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25 Holiday homes in Jamaica

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Trelawny
55 properties
Ocho Rios
51 properties
Montego Bay
8 properties
Runaway Bay
8 properties
St Ann
8 properties
Negril
5 properties
Port Antonio
5 properties
Portland, Jamaica
4 properties
Kingston, Jamaica
3 properties
Boscobel
2 properties
Portmore
2 properties
Blue Mountains, Jamaica
1 properties
Cousins Cove
1 properties
Discovery Bay, Jamaica
1 properties
Red Hills
1 properties
Treasure Beach
1 properties
Whitehouse
1 properties

Filters applied: City breaks (25)

25 Results  |  
24 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £60 /night

£416 - £684 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • Air conditioning
  • May take pets – please enquire
  • Private garden
A quiet retreat on Montcalm Drive over looking Havendale, St, Andrew is away from it all, yet only a 5-10 minutes from the heart of capital city New Kingston and Half Way Tree. This unique alternative vacation attraction caters for all visitors ( vacation/ business trav  …see more

19 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £40 /night

£278 / week

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Key info:

  • Nearest beach 25 km
  • Suitable for over 5s only
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
-1 Bdrm Apt -balcony (city view) -walk in closet -Full Bathroom (Jacuzzi) -Powder room -Second full bathroom (common area) -Hot water -Private laundry room (common area) -Bdrm A/C -Reserved water -2 Car garage -Gated -Cable -WiFi Internet  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

1 night min stay

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from £192 /night

£1341 / 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
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

16 Photos

Apartment | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £69 /night

£477 - £817 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • May take pets – please enquire
Beautiful villa in Ocho Rios with majestic view of the bay resort of Ocho Rios 2 bedroom villa, sleep 6, large rooftop terrace over looking the sea and the bay of Ocho Rios The apartment is ideally located in the heart of Ocho Rios. Close too major attractions and amenities.  …see more

15 Photos

Villa | 5 Bedrooms | sleeps 12

2 Nights min stay

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from £28 /night

£192 - £1092 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
Blue Heaven rentals are family owned and operated. We have been greeting guests for over 30 years and we enjoy doing it. Christine, Curtis and the others will make sure you are comfortable and safe.  …see more

14 Photos

Studio | sleeps 2

1 night min stay

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from £32 /night

£224 / week

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Key info:

  • Nearest beach 2 km
  • Suitable for over 5s only
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
budget rental, cheap rental, studio apartments, ocho rios studios  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £210 /night

£1469 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
A secluded spot in the heart of Ocho Rios, This 3 bedroom 3 bathroom Villa sits on a pristine white sand private beach. the perfect get away for those looking for a relaxing time away from the hustle and bustle of life, yet close enough to the hub of entertainment.  …see more

21 Photos

Villa | 6 Bedrooms | sleeps 14

Excellent 5/5 

4 Nights min stay

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from £226 /night

£1582 - £3079 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
  • Suitable for children of all ages
  • 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

17 Photos

House | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

1 night min stay

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from £24 /night

£167 - £320 / week

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Late Deal: save up to $293 (approx. £177)

Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • Car advised
  • No pets allowed
Portland, Port Antonio, Fairy Hill, Boston Bay, Zion country, Winnifred beach, Frenchmans Cove, Boston jerk centre, wifi ready  …see more

4 Photos

House | 2 Bedrooms | sleeps 3

2 Nights min stay

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from £40 /night

£280 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Stay with the locals instead of an hotel. Located near to Chukka Adventure Tours, Pier 1, Margaritaville, Sumfest, etc.  …see more

16 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £110 /night

£767 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for over 5s only
  • Car advised
  • Air conditioning
  • No pets allowed
3 bedrooms 2 bathrooms, Master bedroom - ensuite bathroom with double basins, Kitchen, Dining room, Living room. Gated compound, 24-Hour security. Located along Jamaica's scenic Northern Coast, Richmond St. Ann SHORTER STAYS FOR LESS MONEY - EMAIL FOR FURTHER DETAILS..  …see more

14 Photos

Bungalow | 4 Bedrooms | sleeps 8

2 Nights min stay

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from £57 /night

£399 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.01 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Unique beach side accommodation, quiet and relaxing, Homers Cove beach is government protected for the hatchlings of sea turtles.  …see more

