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Jamaica

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  • Blue Mountains National Park (1)
  • Hanover Parish (1)
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  • Saint Ann Parish (22)
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  • Saint Mary Parish (1)
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Filters applied: Private pool (80)

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from £159 / night

£1108 - £1511 / week

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(5) Excellent 5/5 

1 / 25

Holiday villa with indoor pool in Jamaica

Villa / 3 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed

Excellent 5/5 

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from £159 / night

£1108 - £1511 / week

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beachfront, home, oceanfront, oceanviews, fully staffed, on the water, sandy beach, pool, indoor pool, villa with pool Villa is can be Catered or Self catering.  …see more

from £72 / night

£500 - £550 / week

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(9) Excellent 5/5 

1 / 23

Holiday villa with swimming pool in Jamaica

Villa / 5 Bedrooms / sleeps 13

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

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from £72 / night

£500 - £550 / week

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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

from £126 / night

£880 - £900 / week

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(2) Excellent 5/5 

1 / 20

Holiday villa with swimming pool, golf nearby in Saint Ann Parish

Villa / 4 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

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from £126 / night

£880 - £900 / week

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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

from £116 / night

£806 - £940 / week

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(2) Very Good 4/5 

1 / 13

Villa accommodation in Jamaica with swimming pool, golf nearby

Villa / 3 Bedrooms / sleeps 7

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages

Very Good 4/5 

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from £116 / night

£806 - £940 / week

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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

from £50 / night

£350 - £1050 / week

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(2) Excellent 5/5 

1 / 11

Holiday villa in Jamaica

Villa / 4 Bedrooms / sleeps 6

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

Excellent 5/5 

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from £50 / night

£350 - £1050 / week

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Size. Sleeps up to 6, 3 bed Will consider. Long term lets over one month, short breaks, Airport. Montego Bay, 1 hour, Family Friendly. Great for couples, families and children Notes. No pets allowed, no smoking in rooms but can smoke on verander. The cost is based on 2 adults sharing one ensuite room £350.00. £25.00 per night.  …see more

from £268 / night

£1873 / week

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(1) Very Good 4/5 

1 / 15

Villa rental in Jamaica with swimming pool

Villa / 3 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Air conditioning

Very Good 4/5 

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from £268 / night

£1873 / week

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The villa is built on three levels: the first level has 2 bedroom suites with baths, the second floor features the main living area with an open concept dining room, living room, kitchen and spacious dining room table, and the third floor features the master suite. Cabarita Lookout has a 14x32 foot swimming pool with chaises and umbrella, two verandas for outdoor dining.  …see more

from £403 / night

£2819 - £3222 / week

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(2) Excellent 5/5 

1 / 24

Holiday villa in Saint James Parish

Villa / 5 Bedrooms / sleeps 10

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

Excellent 5/5 

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from £403 / night

£2819 - £3222 / week

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Luxury and affordable villa with full staff and all amenities of a fine hotel. Villa is located close to airport and all tourist activities yet offers privacy, pool, hot tub, fitness and yoga center, tennis, and full service.  …see more

from £432 / night

£3021 - £8054 / week

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(11) Excellent 5/5 

1 / 19

Holiday villa in Jamaica

Villa / 5 Bedrooms / sleeps 10

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car not necessary

Excellent 5/5 

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from £432 / night

£3021 - £8054 / week

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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 An elegant two-level private home with breath-taking views of the Caribbean Sea  …see more

from £192 / night

£1343 - £2349 / week

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1 / 32

Westmoreland Parish holiday villa rental

Villa / 5 Bedrooms / sleeps 12

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages

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from £192 / night

£1343 - £2349 / week

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Tropical Breeze 6 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

from £336 / night

£2349 - £2749 / week

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(4) Excellent 5/5 

1 / 21

Villa accommodation in Jamaica with swimming pool, golf nearby

Villa / 4 Bedrooms / sleeps 10

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

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from £336 / night

£2349 - £2749 / week

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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

from £65 / night

£450 / week

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(2) Excellent 5/5 

1 / 19

Cottage rental in Jamaica with swimming pool

Cottage / 1 Bedroom / sleeps 2

  • Swimming pool
  • Not suitable for children
  • Car essential
  • No pets allowed

