Vacation Rentals & Houses in Jamaica

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1,401 houses

Cool's 1 Bedroom, On the Beach, Beach & Garden View, WiFi, Ground Floor

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Children's pool Iron Microwave Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$132

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2 bedrooms

Ocho Rios villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

5 of 6 match: Sea view, Golf course on site or within 15 min walk, Children's pool, Iron, Microwave, Staffed property

5 of 6 filters match

Price per night from

$287

The Hillman Hideaway

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 6 match: Children's pool, Sea view, Golf course on site or within 15 min walk, Iron, Microwave, Staffed property

4 of 6 filters match

Price per night from

$115

VacationVillas Runaway Bay Spacious 1 Bedroom Apartment .

Runaway Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

5 of 6 match: Children's pool, Golf course on site or within 15 min walk, Iron, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$172

Vacation Villas Runaway Pool View 2 Bedrooms and Bathrooms

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

5 of 6 match: Children's pool, Golf course on site or within 15 min walk, Iron, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$344

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

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

5 of 6 match: Children's pool, Golf course on site or within 15 min walk, Iron, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$344

Vacation Villas Runaway Bay Large Three Bedroom, Three Bathroom Apartment

Runaway Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Children's pool, Golf course on site or within 15 min walk, Iron, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$516

Gated Apartment

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

5 of 6 match: Children's pool, Golf course on site or within 15 min walk, Iron, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$92

VacationVillas Runaway Bay Pavilion View 2 Bedroom Apartments.

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

5 of 6 match: Children's pool, Golf course on site or within 15 min walk, Iron, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$344

Vacation Villas Runaway Bay Garden View 2 Bedroom Apartment.

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

5 of 6 match: Children's pool, Golf course on site or within 15 min walk, Iron, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$344

Beautiful Luxury 1 BDRM Condo

St James, Montego Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

5 of 6 match: Iron, Golf course on site or within 15 min walk, Children's pool, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$218

Oceana - The Epitome of Caribbean Sophistication

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

4 of 6 match: Children's pool, Iron, Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 6 filters match

Price per night from

$4,259

Aqua Bay - New Kind of Ocean Vibe

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

4 of 6 match: Children's pool, Iron, Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 6 filters match

Price per night from

$3,423

Stunning Luxury Oceans 8 Villa

Montego Bay villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 18

5 of 6 match: Children's pool, Golf course on site or within 15 min walk, Iron, Microwave, Sea view, Staffed property

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Price per night from

$8,787

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!

5 of 6 match: Children's pool, Golf course on site or within 15 min walk, Iron, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$1,606

Studio on the Beach 1, Ocho Rios, Jamaica

Ocho Rios studio

  • Studio
  • 1 bathroom
  • sleeps 2

5 of 6 match: Staffed property, Golf course on site or within 15 min walk, Children's pool, Iron, Microwave, Sea view

5 of 6 filters match

Price per night from

$102

Coolshade Villa - Richmond - Ocho Rios

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

5 of 6 match: Staffed property, Golf course on site or within 15 min walk, Children's pool, Iron, Microwave, Sea view

5 of 6 filters match

Price per night from

$207

Beautiful Waterfront Studio

Negril studio

  • Studio
  • 1 bathroom
  • sleeps 2

5 of 6 match: Children's pool, Golf course on site or within 15 min walk, Iron, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$138

Breathless Manor

Falmouth house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

5 of 6 match: Children's pool, Golf course on site or within 15 min walk, Iron, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$115

Island House at Tryall Club

Sandy Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

5 of 6 match: Children's pool, Golf course on site or within 15 min walk, Iron, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$851

JAMAICA HILLTOP PARADISE (YOUR CASTLE AWAITS YOU)

Runaway Bay house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

5 of 6 match: Children's pool, Golf course on site or within 15 min walk, Iron, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$1,245

5 of 6 match: Staffed property, Golf course on site or within 15 min walk, Children's pool, Iron, Microwave, Sea view

5 of 6 filters match

Price per night from

$172

Zeppelin Suite (The Birdhouse by Temple X)

Rose Hall private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 6 match: Children's pool, Microwave, Golf course on site or within 15 min walk, Iron, Sea view, Staffed property

