martinique

Arrondissement of Le Marin / Sainte-Luce

1 2 7 nights min

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

from £48 / night

£328 / week

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from £48 / night

14

Holiday apartment with shared pool in Caribbean

Samana Province / Santa Barbara de Samana

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £14 / night

£66 / week

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from £14 / night

17

Holiday studio rental

Martinique / Sainte Anne

Studio 5 1 night min

  • Studio
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £31 / night

£153 - £305 / week

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from £31 / night

11

Private room rental in Guadeloupe with shared pool

Grande-Terre Island / Sainte-Anne

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 5 km
  • Swimming pool
  • Air conditioning

from £44 / night

£244 - £374 / week

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from £44 / night

6

Holiday apartment rental

Saint James Parish / Holder's Hill

1 2 2 nights min

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

from £39 / night

£272 / week

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from £39 / 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

£321 - £375 / week

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from £47 / 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 £105 / night

£731 - £1035 / week

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from £105 / night

20

Holiday bungalow with shared pool in Caribbean

Arrondissement of Le Marin / Le Marin

1 4 7 nights min

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

from £50 / night

£350 - £404 / week

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from £50 / night

(2) Excellent 

23

Holiday studio in St. Maarten-St. Martin

Saint-Martin / Marigot

Studio 4 7 nights min

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

from £47 / night

£322 / week

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from £47 / night

17

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

Saint Mary Parish / Jolly Harbour

2 2 6 nights min

  • 2 bedrooms
  • Sleeps 2
  • 6 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £140 / night

£835 / week

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from £140 / night

(1) Excellent 

10

Holiday gite in Caribbean

Arrondissement of Le Marin / Le Diamant

1 2 6 nights min

  • 1 bedroom
  • Sleeps 2
  • 6 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £47 / night

£329 / week

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from £47 / night

14

Holiday villa with swimming pool in Caribbean

Arrondissement of Le Marin / Sainte-Anne

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £137 / night

£957 - £1713 / week

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from £137 / night

9

Apartment rental in Martinique

Arrondissement of Fort-de-France / Saint-Joseph

1 2 1 night min

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

from £23 / night

£173 / week

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from £23 / night

12

Villa rental in Antigua and Barbuda

Antigua / Long Island, Antigua

3 5 Min stay varies

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

from £3750 / night

£26250 - £37461 / week

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from £3750 / night

11

Holiday studio with golf nearby in Caribbean

Arrondissement of Le Marin / Trois-Ilets

Studio 2 5 nights min

  • Studio
  • Sleeps 2
  • 5 nights min
  • Nearest beach 5 km
  • Ask owner if suitable for children
  • Pet friendly

from £51 / night

£354 / week

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from £51 / night

(9) Very Good 

24

Holiday home with swimming pool in Barbados

Saint James Parish / Holetown

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 300 km
  • Swimming pool
“Perfect villa in Paradise.” We were a group of 8 adults celebrating my upcoming 50th birthday, sisters 60th birthday and two peril wedding anniversaries. Cherry Tree Villa is in a great location, walking distance to beach , bars, restaurants and Lim
…see more

from £375 / night

£2625 / week

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from £375 / night

12

Holiday gite rental

Grande-Terre Island / Sainte-Anne

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £27 / night

£189 - £451 / week

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from £27 / night

27

Holiday apartment in Martinique

Arrondissement of La Trinite / Le Robert

2 5 2 nights min

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

from £77 / night

£470 / week

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from £77 / 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 £66 / night

£431 - £553 / week

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from £66 / night

9

Caribbean holiday apartment rental

Grand Cayman / East End

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly

from £118 / night

£782 - £1395 / week

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from £118 / 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 £400 / night

£2800 - £3000 / week

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from £400 / night

(4) Excellent 

11

Villa rental in Barbados with swimming pool

Saint James Parish / Sunset Ridge, Barbados

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“Paradise in Barbados” The property is located in St. Michael's. This is the more affluent parish in Barbados. On the same block as the US Embassy. About 1/4 mile walking to the local stores and nightlife. The grounds were well maintained and we act
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from £233 / night

£1551 - £2733 / week

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from £233 / night

14

Apartment rental in Caribbean

Le Gosier / Sainte-anne

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £44 / night

£305 / week

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from £44 / night

(1) Excellent 

19

Holiday villa rental

West End Village / Merrywing Bay

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £2385 / night

£16693 / week

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from £2385 / night

(4) Excellent 

31

Holiday cottage in Dominica

Marigot / Melville Hall

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden
“Dominica's Paradise in a Cottage by the River! : )” I had been living in the British Virgin Islands for 1 year and finally got time off work to go explore some more of the Caribbean. Of course Dominica was at the top of my list as it's world famous f
…see more

from £98 / night

£586 - £1243 / week

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from £98 / 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 £280 / night

£1954 / week

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from £280 / night

21

Caribbean holiday apartment rental

Gros Islet Quarter / Gros Islet

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden

from £35 / night

£255 - £280 / week

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from £35 / night

(2) Very Good 

15

Caribbean holiday villa rental

Grande-Terre Island / Saint Francois

1 4 Min stay varies

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

from £74 / night

£518 - £670 / week

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from £74 / night

13

Holiday home in Caribbean

Arrondissement of Le Marin / Trois-Ilets

2 4 7 nights min

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

from £69 / night

£479 - £844 / week

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from £69 / night

(3) Very Good 

13

Home rental in Guadeloupe

Grande-Terre Island / Sainte-Anne

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £40 / night

£305 / week

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from £40 / night

(1) Excellent 

25

Holiday apartment with swimming pool in Caribbean

Saint James Parish / Prospect

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“A Great Condon” What a great condo. It really lived up to our expectations. We loved the fact that the decor was really contemporary and the House Keeper Miss Sophia keeps it spotless. She also did our laundry which we felt was a great help. We
…see more

from £860 / night

£6016 - £12032 / week

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from £860 / night

(6) Very Good 

41

Holiday b&b letting

Grande-Terre Island / Le Gosier

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £120 / night

£840 / week

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from £120 / night

68

Dominican Republic holiday condo rental

Puerto Plata Province / Cabarete

27 4 7 nights min

  • 27 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £40 / night

£274 / week

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from £40 / night

31

Holiday townhouse in Dominican Republic

La Altagracia Province / Bayahibe

1 2 Min stay varies

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

from £44 / night

£253 - £496 / week

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from £44 / night

(7) Excellent 

60

Home rental in Caribbean with swimming pool

Christ Church Parish / Silver Sands

3 6 Min stay varies

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

from £465 / night

£3254 / week

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from £465 / night

(1) Excellent 

33

Caribbean holiday b&b rental

Curacao / Willemstad

1 3 3 nights min

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

from £76 / night

£530 / week

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from £76 / night

1