Excellent 5/5 

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from £65 / night

£450 / week

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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

from £115 / night

£800 / week

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(14) Very Good 4.5/5 

1 / 24

Holiday villa with swimming pool, golf nearby in Jamaica

Villa / 3 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages

Very Good 4.5/5 

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from £115 / night

£800 / week

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There are many indigenous flowers and fruit trees in our one and a half acres landscape gardens guests are welcome to ask for any fruits that are in season. Our bathrooms has Jacuzzi's Airport pickup/car hire also chief services available upon request Ideal for weddings- High Quality fixtures and fittings Cable TV in every room unlimited WiFi, all bathrooms  …see more

from £163 / night

£1141 - £1276 / week

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(21) Excellent 5/5 

1 / 11

Jamaica holiday villa accommodation

Villa / 2 Bedrooms / sleeps 5

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

Excellent 5/5 

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from £163 / night

£1141 - £1276 / week

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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

from £143 / night

£1001 - £1071 / week

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1 / 24

Holiday villa with swimming pool in Jamaica

Villa / 5 Bedrooms / sleeps 10

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden

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from £143 / night

£1001 - £1071 / week

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Outstanding views! Excellent service! Great food! Home from Home!  …see more

from £215 / night

£1505 - £2100 / week

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1 / 20

Holiday villa with swimming pool in Trelawny Parish

Villa / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Air conditioning

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from £215 / night

£1505 - £2100 / week

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Ocean views, al fresco dining, family friendly... Please see our reviews on Trip Advisor.  …see more

from £279 / night

£1947 / week

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1 / 13

Holiday villa with swimming pool in Jamaica

Villa / 3 Bedrooms / sleeps 10

  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
  • Great for children of all ages

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from £279 / night

£1947 / week

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Set on 2.5 acres of private Jamaican hilltop overlooking Ocho Rios, Barbary provides you with the seclusion of a private estate within minutes drive of the sights and attractions of Ocho Rios and Jamaica's north shore.  …see more

from £202 / night

£1410 / week

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1 / 24

Holiday villa with swimming pool, golf nearby in Saint Ann Parish

Villa / 4 Bedrooms / sleeps 8

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

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from £202 / night

£1410 / week

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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

from £188 / night

£1316 / week

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1 / 17

Holiday villa with swimming pool in Jamaica

Villa / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over 5
  • Air conditioning

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from £188 / night

£1316 / week

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Palm Trees 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

from £136 / night

£950 / week

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1 / 28

Holiday villa in Saint James Parish

Villa / 3 Bedrooms / sleeps 8

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

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from £136 / night

£950 / week

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We are only 15-20mins away from downtown & hip strip, championship golf courses & the airport. Montego Bay offers it all from a quiet day on famous Doctor's Cave beach or an exhilarating sail on a catamaran or snorkelling or swim with dolphins to horse riding in the sea negril is an hour drive away. Ocho Rios and Dunn's River Falls is an hour and a half to the east.  …see more

from £375 / night

£2625 / week

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1 / 23

Jamaica holiday villa rental

Villa / 4 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages

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from £375 / night

£2625 / week

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Location, Location, Location! This is undoubtedly what makes our home the ideal place to pick for the perfect stay in Barbados. It's position on the ridge overlooking the Caribbean makes it a fabulous spot to admire the view from sunrise to sunset and into the evening. The beach, bars, water sports and Lonestar restaurant are only 5 minutes walk from the house !  …see more

from £30 / night

£210 / week

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1 / 12

Holiday studio with swimming pool in Jamaica

Studio / sleeps 2

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
  • Not suitable for children

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from £30 / night

£210 / week

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Tamarind Studio Apartment is designed as the perfect holiday retreat for a couple. Quiet safe location. Overlooking a lovely swimming pool terrace. Only 3 miles and a 10 minute drive into the exciting tourist resort of Ocho Rios. Breakfast and other meals available.  …see more

from £185 / night

£1295 - £1750 / week

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1 / 10

Guest house rental in Portland Parish with swimming pool

Guest house / 3 Bedrooms / sleeps 6

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

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from £185 / night

£1295 - £1750 / week

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This villa is great for relaxation, entertaining, family holidays, couples, elderly, and it is also wheelchair accessible.  …see more

from £72 / night

£500 / week

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1 / 21

Cottage letting in Jamaica with swimming pool, tennis court

Cottage / 1 Bedroom / sleeps 2

  • Swimming pool
  • Not suitable for children
  • Car essential
  • No pets allowed

