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

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258 properties

Caribbean

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23,200 Holiday homes

(7) Very Good 

18

Caribbean holiday apartment rental

Christ Church Parish / Inch Marlow

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £60 / night

£417 / week

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Responds fast!
avg. 3 hours 28 minutes

from £60 / night

(2) Excellent 

39

Holiday villa in Curaçao

Curacao / Soto

3 7 7 nights min

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

from £120 / night

£834 / week

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from £120 / night

(1) Excellent 

24

Holiday villa with swimming pool in St. Lucia

Gros Islet / Beausejour

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £512 / night

£3583 - £5336 / week

Enquire View

from £512 / night

20

Holiday penthouse with shared pool in Caribbean

Willemstad / Mambo Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £273 / night

£1908 - £3263 / week

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from £273 / night

(15) Excellent 

22

Martinique holiday apartment rental

Arrondissement of Le Marin / Trois-Ilets

1 3 Min stay varies

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

from £60 / night

£461 - £522 / week

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from £60 / night

(3) Excellent 

56

Holiday apartment rental

Arrondissement of La Trinite / Sainte Marie

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 3 km
  • Air conditioning
  • Private garden

from £23 / night

£155 / week

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from £23 / night

(3) Average 

14

Bungalow rental in Caribbean

Guadeloupe / Saint Anne

1 3 1 night min

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

from £44 / night

£308 / week

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from £44 / night

(8) Excellent 

21

Barbados holiday home rental

Saint Philip Parish / Saint Martins

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Car not necessary
“Tranquil and relaxing environment for a retreat” Quiet location providing a tranquil environment to recharge energy. Wonderful main living space with high ceilings, lots of light and cooling breezes. Comfortable bedrooms. Surrounded by garden with a w
…see more

from £172 / night

£1200 / week

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from £172 / night

(12) Excellent 

18

Holiday villa with swimming pool in Caribbean

Bottom Bay / Apple Hall

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Will Definitely Be Returning” This was my first time visiting Barbados and staying at Cou Cou~ I will definitely be returning!!!!. Cou Cou is a well maintained and tastefully decorated villa with even the smallest of amenities thought of which assist
…see more

from £99 / night

£600 - £1160 / week

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Responds fast!
avg. 1 hour 36 minutes

from £99 / night

(4) Very Good 

33

Holiday home in Caribbean

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

2 6 3 nights min

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

from £36 / night

£246 / week

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from £36 / night

(2)  

12

Holiday villa with swimming pool in Caribbean

Grande-Terre Island / Le Gosier

3 6 2 nights min

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

from £84 / night

£571 - £878 / week

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from £84 / night

(2) Excellent 

20

Holiday villa in Caribbean

North Caicos / Horse Stable Beach

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+

from £434 / night

£3032 / week

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Responds fast!
avg. 3 hours 54 minutes

from £434 / night

(1) Excellent 

14

Barbados holiday apartment rental

Saint Peter Parish / Speightstown

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Nearest beach 0.4 km
  • Child friendly
  • Private garden

from £69 / night

£479 - £566 / week

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from £69 / night

(2) Average 

15

Guadeloupe holiday apartment rental

Grande-Terre Island / Sainte-Anne

1 3 6 nights min

  • 1 bedroom
  • Sleeps 3
  • 6 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £40 / night

£237 - £325 / week

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Responds fast!
avg. 1 hour 29 minutes

from £40 / night

(3) Very Good 

9

Holiday apartment in Caribbean

Arrondissement of La Trinite / La Trinite

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly

from £44 / night

£308 / week

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from £44 / night

(2) Very Good 

10

Apartment rental in Martinique

Arrondissement of Saint-Pierre / Le Precheur

2 4 3 nights min

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

from £42 / night

£272 - £372 / week

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Responds fast!
avg. 2 hours 58 minutes

from £42 / night

(31) Very Good 

19

Holiday apartment with shared pool in Saint Ann Parish

Saint Ann Parish / Ocho Rios

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“lovely clean spacious apartment” Had a lovely time staying here and Jacquie the owner so friendly and accommodating as was her housekeeper Annette. Central to everything, shops and nightlife. Good place to rent as a base. Well equipped and comfy. W
…see more

from £80 / night

£560 / week

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Responds fast!
avg. 2 hours 52 minutes

from £80 / night

(18) Very Good 

26

Bungalow rental in Guadeloupe with shared pool

Grande-Terre Island / Saint Francois

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 4 km
  • Swimming pool
  • Child friendly

from £71 / night

£372 - £744 / week

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Responds fast!
avg. 3 hours 29 minutes

from £71 / night

12

Holiday villa with swimming pool, golf nearby in Caribbean

Saint Peter Parish / Gibbes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.09 km
  • Swimming pool

from £434 / night

£3032 / week

Enquire View

from £434 / night

(5) Excellent 

10

Caribbean holiday apartment rental

Christ Church Parish / Hastings

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary

from £158 / night

£1103 - £1599 / week

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from £158 / night

21

Holiday home in Caribbean

Gros Islet Quarter / Cap Estate

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Air conditioning
  • Private garden

