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

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Caribbean

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22,757 Holiday homes

(10) Excellent 

28

Holiday villa rental

Cap Estate / Villas on the Green

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“Fabulous !!” We stayed at Villa Carouge for 2 weeks in December 2015 and thoroughly enjoyed our stay. The owners maintain the villa to a high standard and we were impressed by the decoration and cleanliness. Julia dealt with our queries very qui
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from £138 / night

£966 - £1412 / week

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Responds fast!
avg. 1 hour 23 minutes

from £138 / night

(22) Excellent 

25

Holiday apartment with shared pool in Caribbean

Speightstown / Mount Brevitor

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“Beautiful apartment on quiet, delightful complex” Four of us stayed here for 2 weeks in late February and there was plenty of room without us getting under each other's feet. The apartment is perfectly situated on a hill 10 minutes outside Speightstow
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from £100 / night

£700 - £756 / week

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from £100 / night

(3) Very Good 

12

Holiday apartment in Caribbean

Holetown / Lascelles

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Swimming pool

from £85 / night

£600 - £2600 / week

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from £85 / night

(2) Excellent 

11

Caribbean holiday apartment rental

Arrondissement of Le Marin / Les Anses d'Arlet

2 4 7 nights min

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

from £98 / night

£685 - £855 / week

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from £98 / night

(2) Excellent 

26

Holiday apartment in Caribbean

Arrondissement of Le Marin / Sainte-Luce

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Child friendly
  • Air conditioning

from £98 / night

£614 - £725 / week

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from £98 / night

(20) Very Good 

Certificate of Excellence

23

Condo rental in Martinique

Arrondissement of Fort-de-France / Fort-de-France

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly

Certificate of Excellence

from £49 / night

£293 / week

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Responds fast!
avg. 3 hours 22 minutes

from £49 / night

21

Caribbean holiday bungalow rental

Arrondissement of Le Marin / Ducos

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 20 km
  • Air conditioning

from £62 / night

£334 / week

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Responds fast!
avg. 2 hours 30 minutes

from £62 / night

(1) Excellent 

5

Caribbean holiday villa rental

Marie-Galante / Capesterre

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool

from £213 / night

£1505 - £1947 / week

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from £213 / night

27

Holiday apartment in St. Lucia

Gros Islet Quarter / Cas En Bas

2 4 7 nights min

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

from £120 / night

£1000 / week

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from £120 / 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

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Responds fast!
avg. 2 hours 26 minutes

from £82 / night

(1) Excellent 

42

Holiday apartment with shared pool in Caribbean

Nevis / Charlestown

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Very enjoyable week on Pinneys Beach” Just arrived back from a week’s stay at Hamilton Beach. We booked a 2 bedroom beachfront villa which was bright modern and overlooked the beach and ocean. Waking up in the morning and looking across at St Kitts wa
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from £276 / night

£1930 / week

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from £276 / night

(3) Very Good 

8

Guadeloupe holiday villa rental

Guadeloupe / Marie-Galante

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly

from £211 / night

£1492 - £1930 / week

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from £211 / night

19

Caribbean holiday villa rental

Basse-Terre Island / Pointe-Noire

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly

from £158 / night

£1106 / week

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from £158 / night

(1) Excellent 

21

Holiday villa rental

Gros Islet / Rodney bay, Gros Islet

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool

from £217 / night

£1518 - £2324 / week

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from £217 / night

4

Holiday gite in Caribbean

Basse-Terre Island / Trois Rivieres

3 10 1 night min

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

from £93 / night

£923 / week

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from £93 / night

6

Guadeloupe holiday bungalow rental

Basse-Terre Island / Sainte Rose

1 2 Min stay varies

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

from £40 / night

£275 - £470 / week

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from £40 / night

(8) Very Good 

15

Holiday condo with shared pool, golf nearby in Caribbean

Saint Francois / Anse des Rochers

1 4 7 nights min

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

from £57 / night

£399 - £487 / week

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from £57 / night

10

Caribbean holiday studio rental

Trinidad / Woodbrook

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Nearest beach 14 km
  • Car not necessary
  • Air conditioning

from £32 / night

£197 - £272 / week

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Responds fast!
avg. 2 hours 55 minutes

from £32 / night

(17) Excellent 

7

Guadeloupe holiday bungalow rental

Grande-Terre Island / Saint Francois

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 4 km
  • Child friendly
  • Private garden

from £38 / night

£261 - £385 / week

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from £38 / night

5

Apartment rental in Grenada

South Coast / Grand Anse

1 3 2 nights min

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

from £74 / night

£494 - £552 / week

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Responds fast!
avg. 3 hours 23 minutes

from £74 / night

(4) Excellent 

22

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
  • Air conditioning

from £89 / night

£622 - £805 / week

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Responds fast!
avg. 2 hours 26 minutes

from £89 / night

4

Chalet rental in Caribbean

Basse-Terre Island / Trois Rivieres

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 3 km
  • Child friendly
  • Pet friendly

from £45 / night

£284 - £354 / week

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Responds fast!
avg. 2 hours 2 minutes

from £45 / night

(4) Excellent 

21

Caribbean holiday villa rental

Vieux Fort Quarter / Vieux Fort

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“A-M-A-Z-I-N-G-!” The pictures speak for themselves: the beauty, style and comfort of Villa Pierre are undeniable. It took me two days to get over the fabulous views sprawling before my eyes... But then, I got it: the views are not just beautiful ; the
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from £278 / night

