Holiday rentals in Jamaica - Holiday villas to rent - Book direct

Top destinations

Ocho Rios
43 Properties

Runaway Bay
6 Properties

Montego Bay
5 Properties

Port Antonio
4 Properties

Portland, Jamaica
2 Properties

St Ann
2 Properties

Boscobel
1 Property

Cousins Cove
1 Property

Discovery Bay, Jamaica
1 Property

Negril
1 Property

Portmore
1 Property

Trelawny
1 Property

Holiday homes in Jamaica (27)

Featured properties
Showing all 27 matching homes

1
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Villa | 5 bedrooms | Sleeps 10

also rents as a 4 bedroom starting at $7000 / week. Inquire for rates.

from £658 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£4605 - £9211 / week

1 night min stay

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2
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Villa | 4 bedrooms | Sleeps 11

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. . Beautiful large private swimming pool set in lush gardens. 4 spacious bedrooms sleeping upto 11. Near beach.

from £68 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£476 - £714 / week

Short stays welcome

6 reviews

View Bookable online
This property can be booked securely online within a few minutes. Just click on the ‘Check availability and book’ button on the property's advert.

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed

3
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Villa | 4 bedrooms | Sleeps 8

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.

from £414 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£2901 - £5526 / week

3 nights min stay

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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

of

Villa | 5 bedrooms | Sleeps 10

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.

from £464 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£3250 - £5000 / week

Short stays welcome

2 reviews

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning

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Villa | 4 bedrooms | Sleeps 8

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.

from £129 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£903 - £945 / week

1 night min stay

View Bookable online
This property can be booked securely online within a few minutes. Just click on the ‘Check availability and book’ button on the property's advert.

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire

4
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Villa | 5 bedrooms | Sleeps 10

Four Winds is a 5 bedroom, 5 bathroom villa located on beautiful acres of private gardens.

from £846 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£5921 - £13158 / week

1 night min stay

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of

Bed & breakfast | 7 bedrooms | Sleeps 12

Luxurious Guest House, comfort of home Holiday Retreat Set in a big beautiful tropical garden ,en-suit showers and cable TV Ideal for Weddings & Reunions Gated Entrance, peace and privacy. We have double rooms and family rooms Family rooms as 1 double bed 2 single bed Double room 1 double bed.

from £59 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£414 - £2211 / week

2 nights min stay

2 reviews

View Bookable online
This property can be booked securely online within a few minutes. Just click on the ‘Check availability and book’ button on the property's advert.

Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed

5
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Villa | 10 bedrooms | Sleeps 20

also rents as a 4, 5, 6, 7, 8 or 9 bedroom starting at $8400 / week. Inquire for rates. complimentary night: stay 7 nights for the price of 6. (not applicable from dec 15-jan 5)

from £1217 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£8520 - £16118 / week

1 night min stay

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6
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Villa | 4 bedrooms | Sleeps 9

4 bedroom villa on the beach with a broad verandah overlooking the crystal blue Caribbean. Set in 1/3 acre of established gardens with swings & hammocks, 2 mins from Somerset Falls & 10 mins from rafting on the Rio Grande. Perfect relaxation for families & friends. A traditional colonial style villa on the edge of Hope Bay on Portland's lush coastline - authentic Jamaica.

from £171 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£1200 / week

3 nights min stay

2 reviews

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.03 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden

7
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Guest house | 4 bedrooms | Sleeps 8

Jamaica, Long Bay, Portland, vacation, rental, guest house, beach.

from £25 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£173 / week

1 night min stay

1 review

View Bookable online
This property can be booked securely online within a few minutes. Just click on the ‘Check availability and book’ button on the property's advert.

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome

8
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House | 5 bedrooms | Sleeps 10

Hellshire Holiday Villas are located in CaveHill Estate, Hellshire, St Catherine, Portmore Jamaica. We offer holiday villas for the perfect holiday getaway. We have villas located just 5 minutes from the famous Hellshire Fisherman's Beach. These villas are self catering.

from £27 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£189 - £420 / week

1 night min stay

View Bookable online
This property can be booked securely online within a few minutes. Just click on the ‘Check availability and book’ button on the property's advert.

Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden

9
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Hotel apartment | 8 bedrooms | Sleeps 16

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.

from £150 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£1050 / week

2 nights min stay

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed

10
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Villa | 6 bedrooms | Sleeps 14

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.

from £414 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£2901 - £3109 / week

4 nights min stay

2 reviews

View Bookable online
This property can be booked securely online within a few minutes. Just click on the ‘Check availability and book’ button on the property's advert.

