Caribbean Villas, Estates and apartments

Close

View larger map

Also consider

North America Holidays
166980 properties
Caribbean Holidays
28494 properties
Villas St. Barts
6,305 properties
Villas St. Maarten - Saint Martin
3,738 properties
Villas Barbados
3,369 properties
Villas Dominican Republic
3,245 properties
Villas Jamaica
2,511 properties
Apartments Puerto Rico
1,666 properties
Villas Guadeloupe
947 properties
US Virgin Isles
867 properties
Villas Bahamas
821 properties
Villas Aruba
601 properties
Villas St. Lucia
536 properties
Apartments Martinique
527 properties
Villas Anguilla
493 properties
Villas British Virgin Isles
487 properties
Villas Antigua and Barbuda
445 properties
Holiday rentals Turks and Caicos Islands
388 properties
Villas Curacao
347 properties
Houses Trinidad and Tobago
231 properties
Houses Cayman Islands
230 properties
Apartments Bonaire
146 properties

Caribbean

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

28,350 Holiday homes

Travellers going to Caribbean are booking February dates now. Secure your holiday home today and have the perfect trip.

7

Grande-Terre Island / Sainte-Anne

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £78 / night

£544 / week

Book View

from £78 / night

32

Samana Province / Las Terrenas

3 4 3 nights min

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

 …see more

from £122 / night

£773 / week

Book View

from £122 / night

(2) Excellent 

14

Holiday villa rental

Speightstown / Heywoods

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Situated close to Barbados platinum West Coast in the parish of St Peters, nestled between the calm Caribbean Sea and the luxury resorts of Port St Charles. Portz Vue is a recently built luxury, two bedroom two bathroom apartment.The Apartment situated on the gr  …see more

from £122 / night

£854 / week

Book View

from £122 / night

Featured properties

4

Holiday chalet in Caribbean

Maria Trinidad Sanchez Province / Rio San Juan

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Beautiful oceanview property in Rio San Juan, 5 minutes to the beach, Puerto Plata Airport is 40 minutes away.Every room has it's own bathroom and the master bedroom has a Jacuzzi Tub in the bathroom.Fully furnished, full kitchen, air conditioned in every bedroom a  …see more

from £179 / night

£854 / week

Book View

from £179 / night

14

St. Barthelemy holiday villa rental

St. Barts / Gustavia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
quotVialencquot is one of the last architectural colonial villas of the island. It is located has on an exceptional loc..  …see more

Pricing unknown

Enquire View

Pricing unknown

16

Grande-Terre Island / Sainte-Anne

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 5 km
  • Child friendly
  • Pet friendly

 …see more

from £104 / night

£616 - £940 / week

Book View

from £104 / night

7

Arrondissement of La Trinite / Sainte Marie

2 4 2 nights min

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

 …see more

from £65 / night

£302 / week

Book View

from £65 / night

9

Grande-Terre Island / Sainte-Anne

2 4 2 nights min

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

 …see more

from £65 / night

£509 / week

Book View

from £65 / night

32

Arrondissement of Le Marin / Les Anses d'Arlet

7 16 2 nights min

  • 7 bedrooms
  • Sleeps 16
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £281 / night

£1966 / week

Book View

from £281 / night

(14) Very Good 

16

Basse-Terre Island / Deshaies

1 3 7 nights min

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

 …see more

from £74 / night

£414 / week

Book View

from £74 / 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
This luxury townhouse has all you would expect in your home from home; Safe & friendly environment, dip pool, private garden, Satellite TV, Broadband wi-fi, tasteful furnishings & even children's toys & a local British 'ex-pat' property manage  …see more

Pricing unknown

Book View

Pricing unknown

(1) Excellent 

86

Holiday home in Caribbean

Gros Islet Quarter / Gros Islet

6 14 3 nights min

  • 6 bedrooms
  • Sleeps 14
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Bonne View Villa has everything to make your vacation dream come true on this 4,200 sq ft piece of paradise. It has fully equipped kitchens connected to stunning dining pavilions with integrated contemporary bars and living areas . Beautiful air conditioned bedroom  …see more

from £114 / night

£797 / week

Book View

from £114 / night

18

Arrondissement of Le Marin / Les Anses d'Arlet

4 13 7 nights min

  • 4 bedrooms
  • Sleeps 13
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £156 / night

