Caribbean Villas, Estates and apartments

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Caribbean

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24,888 Holiday homes

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

(6) Very Good 

21

Caribbean holiday villa rental

Saint James Parish / Paynes Bay

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Comfy Villa a short stroll from the beautiful paynes bay” Thankyou for a lovely stay - the locals in the street made us feel so welcome and the villa is well equipped with everything we needed for a comfortable holiday in the carribean, including some  …see more

from £125 / night

£850 / week

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from £125 / night

(2) Excellent 

19

Holiday guest house in Dominican Republic

Las Terrenas / El Portillo

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
At your disposal: 4 bedrooms<br />Guest- house-chambres d'hôtes-B&B-las terrenas-samana-  …see more

Pricing unknown

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Pricing unknown

(6) Very Good 

38

Grande-Terre Island / Saint Francois

2 6 7 nights min

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

 …see more

from £67 / night

£467 / week

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from £67 / night

40

Anguilla / West End Village

2 4 2 nights min

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

 …see more

from £128 / night

£678 / week

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from £128 / night

(2) Excellent 

19

Basse-Terre Island / Sainte Rose

2 4 2 nights min

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

 …see more

from £77 / night

£530 / week

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from £77 / night

(1) Very Good 

21

Grande-Terre Island / Le Gosier

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Car not necessary
  • Air conditioning

 …see more

from £47 / night

£339 - £424 / week

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from £47 / night

11

Saint-Martin / Terres Basses

1 2 1 night min

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

 …see more

from £110 / night

£766 / week

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from £110 / night

6

Grande-Terre Island / Pointe-a-Pitre

2 4 2 nights min

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

 …see more

from £64 / night

£297 / week

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from £64 / night

(1) Very Good 

22

Holiday apartment in Trinidad and Tobago

Trinidad / Mayaro

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Car rental available from £45 per day  …see more

from £120 / night

£720 - £1056 / week

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from £120 / night

39

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
  • Suitable for children age 5+
  • Air conditioning
This New Luxury comfortable One-Bedroom Apartment is fully equipped with all traveler’s needs. It is very quiet, private, secure and located in a luxury modern contemporary building, near the best restaurants shopping malls and hotels in the city center of Santo D  …see more

from £92 / night

£640 / week

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from £92 / night

20

Caribbean holiday apartment rental

Gros Islet Quarter / Gros Islet

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Ideally located in the North of the island and centrally placed in the Tourism Mecca of Gros Islet is Blue Skies Apartment. Stay at Blue Skies and be minutes away from Rodney Bay Marina, shops, night clubs, banks, supermarkets, exquisite beaches, and award winning rest  …see more

from £80 / night

£555 / week

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from £80 / night

(5) Excellent 

12

Arrondissement of Le Marin / Le Diamant

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £128 / night

£890 / week

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from £128 / night

22

Arrondissement of La Trinite / La Trinite

3 10 1 night min

  • 3 bedrooms
  • Sleeps 10
  • 1 night min
  • Child friendly
  • Ask about pets

 …see more

from £119 / night

£763 - £1712 / week

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from £119 / night

40

Holiday villa in Caribbean

Puerto Plata Province / Sosua

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Air conditioning
sosua cabarete puerto plata dominican republic north coast nightlife oceanview long-term rental vacation rental winter caribbean DR  …see more

from £44 / night

£280 - £284 / week

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from £44 / night

(3) Very Good 

24

Holiday apartment in Caribbean

Soufriere Quarter / Soufriere

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
Apartment Soleil full self contain apartment in Soufriere  …see more

from £48 / night

£352 - £520 / week

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from £48 / night

22

Caribbean holiday apartment let

Puerto Plata Province / Puerto Plata

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 0.1 km
  • Swimming pool
  • Child friendly
The Royal Suites at Lifestyle Holidays Vacation Resort are located just a half block from the golden sands and the sparkling silvery hues of Cofresi Beach and offers spacious one and two bedroom suites set in a lush and tropical surrounding. Nestled inside the world-cla  …see more

from £128 / night

£900 / week

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from £128 / night

42

Las Terrenas / Playa Bonita

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £360 / night

£2400 - £3200 / week

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from £360 / night

12

Holiday villa in Caribbean

North Caicos / Whitby

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Ask owner if suitable for children
Private driveway leads to the villa which belonged to the Premier of the Turks and Caicos. The villa is located on a mile long private beach with nothing but soft white sand, turquoise waters and you. The house is a colonial style, island type home with three bedrooms a  …see more

from £440 / night

£3080 - £3640 / week

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from £440 / night

(3) Very Good 

8

Martinique / Arrondissement of Saint-Pierre

2 6 2 nights min

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

 …see more

from £170 / night

£1102 / week

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from £170 / night

(4) Excellent 

9

Guadeloupe / Saint Anne

3 10 1 night min

  • 3 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Air conditioning

 …see more

from £170 / night

£1187 / week

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from £170 / night

11

Grande-Terre Island / Saint Francois

3 6 3 nights min

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

 …see more

from £128 / night

£890 - £1526 / week

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from £128 / night

5

Holiday private room in Caribbean

Saint Ann Parish / Runaway Bay

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Ask owner if suitable for children
  • Private garden
Householder with special breakfast service in a secure and clean accommodation. It is for very favourable cost and a central start point for many activities. Support from natives will be offered. Beach is 10 minutes walking away so as shops and bus stop. Diving school a  …see more

from £22 / night

£149 - £297 / week

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from £22 / night

5

Caribbean holiday apartment rental

Paynes Bay / Mahogany Bay

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Private terrace overlooks pool and sandy beach. Located on first floor. Secure block of 27 apartments. Next door but one from Daphne's restaurant and only 3 mins by bus/car to Holetown. Concierge service. Lift. Beds can be made up as doubles or single  …see more

