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239 Holiday homes

Filters applied: City breaks (241)

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

13

Holiday studio in Negril Beach

Negril / Negril Beach

Studio 2 1 night min

  • Studio
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
The studio is located inside the beach complex The Point right on Jamaica's 7 mile beach in Negril. The suite as a beautiful ocean-view from inside the unit and balcony. There is a kitchenette with full appliances, and Queen size bed.. Located on over 14 acres o  …see more

from £55 / night

£616 - £617 / week

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from £55 / night

26

Holiday guest house in Long Bay

Portland Parish / Long Bay

5 8 2 nights min

  • 5 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Fall asleep to the lullaby of the ocean. Go for an adventure or just lounge or relax. One minute away from a stretch of white sand beach. Dine on delicious locally grown, organic foods. Near to all major attractions such as Blue Lagoon, Reach Falls and rafting on the R  …see more

from £49 / night

£323 / week

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from £49 / night

22

Holiday guest house in Falmouth

Trelawny Parish / Falmouth

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
This is Charmaine's 2 Bedroom guest house. It is a spacious and beautiful private destination that is situated in the middle of Montego Bay and Ocho Rios. The house is newly built in 2015 and is a gated community. The guest house is close to all tourist attraction  …see more

from £65 / night

£455 / week

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from £65 / night

29

Holiday condo rental

Westmoreland Parish / Negril

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
This wonderful one bedroom Queen suite as a glorious sea view's and is the perfect rental for a couple or small family. Located on the second floor the suite as a galley style kitchen, full appliances with utensils and coffee maker. Bathroom with tub, living room  …see more

from £81 / night

£617 - £943 / week

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from £81 / night

(5) Excellent 

26

Holiday villa with shared pool in Ocho Rios

Saint Ann Parish / Ocho Rios

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Situated on Jamaica's north coast, in a gated community with twenty four hour security. Nearby attractions include: Dunn's River Falls, Dolphin Cove and Mystic Mountain. Onsite pool, gym, tennis courts, children's play area and park. Daily housekeeper  …see more

from £93 / night

£651 / week

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from £93 / night

(1) Very Good 

20

Ocho Rios holiday apartment rental

Saint Ann Parish / Ocho Rios

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Ask owner if suitable for children
Wi-Fi, Pool, Private Car Park, Fully Equipped Kitchen, Bathroom, Hot Water, Large Balcony, Cool Pool, High Speed Broadband, Cable TV.This property is suited to a couple or friends sharing or a single traveler. Purpose built in block, your own front door and privacy.<  …see more

from £45 / night

£300 / week

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from £45 / night

(1) Excellent 

62

Villa rental in St. Ann's Bay with shared pool

Saint Ann Parish / St. Ann's Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Gorgeous and affordable 3 bedroom Villa Ocho Rios St Ann Jamaica, perfect holiday getaway.  …see more

from £117 / night

£767 / week

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from £117 / night

(1) Excellent 

23

Holiday villa with swimming pool, golf nearby in Runaway Bay

Saint Ann Parish / Runaway Bay

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
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 adjacentto Runaway bay's 18-hole, pga-quality golf course.  …see more

from £230 / night

£1609 / week

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from £230 / night

10

Negril Beach holiday condo rental

Negril / Negril Beach

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Beautifully decorated one bedroom ocean view suite on the beach. Just a few steps away from the water, with the sound of the waves and the cool breeze flowing in its a great relaxation spot to be lazy and unwind. The suite sleeps up to four people comfortably, with a Qu  …see more

from £81 / night

£565 - £932 / week

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from £81 / night

(2) Excellent 

14

Ocho Rios holiday apartment let

Saint Ann Parish / Ocho Rios

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Chrisanns Beach Resort is a complex of beach front vacation apartments located four miles east of Ocho Rios that offer any holidaymaker an experience of Jamaica they could never forget. This enchanting property has its own private pool and beach with gazebo that overloo  …see more

from £76 / night

£550 - £560 / week

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from £76 / night

26

Holiday villa accommodation

Saint Ann Parish / Discovery Bay

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Welcome to Fortlands Point on the Beach, 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. Set amongst stunning landscaped gardens with tropical  …see more

from £2074 / night

£14517 - £25000 / week

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from £2074 / night

13

Spanish Town holiday home rental

Saint Catherine Parish / Spanish Town

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 16 km
  • Child friendly
Comfortzone-retreat is a self contain accommodation located in Ensom City St Catharine . This retreat will provide you with 1 ,2, 3 bedrooms units full kitchen with all appliances .free WiFi ,Cable and mush more, grocery laundry and island tour can be arranged .We ar  …see more

from £121 / night

£686 / week

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from £121 / night

17

Portmore holiday home rental

Saint Catherine Parish / Portmore

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
Dream Vacation is a home away from home secure,relaxing,peaceful ,we make our guess very comfortable with this atmostfer they will always want to return .WECOME TO DREAM VACATION. Jamaica land we love,  …see more

