List your home
Apply filters
£ to

82 Holiday homes in Jamaica

Reset search

Show results on map

Filter your search

Price per day

£ to

Bedrooms

Location

  • Jamaica Clear
  • All regions
  • North Jamaica Coast (79)
  • South Jamaica Coast (3)

more +

less -

  • All towns
  • Blue Mountains, Jamaica (1)
  • Boscobel (1)
  • Cousins Cove (1)
  • Discovery Bay, Jamaica (2)
  • Montego Bay (4)
  • Negril (1)
  • Ocho Rios (21)
  • Port Antonio (1)
  • Runaway Bay (6)
  • St Ann (2)
  • Trelawny (41)
  • Whitehouse (1)

more +

less -

Also consider

Ocho Rios
59 properties
Trelawny
55 properties
Montego Bay
11 properties
Runaway Bay
9 properties
St Ann
8 properties
Negril
6 properties
Port Antonio
5 properties
Portland, Jamaica
4 properties
Discovery Bay, Jamaica
3 properties
Kingston, Jamaica
3 properties
Portmore
3 properties
Blue Mountains, Jamaica
2 properties
Boscobel
2 properties
Westmoreland Parish
2 properties
Cousins Cove
1 properties
Red Hills
1 properties
Treasure Beach
1 properties
Whitehouse
1 properties
Jamaica holidays
174 properties

Filters applied: Private pool (82)

To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
82 Results  |  
17 Photos

Villa | 3 Bedrooms | sleeps 6

Short stays welcome

Add to shortlist

from £243 /night

£1696 - £1989 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Just minutes from the glorious Silver Sands Beach, the magnificent 4 bedroom Honeycomb Villa is an ideal family retreat. The swimming pool and deck to the front of the villa provide a wonderful area for relaxation while admiring the breathtakingly beautiful sea views.  …see more

16 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £242 /night

£1691 - £1866 / week

View

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
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

16 Photos

Villa | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £234 /night

£1638 - £2340 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Santa Margherita is a 3 bedroom villa with a private pool that enjoys a killer sea view, the best at Silver Sands! Situated on the highest point of a cliff overlooking the sea, Santa Margherita is just a short walk from the Silver Sands beach.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £225 /night

£1574 - £1749 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Lilikoi is a three bedroom villa with private pool and panoramic sea view. Wheelchair friendly - removable ramps can be placed at steps to faciltate wheelchairs. All bedrooms and the living room equipped with flat screen cable television and DVD players.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

Add to shortlist

from £459 /night

£3211 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Red Fox Villa is a 5 bedroom, 5 bathroom luxury villa designed to give you panoramic sea views from the pool area, garden, verandah, living room and 4 bedrooms. Attentive staff provide a round the clock service to ensure your every need is catered for. Free Golf cart.  …see more

23 Photos

Villa | 7 Bedrooms | sleeps 14

5 Nights min stay

Add to shortlist

from £518 /night

£3620 - £5609 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Endless Summer Villa is a luxurious 7 bedroom villa (rent from 4 to 7 bedrooms) on the beach with solar heated swimming pool and hot tub. Enjoy panoramic views of the Caribbean Sea. Perfect for families or groups. Comes with two shifts of staff.  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

2 Nights min stay

Add to shortlist

from £200 /night

£1398 - £1632 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Lilikoi is a three bedroom villa with private pool and panoramic sea view. Wheelchair friendly - removable ramps can be placed at steps to faciltate wheelchairs. All bedrooms and the living room equipped with flat screen cable television and DVD players.  …see more

16 Photos

Villa | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £200 /night

£1398 - £1632 / week

View

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
Situated on a hillside, Seascape Villa, a 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. Enjoy drinks at the bar on the upper level with panoramic sea views.  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

4 Nights min stay

Add to shortlist

from £518 /night

£3620 - £3913 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Rock Hill is a large luxurious villa sprawling across two building lots on the highest point of Silver Sands, yet only a five minute walk to the Silver Sands beach. Tastefully set into the hill, this five bedroom villa offers total privacy and panoramic sea views .  …see more

21 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £184 /night

£1287 - £1813 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
The Orchid House is a creatively designed 3 bedroom, 3 bathroom villa, featuring an enclosed courtyard with a private pool and dining gazebo. The Orchid House was specially designed to enhance the joy of outdoor living while retaining privacy.  …see more

7 Photos

Guest house | 6 Bedrooms | sleeps 25

1 night min stay

Add to shortlist

from £87 /night

£608 - £15188 / week

View

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

20 Photos

Villa | 7 Bedrooms | sleeps 14

5 Nights min stay

Add to shortlist

from £1003 /night

£7018 - £12281 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Villa Mara is a lovely 7 bedroom, 7 bathroom beachfront villa located in Mammee Bay, Jamaica.  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

Add to shortlist

from £1003 /night

£7018 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Four Winds is a 5 bedroom villa located on beautiful acres of private gardens.  …see more

20 Photos

Villa | 9 Bedrooms | sleeps 18

5 Nights min stay

Add to shortlist

from £1337 /night

£9357 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Golden Clouds is located in the banana port village of Oracabessa, 15 minute drive from Ocho Rios. This villa overlooks its own palm fringed beach and the Caribbean sea.  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

