Vacation Rentals & Houses in Jamaica

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1,326 houses

Beautiful Luxury 1 BDRM Condo

St James, Montego Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Shared outdoor pool (heated) Linen provided Staffed property Golf course on site or within 15 min walk

All filters match

Price per night from

$218

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The Hillman Hideaway

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$115

Following Seas - Mesmerizing Views

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$3,788

Karma Bay - A Taste of Paradise

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$3,495

Unwind at Richmond (near Ocho Rios)

Priory house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

3 of 4 match: Staffed property, Golf course on site or within 15 min walk, Shared outdoor pool (heated), Linen provided

3 of 4 filters match

Price per night from

$137

Caymanas Villa at Caymanas Country Club Estate

Kingston villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Staffed property, Golf course on site or within 15 min walk, Shared outdoor pool (heated), Linen provided

3 of 4 filters match

Price per night from

$173

Jamaican Me Happy - Astonishing Ocean View

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$1,640

Elysian Plain - The Edge of the Caribbean Sea

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$1,803

Eureka - A Jamaican Great House

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$1,722

5 bedrooms

Ocho Rios villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$632

2 bedrooms

Ocho Rios villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$287

9 bedroom listing

Ocho Rios villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 29

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$1,722

Heartease Suites 1

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$69

Avalon Villa - Your Restful Hideaway

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$1,459

Anticipation - Anticipate Your Escape

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$2,872

Casuarina - A Hidden Gem

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$2,254

Dragon Fly - Your Unique Beach View Paradise

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$4,066

Hanover Windward - Relaxing Haven

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$2,132

Haystack - Sleek Modern Design

Montego Bay villa

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$6,558

Jubilation Villa - Comfort Guaranteed

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$2,348

The Hugh Suite

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$81

VacationVillas Runaway Bay Spacious 1 Bedroom Apartment .

Runaway Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$173

Vacation Villas Runaway Pool View 2 Bedrooms and Bathrooms

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$345

Vacation Villas Runaway Bay Mountain View 2 Bedroom and 2 bathrooms,

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$345

Vacation Villas Runaway Bay Large Three Bedroom, Three Bathroom Apartment

Runaway Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$517

Bali Hai - Rejuvenate and Recharge

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$2,050

Bumpers Nest Villa - Elegant Caribbean Living

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$2,983

Bella Vista Villa - Highest Standards of Luxury and Comfort

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$3,936

VacationVillas Runaway Bay Pavilion View 2 Bedroom Apartments.

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$345

Hanover Grange - Exclusive Private Jamaican Estate

Montego Bay villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$3,099

Little Palm

Hopewell villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$941

Vacation Villas Runaway Bay Garden View 2 Bedroom Apartment.

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$345

Fantastic Great Value Property Nr Montego Bay

St James, Montego Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 4 match: Shared outdoor pool (heated), Staffed property, Golf course on site or within 15 min walk, Linen provided

2 of 4 filters match

Price per night from

$65

Zimbali Culinary Retreats

Negril b&b

  • 7 bedrooms
  • 10 bathrooms
  • sleeps 16

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$143

Gated Apartment

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$92

Zeppelin Suite (The Birdhouse by Temple X)

Rose Hall private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$287

Jamaica Villa Nutmeg, Montego Bay, Jamaica

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

“Being in Paradise” The Villa was more than I could have Dreamed!! My friends and I decided to take a trip and then experience was breathe taking. The staff made us feel like Kings and Queens and it was AMAZING. I highly recommend if travel with a large group!

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$1,607

Stunning Luxury Oceans 8 Villa

Montego Bay villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 18

3 of 4 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$8,795

Viewing 38 of 1,326
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