from £110 / night

£650 - £850 / week

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from £110 / night

(1) Average 

13

Kingston holiday apartment rental

Kingston Parish / Kingston

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 9 km
Kingston Town at its best. Centrally located apartment in the heart of the city with all the local ameneties availble within walking distance. Constant Spring retail area, historical Devon House, along with a diverse range of resturants & bars with live jazz and reg  …see more

from £50 / night

£350 / week

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from £50 / night

(6) Excellent 

29

Holiday home in St. Ann's Bay

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 Grea  …see more

from £146 / night

£1017 / week

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from £146 / night

22

Holiday villa in Negril

Westmoreland Parish / Negril

11 24 7 nights min

  • 11 bedrooms
  • Sleeps 24
  • 7 nights min
  • Child friendly
ABOVE THE HISTORIC CITY OF NEGRIL, ROOF TOP TERRACE, 20 PERSONS INFINITY POOL, PRIVATE GARDENS, ACTIVITIES FOR THE WHOLE FAMILY. FULL SERVICE ALL INCLUSIVE TAPS FORMAT MEALS. VACATION YOUR WAY. POOL TABLE TENNIS LOUNGE AREAS. ROOF TOP BAR. EXCURSIONS, GYM, YOGA SPA T  …see more

from £162 / night

£1130 / week

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from £162 / night

(2) Average 

17

Portmore holiday home rental

Saint Catherine Parish / Portmore

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“very cosy home” friendly owner, brings you around, quiet ,in safe area beautiful kitchen and jacuzzi, in local area, local pub and local shop around  …see more

from £30 / night

£200 - £445 / week

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from £30 / night

30

Holiday condo accommodation

Westmoreland Parish / Negril

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
This wonderful one bedroom King suite as a glorious sea view's and is the perfect rental for a couple or small family. Located on the second floor the suite as a galley style kitchen, full appliances with utensils and coffee maker. Bathroom with tub, living room w  …see more

from £81 / night

£565 - £943 / week

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from £81 / night

(2) Excellent 

22

Holiday b&b in Jamaica

Jamaica / Blue Mountains National Park

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
“Mandeville's best get away...” Agapantha Cottage Bed & Breakfast catered to the needs of my family for three day. We arrived late at night and our host was there to greet us and made sure we were settled in comfortably. We requested early breakfast  …see more

from £158 / night

£992 - £1144 / week

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from £158 / night

(4) Excellent 

12

Holiday bungalow with shared pool, golf nearby in Spanish Town

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

(1) Excellent 

25

Holiday villa in Ocho Rios

Saint Ann Parish / Ocho Rios

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
BeachfrontSnorkelingDeep Sea FishingPrivate Beach  …see more

from £290 / night

£1900 / week

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from £290 / night

5

Little Bay holiday villa rental

Westmoreland Parish / Little Bay

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
You have options!You can hire a private cook to attend to your meals. Just ask me and I can make that happen for a fee. Also you can see what our breakfast or dinner is going to be here at Sandys by the Sea and choose that , for a fee.<br />Check out our reviews o  …see more

from £242 / night

£1694 / week

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from £242 / night

17

Holiday condo in Negril Beach

Negril / Negril Beach

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
This beautifully decorated one bedroom suite sleeps a maximum of 4 people. The suite as a Kind bed in the main bedroom and two twin size sofa beds in the living room for extra sleeping space. There is relaxing bathtub with shower, a galley style kitchen complete with fu  …see more

from £81 / night

£565 - £932 / week

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from £81 / night

4

Jamaica 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 £242 / night

£1630 / week

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from £242 / night

(1) Very Good 

27

Apartment rental in Portmore

Saint Catherine Parish / Portmore

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Car not necessary
  • Private garden
“Very enjoyable stay.” Clean, comfortable, secure surrounding, with free WiFi; close to local transportation to Old Spanish Town, 10 mins to Hwy 2000; 10 mins to Helshire beach; 30 mins to Half-Way-Tree/ Devon House/ New Kingston; 40 mins to Bob Marley  …see more

from £113 / night

£791 / week

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from £113 / night

(4) Very Good 

20

Holiday apartment in Ocho Rios

Saint Ann Parish / Ocho Rios

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Child friendly
  • Private garden
RayAnn's Place is a beautiful place to unwind, its an ideal spot for couples, family & children  …see more

from £86 / night

£520 / week

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from £86 / night

26

Holiday condo in Negril

Westmoreland Parish / Negril

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
This wonderful one bedroom Queen suite as a glorious sea view's and is the perfect rental for a couple or small family. Located on the first floor the suite as a galley style kitchen, full appliances with utensils and coffee maker. Bathroom with tub, living room w  …see more

