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

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North America Holidays
182311 properties
Caribbean Holidays
21821 properties
Villas Dominican Republic
3,685 properties
Villas St. Barts
2,686 properties
Villas Jamaica
2,454 properties
Villas Barbados
1,990 properties
Apartments Puerto Rico
1,633 properties
Villas St. Maarten - Saint Martin
1,404 properties
Villas Guadeloupe
1,204 properties
Villas Bahamas
825 properties
Villas Aruba
680 properties
US Virgin Isles
679 properties
Apartments Martinique
664 properties
Villas St. Lucia
566 properties
Holiday rentals Turks and Caicos Islands
424 properties
Villas St. Vincent and the Grenadines
392 properties
Villas Curacao
355 properties
Villas Antigua and Barbuda
355 properties
Houses Trinidad and Tobago
354 properties
Houses Cayman Islands
274 properties
Villas Grenada
228 properties
Villas Anguilla
174 properties

Caribbean

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21,342 Holiday homes

(1) Excellent 

6

Holiday villa letting

Arrondissement of Le Marin / Sainte-Anne

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 2 km
  • Child friendly
  • Private garden

from £88 / night

£570 / week

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from £88 / night

14

Caribbean holiday bungalow rental

Grande-Terre Island / Saint Francois

1 2 5 nights min

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

from £35 / night

£233 / week

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from £35 / night

28

Holiday studio with shared pool in Caribbean

Saint-Martin / Orient Bay

Studio 3 4 nights min

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

from £62 / night

£429 - £521 / week

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from £62 / night

24

Holiday apartment in St. Lucia

Anse la Raye Quarter / Anse La Raye

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 1 km
  • Child friendly
  • Air conditioning

from £28 / night

£181 / week

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from £28 / night

(5) Excellent 

13

Caribbean holiday villa rental

Iles des Saintes / Terre-de-Haut

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning

from £241 / night

£1,399 - £1,766 / week

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Booked 10+ times!

from £241 / night

(2) Excellent 

17

Aruba holiday home rental

Aruba / Noord

2 4 4 nights min

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

from £114 / night

£797 / week

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Responds fast!
avg. 2 hours 53 minutes

from £114 / night

10

Holiday villa rental

Bequia / Belmont

2 4 5 nights min

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

from £235 / night

£1,650 / week

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from £235 / night

(15) Very Good 

30

Holiday villa accommodation

Saint James Parish / Holder's Hill

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £113 / night

£790 - £900 / week

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Booked 20+ times!

from £113 / night

(5) Excellent 

12

Holiday studio with shared pool, golf nearby in Caribbean

Saint James Parish / Sunset Crest

Studio 3 4 nights min

  • Studio
  • Sleeps 3
  • 4 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Car not necessary

from £38 / night

£264 - £317 / week

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Responds fast!
avg. 1 hour 30 minutes

Booked 10+ times!

from £38 / night

(2) Very Good 

30

Holiday villa with golf nearby in Caribbean

Basse-Terre Island / Deshaies

5 10 Min stay varies

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

from £169 / night

£1,311 - £2,163 / week

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Responds fast!
avg. 1 hour 39 minutes

from £169 / night

(3) Very Good 

17

Holiday home rental

Grande-Terre Island / Sainte-Anne

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £24 / night

£166 - £1,255 / week

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Responds fast!
avg. 3 hours 9 minutes

from £24 / night

(3) Excellent 

16

Holiday villa in Cayman Islands

Grand Cayman / East End

3 8 Min stay varies

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

from £172 / night

£1,199 - £2,898 / week

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Booked 3 times

from £172 / night

(4) Excellent 

7

Holiday studio in Caribbean

Basse-Terre Island / Bouillante

Studio 2 1 night min

  • Studio
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Air conditioning

from £44 / night

£307 / week

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from £44 / night

(1) Excellent 

31

Apartment rental in Dominican Republic

Samana Province / Las Terrenas

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.15 km
  • Child friendly

from £26 / night

£171 - £237 / week

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Responds fast!
avg. 2 hours 36 minutes

Booked 6 times

from £26 / night

16

Holiday apartment with shared pool in Caribbean

Arrondissement of Le Marin / Le Diamant

2 4 7 nights min

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

from £87 / night

£605 / week

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from £87 / night

(3) Very Good 

14

Bungalow rental in Caribbean

Arrondissement of Le Marin / Ducos

1 2 4 nights min

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

from £53 / night

£316 / week

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Responds fast!
avg. 37 minutes

Booked 10+ times!

