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1,272 Holiday homes

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

(1) Excellent 

39

B&b rental in Caribbean with swimming pool

Curacao / Vista Royal

4 2 Min stay varies

  • 4 bedrooms
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool
Jan Thiel Beach is just a 5-minute walk from Hibiscus Beach House, Caracasbaai beach The beach is made of coarse sand and pebbles and is popular for snorkeling and diving because it's part of the underwater park and Spanish water bay the best precious spot for wind  …see more

from £96 / night

£667 - £723 / week

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from £96 / night

24

Holiday villa in Caribbean

Saint John Parish / St. John's

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Seascape Villa, a 5 bedroom beach house located in Jolly Harbour, Antigua. the villa has stunning sea views, a large private pool and direct beach access.• Holiday typeBeach Front, Family, Honeymoon, Lakeside, Luxury Break, Romantic holidays• Self Catering  …see more

from £1361 / night

£9524 / week

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from £1361 / night

24

Holiday villa with swimming pool, golf nearby in Caribbean

Gros Islet / Rodney bay, Gros Islet

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to the three bedroom premium villa suites at the Landings Beach Resort in St Lucia. These stunning three bedroom villas are beach front and overlook the beautiful ocean and white sandy beach at the resort.• Board: Self Catering  …see more

from £1729 / night

£12100 - £28467 / week

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from £1729 / night

24

Holiday villa with golf nearby in St. Maarten-St. Martin

Sint Maarten / Beacon Hill, Sint Maarten

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Villa Encore, a luxury 5 bedroom villa located in the hill side of Terre Basses in St Martin. The villa is tasteful decorated offer a very spacious living area perfect for a large family. The nearest beach is Plum Bay beach which is a 3 minute drive f  …see more

from £891 / night

£6231 - £17461 / week

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from £891 / night

(4) Excellent 

20

St. Lucia holiday villa rental

Laborie Quarter / Laborie

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children age 5+
Simple pleasures - simple beauty - simply the best. Enjoy the breathtaking views from our gorgeous hillside setting and breathe in the lush tropical vegetation that cascades down the beachside. Each villa features its own ambiance and character. Simply unforgetable !  …see more

from £40 / night

£250 / week

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from £40 / night

24

Villa letting in Caribbean with swimming pool, golf nearby

Saint James Parish / Montego Bay

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • 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.• Board: Catered  …see more

from £1803 / night

£12617 / week

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from £1803 / night

24

Holiday villa with swimming pool, golf nearby in St. Maarten-St. Martin

Sint Maarten / Cupecoy Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Welcome to villa Ambiance, our luxurious 4 bedroom property located on the hillside of Terres Basses overlooking the Caribbean Sea. It is a fantastic family retreat and the perfect villa to spend a special occasion. The pool at Villa Ambiance is simply stunning and is t  …see more

from £851 / night

£5953 - £17461 / week

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from £851 / night

(1) Excellent 

24

Villa rental in Barbados with swimming pool, golf nearby

Saint James Parish / Paynes Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to the luxury villa No. 1 Smugglers Cove, St JAMES, Barbados. Stretch out in complete luxury, in your stunning 3 bed-roomed ground floor luxury vacation rental in Barbados. Bask in near-perfect weather, literally 10 steps from one of the most beautiful white san  …see more

from £715 / night

£5000 - £11112 / week

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from £715 / night

17

Holiday villa with swimming pool, golf nearby in Caribbean

Antigua / Galley Bay

6 11 Min stay varies

  • 6 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Welcome to Villa Champagne, a stunning 6 bedroom villa located within the gated community of Galley Bay Heights in Antigua. Surrounded by lush vegetation, with stunning views overlooking the sea, Champagne is a spectacular tropical getaway.• Board: Self Cate  …see more

from £1457 / night

£10195 - £20417 / week

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from £1457 / night

24

Holiday villa with shared pool, golf nearby in Caribbean

Saint Peter Parish / Mullins

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
Welcome to Coral Breeze, a beautifully appointed luxury villa located just a few minutes walk from the exquisite beach at Mullins Bay in a wonderfully quiet and private gated community. Coral Breeze features three air conditioned bedrooms with a lovely private swimming  …see more

from £397 / night

£2778 - £4723 / week

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from £397 / night

24

Apartment rental in Barbados with shared pool, golf nearby

Saint James Parish / James Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Experience one of Barbados's most luxurious 3 bedroom fully air conditioned vacation villa properties just steps away from one of the best beaches in the world. Old Trees 204 has been designed with privacy, space and total luxury in mind, Set on the second floor ov  …see more

from £675 / night

£4723 - £7500 / week

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from £675 / night

(4) Very Good 

15

Holiday apartment accommodation

Christ Church Parish / St. Lawrence Gap

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Car not necessary
The most beautiful beaches of are just 100-200 yards / meter away. Restaurants, hotels, night-life, bars & beach bars just a short 5 minutes walk away. Local bars, reasonably priced local small restaurants who sell nice & inexpensive food are close by at our apa  …see more

