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

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North America Holidays
174260 properties
Caribbean Holidays
21396 properties
Villas Dominican Republic
3,588 properties
Villas St. Barts
2,725 properties
Villas Jamaica
2,429 properties
Villas Barbados
1,974 properties
Apartments Puerto Rico
1,586 properties
Villas St. Maarten - Saint Martin
1,473 properties
Villas Guadeloupe
1,159 properties
Villas Bahamas
830 properties
US Virgin Isles
675 properties
Villas Aruba
669 properties
Apartments Martinique
632 properties
Villas St. Lucia
579 properties
Holiday rentals Turks and Caicos Islands
405 properties
Villas St. Vincent and the Grenadines
392 properties
Villas Curacao
363 properties
Houses Trinidad and Tobago
349 properties
Villas Antigua and Barbuda
305 properties
Houses Cayman Islands
277 properties
Villas Grenada
235 properties
Villas Anguilla
178 properties

Caribbean

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21,401 Holiday homes

6

Dominican Republic holiday apartment rental

Samana Province / Las Galeras

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Ask owner if suitable for children

from £54 / night

£358 / week

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from £54 / night

37

Holiday apartment rental

Saint Catherine Parish / Old Harbour

4 12 3 nights min

  • 4 bedrooms
  • Sleeps 12
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £64 / night

£450 / week

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Responds fast!
avg. 2 hours 11 minutes

from £64 / night

(1) Excellent 

9

Holiday cottage accommodation

Bequia / Spring Bay

4 4 4 nights min

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

from £160 / night

£1,120 / week

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Responds fast!
avg. 3 hours 24 minutes

from £160 / night

(5) Excellent 

44

Holiday villa with shared pool in Caribbean

Grande-Terre Island / Saint Francois

2 6 4 nights min

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

from £132 / night

£790 - £1,053 / week

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Responds fast!
avg. 2 hours 11 minutes

from £132 / 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 £43 / night

£300 / week

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from £43 / night

(1) Very Good 

11

Holiday villa in Caribbean

Basse-Terre Island / Petit-Bourg

2 4 2 nights min

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

from £67 / night

£467 / week

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from £67 / night

33

Dominican Republic holiday villa rental

Las Terrenas / Las Ballenas

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £200 / night

£1,393 - £2,286 / week

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from £200 / night

(1) Very Good 

24

St. Vincent and the Grenadines holiday villa rental

Bequia / Spring Bay

9 20 7 nights min

  • 9 bedrooms
  • Sleeps 20
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £919 / night

£6,429 - £13,572 / week

Book View

Responds fast!
avg. 3 hours 22 minutes

from £919 / night

(1) Very Good 

15

Villa rental in Caribbean with shared pool

Basse-Terre Island / Deshaies

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Nearest beach 3 km
  • Swimming pool
  • Child friendly

from £249 / night

£1,490 / week

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from £249 / night

12

Holiday bungalow letting

Basse-Terre Island / Bouillante

2 6 3 nights min

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

from £90 / night

£623 - £860 / week

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from £90 / night

15

Holiday apartment in Caribbean

Saint-Martin / Grand Case, French St. Martin

2 6 3 nights min

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

from £62 / night

£430 - £553 / week

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Responds fast!
avg. 2 hours 25 minutes

from £62 / night

7

Villa rental in Dominican Republic with swimming pool

Samana Province / Las Terrenas

3 6 7 nights min

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

from £88 / night

£614 / week

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from £88 / night

(1) Excellent 

13

Holiday villa rental

Arrondissement of Le Marin / Le Francois

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Nearest beach 9 km
  • Swimming pool
  • Child friendly

from £44 / night

£307 / week

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from £44 / night

13

Holiday home in Caribbean

Basse-Terre Island / Trois Rivieres

2 5 3 nights min

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

from £65 / night

£413 / week

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Responds fast!
avg. 1 hour 53 minutes

from £65 / night

8

Caribbean holiday apartment rental

Saint Ann Parish / Ocho Rios

2 4 2 nights min

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

from £109 / night

£763 / week

Book View

from £109 / night

(1)  

17

Holiday villa with swimming pool in Westpoint

Westpoint / Playa Kalki

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £250 / night

£1,429 / week

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from £250 / night

18

Holiday villa in Antigua and Barbuda

Antigua / Falmouth Harbour

4 6 3 nights min

  • 4 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+

from £197 / night

£1,286 - £1,986 / week

Book View

from £197 / night

(6) Excellent 

28

Villa rental in Caribbean with swimming pool, golf nearby

Saint James Parish / Mount Standfast

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 0.3 km
  • Swimming pool
  • Child friendly

