Holiday rentals in Long Bay, Portland, Jamaica - Holiday villas to rent - Book direct

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Ocho Rios
22 Properties

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Port Antonio
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Portland, Jamaica
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Trelawny
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Holiday homes in Caribbean (18)

Featured properties
of 18 homes

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Guest house | 5 bedrooms | Sleeps 8

Fall asleep to the lullaby of the ocean. Steel kisses in the moon light. 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 Rio Grande. Sweet Reggae music on the air. Free Wi Fi, Cable TV, Hot Water, Beach Chairs, Barbecue and Bun Fire on the.

£54–£190 / night

£380–£949 / week

1 night min stay

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Key info:

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

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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.

£190 / night

£1329 / week

1 night 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

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Apartment | 1 bedroom | Sleeps 4

Apartment 3739 is an air conditioned self catering, one bedroom penthouse furnished to a high standard, with balcony overlooking gardens, top deck, pool, sunloungers, in the Park area of The Crane Hotel. Complimentary access to Wi-Fi internet in guest rooms and throughout the Resort including the beach.

£94–£216 / night

£656–£1517 / week

7 nights min stay

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning

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Villa | 4 bedrooms | Sleeps 10

RELAX....let us take the hassle out of your vacation. We provide, airport transfers, meals,island excursions and security as standard. With PRIVATE beach, club,bars, cash points and resturants you will feel at home. Most tourist attractions are close by. We have: Hi-fi ,ensuite bathrooms, aircondition, 42" cable tv, dvd player, and stereo with ipod station.

£272 / night

£1899 / week

5 nights min stay

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome

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Yacht | 2 bedrooms | Sleeps 4

We offer the chance to sail the Caribbean aboard a crewed Catamaran. You can stop in most harbours and inlets and explore the islands in the way they were meant to be seen - from the sea. We serve good homely cooking or you can go ashore for meals at your leisure. A crewed yacht that sails the windward islands in the Caribbean ranging from Grenada through to St Lucia.

£75–£271 / night

£525–£1900 / week

1 night min stay

2 reviews

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed

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Villa | 3 bedrooms | Sleeps 7

Our 4,000 square foot, 3-bedroom villa is located on over 100 feet of white sandy beach. We pride ourselves on providing a ‘home from home’ experience with exceptional staff. The villa is comfortable, with the pool area and its al fresco dining being a central point. Our 4,000 square foot, 3-bedroom villa is located on over 100 feet of white sandy beach.

£228–£348 / night

£1595–£2437 / week

4 nights min stay

3 reviews

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning

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Villa | 9 bedrooms | Sleeps 18

Exclusive, private, luxury Caribbean villa on Bequia in the Grenadines. More like a private resort than just a villa .Up to 16 guests can be accommodated in 8 air-conditioned suites with 4 poster beds, 40 ft. pool, full staff and more. All inclusive or custom plans. Spring House is a perfect Caribbean vacation destination with all you could want in a luxury villa.

£542 / night

£3797 / week

1 night min stay

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Key info:

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

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Villa | 4 bedrooms | Sleeps 8

Westshore is a beautiful 4 Bed beach side villa on the Platinum West Coast. There are 2 staff who cook, wash and clean. (you buy the groceries). All bedrooms have ensuites and AC. Water sports come to the villa which also has a private sun deck with plunge pool. Lux 4 bed beach Villa on Platinum West coast. (Sleeps 8) Cleaner and cook included so Mum gets a break too.

£221–£714 / night

£1550–£5000 / week

7 nights min stay

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.001 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning

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Villa | 3 bedrooms | Sleeps 6

Anchorage is a luxury Villa set in one acre of luxurious vegetation with pool and a private Cabana & beach facility on the famous Sandy Lane Estate. Sleeps six in doubles or twins. Permanent Housekeeper/Cook who works eight hours a day six days a week.

£393–£857 / night

£2750–£6000 / week

7 nights min stay

6 reviews

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Key info:

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

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Villa | 5 bedrooms | Sleeps 14

Located Just few steps to the beach club. Villa Serenity offers 10,000.sq. ft. of open spacious luxury living situated on an acre lot with fabulous golf course views.

£949 / night

£6646 / week

1 night min stay

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning

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Villa | 4 bedrooms | Sleeps 8

Ebb Tide Barbados .A luxury west coast beach front villa available for holiday rental throughout the year .Our staff consists of maid and a cook who will prepare food as good as most of the top Barbados restraunts + night security.

£490–£1050 / night

£3430–£7350 / week

Short stays welcome

7 reviews

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning

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Apartment | 3 bedrooms | Sleeps 6

Modern ocean view apartment equipped with Private Balcony's, Private beach, Billiards Room , Sauna and Steam Room, Infinity pool and 24 hr Security. Ideal for people who are looking to get away from big cheap hotels and have the absolute best luxurious vacation.

£1085–£1266 / night

£7595 / week

3 nights min stay

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Villa | 4 bedrooms | Sleeps 8

Magnificent Beach Villa steps away from the Sea. Featuring a huge teak deck over the sea,perfect for parties, gazebo, fishing boat (optional), water slide, jacuzzi, outside heated shower, BBQ, outside speakers. Ideal for large families and groups.

£2170–£3616 / night

£15190–£25316 / week

3 nights min stay

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Villa | 7 bedrooms | Sleeps 12

Stunning modernised Colonial Estate, 7 ensuite air con bedrooms, endless living/dining spaces, Caribbeans largest private infinity edge swim pool, media room pool table kayaks sailboat deepwater dock, small private beach, 2 acre tropical garden. Staff & cook included.

£542–£1175 / night

£3797–£8228 / week

Short stays welcome

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Tower | 2 bedrooms | Sleeps 4

Gorgeous round mill tower in the tropical gardens of LAE EstateHouse 30ft from the Prickly Bay shore. A truly romantic private setting. Two ensuite double rooms with aircon round kitchen double dining decks, small pool beach dock. Kayaks sailboat & housekeeper included.

£135–£272 / night

£949–£1899 / week

Short stays welcome

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9 bedrooms | Sleeps 16

L'Anse aux Epines House... More a private Boutique Hotel than a villa rental. Totally private and ideally suited to celebrities, and those seeking total seclusion. This is 5 star luxury and service.

£1130–£1582 / night

£7911–£11076 / week

Short stays welcome

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Villa | 4 bedrooms | Sleeps 8

Akasha is a modern contemporary luxury villa. Far reaching views over the Caribbean and lush green island along with golden sunsets. Akasha combines the best of modern living with the relaxed and content lifestyle of the Caribbean. St Lucia's only Smart villa rental.

£1203 / night

£8418 / week

Short stays welcome

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
  • Suitable for over 5s only
  • Car not necessary
  • Air conditioning

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Apartment | 3 bedrooms | Sleeps 6

Spacious and elegantly furnished 3 bedroom, 3 en suite bathrooms fully air conditioned apartment, with direct access from the terrace onto one of Barbados finest beaches a stride away from Sandy Lane. Includes a full time maid.

£316–£1392 / night

£2215–£9747 / week

Short stays welcome

View

Key info:

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