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

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North America Holidays
173078 properties
Caribbean Holidays
21763 properties
Villas Dominican Republic
3,519 properties
Villas St. Barts
2,926 properties
Villas Jamaica
2,200 properties
Villas Barbados
2,104 properties
Villas St. Maarten - Saint Martin
2,050 properties
Apartments Puerto Rico
1,595 properties
Villas Guadeloupe
1,117 properties
Villas Bahamas
837 properties
US Virgin Isles
698 properties
Villas Aruba
673 properties
Villas St. Lucia
614 properties
Apartments Martinique
604 properties
Holiday rentals Turks and Caicos Islands
397 properties
Villas Antigua and Barbuda
380 properties
Villas Curacao
356 properties
Houses Trinidad and Tobago
330 properties
Houses Cayman Islands
282 properties
Villas British Virgin Isles
228 properties
Apartments Bonaire
165 properties
Villas Anguilla
152 properties

Caribbean

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21,666 Holiday homes

14

Guadeloupe holiday home rental

Grande-Terre Island / Saint Francois

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 0.25 km
  • Swimming pool
  • Child friendly

from £128 / night

£894 - £1,323 / week

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from £128 / night

(3) Very Good 

9

Kingston Parish holiday apartment rental

Kingston Parish / Kingston

1 3 3 nights min

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

from £57 / night

£398 / week

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Responds fast!
avg. 1 hour 2 minutes

from £57 / night

(5) Average 

10

Holiday home in Caribbean

Grande-Terre Island / Saint Francois

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

from £45 / night

£266 - £514 / week

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from £45 / night

(1) Very Good 

19

Holiday villa in Caribbean

Grande-Terre Island / Le Gosier

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Nearest beach 3 km
  • Swimming pool
  • Child friendly

from £266 / night

£1,859 / week

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from £266 / night

6

Holiday apartment in Barbados

Saint John Parish / Guinea

1 5 1 night min

  • 1 bedroom
  • Sleeps 5
  • 1 night min
  • Child friendly

from £36 / night

£249 / week

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from £36 / night

14

Holiday apartment in Dominican Republic

Samana Province / Las Galeras

1 4 2 nights min

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

from £62 / night

£432 / week

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from £62 / night

11

Villa letting in Caribbean with swimming pool

Puerto Plata Province / Sosua

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £178 / night

£1,242 / week

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from £178 / night

(3) Average 

9

Caribbean holiday villa rental

Basse-Terre Island / Deshaies

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool

from £141 / night

£884 - £991 / week

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from £141 / night

24

Holiday villa in Caribbean

Saint-Martin / Orient Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

from £601 / night

£4,538 / week

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from £601 / night

22

Holiday apartment in Caribbean

Grande-Terre Island / Le Gosier

1 5 5 nights min

  • 1 bedroom
  • Sleeps 5
  • 5 nights min
  • Child friendly
  • Air conditioning

from £62 / night

£413 - £692 / week

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from £62 / night

(1) Excellent 

24

Holiday villa with swimming pool, golf nearby in Caribbean

Nevis / Charlestown

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £1,064 / night

£7,447 - £11,419 / week

Enquire View

from £1,064 / night

(2) Excellent 

25

Holiday villa with shared pool, golf nearby in St. Kitts and Nevis

St. Kitts / Basseterre

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Very Special - Nature at its best” If you are looking for a place for complete rest and relaxation then Kittitian Hill is the place for you. The guesthouses are so tastefully done and charming ; you almost don't want to leave. The food was absolutely
…see more

from £232 / night

£2,086 / week

Enquire View

from £232 / night

5

Holiday apartment in Caribbean

Laborie Quarter / Laborie

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 2 km
  • Ask owner if suitable for children

from £45 / night

£300 - £490 / week

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from £45 / night

(1) Excellent 

16

Apartment rental in Saint Ann Parish

Saint Ann Parish / Discovery Bay

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“4* for the price of 2*” The private apartment was recommended by a friend of the owner in london.and my friends & I realy like it, A truly excellent apartment, very spacious, and well equip, with a view you only see on post cards, we all had our ow
…see more

from £90 / night

£630 / week

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from £90 / night

16

Holiday villa with shared pool in Turks and Caicos

Providenciales / Grace Bay

4 8 4 nights min

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

from £932 / night

£6,525 - £8,440 / week

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Responds fast!
avg. 3 hours 48 minutes

from £932 / night

20

Caribbean holiday villa rental

St. Barts / Gustavia

2 4 6 nights min

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

from £308 / night

£2,155 / week

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from £308 / night

32

Apartment rental in Caribbean with shared pool

Punta Cana / Bavaro

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £231 / night

£1,614 / week

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from £231 / night

(7) 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 £107 / night

£744 - £1,115 / week

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Responds fast!
avg. 2 hours 36 minutes

