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Vacation Rentals & Houses in Jamaica

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1,569 houses

Stunning 5 Star Ultra Luxe Jewel Grande Mobay Gold

Rose Hall condo

1 bedroom / 2 bathrooms / sleeps 4

Match: Shared outdoor pool (heated) Microwave Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$245

Beautiful Luxury 1 BDRM Condo

St James, Montego Bay condo

1 bedroom / 1 bathroom / sleeps 3

Match: Shared outdoor pool (heated) Microwave Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$174

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Unwind at Richmond (near Ocho Rios)

Priory house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 58 minutes

4 of 5 match: Staffed property, Golf course on site or within 15 min walk, Shared outdoor pool (heated), Microwave, Sea view

4 of 5 filters match

Price per night from

$143

The Hillman Hideaway

Kingston apartment

1 bedroom / 1 bathroom / sleeps 4

3 of 5 match: Shared outdoor pool (heated), Sea view, Golf course on site or within 15 min walk, Microwave, Staffed property

3 of 5 filters match

Price per night from

$120

Gated Apartment

Kingston apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 51 minutes

4 of 5 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 5 filters match

Price per night from

$99

Jamaica Villa Nutmeg, Montego Bay, Jamaica

Montego Bay villa

6 bedrooms / 6 bathrooms / sleeps 15

“Incredible view & fantastic staff” My family and I (7 adults & 1 child) just returned from Nutmeg Villa and we had a wonderful time!! Upon entering the Villa, there is a breathtaking view of the pool, the gardens and the sea which can't be beat. The rooms were spacious and suited our group well, especially the downstairs bedroom with the pool table and the games. We all agreed that the best aspects of our vacation were having a private pool and the staff at Nutmeg. The staff went above and beyond to make sure we were enjoying ourselves to the fullest and we did! On behalf of my family we would like to send a heartfelt thank you to Chef Morgan, Carlington, Ms. Ann, Ms. Cathy, Garrett, Wayne, Dave and Donovan (the security guard) for making our vacation unforgettable.

4 of 5 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 5 filters match

Price per night from

$1,404

Studio on the Beach 1, Ocho Rios, Jamaica

Ocho Rios studio

Studio / 1 bathroom / sleeps 2

4 of 5 match: Staffed property, Golf course on site or within 15 min walk, Shared outdoor pool (heated), Microwave, Sea view

4 of 5 filters match

Price per night from

$110

Bnb Hall Pen Jamaica Ocho Rios

Runaway Bay house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 minutes

4 of 5 match: Staffed property, Golf course on site or within 15 min walk, Shared outdoor pool (heated), Microwave, Sea view

4 of 5 filters match

Price per night from

$333

JAMAICA HILLTOP PARADISE (YOUR CASTLE AWAITS YOU)

Runaway Bay house

7 bedrooms / 6 bathrooms / sleeps 14

4 of 5 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 5 filters match

Price per night from

$1,335

4 of 5 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 5 filters match

Price per night from

$524

Beautiful Waterfront Studio

Negril studio

Studio / 1 bathroom / sleeps 2

4 of 5 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 5 filters match

Price per night from

$148

Seven Palms Villa - Large open design, fresh water swimming pool, close to beach

Runaway Bay villa

4 bedrooms / 4 bathrooms / sleeps 10

4 of 5 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 5 filters match

Price per night from

$615

Breathless Manor

Falmouth house

3 bedrooms / 3 bathrooms / sleeps 7

4 of 5 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 5 filters match

Price per night from

$75

Pegasus

Runaway Bay villa

4 bedrooms / 4 bathrooms / sleeps 8

4 of 5 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 5 filters match

Price per night from

$240

Cool shades gated estate

St. Ann's Bay house

3 bedrooms / 2 bathrooms / sleeps 6

4 of 5 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 5 filters match

Price per night from

$129

Plantation Village 354 - Near Ocho Rios

Priory house

3 bedrooms / 4 bathrooms / sleeps 7

4 of 5 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 5 filters match

Price per night from

$246

Rose Hall villa

4 bedrooms / 5 bathrooms / sleeps 8

4 of 5 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 5 filters match

Price per night from

$861

Tennsville

Ironshore villa

4 bedrooms / 4 bathrooms / sleeps 8

4 of 5 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 5 filters match

Price per night from

$332

Villa Turrasann

Runaway Bay villa

3 bedrooms / 4 bathrooms / sleeps 6

Responds fast! avg. 41 minutes

4 of 5 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 5 filters match

Price per night from

$584

Unit 103

Ocho Rios villa

3 bedrooms / 4 bathrooms / sleeps 9

Responds fast! avg. 1 hour 46 minutes

3 of 5 match: Shared outdoor pool (heated), Sea view, Golf course on site or within 15 min walk, Microwave, Staffed property