from £81 / night

£565 - £943 / week

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from £81 / night

24

Holiday villa with swimming pool in Ocho Rios

Saint Ann Parish / Ocho Rios

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Go swimming at Bamboo Blu our private white sand beach, which is a 5 min walk from the villa, Bamboo Blu serves some of the best Lobster cuisine in St Ann and many activities for everyone. After a long day of fun in the sun, come unwind and relax in our outdoor Jacuzzi&  …see more

from £288 / night

£2017 / week

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from £288 / night

17

Holiday studio in Negril Beach

Negril / Negril Beach

Studio 3 1 night min

  • Studio
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Beautifully decorated superior studio on the third floor, ocean view suite on the beach. Just a few steps away from the water, with the sound of the waves and the cool breeze flowing in its a great relaxation spot to be lazy and unwind. The suite sleeps up to three peop  …see more

from £67 / night

£463 / week

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from £67 / night

20

Holiday condo with shared pool in Ocho Rios

Saint Ann Parish / Ocho Rios

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
Self catering Studio with WIFI-not that you would need to with the range of fantastic food on your doorstep. This studio comes with access to an attractive beach with a range of watersports and a pool to chill by, while enjoying a drink from the poolside bar.<br />  …see more

from £50 / night

£310 / week

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from £50 / night

13

Holiday condo in Negril Beach

Negril / Negril Beach

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Beautifully decorated one bedroom ocean view suite on the beach. Just a few steps away from the water, with the sound of the waves and the cool breeze flowing in its a great relaxation spot to be lazy and unwind. The suite sleeps up to four people comfortably, with a Qu  …see more

from £81 / night

£565 - £932 / week

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from £81 / night

(1) Excellent 

36

St James, Montego Bay holiday villa rental

Montego Bay / St James, Montego Bay

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Windfall villas: 3 bedroom, 4 bathroom, sleeps 6. Includes free transportation and housekeeper. An estate available for rental to individuals, couples, small groups – medium sized families; a haven for relaxation; beautiful, natural, modern yet authentically Carib  …see more

from £234 / night

£1452 / week

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from £234 / night

24

Villa letting in Jamaica with swimming pool, golf nearby

Saint James Parish / Montego Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • 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.<br />• Board: Catered  …see more

from £1399 / night

£9789 - £12821 / week

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from £1399 / night

20

Holiday condo in Negril Beach

Negril / Negril Beach

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Beautifully decorated one bedroom ocean view suite on the beach. Just a few steps away from the water, with the sound of the waves and the cool breeze flowing in its a great relaxation spot to be lazy and unwind. The suite sleeps up to four people comfortably, with a Qu  …see more

from £81 / night

£565 - £932 / week

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from £81 / night

(2) Excellent 

29

Villa rental in Jamaica with swimming pool, golf nearby

Saint James Parish / Montego Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Calypso Shores, a luxurious contemporary 4-bedroom beachfront villa located on its own private beach on a calm lagoon in Montego Bay in Jamaica. Calypso Shores, located in a stunning California-style residential neighbourhood named Lagoons, is possibl  …see more

from £690 / night

£4827 - £10888 / week

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from £690 / night

(3) Average 

58

Kingston holiday apartment rental

Kingston Parish / Kingston

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Ask about pets
The apt is a must see with its 20 feet+/- vaulted ceiling and 1400+/- Square feet. The Master is equipped with a King Size bed, full bathroom with Jacuzzi, a huge walk in closet and balcony with a spectacular view of the city (Kingston).<br />MANDATORY FEE-Cleani  …see more

from £97 / night

£525 - £638 / week

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from £97 / night

5

Home rental in Portmore

Saint Catherine Parish / Portmore

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Private garden
This is a beautiful, tastefully decorated house upstairs. This apartment was recently built. Pictures do not reflect the true beauty of this place. It has 3 b/room (2 bedrooms for rent), each room has its own bathroom. You have access to kitchen, living, dining and bal  …see more

from £42 / night

£275 - £305 / week

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from £42 / night

28

Studio rental in Negril with shared pool

Westmoreland Parish / Negril

Studio 3 1 night min

  • Studio
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Breath taking sea views and romantic sunsets are just part of what this Superior studio suite as to offer. Located on Negril's famous 7 mile suite, the sand and water is just a few steps away from your your feet. Enjoy the private beaches or venture on to the publi  …see more

from £69 / night

£472 - £714 / week

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from £69 / night

(2) Average 

15

Portmore holiday home rental

Portmore / Hellshire

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
.  …see more

from £30 / night

£210 - £280 / week

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from £30 / night

(1) Average 

17

Runaway Bay holiday guest house rental

Saint Ann Parish / Runaway Bay

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
This property boasts its contemporary stylish beach villa located along Jamaica's picturesque north coast Runaway Bay :) Villa is located in a secure upmarket gated community called Richmond. The community is quiet and safe with 24 hour security.<br />An extr  …see more

from £80 / night

£595 / week

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from £80 / night