from £280 / night

£1,960 / week

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from £280 / night

13

Holiday villa in Windward

Windward / Vitet

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Air conditioning

from £508 / night

£3,555 / week

Book View

from £508 / night

(2) Very Good 

18

Martinique holiday apartment rental

Arrondissement of Fort-de-France / Schoelcher

1 3 3 nights min

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

from £71 / night

£492 / week

Book View

Responds fast!
avg. 56 minutes

from £71 / night

(3) Very Good 

23

Home rental in Caribbean

Saint James Parish / Prospect

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min

from £80 / night

£560 / week

Book View

from £80 / night

27

Holiday apartment in Caribbean

Arrondissement of La Trinite / Le Robert

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool

from £100 / night

£548 - £871 / week

Book View

Responds fast!
avg. 1 hour 53 minutes

from £100 / night

(1) Very Good 

6

Holiday apartment in Caribbean

Kingston Parish / Kingston

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden

from £40 / night

£340 / week

Book View

Responds fast!
avg. 2 hours 53 minutes

from £40 / night

(3) Excellent 

48

Holiday villa with swimming pool in Caribbean

Grande-Terre Island / Saint Francois

5 10 7 nights min

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

from £226 / night

£1,579 - £4,386 / week

Book View

Responds fast!
avg. 3 hours 52 minutes

from £226 / night

(1) Average 

19

Holiday studio rental

Saint-Martin / Marigot, Saint Martin

Studio 4 5 nights min

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

from £48 / night

£332 - £602 / week

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from £48 / night

19

Home rental in St. Kitts and Nevis with indoor pool, golf nearby

Nevis / Charlestown

1 3 2 nights min

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

from £125 / night

£875 / week

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from £125 / night

30

Villa rental in Caribbean with swimming pool

Saint Francois / Anse des Rochers

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 800 km
  • Swimming pool

from £326 / night

£2,281 - £2,650 / week

Book View

from £326 / night

(1) Very Good 

35

Holiday villa with swimming pool in Dominican Republic

Puerto Plata Province / Sosua

2 4 1 night min

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

from £79 / night

£526 - £587 / week

Book View

from £79 / night

33

Holiday villa rental

Sint Maarten / Philipsburg

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 0.3 km
  • Swimming pool
  • Child friendly

from £314 / night

£2,193 / week

Book View

from £314 / night

(10) Excellent 

28

Villa rental in Caribbean with swimming pool

Christ Church Parish / Enterprise

3 6 7 nights min

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

from £111 / night

£772 / week

Book View

from £111 / night

(1) Excellent 

22

Villa rental in Montserrat with swimming pool

Montserrat / Old Town

2 4 7 nights min

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

from £122 / night

£850 / week

Book View

Responds fast!
avg. 1 hour 59 minutes

from £122 / night

(14) Very Good 

32

Holiday villa in Caribbean

Cap Estate / Cap Estate Town

8 18 3 nights min

  • 8 bedrooms
  • Sleeps 18
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £258 / night

£1,800 - £8,100 / week

Book View

Responds fast!
avg. 2 hours 31 minutes

from £258 / night

(1) Excellent 

22

Gite rental in Caribbean

Basse-Terre Island / Pointe-Noire

2 3 2 nights min

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

from £84 / night

£584 - £737 / week

Book View

Responds fast!
avg. 2 hours 36 minutes

from £84 / night

29

Guadeloupe holiday villa rental

Grande-Terre Island / Saint Francois

4 9 Min stay varies

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

from £176 / night

£834 - £2,439 / week

Book View

from £176 / night

(1) Excellent 

34

Holiday home with shared pool in Guadeloupe

Grande-Terre Island / Sainte-Anne

9 21 2 nights min

  • 9 bedrooms
  • Sleeps 21
  • 2 nights min
  • Nearest beach 5 km
  • Swimming pool
  • Child friendly

from £106 / night

£632 - £4,202 / week

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Responds fast!
avg. 2 hours 17 minutes

from £106 / night

15

St Martin / St Maarten holiday villa rental

Saint-Martin / Terres Basses

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+

from £200 / night

£1,394 - £2,193 / week

Book View

from £200 / night

(2) Average 

35

Holiday villa rental

Saint George Parish / Lance aux Epines

3 6 Min stay varies

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

from £292 / night

£2,044 - £4,066 / week

Book View

from £292 / night

(7) Very Good 

19

Guadeloupe holiday apartment rental

Grande-Terre Island / Saint Francois

1 4 Min stay varies

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

from £57 / night

£395 - £404 / week

Book View

Responds fast!
avg. 26 minutes

from £57 / night

24

Holiday yacht in British Virgin Islands

Tortola / Road Town

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly

from £868 / night

£6,072 / week

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from £868 / night

10

Holiday villa in Guadeloupe

Grande-Terre Island / Sainte-Anne

2 6 5 nights min

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

from £71 / night

£474 - £527 / week

Book View

Responds fast!
avg. 1 hour 36 minutes

from £71 / night