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25 Holiday homes in Jamaica

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Ocho Rios
61 properties
Trelawny
55 properties
Montego Bay
11 properties
St Ann
11 properties
Runaway Bay
9 properties
Negril
8 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
2 properties
Red Hills
1 properties
Whitehouse
1 properties
Jamaica holidays
206 properties

Filters applied: Cycling holidays (25)

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25 Results  |  
16 Photos

Villa | 2 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £38 /night

£265 - £542 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
Villa to rent on Jamaica's South Coast. Rural re-treat Hill Top Villa offers a modern spacious fully furnished 2 double bedrooms (able to sleep six). Light, bright and airy, cool and quiet. The perfect place to come and relax with the family. Safe and secure.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 8

Very Good 4.5/5 

1 night min stay

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from £109 /night

£762 - £1333 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
3 bed 2 bath resort home in St Ann / Ocho Rios  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 5

5 Nights min stay

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from £59 /night

£413 - £508 / week

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Key info:

  • Suitable for children over
  • Car not necessary
  • No pets allowed
  • Private garden
This property is secure, ranch style house is fully grilled, with motion light detectors, security cameras. Enjoy the fruits in season, Mangoes, Ackee, Banana, coconut , while you relax on the front patio. This property is off the beaten path, & ideal for relaxation. Accessible to places of interest from: Sabina Park, for Cricket match to Jazz Festival at Hellshire beach  …see more

Featured properties

12 Photos

Villa | 3 Bedrooms | sleeps 10

1 night min stay

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from £263 /night

£1841 - £2159 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
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

19 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £42 /night

£292 / week

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Key info:

  • Nearest beach 25 km
  • Not suitable for children
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • 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

21 Photos

Villa | 1 Bedroom | sleeps 3

Excellent 5/5 

2 Nights min stay

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from £42 /night

£289 - £467 / 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
Our Villa is laid back, very quiet and tranquil in a tropical setting. Lay on our pool deck and catch some sun, take a swim or have refreshing drink at our pool bar. MONTHLY RENTAL available . Come and enjoy sunny Jamaica Airport transfer available ALL-INCLUSIVE PACKAGE available $200 per night,  …see more

24 Photos

Cottage | 4 Bedrooms | sleeps 8

Very Good 4/5 

2 Nights min stay

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from £155 /night

£1080 / week

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Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • 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

20 Photos

Studio | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £53 /night

£371 / 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
  • Pets welcome
  • Private garden
This beautiful studio, light, bright, spacious, and contemporary this is a new and fresh build at an excellent price, plus there is the most beautiful beach within 3 minutes walk, cableTV and swimming pool. This rental is made for honeymoons as it is ideal for couples or for mothers with young children.  …see more

7 Photos

Apartment | 1 Bedroom | sleeps 3

4 Nights min stay

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from £64 /night

£445 - £889 / 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
Highly recommended by guests  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

2 Nights min stay

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from £31 /night

£212 - £308 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
Montego bay west gate hills 15 mins from airport 10 mins to town centre and local beech,clubs, and shopping. Taxis pass outside the property every five mins at a cost of JA $80 Jamaican dollors very cheap.  …see more

16 Photos

Villa | 5 Bedrooms | sleeps 12

1 night min stay

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from £273 /night

£1908 - £2115 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
5 bedrooms, private pool, private gardens, ocean views, Negrill, Montego Bay, private parking  …see more

21 Photos

Villa | 6 Bedrooms | sleeps 14

Excellent 5/5 

4 Nights min stay

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from £210 /night

£1468 - £2935 / 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

14 Photos

Bungalow | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £51 /night

£357 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • 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 £29 /night

£200 - £400 / week

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Key info:

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

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

14 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

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

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

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

14 Photos

Studio | sleeps 2

1 night min stay

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from £32 /night

£223 / week

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Key info:

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

9 Photos

Apartment | 1 Bedroom | sleeps 3

1 night min stay

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from £32 /night

£223 - £356 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • 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

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

8 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £110 /night

£770 / 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
  • Air conditioning
  • No pets allowed
With panoramic views, Skycastles is close to excellent beach, the famous Dunn's River Falls, shopping and hiking. Ideal for couples, friends or family. The apartment welcomes you with fresh furnishings, pleasing landscaping and a delightful swimming pool.  …see more

21 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £60 /night

£420 / 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
Privately owned. Perfect for children. Beautiful large, bright, clean one bedroom apartment overlooking the lush green gardens and adjacent to the sandy turtle beach. In the centre of ochi within walking distance of restaurants, shops etc. FREE WIRELESS INTERNET My apartment is adjacent to the same beach as the all inclusive Sunset Jamaica Grande Hotel.  …see more

13 Photos

Guest house | 2 Bedrooms | sleeps 4

Min stay varies

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from £26 /night

£178 / week

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Key info:

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

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.