Add to shortlist

from £209 /night

£1462 - £2632 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Blue Waters is a 4 bedroom villa that has been recently renovated.  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

Add to shortlist

from £752 /night

£5264 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Emerald Seas is set in a hillside on over 2 acres of tropical grounds near the sea. The villa is near hotels on the main North Coast Road. Next door is the Sans Souci Hotel and Spa where guests can purchase day or evening passes for water sports, sauna, entertainment or use of their restaurants (no children under 16 permitted).  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 12

5 Nights min stay

Add to shortlist

from £1045 /night

£7310 - £13451 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Located on a wide, sandy beach, Sweet Spot is like a pretty jewel box next to the sea. Its remarkable location is the best of all worlds: a 6,000 sq.ft. private home with a huge lawn and beach, just yards from the Breezes Golf Pro Shop which offers unlimited complimentary green fees to Sweet Spot guests.  …see more

14 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

Add to shortlist

from £996 /night

£6972 - £14954 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • 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

20 Photos

Villa | 6 Bedrooms | sleeps 12

5 Nights min stay

Add to shortlist

from £1337 /night

£9357 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Malatai is a 6 bedroom villa located in Ocho Rios. This villa features an air conditioned family room / office equipped with everything you need to keep you entertained for a day indoors including television, internet, board games and music.  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

Add to shortlist

from £452 /night

£3158 - £7018 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Coral Cove villa is a waterfront villa on Discovery Bay. It has a beautifully landscaped, large lawn space and a swimming pool. Beyond the villa is the white sand beach with thatched umbrellas. There is a picnic table and outdoor BBQ, perfect for outdoor meals, and also a seaside gazebo perfect for relaxing and watching the sun set.  …see more

18 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

Add to shortlist

from £672 /night

£4699 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Scotch On The Rocks (a.k.a. Scotchie) on the coast overlooking Sandy Bay in Ocho Rios. Scotchie is a short walk away from the Royal Plantation where guests may use the resort's beach for $20 per person per day and tennis for $10 per hour. Also guests can use the resort's gym, sauna, steam room and spa for a fee.  …see more

20 Photos

Villa | 9 Bedrooms | sleeps 17

5 Nights min stay

Add to shortlist

from £961 /night

£6726 - £7895 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
The main house at Monticello has four bedrooms and three bathrooms. The house has ample living and dining areas, both inside and out, and comfortably houses seven people. There are two cottages on the property as well - 19th Hole Cottage (2 bedroom) and Spyglass Cottage (3 bedrom).  …see more

20 Photos

Villa | 7 Bedrooms | sleeps 14

5 Nights min stay

Add to shortlist

from £1254 /night

£8772 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Villa Paradiso sits on a 150 feet white sand beach in Mammee Bay Estates and is surrounded by over an acre of tropical gardens. It is comprised of a 5 bedroom main house and a 2 bedroom cottage. When you enter the villa, the foyer leads into theliving room which has french doors that showcase beautiful ocean views and open on to the covered verandah. Off of the living room is an informal dining room. The first floor vereandah fronts the pool, features and outdoor dining area and has views of the sea and beach. Upstairs their is a family room that overlook the main floor. There is also a fitness room and games room.  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

Add to shortlist

from £794 /night

£5556 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Mount Pleasant is nestled in the hills above Runaway Bay, on 88 acres. Enter through the gates up a long driveway to the villa that parts of the original house date back as far as the 1880's. In the foyer, the walls depict hand-painted tropical foliage. To the right is a powder room, the left is the dining room which features a beautiful table true to the Jamaican style. The dining room leads to a breakfast nook which in turn leads to the kitchen. In the kitchen their is a large fireplace, original to the house made of local cut stone. This villa features an organic garden which helps you to have the freshest of meals during your stay.  …see more

20 Photos

Villa | 10 Bedrooms | sleeps 20

5 Nights min stay

Add to shortlist

from £1254 /night

£8772 - £14328 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Kai Kala is consists of 4 buildings, giving 10 bedrooms sitting on 2½ acres of fruit trees and flowers on a cliff that overlooks the sea. Hideaway Cottage has 1 bedroom and is located right on the cliff’s edge looking down onto the wooden deck entryway into the sea.  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 10

2 Nights min stay

Add to shortlist

from £303 /night

£2120 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
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

24 Photos

Villa | 3 Bedrooms | sleeps 6

4 Nights min stay

Add to shortlist

from £418 /night

£2924 - £7869 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • 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

Add to shortlist

from £500 /night

£3500 - £7498 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • 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

Add to shortlist

from £1504 /night

£10527 - £16082 / week

View

Key info:

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

19 Photos

Cottage | 1 Bedroom | sleeps 2

Excellent 5/5 

Min stay varies

Add to shortlist

from £69 /night

£477 / week

View

Key info:

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

21 Photos

Cottage | 1 Bedroom | sleeps 2

5 Nights min stay

Add to shortlist

from £76 /night

£530 / week

View

Key info:

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

20 Photos

Villa | 5 Bedrooms | sleeps 10

Min stay varies

Add to shortlist

from £2223 /night

£15556 - £32749 / week

View

Key info:

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