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

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North America Holidays
174016 properties
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24087 properties
Villas Dominican Republic
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
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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

(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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from £50 / night

(4) Very Good 

23

Caribbean holiday villa rental

Curacao / Willemstad

3 6 4 nights min

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

from £209 / night

£1461 / week

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from £209 / night

(1) Excellent 

10

Holiday home with swimming pool in Caribbean

Aruba / Noord

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 3 km
  • Swimming pool
  • Air conditioning

from £54 / night

£274 - £324 / week

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from £54 / night

(6) Very Good 

23

Holiday studio in Saint Ann Parish

Saint Ann Parish / Ocho Rios

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £79 / night

£469 / week

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from £79 / night

(1) Very Good 

27

Dominica holiday guest house rental

Saint Andrew Parish / Calibishie

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Ask owner if suitable for children

from £75 / night

£515 - £843 / week

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from £75 / night

(3) Very Good 

24

Holiday villa with shared pool in Caribbean

Great Exuma / George Town

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £186 / night

£1300 / week

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from £186 / night

(13) Very Good 

21

Holiday villa with swimming pool in Guadeloupe

Basse-Terre Island / Deshaies

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly

from £124 / night

£861 - £1644 / week

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from £124 / night

(3) Excellent 

13

Holiday villa rental

Basse-Terre Island / Trois Rivieres

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Child friendly

from £111 / night

£776 - £1294 / week

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from £111 / night

(5) Average 

10

Holiday home in Caribbean

Grande-Terre Island / Saint Francois

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

from £40 / night

£218 - £505 / week

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from £40 / night

22

Condo rental in St. Maarten-St. Martin

Saint-Martin / Orient Bay

1 3 7 nights min

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

from £66 / night

£453 - £574 / week

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from £66 / night

(8) Excellent 

Certificate of Excellence

21

Holiday apartment in Caribbean

Saint James Parish / Prospect

1 2 6 nights min

  • 1 bedroom
  • Sleeps 2
  • 6 nights min
  • Beach / lakeside relaxation
  • Air conditioning
  • Private garden

Certificate of Excellence

from £135 / night

£900 / week

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from £135 / night

(3) Very Good 

32

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
  • Swimming pool
  • Child friendly

from £53 / night

£305 - £627 / week

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from £53 / night

13

Saint Catherine Parish holiday home rental

Saint Catherine Parish / Spanish Town

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 16 km
  • Child friendly

from £116 / night

£654 / week

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from £116 / night

12

Caribbean holiday studio rental

Grande-Terre Island / Port-Louis

Studio 2 Min stay varies

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

from £55 / night

£329 - £392 / week

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from £55 / night

(3) Excellent 

16

Holiday bungalow rental

Marie-Galante / Capesterre

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Ask owner if suitable for children
  • Private garden

from £57 / night

£287 / week

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from £57 / night

39

Holiday apartment rental

Santo Domingo Province / Santo Domingo

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 30 km
  • Child friendly
  • Air conditioning

from £85 / night

£617 / week

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from £85 / night

(2) Excellent 

21

Caribbean holiday home rental

Basse-Terre Island / Bouillante

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £53 / night

£366 - £487 / week

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from £53 / night

(4) Very Good 

18

Apartment rental in Caribbean with shared pool

Arrondissement of Le Marin / Riviere-Salee

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £31 / night

£214 / week

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from £31 / night

(4) Excellent 

11

Caribbean holiday apartment rental

Arrondissement of La Trinite / Le Robert

1 4 Min stay varies

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

from £44 / night

£305 / week

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from £44 / night

(2) Excellent 

23

Holiday apartment rental

Puerto Plata Province / Cabarete

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

from £39 / night

£254 / week

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from £39 / night

(1) Excellent 

25

Guadeloupe holiday studio rental

Saint Francois / Anse des Rochers

Studio 4 Min stay varies

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

from £54 / night

£314 - £494 / week

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from £54 / night

(4) Excellent 

57

Guadeloupe holiday apartment rental

Grande-Terre Island / Saint Francois

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £48 / night

£348 - £566 / week

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from £48 / night

(4) Excellent 

20

Caribbean holiday studio rental

Saint James Parish / Holetown

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.03 km
  • Suitable for children age 5+
“Super Studio Apartment” Nicely furnished and up to date, the studio apartment at 2 Art Studios was a perfect base for my two week holiday in Barbados. The staff who looked after the complex were really nice, helpful and made my stay highly enjoyable.
…see more

from £55 / night

£385 - £560 / week

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from £55 / night

(11) Very Good 

17

Caribbean holiday apartment rental

Jolly Harbour / Hamilton Estate

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Great value apartment with lovely swimming pool” The apartment is modern with all the mod cons, it has a great location with beautiful views. The swimming pool is lovely, especially after a long day at the beach. Location is great - but you will need
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from £92 / night