from £107 / night

28

Holiday apartment with shared pool in Caribbean

Gros Islet Quarter / Rodney Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.5 km
  • Swimming pool
  • Child friendly

from £60 / night

£420 / week

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from £60 / night

8

Holiday apartment in Caribbean

Montego Bay / St James, Montego Bay

1 2 3 nights min

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

from £50 / night

£220 / week

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Responds fast!
avg. 1 hour 43 minutes

from £50 / night

8

Holiday villa with swimming pool, golf nearby in Caribbean

Saint James Parish / Holetown

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £422 / night

£2,954 / week

Enquire View

from £422 / night

37

Caribbean holiday villa rental

Grande-Terre Island / Saint Francois

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Nearest beach 4 km
  • Swimming pool
  • Child friendly

from £337 / night

£2,169 / week

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from £337 / night

13

Home rental in Curaçao with swimming pool

Curacao / Tera Kora

3 7 7 nights min

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

from £70 / night

£490 / week

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from £70 / night

6

Holiday villa with swimming pool in Caribbean

Basse-Terre Island / Deshaies

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

from £53 / night

£354 - £453 / week

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from £53 / night

52

Home rental in Caribbean

Grande-Terre Island / Saint Francois

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £315 / night

£2,213 / week

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from £315 / night

(2) Average 

33

Holiday villa with shared pool in Caribbean

Grande-Terre Island / Le Moule

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Child friendly

from £80 / night

£558 / week

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Responds fast!
avg. 41 minutes

from £80 / night

(4) Very Good 

6

Holiday b&b rental

Arrondissement of Le Marin / Les Anses d'Arlet

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 0.08 km
  • Child friendly
  • Private garden

from £115 / night

£620 / week

Book View

from £115 / night

27

Holiday villa with swimming pool in Caribbean

Samana Province / Las Terrenas

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £239 / night

£1,239 - £4,337 / week

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Responds fast!
avg. 3 hours 17 minutes

from £239 / night

25

Holiday villa with shared pool in Caribbean

Arrondissement of Le Marin / Le Vauclin

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £93 / night

£651 / week

Book View

from £93 / night

(4) Excellent 

49

Holiday villa with swimming pool in Caribbean

Curacao / Willemstad

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 5 km
  • Swimming pool
  • Child friendly

from £155 / night

£1,084 - £1,877 / week

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from £155 / night

25

Caribbean holiday apartment let

Puerto Plata Province / Sosua

1 2 1 night min

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

from £25 / night

£174 / week

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from £25 / night

4

Grenada holiday guest house rental

Saint John Parish / Gouyave

4 2 1 night min

  • 4 bedrooms
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £56 / night

£393 / week

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from £56 / night

21

Holiday apartment rental

Saint-Martin / Orient Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Air conditioning

from £115 / night

£806 - £1,363 / week

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Responds fast!
avg. 29 minutes

from £115 / night

7

Caribbean holiday villa rental

Basse-Terre Island / Sainte Rose

2 6 5 nights min

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

from £138 / night

£841 - £1,461 / week

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from £138 / night

9

Caribbean holiday b&b rental

Saint James Parish / Sion Hill

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Child friendly

from £86 / night

£539 / week

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Responds fast!
avg. 3 hours 53 minutes

from £86 / night

(5) Average 

21

Holiday villa in Jamaica

Montego Bay / Ironshore

7 14 3 nights min

  • 7 bedrooms
  • Sleeps 14
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £524 / night

£3,667 - £4,195 / week

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from £524 / night

6

Caribbean holiday apartment rental

Arrondissement of Le Marin / Le Diamant

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Child friendly

from £76 / night

£531 / week

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from £76 / night

(1) Excellent 

22

Holiday villa with swimming pool in Caribbean

Grande-Terre Island / Saint Francois

3 8 4 nights min

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

from £192 / night

£1,151 - £1,381 / week

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Responds fast!
avg. 2 hours 11 minutes

from £192 / night

6

Guadeloupe holiday condo rental

Grande-Terre Island / Saint Francois

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £62 / night

£337 - £399 / week

Book View

Responds fast!
avg. 1 hour 39 minutes

from £62 / night

8

Holiday home with shared pool in Martinique

Arrondissement of Le Marin / Le Marin

2 2 3 nights min

  • 2 bedrooms
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £88 / night

£614 / week

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Responds fast!
avg. 2 hours 55 minutes

from £88 / night