from £200 / night

£1300 / week

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from £200 / night

23

Holiday hotel apartment with golf nearby in Dominican Republic

Puerto Plata Province / Sosua

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Air conditioning
This property is ideal for those looking for a quiet, peaceful residence in the Dominican Republic. Weekly stays are preferred! This is an excellent residence for those who are looking for serenity in a private setting. Located in a hilltop neighborhood of Expats.  …see more

from £28 / night

£180 - £236 / week

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from £28 / night

16

Holiday apartment in Dominican Republic

La Romana Province / La Romana

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
The apartment is located on the 6th floor of the tower "B" of the "Residencial Bella Stonia" in La Romana. The apartment is very bright and warm, it has 1 bedroom (with air conditioning, ceiling fan, queen bed, private bath, built-in cupboards, balco  …see more

from £32 / night

£213 / week

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from £32 / night

45

Holiday villa with swimming pool in Caribbean

Saint Ann Parish / Ocho Rios

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets
A hidden gem located in Gibraltar Estate, surrounded by luscious greenery nestled in the hills, overlooking Oracabessa Bay, James Bond Beach and the world famous Golden Eye Resort. All rooms have private bathrooms AND private access! Oracabessa is the nearest village a  …see more

from £144 / night

£960 / week

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from £144 / night

11

Arrondissement of La Trinite / La Trinite

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Air conditioning

 …see more

Pricing unknown

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Pricing unknown

(8) Excellent 

13

Holiday cottage in Caribbean

Saint James Parish / Weston

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“We didnt want to come home!” From our arrival on the 22nd February to our departure on the 12th March Sue made us so very welcome. She greeted us and explained everything about the house, and she also had two lovely dogs who were so well behaved, Ruby  …see more

from £48 / night

£336 - £560 / week

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from £48 / night

18

Holiday apartment in Caribbean

Tobago / Castara

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
5 rooms with a double bed for 50usd/night.3 rooms with two sets of bunks(1.40 m wide) for 60usd/night  …see more

from £52 / night

£348 / week

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from £52 / night

24

Holiday villa rental

St. Barts / St. Jean

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Welcome to Villa Ellena, a stunning and truly magical St Barths Villa rental. This luxury 3 bedroom villa is located midway between St. Jean and the village of Lorient and offers panoramic views over the turquoise St Jean Bay. Designed by an owner/architect wit  …see more

from £1372 / night

£9600 - £25600 / week

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from £1372 / 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
This is a Lagoon 45 catamaran Built in 2013 and has four double cabins with en suits and 1 single cabin in the peaks. The is the best platform to have when sailing and exploring the British virgin Island. Diving , Wake boarding, sight seeing wind surfing, so many things  …see more

from £972 / night

£6800 / week

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from £972 / night

24

Holiday apartment with swimming pool in Martinique

Martinique / Sainte Anne

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
This modern flat is the perfect base for your holiday adventure in Sainte Anne! With modern equipment and an idyllic balcony, it sleeps two people.  …see more

from £46 / night

£316 - £319 / week

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from £46 / night

31

Holiday apartment in Caribbean

San Pedro de Macoris Province / Juan Dolio

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
Enjoy This First Floor, Beach Front 165 Sm/1650 Sf Apartment. Great for couples, families (with kids), and big groups. Walking Distance to Restaurants, Shops and Fun. From the balcony it has an amazing view overlooking the beach and pool. The quiet gated community whe  …see more

from £120 / night

£720 / week

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from £120 / night

24

Curacao / Soto

2 4 4 nights min

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

 …see more

from £56 / night

£386 / week

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from £56 / night

17

Grande-Terre Island / Sainte-Anne

1 4 4 nights min

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

 …see more

from £56 / night

£386 / week

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from £56 / night

12

Holiday apartment rental

Saint James Parish / Sion Hill

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 5 km
  • Swimming pool
  • Child friendly
Sion Hill Plantation is a 300 year old plantation house in a rural area of St James, on hillside overlooking the platinum west coast! The Orchard Apartment is part of the historic building and outfitted as a 3 bedroom self serve apartment.  …see more

from £104 / night

£624 / week

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from £104 / night

23

Apartment rental in Curaçao

Curacao / Jan Thiel

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Ask owner if suitable for children
Description of the Jan Thiel vacation apartment rental In a nice and quiet residential area, only five minutes by car to Jan Thiel Beach and Mambo Beach we offer you this beautiful apartment with a gorgeous view on the saline of Jan Thiel and a glimpse of the Caribbean  …see more

from £60 / night

£420 / week

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from £60 / night

22

Holiday apartment with shared pool in Caribbean

Saint-Martin / Orient Bay

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Functional , comfortable, our 50m2 apartment is perfect for 4 people, with its 2 beds including a mezzanine . Direct access to the most beautiful beach on the island orient Bay, situated in the nature reserve . Orient Bay offers a multitude of restaurants, beaches, many  …see more

from £110 / night

£763 - £933 / week

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from £110 / night

(1) Excellent 

35

Caribbean holiday villa let

Saint Ann Parish / Mammee Bay

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Island Treasure Villas is a 3 bed, 2 bath family oriented villa located just 15 minutes away from the tourist hub of Ocho Rios in Jamaica. Our villa sleeps 6 and has a swimming pool, private beach club, gym and kiddies playground. It is located on a 24hr secure property  …see more

from £96 / night

£672 / week

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from £96 / night

4

Caribbean holiday home rental

Montego Bay / St James, Montego Bay

2 3 2 nights min

  • 2 bedrooms
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Stay with the locals instead of an hotel. Located near to Chukka Adventure Tours, Pier 1, Margaritaville, Sumfest, etc.  …see more

from £240 / night

£1616 / week

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from £240 / night