from £53 / night

(3) Excellent 

21

Holiday apartment in Caribbean

Great Exuma / George Town

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children age 5+

from £154 / night

£1,073 / week

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Booked 5 times

from £154 / night

11

Holiday apartment with shared pool in Martinique

Arrondissement of Le Marin / Sainte-Luce

1 6 7 nights min

  • 1 bedroom
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool

from £49 / night

£344 - £356 / week

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Responds fast!
avg. 2 hours 33 minutes

from £49 / night

5

Turks and Caicos holiday home rental

Providenciales / Grace Bay

2 6 4 nights min

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

from £170 / night

£1,189 / week

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from £170 / night

(4) Excellent 

24

Holiday apartment with shared pool in Caribbean

Grande-Terre Island / Saint Francois

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £51 / night

£394 - £596 / week

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Booked 7 times

from £51 / night

17

Caribbean holiday guest house rental

Jamaica / Westmoreland Parish

4 16 1 night min

  • 4 bedrooms
  • Sleeps 16
  • 1 night min
  • Suitable for children age 5+
  • Car not necessary

from £27 / night

£189 / week

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from £27 / night

(1) Excellent 

15

Holiday gite rental

Grande-Terre Island / Port-Louis

1 2 2 nights min

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

from £49 / night

£307 - £399 / week

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Responds fast!
avg. 3 hours 35 minutes

from £49 / night

(12) Excellent 

18

Holiday bungalow with shared pool in Caribbean

Basse-Terre Island / Pointe-Noire

2 4 3 nights min

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

from £81 / night

£564 - £697 / week

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Responds fast!
avg. 2 hours 30 minutes

from £81 / night

(4) Excellent 

39

Caribbean holiday home rental

New Providence Island / Nassau

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £525 / night

£3,468 - £7,169 / week

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Booked 6 times

from £525 / night

6

Holiday villa in Caribbean

Trelawny Parish / Duncans

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly

from £280 / night

£1,955 / week

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from £280 / night

7

Holiday home in Caribbean

Arrondissement of Le Marin / Le Marin

2 4 1 night min

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

from £84 / night

£499 - £806 / week

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from £84 / night

(8) Excellent 

21

Holiday b&b with golf nearby in Grenada

Saint George Parish / St. George's

1 3 1 night min

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

from £44 / night

£306 / week

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Responds fast!
avg. 2 hours 34 minutes

Booked 9 times

from £44 / night

13

Caribbean holiday gite rental

Basse-Terre Island / Sainte Rose

1 3 5 nights min

  • 1 bedroom
  • Sleeps 3
  • 5 nights min
  • Nearest beach 2 km
  • Swimming pool
  • Child friendly

from £44 / night

£306 / week

Book View

from £44 / night

(1) Very Good 

23

Home rental in Caribbean

Arrondissement of Saint-Pierre / Saint-Pierre

2 4 Min stay varies

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

from £62 / night

£429 / week

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Responds fast!
avg. 3 hours 34 minutes

from £62 / night

(4) Excellent 

24

Holiday villa in Caribbean

Saint Ann Parish / Mammee Bay

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

from £105 / night

£735 / week

Book View

Booked 7 times

from £105 / night

(3) Very Good 

24

Holiday villa in Caribbean

Sint Maarten / Cupecoy Bay

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £615 / night

£4,301 / week

Enquire View

from £615 / night

(8) Very Good 

Certificate of Excellence

22

Holiday bungalow with shared pool in Caribbean

Grande-Terre Island / Sainte-Anne

1 4 3 nights min

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

Certificate of Excellence

from £35 / night

£246 - £399 / week

Book View

Responds fast!
avg. 1 hour 14 minutes

Booked 10+ times!

from £35 / night

7

Holiday bungalow in Guadeloupe

Basse-Terre Island / Bouillante

2 4 1 night min

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

from £44 / night

£306 / week

Book View

from £44 / night

(2) Excellent 

31

Holiday studio in Guadeloupe

Basse-Terre Island / Deshaies

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £53 / night

£368 - £577 / week

Book View

from £53 / night

11

Caribbean holiday villa rental

Saint James Parish / Royal Westmoreland Golf Resort

3 6 Min stay varies

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

from £225 / night

£1,575 / week

Book View

Responds fast!
avg. 1 hour 55 minutes

from £225 / night

12

Holiday apartment in Caribbean

Arrondissement of Le Marin / Sainte-Anne

1 4 Min stay varies

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

from £37 / night

£246 - £404 / week

Book View

from £37 / night

(4) Very Good 

14

Holiday villa in Barbados

Christ Church Parish / Rockley

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £250 / night

£1,750 / week

Book View

Booked 4 times

from £250 / night

22

Holiday apartment with shared pool in Caribbean

San Pedro de Macoris Province / Juan Dolio

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £37 / night

£258 / week

Book View

Responds fast!
avg. 3 hours 15 minutes

from £37 / night

(30) Very Good 

24

Holiday villa with swimming pool in Antigua and Barbuda

Willikies / The Peninsula

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“The best vacation rental you will find if you want solitude and views” The best place to stay ever if you dont want to be burdened with stuffy hotels and want your won company - lovely villa, lovely location and fabulous views. If i could afford it i would buy it.

from £150 / night

£1,050 - £2,400 / week

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Booked 30+ times!

from £150 / night

16

Holiday villa with swimming pool in Caribbean

Saint Peter Parish / Mullins

4 8 Min stay varies

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

from £264 / night

£1,849 / week

Enquire View

from £264 / night