£645 - £995 / week

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from £92 / night

(1)  

16

Caribbean holiday townhouse accommodation

Atlantic Shores / South Coast

3 6 Min stay varies

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

Pricing unknown

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Pricing unknown

16

Holiday home rental

Basse-Terre Island / Petit-Bourg

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
  • Ask about pets

from £27 / night

£183 / week

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from £27 / night

(18) Very Good 

Certificate of Excellence

25

Holiday villa with swimming pool in Caribbean

Saint Ann Parish / Ocho Rios

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“the amazing almond tree villa” stayed 11 nights in February. it was an amazing experience! the villa was large, spacious clean and tidy. The pool area was lovely! the villa is located in a quiet street and is a short and cheap taxi ride to the town ce
…see more

Certificate of Excellence

from £80 / night

£500 - £896 / week

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from £80 / night

12

Caribbean holiday villa rental

Antigua / Saint Phillip Parish

1 2 3 nights min

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

from £80 / night

£560 / week

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from £80 / night

(7) Excellent 

17

Holiday apartment with shared pool, golf nearby in Barbados

Christ Church Parish / Inch Marlow

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
“wonderful” we stayed with Roland & Cheryl for three months you will not find such a lovely family cant wait till january the apartment was like home from home lovely peaceful area eay to get around on buses
…see more

from £51 / night

£356 / week

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from £51 / night

(1) Excellent 

36

Guadeloupe holiday apartment rental

Basse-Terre Island / Sainte Rose

1 1 Min stay varies

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

Pricing unknown

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Pricing unknown

(3) Average 

36

Caribbean holiday apartment rental

Saint Ann Parish / Ocho Rios

2 6 3 nights min

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

from £100 / night

£590 - £690 / week

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from £100 / night

(3) Excellent 

24

Holiday villa in Caribbean

Virgin Gorda / Gorda Peak National Park

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
“My Favourite” Staying at Beach Dreams was without a doubt my favourite Caribbean trip so far. The villa is directly on the beach. The beach is amazing. It is a lovely white sandy beach and the water is so calm there. We were a group of 8 adults but I
…see more

from £871 / night

£6094 - £13438 / week

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from £871 / night

(6) Excellent 

22

Apartment accommodation in Caribbean

Saint James Parish / Holetown

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Car not necessary

from £71 / night

£495 - £590 / week

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from £71 / night

(1) Excellent 

9

Holiday apartment rental

Arrondissement of Le Marin / Le Marin

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly

from £57 / night

£383 / week

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from £57 / night

(5) Excellent 

23

Holiday private room in Caribbean

Arrondissement of Saint-Pierre / Saint-Pierre

1 3 1 night min

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

from £44 / night

£235 / week

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from £44 / night

(2) Excellent 

20

Holiday villa with golf nearby in Caribbean

West End Village / Meads Bay Pond

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £643 / night

£4500 / week

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from £643 / night

(4) Very Good 

12

Holiday apartment with shared pool in Caribbean

Saint Mary Parish / Tower Isle

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“I Loved It.” I stayed at 41D Turtle Towers for a short while with a friend and it was bliss. The apartment is well worth the money, it's homely, clean and bright and I felt very comfortable. I loved the fact that the owner is very down to earth and
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from £65 / night

£380 - £520 / week

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from £65 / night

(1) Excellent 

37

Holiday apartment in Dominican Republic

Santo Domingo Province / Santo Domingo

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Nearest beach 25 km
  • Swimming pool
  • Air conditioning

from £78 / night

£542 / week

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from £78 / night

19

Holiday home in Barbados

Christ Church Parish / Worthing

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

from £220 / night

£1540 / week

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from £220 / night

10

Holiday apartment in Grenada

South Coast / Grand Anse

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 3 km
  • Child friendly
  • Air conditioning

from £55 / night

£375 / week

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from £55 / night

1