4 of 6 filters match

Price per night from

$287

5 of 6 match: Children's pool, Golf course on site or within 15 min walk, Iron, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$574

Cool shades gated estate

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

5 of 6 match: Children's pool, Golf course on site or within 15 min walk, Iron, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$184

Bahia - Charming beach cottage, with loft, and large garden

Runaway Bay cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

5 of 6 match: Children's pool, Golf course on site or within 15 min walk, Iron, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$299

Caymanas Villa at Caymanas Country Club Estate

Kingston villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

4 of 6 match: Sea view, Staffed property, Golf course on site or within 15 min walk, Children's pool, Iron, Microwave

4 of 6 filters match

Price per night from

$172

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

5 of 6 match: Children's pool, Golf course on site or within 15 min walk, Iron, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$803

Villa Turrasann

Runaway Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

5 of 6 match: Children's pool, Golf course on site or within 15 min walk, Iron, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$661

Tennsville

Ironshore villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

5 of 6 match: Children's pool, Golf course on site or within 15 min walk, Iron, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$321

Heartease Suites 1

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 6 match: Children's pool, Sea view, Golf course on site or within 15 min walk, Iron, Microwave, Staffed property

4 of 6 filters match

Price per night from

$69

Unwind at Richmond (near Ocho Rios)

Priory house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

4 of 6 match: Children's pool, Staffed property, Golf course on site or within 15 min walk, Iron, Microwave, Sea view

4 of 6 filters match

Price per night from

$137

Luxury Life Villa

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Children's pool, Staffed property, Golf course on site or within 15 min walk, Iron, Microwave, Sea view

4 of 6 filters match

Price per night from

$276

Serendipity Jamaica - You won't want to leave!

Rose Hall villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

“A vacation like no other” We were greeted at the airport by Norman, the most professional driver ever, he made our transition smooth and for a group of 12 adults, that is tough! He had thought of everything - including bringing a second van for our luggage! The staff at the villa greeted us at the door with warm smiles and cool towels, they made sure all our luggage was safely delivered to our rooms and then the fun began! We all stopped and stared at the huge view of the Caribbean Sea spread out in front of us, the breeze, the way the rooms are laid out and the villa itself takes total advantage of that view. We quickly changed, and began the most perfect seven days of nothing but relaxing, laughing and eating punctuated by an occasional sightseeing trip. Derek, the butler completely made the trip, he was attentive, but quiet, helpful but never intrusive - he made us feel so special. Ruby, the cook gave us gormet meals three times a day. We discussed our likes and dislikes the first day and she made it all happen. We did not need to go out to dinner and the one night we went to a lovely restaurant in town, we all agreed that we could have stayed home and eaten at Restaurant Ruby for an even better meal. It is tough to please 12 distinct people, but the staff and managment at Serendipity did just that, from organizing the most incredible massage at the villa, to driving us to out of the way Mayfield Falls, they never stopped working. All the rooms were large and private, we never felt on top of one another, we ate meals in different places, by the pool, in the dining room, on the deck, where ever we felt inspired to eat that day, Derek made it happen. I do not have one bad thing to say - I loved every minute, and would recommend Serendipity to a group like us, a large family, or just a few people that want to get away - It was truly a vacation to remember.

5 of 6 match: Children's pool, Golf course on site or within 15 min walk, Iron, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$826

Villa Sweet Villa Luxury Vacation Rental - 9 BD with Full Staff Montego Bay

Ironshore villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 21

5 of 6 match: Children's pool, Golf course on site or within 15 min walk, Iron, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$2,867

Jetaway Montego Bay (Entire Villa)

Ironshore villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 25

5 of 6 match: Children's pool, Golf course on site or within 15 min walk, Iron, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$2,523

Serene Room 2

Ironshore house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 6 match: Children's pool, Sea view, Staffed property, Golf course on site or within 15 min walk, Iron, Microwave

3 of 6 filters match

Price per night from

$75

The Hugh Suite

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 6 match: Children's pool, Sea view, Golf course on site or within 15 min walk, Iron, Microwave, Staffed property

4 of 6 filters match

Price per night from

$81

Viewing 38 of 1,401
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