from £50 / night

£350 - £560 / week

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from £50 / night

24

Caribbean holiday apartment rental

Saint James Parish / Lower Carlton

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Welcome to Still Fathoms villa, our modern and stylish villa located directly on the ocean at Reed's Bay on the West Coast of Barbados. Still Fathoms is a luxurious 5 bedroom beach front villa with gorgeous views of the Caribbean Sea. This luxury villa feat  …see more

from £1405 / night

£9834 - £28056 / week

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from £1405 / night

18

Puerto Rico / Caguas

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from £79 / night

£476 - £714 / week

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from £79 / night

(19) Excellent 

29

Kingston Parish / Kingston

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 26 km
  • Swimming pool
  • Child friendly

 …see more

from £119 / night

£793 / week

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from £119 / night

(6) Excellent 

29

Holiday home in Caribbean

Saint Ann Parish / St. Ann's Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
Located along Jamaica's scenic Northern Coast, Richmond St. Ann is an easy one hours drive from the Sangster International Airport in Montego Bay. Near by attractions: * Dunn's River * Mystic Mountains * Dolphin Cove * Cranbrook Flower Forest * Seville Great House *  …see more

from £143 / night

£1000 / week

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from £143 / night

12

Arrondissement of Le Marin / Le Diamant

1 2 7 nights min

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

 …see more

from £61 / night

£424 / week

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from £61 / night

38

Holiday apartment with shared pool in Caribbean

Santo Domingo / Santo Domingo City

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
tHIS IS A NICE APARTMENT WALKING DISTANCE TO EVERYWHERE, CAN STAY 8 PEOPLE,REATAURANTS FAST FOOD NEAR BY SUPERMARKETS, Farmacys, Mirador Sur park.Hut water.Gim INSIDE.WALKING DISTANCE TO Mirador Sur and a Gim inside the mirador Sur , and another gim in the apartment  …see more

from £47 / night

£318 - £818 / week

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from £47 / night

24

Holiday villa with swimming pool in Caribbean

Anse des Flamands / Flamands Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
Welcome to Villa Micela, a gorgeous two bedroom beach front villa in St Barths located directly on Flamands Beach. Wake up to the wonderful sea breezes. Bask in near perfect weather literally steps from one of the nicest beaches in St Barths.Flamands Beach is on  …see more

from £850 / night

£5953 - £17461 / week

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from £850 / night

24

Holiday villa with swimming pool, golf nearby in Caribbean

Saint Peter Parish / Mullins

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
Welcome to Sugadadeze in Sugar Bay, a beautifully appointed luxury villa located just a few minutes walk from the exquisite beach at Mullins Bay where you will have your own exclusive beach access in a wonderfully quiet and private gated community. Sugadadeze features t  …see more

from £397 / night

£2778 - £6112 / week

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from £397 / night

24

Holiday villa with swimming pool, golf nearby in Caribbean

Saint Phillip Parish / Long Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Villa Kai, a beautiful, luxurious 4 bedroom villa rental situated just five minutes drive away from the calm, crystal clear, waters of Long Bay. The reef protected bay is perfect for swimming and snorkeling and is often visited by sea turtles. This u  …see more

from £715 / night

£5000 - £6667 / week

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from £715 / night

(4) Excellent 

28

Holiday apartment rental

Puerto Plata Province / Cabarete

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Way better than going to a resort! Great condo, location, and town!” We spend a long weekend here because the holidays, it was me , my husband and 3 kids, 16, 9 and 6. Condo was perfect for our family - location, size, on the beach, and easy to get  …see more

from £47 / night

£328 / week

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from £47 / night

27

Samana Province / Las Terrenas

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

 …see more

from £51 / night

£356 / week

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from £51 / night

(6) Excellent 

30

Puerto Rico / Cabo Rojo

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool

 …see more

from £95 / night

£555 / week

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from £95 / night

24

Caribbean holiday villa rental

Saint James Parish / Holetown

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Landfall , a stunningBeach Front Luxury Villa Rental situated directly on the very exclusive Sandy Lane Beach. Sandy Lane Beach is an exquisite and hugely popular location with visitors. There is a beach bar and the beach has perfect conditions for Jet Skiing  …see more

from £2342 / night

£16389 - £33334 / week

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from £2342 / night

21

Holiday villa with golf nearby in Caribbean

Antigua / Nonsuch Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
Welcome to Villa Bay View, a luxury 4 bedroom ocean front villa located in Brown's Bay. This private 3 acre bay front villa comes with its own private dock and private beach while providing an excellent base from which to enjoy Antigua.• Board: Self Catering  …see more