21 Photos

House | 5 Bedrooms | sleeps 10

1 night min stay

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from £33 /night

£230 - £700 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Hellshire Holiday Villas are located in the Secure Gated Community of CaveHill Estate, Hellshire, St Catherine, Portmore Jamaica. We have villas located just 5 minutes from the famous Hellshire Fisherman's Beach. We offer holiday villas for the perfect holiday getaway. .  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £137 /night

£958 - £2235 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • May take pets – please enquire
  • Private garden
The Fan is a great holiday villa with one of the most magnificent views of Turtle Crawl Bay, Trident Castle and the Blue Mountains. ! 2 minutes from the main beaches and the Blue Lagoon it consists of two elegant 1-bedroom apartments in villa. The Junior Suite has a double bed and a day bed and can accommodate an extra person.  …see more

21 Photos

Hotel apartment | 8 Bedrooms | sleeps 16

2 Nights min stay

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from £110 /night

£767 - £1118 / 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
Pimento Lodge is new boutique, family run hotel born of a Jamaican/German partnership. Its located on the north east coast of Jamaica in Long Bay, Portland.  …see more

24 Photos

Cottage | 4 Bedrooms | sleeps 8

Very Good 4/5 

2 Nights min stay

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from £156 /night

£1086 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
This english style cottage is located in the beautiful Blue Mountains of Jamaica. Enjoy hiking, biking, sightseeing, bird watching, stargazing, relaxing and sipping the best coffee in the world by the fireplace. Optionally meals & transport is provided at a cost.  …see more

7 Photos

Guest house | 6 Bedrooms | sleeps 25

1 night min stay

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from £90 /night

£626 - £15645 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • 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

17 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £548 /night

£3832 - £5109 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for over 5s only
  • Car not necessary
  • Air conditioning
  • No pets allowed
Avalon Villa is a new, elegantly furnished villa at The Blue Lagoon. It consists of four luminous bedrooms, 4 baths, a spacious kitchen, expansive living room; and a gorgeous wood deck that reaches out to shallow, crystal clear waters ensconced by coral reef.  …see more

11 Photos

B&B | 6 Bedrooms | sleeps 15

2 Nights min stay

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from £26 /night

£179 - £1533 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
private beach, turtles, colonial villa, private rooms  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 3

1 night min stay

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from £32 /night

£224 - £358 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Well appointed 1 bedroom with private bath, kitchen and dining, Laundry and patio included security features for added safety. It also features seasonal fruit trees such as apples, tangerine, sour sop, coconuts, cherries and avocado pears to which all guest are welcome  …see more

13 Photos

Guest house | 2 Bedrooms | sleeps 4

Min stay varies

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from £26 /night

£179 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Rose Hill is located on a quiet ridge high above the sea at Long Bay, Portland, Jamaica. The spectacular view of the Caribbean Sea creates the mood. Our lush Tropical Gardens surround your guesthouse guarantee your privacy. Rose Hill Guest House where relaxation Begins....  …see more

17 Photos

House | 1 Bedroom | sleeps 3

Excellent 5/5 

3 Nights min stay

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from £31 /night

£212 - £286 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
private, spacious, beautiful one bedroom suite. located in the sunshine community of Portmore, which is just a stone throw away from Kingston. Private master bed and bathroom w jacuzzi. granite countertop w island in kitchen, free wifi Beaches, Seafood, beach parties,  …see more

16 Photos

Condo | 1 Bedroom | sleeps 2

1 night min stay

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from £43 /night

£297 / 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
  • Private garden
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. Groung Floor Studio with wheelchair access, located in the heart of Ocho Rios, close to attractions.  …see more

8 Photos

Apartment | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £35 /night

£244 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Luxury 2 bed, newly refurbished, in Jamaica's capital, close to New Kingston, sleeps 6, clean and comfortable, all necessary amenities provided.  …see more

16 Photos

Condo | 1 Bedroom | sleeps 3

Very Good 4.5/5 

3 Nights min stay

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from £43 /night

£297 - £398 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Beautiful self catering condo, with stunning sea views overlooking the bay of Ocho Rios. Set in 14 acres of scenic landscaped gardens. Boasts five swimming pools, tennis court and private gym. Ten minutes walk to local restaurants, bars, beach and duty free shops. Newly re-decorated apartment. New kitchen. Stunning panoramic sea views of Ocho Rios.  …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.