£837 - £1850 / week

Book View

from £156 / night

20

Holiday villa in Caribbean

St. Barts / Grand Cul-de-Sac

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
St Barts Villa Casa Blanca is located on the hillside of Grand Cul de Sac. It has a beautiful view on the lagoon of Peti..  …see more

from £373 / night

£2607 - £4059 / week

Enquire View

from £373 / night

15

Holiday villa in Caribbean

Saint-Martin / Orient Bay

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool
St Martin, villa, luxury, vacation, rental, Mediterranee, holiday, St. Maarten, Caribbean, island, self-catering, self-letting, Orient beach, St Maarten, Caraibes, Antilles, Vacances, Orient Beach, Jet skiing, snorkeling, private pool, beach,<br />Discover, secret  …see more

Pricing unknown

Book View

Pricing unknown

(1) Excellent 

24

Caribbean holiday villa rental

Spanish Water / Boca Gentil

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning
Villa , Luxe, infinity pool, honeymoon,  …see more

from £375 / night

£2625 / week

Book View

from £375 / night

7

Basse-Terre Island / Deshaies

1 2 2 nights min

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

 …see more

from £48 / night

£332 / week

Book View

from £48 / night

40

La Altagracia Province / Bayahibe

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £78 / night

£423 - £863 / week

Book View

from £78 / night

24

St. Maarten-St. Martin holiday apartment rental

Saint-Martin / Orient Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
Studio 2nd floor, oriental atmosphere. Full heart of the Orient Bay in secure residence. Pleasure gardens. Swimming pool common to the other Palm Court Studio. Studio 2ème étage, ambiance orientale. Plein coeur de la Baie Orientale dans résidence  …see more

from £77 / night

£535 - £984 / week

Book View

from £77 / night

(1) Excellent 

19

Apartment rental in Saint Ann Parish

Saint Ann Parish / Discovery Bay

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 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

Book View

from £90 / night

20

Basse-Terre Island / Deshaies

2 5 Min stay varies

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

 …see more

from £216 / night

£690 / week

Book View

from £216 / night

9

Grande-Terre Island / Le Gosier

1 3 4 nights min

  • 1 bedroom
  • Sleeps 3
  • 4 nights min

 …see more

from £65 / night

£432 - £673 / week

Book View

from £65 / night

25

St. Maarten-St. Martin holiday apartment rental

Saint-Martin / Orient Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children
  • Air conditioning
Welcome to the heart of the village of Orient Bay! Local market in the evening, restaurants, minimarkets, the beach, all that it is necessary for few steps. Its charm and the feeling of well-being that it gets, promises you alive and relaxing holidays  …see more

from £112 / night

£776 - £1280 / week

Book View

from £112 / night

24

Holiday apartment rental

Saint-Martin / Orient Bay

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
Edge of the nature reserve, surrounded by palm trees is the Lataniers residence with a quiet communal pool.<br />1week reserved, the 7th night free Low Season 2014  …see more

from £106 / night

£738 - £1238 / week

Book View

from £106 / night

24

Villa letting in Caribbean with swimming pool, golf nearby

Saint James Parish / Montego Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Villa Sunrise, a luxurious 2 bedroom private villa located in the exclusive world renowned Round Hill in the stunning Montego Bay area.<br />• Board: Catered  …see more

from £1410 / night

£9869 - £12925 / week

Enquire View

from £1410 / night

(1) Very Good 

24

Holiday villa accommodation

Saint Peter Parish / Bakers Woods

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Sleeps 6/8. 3 bedroom villa built to our specifications. Private pool built by us and exclusively in our own grounds and only for sole use by our guests. Air-conditioning in all bedrooms. Gardens, patio and barbecue.To accommodated 8 people the blow up bed needed. <b  …see more

from £250 / night

£850 - £1100 / week

Book View

from £250 / night

(2) Excellent 

18

Saint-Martin / Orient Bay

2 4 7 nights min

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

 …see more

from £138 / night

£966 - £1259 / week

Book View

from £138 / night

13

Barbados holiday hotel apartment rental

Saint Philip Parish / The Crane Resort

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
A very spacious one bedroom hotel apartment at the 5* Crane Resort with the world-famous pink sands of the Crane Beach. This is a unique holiday choice offering total relaxation with first class facilities. Note: Apartment can comfortably accommodate up to FOUR people&  …see more