3 of 5 filters match

Price per night from

$443

The Big White Villa Garden Suite[1bdr studio appt]

Tower Isle studio

Studio / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 26 minutes

4 of 5 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 5 filters match

Price per night from

$86

Caymanas Villa at Caymanas Country Club Estate

Kingston villa

2 bedrooms / 1 bathroom / sleeps 4

3 of 5 match: Sea view, Staffed property, Golf course on site or within 15 min walk, Shared outdoor pool (heated), Microwave

3 of 5 filters match

Price per night from

$104

Unit 102

Ocho Rios villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 46 minutes

3 of 5 match: Shared outdoor pool (heated), Sea view, Golf course on site or within 15 min walk, Microwave, Staffed property

3 of 5 filters match

Price per night from

$332

Villa Sweet Villa, Montego Bay - 3 Spacious Ensuite Bedrooms

Ironshore villa

3 bedrooms / 4 bathrooms / sleeps 6

4 of 5 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 5 filters match

Price per night from

$1,354

Happy Villa – The Splendor of Fairy Hill

Boston Bay house

2 bedrooms / 3 bathrooms / sleeps 4

4 of 5 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 5 filters match

Price per night from

$78

Jetaway Montego Bay (Entire Villa)

Ironshore villa

11 bedrooms / 11 bathrooms / sleeps 25

Responds fast! avg. 2 hours 0 minutes

4 of 5 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 5 filters match

Price per night from

$2,626

Cool's 1 Bedroom, Villa B6, On the Beach, Garden View, WiFi, Ground Floor

Ocho Rios apartment

1 bedroom / 1 bathroom / sleeps 4

4 of 5 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 5 filters match

Price per night from

$126

SplashRock Ocean View Villa ( New Upgrades)

Negril villa

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 20 minutes

Travelers’ Choice award

4 of 5 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 5 filters match

Price per night from

$52

Heartease Suites 1

Kingston apartment

1 bedroom / 1 bathroom / sleeps 2

3 of 5 match: Shared outdoor pool (heated), Sea view, Golf course on site or within 15 min walk, Microwave, Staffed property

3 of 5 filters match

Price per night from

$74

Luxury Life Villa

Priory villa

3 bedrooms / 2 bathrooms / sleeps 6

3 of 5 match: Shared outdoor pool (heated), Staffed property, Golf course on site or within 15 min walk, Microwave, Sea view

3 of 5 filters match

Price per night from

$296

Visit Glistening waters stay in Gated community

Falmouth villa

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 4 minutes

2 of 5 match: Microwave, Shared outdoor pool (heated), Staffed property, Golf course on site or within 15 min walk, Sea view

2 of 5 filters match

Price per night from

$60

The Hugh Suite

Kingston apartment

1 bedroom / 1 bathroom / sleeps 2

3 of 5 match: Shared outdoor pool (heated), Sea view, Golf course on site or within 15 min walk, Microwave, Staffed property

3 of 5 filters match

Price per night from

$87

Staffed Villa – Round Hill Resort Beach Member – Van/Driver

Hopewell villa

5 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 3 hours 33 minutes

3 of 5 match: Sea view, Staffed property, Golf course on site or within 15 min walk, Shared outdoor pool (heated), Microwave

3 of 5 filters match

Price per night from

$1,693

Extended-stay traveler, private entrance

Kingston b&b

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 34 minutes

3 of 5 match: Shared outdoor pool (heated), Sea view, Golf course on site or within 15 min walk, Microwave, Staffed property

3 of 5 filters match

Price per night from

$36

Blue sky villa,Seaside Resort

Negril house

4 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 1 hour 6 minutes

Travelers’ Choice award

4 of 5 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 5 filters match

Price per night from

$488

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.

Travelers’ Choice award

4 of 5 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 5 filters match

Price per night from

$832

Seacastle blue suite,Rose hall

St James, Montego Bay apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 27 minutes

3 of 5 match: Microwave, Staffed property, Golf course on site or within 15 min walk, Shared outdoor pool (heated), Sea view

3 of 5 filters match

Price per night from

$185

Rutland Point Villa

Negril villa

3 bedrooms / 3 bathrooms / sleeps 6

3 of 5 match: Shared outdoor pool (heated), Staffed property, Golf course on site or within 15 min walk, Microwave, Sea view

3 of 5 filters match

Price per night from

$492

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