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82 Holiday homes in Jamaica

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Ocho Rios
59 properties
Trelawny
55 properties
St Ann
12 properties
Montego Bay
11 properties
Runaway Bay
9 properties
Negril
8 properties
Port Antonio
5 properties
Portland, Jamaica
4 properties
Discovery Bay, Jamaica
3 properties
Kingston, Jamaica
3 properties
Portmore
3 properties
Treasure Beach
3 properties
Blue Mountains, Jamaica
2 properties
Boscobel
2 properties
Cousins Cove
2 properties
Westmoreland Parish
2 properties
Red Hills
1 properties
Whitehouse
1 properties
Jamaica holidays
186 properties

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82 Results  |  
16 Photos

Villa | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £251 /night

£1755 - £2340 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Santa Margherita is a 3 bedroom villa with a private pool that enjoys a killer sea view, the best at Silver Sands! Situated on the highest point of a cliff overlooking the sea, Santa Margherita is just a short walk from the Silver Sands beach.  …see more

21 Photos

Villa | 4 Bedrooms | sleeps 14

5 Nights min stay

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from £434 /night

£3036 - £5609 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Endless Summer Villa is a luxurious 7 bedroom villa (rent from 4 to 7 bedrooms) on the beach with solar heated swimming pool and hot tub. Enjoy panoramic views of the Caribbean Sea. Perfect for families or groups. Comes with two shifts of staff.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £459 /night

£3211 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Red Fox Villa is a 5 bedroom, 5 bathroom luxury villa designed to give you panoramic sea views from the pool area, garden, verandah, living room and 4 bedrooms. Attentive staff provide a round the clock service to ensure your every need is catered for. Free Golf cart.  …see more

21 Photos

Villa | 1 Bedroom | sleeps 6

7 Nights min stay

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from £125 /night

£872 - £1749 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Situated on a small hill overlooking the gorgeous azure blue waters of the Caribbean, Kamarr Villa invites you to spend special moments with your family in complete privacy. Swimming pool and deck is a great place to relax and enjoy the panoramic sea views.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £251 /night

£1755 - £1989 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Tu Mac' Villa is a comfortable family home with 4 bedrooms, a private swimming pool with a spacious sundeck and wonderful views of the Caribbean Sea. Tu Mac has a breezy verandah with lounging areas, bar and dining facilities and wonderful sea views from pool area.  …see more

10 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £183 /night

£1281 - £1749 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Saltash Villa is a charming 3 bedroom vacation home with a private swimming pool, perched on a small hill, surrounded by a lovely tropical garden, offering sweeping views of the Caribbean Sea.  …see more

23 Photos

Villa | 7 Bedrooms | sleeps 14

5 Nights min stay

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from £518 /night

£3620 - £5609 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Endless Summer Villa is a luxurious 7 bedroom villa (rent from 4 to 7 bedrooms) on the beach with solar heated swimming pool and hot tub. Enjoy panoramic views of the Caribbean Sea. Perfect for families or groups. Comes with two shifts of staff.  …see more

22 Photos

Villa | 7 Bedrooms | sleeps 10

5 Nights min stay

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from £334 /night

£2334 - £2919 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Sea Dance Villa is a four or five bedroom villa located very close to the beach and social centre of the gated community of Silver Sands Jamaica. It boasts a fabulous sea view and private pool with full staff who will prepare and serve all meals.  …see more

21 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £183 /night

£1281 - £1749 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Situated on a small hill overlooking the gorgeous azure blue waters of the Caribbean, Kamarr Villa invites you to spend special moments with your family in complete privacy. Swimming pool and deck is a great place to relax and enjoy the panoramic sea views.  …see more

19 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £251 /night

£1755 - £2632 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Primrose Path (a way of life of worldly ease & pleasure) is a very luxurious and spacious 4 bedroom villa, which sleeps 10 persons. Sporting a private swimming pool, spa and lovely sea views. dine outside on a starlit evening with your family and friends.  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