from £355 / night

£2481 / week

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from £355 / night

(6) Excellent 

18

Villa rental in St. Kitts and Nevis with swimming pool, golf nearby

Nevis / Jessops

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“Fantastic stay” We had a wonderful stay at Anna's villa, the photos really don't do the space justice - it is a very large 3 bedroom villa with private pool and conservatory area with each bedroom having its own en suite. Perfectly located close to th
…see more

from £145 / night

£995 / week

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from £145 / night

(8) Excellent 

37

Holiday home with swimming pool in Caribbean

Bequia / Port Elizabeth

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Pet friendly

from £145 / night

£1250 - £1950 / week

Book View

from £145 / night

(24) Very Good 

22

Holiday home in Caribbean

Christ Church Parish / Oistins

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Paradise” We had the most amazing holiday in Barbados - largely due to the fantastic accommodation 5 minutes from secluded beaches and moments away from the atmosphere of the main strip in Barbados. The owners of the accommodation provided all the nec
…see more

from £104 / night

£725 / week

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Responds fast!
avg. 2 hours 8 minutes

from £104 / night

(2) Very Good 

8

Apartment rental in Caribbean

Arrondissement of Le Marin / Sainte-Anne

1 4 Min stay varies

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

from £53 / night

£308 - £395 / week

Book View

Responds fast!
avg. 1 hour 44 minutes

from £53 / night

48

Caribbean holiday villa rental

Saint James Parish / Holetown

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £2323 / night

£16260 / week

Enquire View

from £2323 / night

(9) Very Good 

Certificate of Excellence

23

Caribbean holiday condo let

Saint Ann Parish / Ocho Rios

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Ask owner if suitable for children

Certificate of Excellence

from £58 / night

£399 - £578 / week

Book View

Responds fast!
avg. 1 hour 1 minutes

from £58 / night

(1) Excellent 

6

Holiday apartment rental

Tobago / Castara

2 4 2 nights min

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

from £48 / night

£331 - £827 / week

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from £48 / night

19

Caribbean holiday b&b rental

Basse-Terre Island / Saint-Claude

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Nearest beach 15 km
  • Private garden

from £53 / night

£369 / week

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from £53 / night

(9) Very Good 

32

Holiday villa with swimming pool, golf nearby in Trinidad and Tobago

Tobago / Mount Irvine

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“Tranquility in Paradise” I have stayed at Eternity Villa on my last two trips to Tobago. I consider it home away from home. On both occasions I brought my family and the house was more than accomodating for everyone. Located in Mt Irvine and amazin
…see more

from £189 / night

£1260 - £1969 / week

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from £189 / night

(3) Very Good 

26

Holiday villa with swimming pool, golf nearby in Caribbean

Arrondissement of Le Marin / Trois-Ilets

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Swimming pool

from £99 / night

£693 - £1220 / week

Book View

from £99 / night

(10) Excellent 

23

Holiday apartment with shared pool, golf nearby in Caribbean

Saint James Parish / Holetown

2 4 7 nights min

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

from £82 / night

£570 - £1133 / week

Book View

Responds fast!
avg. 2 hours 26 minutes

from £82 / night

21

Holiday apartment accommodation

Saint-Martin / Anse Marcel

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £115 / night

£805 - £852 / week

Book View

from £115 / night

(4) Excellent 

29

Holiday condo with shared pool in Caribbean

Grand Cayman / Seven Mile Beach

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £678 / night

£8032 - £12205 / week

Enquire View

from £678 / night

21

Gite rental in Caribbean

Grande-Terre Island / Sainte-Anne

1 4 3 nights min

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

from £41 / night

£281 / week

Book View

Responds fast!
avg. 2 hours 47 minutes

from £41 / night

15

Caribbean holiday villa rental

Saint James Parish / Holetown

2 4 7 nights min

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

from £112 / night

£778 - £1556 / week

Book View

Responds fast!
avg. 2 hours 26 minutes

from £112 / night

(2) Excellent 

39

Caribbean holiday home rental

New Providence Island / Nassau

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Amazing location” The property was in like new condition and better than described. The location was the real winner for us. It was simply perfect. Quiet and relaxing and yet the proximity to the clubhouse and outdoor bar gave the convenience of not h
…see more

from £552 / night

£3544 - £7875 / week

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Responds fast!
avg. 3 hours 4 minutes

from £552 / night

4

Grenada holiday guest house rental

Saint John Parish / Gouyave

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £79 / night

£553 / week

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from £79 / night

(4) Excellent 

24

Holiday villa rental

Marie-Galante / Capesterre

3 6 3 nights min

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

from £193 / night

£1316 - £2790 / week

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from £193 / night

(13) Excellent 

24

Holiday apartment with shared pool in Caribbean

Saint James Parish / Holetown

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary

from £82 / night

£570 - £805 / week

Book View

Responds fast!
avg. 2 hours 26 minutes

from £82 / night

1