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84 Holiday homes in Jamaica

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Ocho Rios
63 properties
Trelawny
55 properties
Montego Bay
11 properties
Negril
11 properties
St Ann
11 properties
Runaway Bay
9 properties
Port Antonio
6 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
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Red Hills
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Whitehouse
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Jamaica holidays
227 properties

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84 Results  |  
11 Photos

Villa | 2 Bedrooms | sleeps 5

Excellent 5/5 

4 Nights min stay

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from £155 /night

£1080 - £1206 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
A perfect hideaway for those who want a private villa with exceptional views, private pool. The fully staffed villa features two air-conditioned bedrooms with ceiling fans and French doors that lead to a cobblestone patio that faces the Blue Mountains!  …see more

17 Photos

Villa | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £178 /night

£1245 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over
  • Air conditioning
  • No pets allowed
  • Private garden
Hummingbird Villa is built round the swiming pool on three sides, the fourth side is a large verandah with views over the Caribbean Sea. We are without doubt the most competively priced villa in the area.  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 10

2 Nights min stay

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from £363 /night

£2539 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
Set in a natural valley surrounded by mountains, a river and activities including hiking, biking and adventure and historic tours. This artistic, historic and peaceful villa has a pool and a private beach nearby, Delicious food, wonderful service with staff. Treehouse is a unique villa on the magical Good Hope Plantation in Trelawny, 40 minutes form MBJ airport  …see more

Featured properties

21 Photos

Villa | 4 Bedrooms | sleeps 10

Excellent 5/5 

4 Nights min stay

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from £300 /night

£2096 - £2515 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury 5* villa including full staff, cook & pool overlooking a championship golf course and the Caribbean Sea. Walk though your own back gate to your own private residents beach, safe swimming, white sands and turquoise blue sea. 10% discount last minute bookings - 4 weeks or less 10% discount early-bird bookings - 6 months or more  …see more

22 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £168 /night

£1175 - £1270 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
Welcome to our Oceanfront Villa with a private Court yard Swimming Pool, shallow Cove Beach, large Sun deck & steps leading directly into the warm waters of the Caribbean sea. 7 minutes from Ocho Town. We are located on the Seaside perfect to Relax, Reflect & Unwind!  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 11

4 Nights min stay

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from £137 /night

£953 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • Pets welcome
Tropical Breeze 5 bedroom villa is a hidden gem in a fantastic central location, just minutes from the seven mile beach in beautiful Negril. Gorgeous 20 foot swimming pool with terraced deck area. Live on site housekeeper and fantastic chef included in the rental.  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 13

Excellent 5/5 

2 Nights min stay

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from £76 /night

£530 - £954 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
Almond Tree Villa is a very attractive large 4 bedroom, 2 bathroom property set in lovely gardens on a quiet and very safe estate about 3 miles from Ocho Rios town center. The villa has it's own large private swimming pool with patio area. .  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £191 /night

£1333 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Whistling villa is one of the most affordable private villas with pool in Runaway Bay. Free access to public beach and shared private private beach for villa guests is just minutes away.Whistling villa is adjacent to Runaway bay's 18-hole, pga-quality golf course. This is a catered villa with private pool Free Wi Fi Dining options for terrace,pool area,or dining room  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 10

Excellent 5/5 

4 Nights min stay

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from £454 /night

£3174 - £8887 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury 6,000 square-foot sea front Villa in Ocho Rios Jamaica. Fully Staffed with 5 air-conditioned bedrooms Private pool plus waterfront deck for sunning, swimming, snorkeling For more details and bookings please contact our Manager Belinda Nash - E-mail: tranquil@cwjamaica.com  …see more

13 Photos

Villa | 3 Bedrooms | sleeps 7

Excellent 5/5 

1 night min stay

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from £109 /night

£762 - £889 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Stunning 3 bedroom villa in close proximity to the local beach and numerous shops and restaurants. Fully staffed and furnished for maximum comfort and enjoyment. Property boasts large private gardens and outdoor swimming pool.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £61 /night

£424 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Beautiful Jamaican two bedrooms can be rented separately . The rooms are located in the prestigious resort of Mamme Bay a secured gated community. This villa is set in 1 1/2 acres of landscaped gardens,with a variety of fruit trees also its own pool, gazebo, BBQ This two bedroom apartment can be rented per room each room is $350 USD or £200 GBP per week  …see more

20 Photos

Villa | 7 Bedrooms | sleeps 14

5 Nights min stay

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from £1027 /night

£7186 - £12575 / 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

19 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £462 /night

£3234 - £7186 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • 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

24 Photos

Villa | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £428 /night

£2995 - £8057 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • 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

20 Photos

Villa | 7 Bedrooms | sleeps 14

5 Nights min stay

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from £1284 /night

£8983 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • 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

21 Photos

Villa | 7 Bedrooms | sleeps 14

5 Nights min stay

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from £1540 /night

£10779 - £16468 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

19 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £770 /night

£5390 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • 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 | 6 Bedrooms | sleeps 12

5 Nights min stay

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from £1070 /night

£7486 - £13773 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • 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 | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £214 /night

£1498 - £2695 / 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 | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £1027 /night

£7186 / week

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Key info:

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

20 Photos

Villa | 9 Bedrooms | sleeps 18

5 Nights min stay

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from £1369 /night

£9581 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • 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

20 Photos

Villa | 9 Bedrooms | sleeps 17

5 Nights min stay

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from £984 /night

£6887 - £8084 / 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

18 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £688 /night

£4812 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • 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 | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £813 /night

£5689 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

20 Photos

Villa | 6 Bedrooms | sleeps 12

5 Nights min stay

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from £1369 /night

£9581 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • 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

20 Photos

Villa | 10 Bedrooms | sleeps 20

5 Nights min stay

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from £1284 /night

£8983 - £14671 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • 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

24 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £1020 /night

£7139 - £15312 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • 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

17 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £512 /night

£3584 - £7677 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • 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 | 4 Bedrooms | sleeps 8

Excellent 5/5 

1 night min stay

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from £134 /night

£933 - £954 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Pegasus is a 4 bedroom Hillside Villa set in 1.5 acres of landscaped and fruited gardens. It offers 3 verandahs and spectacular 180 degree views onto the Caribbean sea.  …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 km
  • Swimming pool
  • Great for children of all ages 5
  • 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 £79 /night

£552 - £566 / 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

7 Photos

Guest house | 6 Bedrooms | sleeps 25

1 night min stay

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from £89 /night

£623 - £15551 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Our Amenities Include: Gazebo Balcony / Patio Hot Water Tub Swimming Pool Luxurious Bedrooms The Vision Guest House is strategically located in relatively close proximity to several popular attractions  …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.