4 Nights min stay

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from £518 /night

£3620 - £3913 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Rock Hill is a large luxurious villa sprawling across two building lots on the highest point of Silver Sands, yet only a five minute walk to the Silver Sands beach. Tastefully set into the hill, this five bedroom villa offers total privacy and panoramic sea views .  …see more

18 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £672 /night

£4699 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Scotch On The Rocks (a.k.a. Scotchie) on the coast overlooking Sandy Bay in Ocho Rios. Scotchie is a short walk away from the Royal Plantation where guests may use the resort's beach for $20 per person per day and tennis for $10 per hour. Also guests can use the resort's gym, sauna, steam room and spa for a fee.  …see more

20 Photos

Villa | 7 Bedrooms | sleeps 14

5 Nights min stay

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from £1003 /night

£7018 - £12281 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Villa Mara is a lovely 7 bedroom, 7 bathroom beachfront villa located in Mammee Bay, Jamaica.  …see more

20 Photos

Villa | 10 Bedrooms | sleeps 20

5 Nights min stay

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from £1254 /night

£8772 - £14328 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Kai Kala is consists of 4 buildings, giving 10 bedrooms sitting on 2½ acres of fruit trees and flowers on a cliff that overlooks the sea. Hideaway Cottage has 1 bedroom and is located right on the cliff’s edge looking down onto the wooden deck entryway into the sea.  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £794 /night

£5556 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Mount Pleasant is nestled in the hills above Runaway Bay, on 88 acres. Enter through the gates up a long driveway to the villa that parts of the original house date back as far as the 1880's. In the foyer, the walls depict hand-painted tropical foliage. To the right is a powder room, the left is the dining room which features a beautiful table true to the Jamaican style. The dining room leads to a breakfast nook which in turn leads to the kitchen. In the kitchen their is a large fireplace, original to the house made of local cut stone. This villa features an organic garden which helps you to have the freshest of meals during your stay.  …see more

17 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £500 /night

£3500 - £7498 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Calypso Shores on the beach is a luxurious contemporary 4-bedroom beachfront villa located on its own private beach on a calm lagoon in Montego Bay in Jamaica. • Board: Catered  …see more

20 Photos

Villa | 9 Bedrooms | sleeps 17

5 Nights min stay

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from £961 /night

£6726 - £7895 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
The main house at Monticello has four bedrooms and three bathrooms. The house has ample living and dining areas, both inside and out, and comfortably houses seven people. There are two cottages on the property as well - 19th Hole Cottage (2 bedroom) and Spyglass Cottage (3 bedrom).  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £752 /night

£5264 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Emerald Seas is set in a hillside on over 2 acres of tropical grounds near the sea. The villa is near hotels on the main North Coast Road. Next door is the Sans Souci Hotel and Spa where guests can purchase day or evening passes for water sports, sauna, entertainment or use of their restaurants (no children under 16 permitted).  …see more

20 Photos

Villa | 9 Bedrooms | sleeps 18

5 Nights min stay

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from £1337 /night

£9357 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Golden Clouds is located in the banana port village of Oracabessa, 15 minute drive from Ocho Rios. This villa overlooks its own palm fringed beach and the Caribbean sea.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £418 /night

£2924 - £7869 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Welcome to Sunset on the Beach, a charming 3 bedroom private beach front villa located at the exclusively renowned Tryall Club in Montego Bay. • Board: Catered  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £452 /night

£3158 - £7018 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Coral Cove villa is a waterfront villa on Discovery Bay. It has a beautifully landscaped, large lawn space and a swimming pool. Beyond the villa is the white sand beach with thatched umbrellas. There is a picnic table and outdoor BBQ, perfect for outdoor meals, and also a seaside gazebo perfect for relaxing and watching the sun set.  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 12