from £1020 / night

£7143 - £9524 / week

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from £1020 / night

5

Holiday bungalow rental

Eleuthera / South Palmetto Point

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Private Bungalow nestled away in South Palmetto Point Eleuthera. This cozy standalone one bedroom dwelling lies just a few feet from a nature trail that leads to the beach.  …see more

from £208 / night

£1573 / week

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from £208 / night

30

Saint Francois / Anse des Rochers

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 800 km
  • Swimming pool

 …see more

from £242 / night

£848 - £2890 / week

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from £242 / night

15

Holiday villa with swimming pool in Caribbean

St. Barts / St. Jean

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Villa Zen is a luxury two bedroom villa located in the exclusive Pointe Milou area of St Barths. This romantic villa provides wonderful sea views and fantastic sunsets.• Board: Self Catering  …see more

from £738 / night

£5162 / week

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from £738 / night

(4) Excellent 

11

Villa rental in Barbados with swimming pool

Saint James Parish / Sunset Ridge, Barbados

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“Paradise in Barbados” The property is located in St. Michael's. This is the more affluent parish in Barbados. On the same block as the US Embassy. About 1/4 mile walking to the local stores and nightlife. The grounds were well maintained and we act  …see more

from £278 / night

£1905 - £3175 / week

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from £278 / night

22

Antigua and Barbuda holiday villa rental

Jolly Harbour / Jolly Harbour Villas

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Villa Oceana Breeze, a stunning 4 bedroom beach front villa is situated in Jolly Harbour Beach resort in Antigua. The villa is located in a private are on a beautiful white sand beach just a few steps away from the calm turquoise Caribbean Sea.• Holiday type Family, Hon  …see more

from £1701 / night

£11905 - £16667 / week

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from £1701 / night

(8) Very Good 

23

Caribbean holiday apartment rental

San Pedro de Macoris Province / Juan Dolio

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Fantastic!” We just returned from this wonderful holiday and would like to thank the owner of the apartment and his family for their kindness and hospitality. The condo Marbella is brand new, elegant, well maintained and all you hear is the sound of t  …see more

from £159 / night

£1072 / week

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from £159 / 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

17

Holiday villa with swimming pool in Caribbean

Puerto Plata / Playa Cofresi

5 15 3 nights min

  • 5 bedrooms
  • Sleeps 15
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Feel like a king while enjoying your vacation. We call it La Vista, but during your next Caribbean vacation, you can call it home. What is La Vista? It's a luxury villa overlooking Playa Cofres, one of the most gorgeous beaches in the Dominican Republic.La Vista fea  …see more

from £159 / night

£1112 - £3250 / week

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from £159 / night

24

Holiday apartment with swimming pool, golf nearby in Barbados

Saint James Parish / Reeds Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Reeds House Penthouse #14, a stunning 3 bedroom penthouse apartment overlooking the ocean with direct beach access at Reeds Bay in Barbados. This elegant villa in Barbados offers guest one of the largest living spaces in Reed's House Development.  …see more

from £635 / night

£4445 - £8334 / week

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from £635 / night

25

Penthouse rental in Barbados with swimming pool

Saint James Parish / Holetown

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Smugglers Cove 6, one of the newest and most exquisite holiday rental developments located directly on the stunning beach at Payne's Bay, arguably the best in Barbados. This spectacular 4 bedroom fully air conditioned ultra luxurious and modern property  …see more

from £1112 / night

£7778 - £17778 / week

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from £1112 / night

(8) Excellent 

23

Manchester Parish / Mandeville

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Nearest beach 37 km
  • Child friendly
  • Car not necessary

 …see more

from £44 / night

£270 - £479 / week

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from £44 / night

8

Trinidad and Tobago holiday studio rental

Trinidad / Woodbrook

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Nearest beach 14 km
  • Car not necessary
  • Air conditioning
Well-appointed, self-catering private exterior apartment separate from main house. Easy access to downtown, shopping, beaches, tourist sites. Prime location for annual Carnival celebrations. Laundry and on-site parking available on premises for additional fee. Airport  …see more

from £36 / night

£227 / week

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from £36 / night

(4) Excellent 

12

Holiday bungalow with shared pool, golf nearby in Caribbean

Saint Catherine Parish / Spanish Town

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“CANNOT WAIT TO GO BACK!!!” This house is so beautiful, a wonderful modern home. The community is nice and peaceful with excellent security and location is great for getting around as it is close to the toll road. The aircon was a well needed touch and  …see more

from £55 / night

£330 / week

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from £55 / night

24

Villa rental in Caribbean with golf nearby

Paynes Bay / Mahogany Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
Welcome to Jewel at Old Trees, St JAMES, Barbados. Experience one of Barbados's most luxurious beach front villas just steps away from one of the best beaches in the world. Jewel at Old Trees has been designed with privacy, space and total luxury in mind, Set  …see more

from £675 / night

£4723 - £10278 / week

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from £675 / night