Add to shortlist

from £72 / night

£500 / week

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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

from £285 / night

£1995 / week

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1 / 15

Holiday villa rental

Villa / 5 Bedrooms / sleeps 12

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

Add to shortlist

from £285 / night

£1995 / week

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5 bedrooms, private pool, private gardens, ocean views, Negrill, Montego Bay, private parking  …see more

from £100 / night

£700 / week

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1 / 8

Holiday cottage with swimming pool, golf nearby in Saint Ann Parish

Cottage / 1 Bedroom / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool
  • Great for children of all ages

Add to shortlist

from £100 / night

£700 / week

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A housekeeper is provided and staff are on hand to assist at all times. A guide and transfers to and from airports can be arranged at an additional cost. Ocho Rios town centre is just 15 minutes drive away with its many restaurants, craft markets and beaches.  …see more

from £331 / night

£2317 / week

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1 / 22

Holiday villa in Jamaica

Villa / 4 Bedrooms / sleeps 10

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages

Add to shortlist

from £331 / night

£2317 / week

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Acclaimed for its service and tropical allure, this Jamaican resort promises a relaxing getaway in this luxury villa, starring four bedrooms with en-suites and an outdoor pool.  …see more

from £286 / night

£2000 - £2500 / week

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1 / 20

Holiday villa with swimming pool in Jamaica

Villa / 4 Bedrooms / sleeps 10

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages

Add to shortlist

from £286 / night

£2000 - £2500 / week

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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

from £172 / night

£1200 / week

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1 / 45

Holiday apartment with swimming pool, tennis court in Saint Ann Parish

Apartment / 2 Bedrooms / sleeps 5

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

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from £172 / night

£1200 / week

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there is a calming waterfall at the rear of the apartment Mystic Ridge is in the middle of Ochi Rios town the bbeach is only a few minutes away there is a no smoking policy except for the balcony white river rafting is also nearby pickup from the airport can be arran internet, DVD player shared outdoor pool ,A/C on Cable TV WiFi, ,kettle, Cooker Microwave, Fridge,  …see more

from £336 / night

£2349 - £3021 / week

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(1) Excellent 5/5 

1 / 18

Villa rental in Jamaica with swimming pool

Villa / 4 Bedrooms / sleeps 10

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car not necessary

Excellent 5/5 

Add to shortlist

from £336 / night

£2349 - £3021 / week

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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

from £309 / night

£2162 - £3383 / week

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(3) Excellent 5/5 

1 / 17

Hanover Parish holiday villa rental

Villa / 5 Bedrooms / sleeps 10

  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

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from £309 / night

£2162 - £3383 / week

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This beautiful villa has 5 large en-suite bedrooms and huge open-plan living space. It is perched on a cliff in three acres of lush tropical gardens, with a perfect 180 degree view of the Caribbean Sea. Private gardens, coral reef, swimming pool, tennis course, daily maid and chef available.  …see more

from £63 / night

£440 - £525 / week

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(1) Excellent 5/5 

1 / 14

Jamaica holiday apartment let

Apartment / 1 Bedroom / sleeps 3

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car not necessary

Excellent 5/5 

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from £63 / night

£440 - £525 / week

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Self-Cater, Oceanview property has its own private pool and beach with a gazebo that overlooks the ocean, giving you a breathtaking snapshot of this unique part of the island.  …see more

from £278 / night

£1940 - £2141 / week

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(1) Excellent 5/5 

1 / 16

Holiday villa rental

Villa / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

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from £278 / night

£1940 - £2141 / week

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Situated on a hillside, this luxurious 3 bedroom holiday home complete with its own private swimming pool is perfect for families. Golf cart provided for exclusive use by Seascape guests. Private swimming pool surrounded by spacious deck with poolside barbecue.  …see more
first
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.

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