£1945 - £3889 / week

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Responds fast!
avg. 2 hours 3 minutes

from £278 / night

(4) Excellent 

33

Holiday apartment with shared pool in Caribbean

Saint-Martin / Anse Marcel

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £89 / night

£620 / week

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from £89 / night

(4) Excellent 

18

Holiday cottage with shared pool, golf nearby in Caribbean

Saint James Parish / Prospect

1 2 7 nights min

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

from £88 / night

£596 / week

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from £88 / night

(28) Very Good 

5

Caribbean holiday b&b rental

Marie-Galante / Grand Bourg

1 8 1 night min

  • 1 bedroom
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

from £14 / night

£93 / week

Book View

from £14 / night

(3) Very Good 

34

Bahamas holiday home rental

Great Abaco Island / Marsh Harbour

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Child friendly

from £79 / night

£547 / week

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from £79 / night

(1) Very Good 

4

Caribbean holiday guest house rental

Vieux Fort Quarter / Vieux Fort

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly

from £50 / night

£350 / week

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Responds fast!
avg. 3 hours 51 minutes

from £50 / night

(12) Very Good 

Certificate of Excellence

23

Holiday apartment in Caribbean

Laborie Quarter / Laborie

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Private garden

Certificate of Excellence

from £65 / night

£455 - £945 / week

Book View

Responds fast!
avg. 2 hours 50 minutes

from £65 / night

(2) Excellent 

10

Holiday apartment with shared pool in Barbados

Christ Church Parish / Maxwell

2 5 4 nights min

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

from £78 / night

£550 / week

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Responds fast!
avg. 3 hours 23 minutes

from £78 / night

17

Caribbean holiday apartment rental

Grande-Terre Island / Saint Francois

2 6 1 night min

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

from £52 / night

£363 - £786 / week

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Responds fast!
avg. 1 hour 34 minutes

from £52 / night

(3) Average 

18

Holiday condo with shared pool in Caribbean

Westmoreland Parish / Negril

1 2 Min stay varies

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

from £80 / night

£397 - £675 / week

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from £80 / night

(1) Excellent 

21

Holiday villa in Caribbean

Arrondissement of Le Marin / Le Diamant

3 6 6 nights min

  • 3 bedrooms
  • Sleeps 6
  • 6 nights min
  • Nearest beach 1 km
  • Child friendly
  • Air conditioning

from £75 / night

£521 / week

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Responds fast!
avg. 1 hour 35 minutes

from £75 / night

(4) Very Good 

24

Holiday apartment in Caribbean

Castries Quarter / Marigot Bay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Amazing time at your condo” My wife, my son and I had an amazing time at this condo. The apartments is fantastically positioned for everything we wanted to do. We dived, snorkelled, sailed and swam in the beautiful caribbean sea. Thank you so much
…see more

from £150 / night

£1050 / week

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from £150 / night

(1) Very Good 

5

Holiday bungalow in Caribbean

Grande-Terre Island / Saint Francois

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Nearest beach 5 km
  • Child friendly
  • Air conditioning

from £49 / night

£341 / week

Book View

from £49 / night

(1) Very Good 

22

Holiday apartment in Trinidad and Tobago

Trinidad / Mayaro

2 4 1 night min

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

from £150 / night

£900 - £1320 / week

Book View

Responds fast!
avg. 3 hours 19 minutes

from £150 / night

(9) Very Good 

15

Caribbean holiday villa rental

Tobago / Scarborough

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £217 / night

£1516 - £2178 / week

Book View

Responds fast!
avg. 3 hours 3 minutes

from £217 / night

(4) Excellent 

13

Holiday b&b in Caribbean

Basse-Terre Island / Trois Rivieres

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly

from £67 / night

£465 / week

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from £67 / night

13

Dominican Republic holiday apartment rental

Puerto Plata Province / Cabarete

1 4 3 nights min

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

from £24 / night

£167 - £223 / week

Book View

Responds fast!
avg. 3 hours 39 minutes

from £24 / night

(6) Very Good 

14

Holiday villa with swimming pool, golf nearby in Caribbean

Saint James Parish / Sunset Crest

3 6 7 nights min

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

from £278 / night

£1945 / week

Enquire View

from £278 / night

1