from £200 / night

£1200 / week

Book View

from £200 / night

21

Caribbean holiday villa rental

Saint-Martin / Orient Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
On the road of Waïkiki, Macassi I and its relaxed rhythm of life, will seduce you inevitably. Rocked by his tones turquoise, you are calling to take advantage of the bathing in its swimming pool deprived after the afternoon brightened up in the beach. Design and co  …see more

from £247 / night

£1725 - £3368 / week

Book View

from £247 / night

29

Yacht rental in British Virgin Islands with shared pool

Tortola / Brewers Bay

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
Sail La Vie 46 foot Catamaran a perfect blend of lavish & comfortable combined with speed & performance she is perfect for those looking for a luxury yacht vacation. Each Cabin has a Refined & Contemporary Interior. RATE is per cabin for 2 people min 7n.  …see more

from £1600 / night

£6395 / week

Book View

from £1600 / night

(15) Excellent 

14

Holiday yacht rental

St. George's / Prickly Bay

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Felt like a millionaire on a private yacht in beautiful places with wonderful people.” This was our first private yacht charter and it will not be our last! It was easy to book. The owners are very accommodating and follow up promptly with all inquir  …see more

from £140 / night

£980 - £3920 / week

Book View

from £140 / night

20

Grande-Terre Island / Le Gosier

2 10 1 night min

  • 2 bedrooms
  • Sleeps 10
  • 1 night min
  • Child friendly
  • Pet friendly

 …see more

from £104 / night

£561 - £1768 / week

Book View

from £104 / 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
This two bedroom self-catering apartment is located in the secure, gated Cotton Bay Village on the north east coast of St Lucia. This ground floor apartment is just a few steps from the large swimming pool and only a minutes walk through the tropical gardens to Cas-en B  …see more

from £120 / night

£1000 / week

Book View

from £120 / night

24

Samana Province / Las Terrenas

1 2 1 night min

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

 …see more

from £57 / night

£354 / week

Book View

from £57 / night

(1) Excellent 

14

Holiday home in Martinique

Arrondissement of Le Marin / Le Diamant

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Ideally located by the ocean La Villa Diamant is available all year for short or long stays. You'll be blessed with a magnificent view on the bay and have private access to two beautiful beaches. Close enough to the old town La villa Diamant is nothing but the perf  …see more

from £104 / night

£785 / week

Book View

from £104 / night

30

Holiday condo accommodation

Westmoreland Parish / Negril

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
This wonderful one bedroom King suite as a glorious sea view's and is the perfect rental for a couple or small family. Located on the second floor the suite as a galley style kitchen, full appliances with utensils and coffee maker. Bathroom with tub, living room w  …see more

from £82 / night

£570 - £951 / week

Book View

from £82 / night

59

Grande-Terre Island / Saint Francois

3 8 7 nights min

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

 …see more

from £148 / night

£1035 / week

Book View

from £148 / night

(4) Very Good 

23

Holiday villa rental

Willemstad / Kwarchi

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 10 km
  • Swimming pool
  • Child friendly
Very nice, luxurious full 6 bedroom villa with private pool on a plot of more than 600m2. The villa is located in Villa Park Flamboyan in the district "Kwarchi" on the eastern side of the island. Here you can enjoy the peace while all the sights are within eas  …see more

from £117 / night

£815 - £936 / week

Book View

from £117 / night

(2) Average 

4

Holiday apartment with swimming pool in Caribbean

Tobago / Castara

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Situated next to Heavenly Bay (the smaller of Castara's two beaches), our apartments offer you an escape to paradise. Our apartment Raster Man is on our 2nd floor. Locals and tourists share the restaurants, cafes and bars, and there are many shops in the village se  …see more

from £82 / night

£570 - £854 / week

Book View

from £82 / night

24

Gros Islet Quarter / Gros Islet

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.9 km
  • Ski

 …see more

from £98 / night

£683 / week

Book View

from £98 / night