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning

11
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Villa | 7 bedrooms | Sleeps 14

also rents as a 5 bedroom starting at $10250 / week. Inquire for rates.

from £964 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£6747 / week

1 night min stay

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12
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Villa | 5 bedrooms | Sleeps 10

also rents as a 3 or 4 bedroom starting at $5000 / week. Inquire for rates.

from £567 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£3970 - £6250 / week

1 night min stay

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13
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Villa | 4 bedrooms | Sleeps 8

Oceanfront and Beachfront.

from £333 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£2331 - £2625 / week

3 nights min stay

2 reviews

View Bookable online
This property can be booked securely online within a few minutes. Just click on the ‘Check availability and book’ button on the property's advert.

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning

14
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Villa | 4 bedrooms | Sleeps 10

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.

from £300 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£2100 - £2625 / week

2 nights min stay

View Bookable online
This property can be booked securely online within a few minutes. Just click on the ‘Check availability and book’ button on the property's advert.

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning

15
of

Villa | 5 bedrooms | Sleeps 10

Thee Divine Villa Roaring Pavilion is a one of a kind property which has a reputation as the Caribbean's most celebrated estate home. It is the flagship property of Thee Divine Villa, the world's most cutting edge luxury villa management company.

from £2500 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£17500 - £36842 / week

1 night min stay

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16
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Villa | 6 bedrooms | Sleeps 12

also rents as a 3 bedroom starting at $12000 / week. Inquire for rates.

from £1128 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£7898 - £15789 / week

1 night min stay

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17
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Villa | 9 bedrooms | Sleeps 18

also rents as a 4, 5, 6 or 7 bedroom starting at $7500 / week. Inquire for rates. complimentary night: stay 7 nights for the price of 6. This promotion is applicable for travel dates until 2013. This promotion is not valid for the following holiday ...

from £705 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£4937 / week

1 night min stay

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18
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Villa | 6 bedrooms | Sleeps 12

also rents as a 4 bedroom starting at $8200 / week. Inquire for rates.

from £771 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£5397 - £14474 / week

1 night min stay

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19
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Villa | 7 bedrooms | Sleeps 18

Villa L'Horizon invites you to the Caribbean experience of a lifetime, whether with family or friends, Romance or reunion. L'horizon was designed, built & furnished with you in mind, providing Luxury, privacy and security without losing that homely feeling. This Jewel in the Caribbean includes housekeeping staff, a personal chef, Pool, Jacuzzi and so much more.

from £566 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£3961 / week

Short stays welcome

11 reviews

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed

of

Guest house | 9 bedrooms | Sleeps 21

Villa Loyola is a tastefully decorated Guest House, suitable for family retreats, and groups of friend wishing a more personal and private vacation. A private beach is only a 5 minutes leisurely stroll from the Villa, with bar, restaurant and many activities... The Villa is only 10 minutes from attractions Ocho Rios has to offer such as Dunns River Falls, Dolphin Cove.

from £52 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£368 - £441 / week

1 night min stay

2 reviews

View Bookable online
This property can be booked securely online within a few minutes. Just click on the ‘Check availability and book’ button on the property's advert.

Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden

20
of

Villa | 4 bedrooms | Sleeps 8

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.

from £190 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£1328 / week

1 night min stay

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed

21
of

Villa | 5 bedrooms | Sleeps 10

also rents as a 3 bedroom starting at $5000 / week. Inquire for rates.

from £470 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£3293 - £7895 / week

1 night min stay

View

22
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Villa | 5 bedrooms | Sleeps 16

Fully staffed Jamaica Villa boasts five bedrooms and four and a half bathrooms, three of which are in-suite. For large groups ( sleep up to 16 guests), we often bring in extra beds, and the villa doesn't feel any smaller for it. Room configuration: 3 twin beds 2 kings size beds 4 double beds1 queen bed 1 sofa bed.

from £543 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£3801 - £4526 / week

Short stays welcome

View Bookable online
This property can be booked securely online within a few minutes. Just click on the ‘Check availability and book’ button on the property's advert.

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed

23
of

Villa | 5 bedrooms | Sleeps 10

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.

from £691 / night

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

£4836 - £6217 / week

4 nights min stay

3 reviews

View Bookable online
This property can be booked securely online within a few minutes. Just click on the ‘Check availability and book’ button on the property's advert.

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
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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.