5 Nights min stay

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from £1337 /night

£9357 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Malatai is a 6 bedroom villa located in Ocho Rios. This villa features an air conditioned family room / office equipped with everything you need to keep you entertained for a day indoors including television, internet, board games and music.  …see more

14 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £996 /night

£6972 - £14954 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
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

20 Photos

Villa | 6 Bedrooms | sleeps 12

5 Nights min stay

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from £1045 /night

£7310 - £13451 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Located on a wide, sandy beach, Sweet Spot is like a pretty jewel box next to the sea. Its remarkable location is the best of all worlds: a 6,000 sq.ft. private home with a huge lawn and beach, just yards from the Breezes Golf Pro Shop which offers unlimited complimentary green fees to Sweet Spot guests.  …see more

20 Photos

Villa | 7 Bedrooms | sleeps 14

5 Nights min stay

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from £1254 /night

£8772 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Villa Paradiso sits on a 150 feet white sand beach in Mammee Bay Estates and is surrounded by over an acre of tropical gardens. It is comprised of a 5 bedroom main house and a 2 bedroom cottage. When you enter the villa, the foyer leads into theliving room which has french doors that showcase beautiful ocean views and open on to the covered verandah. Off of the living room is an informal dining room. The first floor vereandah fronts the pool, features and outdoor dining area and has views of the sea and beach. Upstairs their is a family room that overlook the main floor. There is also a fitness room and games room.  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £1003 /night

£7018 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Four Winds is a 5 bedroom villa located on beautiful acres of private gardens.  …see more

21 Photos

Villa | 7 Bedrooms | sleeps 14

5 Nights min stay

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from £1504 /night

£10527 - £16082 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Fortlands Point on the Beach is one of the world's most exquisite and luxurious 7 bedroom beachfront mansions located on a private promontory with its own private beach, swimming pool extensive gardens. • Board: Catered  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £209 /night

£1462 - £2632 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Blue Waters is a 4 bedroom villa that has been recently renovated.  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 10

2 Nights min stay

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from £303 /night

£2120 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Fully staffed villa, set in private tropical gardens of Mammee Bay Estate. You choose, wonderful pool or Caribbean sea!. Lots of outdoor spots for relaxing. Great sea views from the spacious roof terrace with lounging area and wet bar. 5mins walk to the private beach. Private tennis lessons can be arranged 5mins walk from villa with Jamaica's ex. No.1 player now turned coach  …see more

20 Photos

Villa | 1 Bedroom | sleeps 4

2 Nights min stay

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from £77 /night

£539 - £553 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Escape to the beautiful Villa Mishkan in picturesque Runaway Bay, Jamaica and experience a relaxing vacation in paradise  …see more

19 Photos

Cottage | 1 Bedroom | sleeps 2

Excellent 5/5 

Min stay varies

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from £69 /night

£477 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car essential
  • No pets allowed
  • Private garden
Heritage house in the mountains. A peaceful getaway that offers lots of privacy to our guests. Spacious grounds with tennis courts, swimming pool, jacuzzi and sundeck. We are only 30 minute drive from Ocho Rios, that offers lively entertainment. Wi-Fi, Satellite, TV.  …see more

21 Photos

Cottage | 1 Bedroom | sleeps 2

Min stay varies

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from £76 /night

£530 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car essential
  • No pets allowed
  • Private garden
Heritage cottage in the mountains. A peaceful getaway that offers lots of privacy to our guests. Furnished with Georgian details, swimming pool, jacuzzi and sundeck. We are only 30 minute drive from Ocho Rios, that offers lively entertainment. Wi-Fi, Satellite, TV  …see more

With its own unique historical mix, Jamaica is a unique experience from the beaches of Negril to bustling Montego Bay, the people are warm and friendly and Jamaican music is famous the world over. With both the rich mixture of Kingston and idyllic resorts such Runaway Bay, Port Antonio and Discovery Bay, Jamaica has something for everyone.