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Vacation Rentals & Houses in Jamaica

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The Hillman Hideaway

Kingston apartment

1 bedroom / 1 bathroom / sleeps 4

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

4 of 5 filters match

Price per night from

$99

Ocho Rios penthouse

2 bedrooms / 6 bathrooms / sleeps 6

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

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Price per night from

$283

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 indoor pool, Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 5 filters match

Price per night from

$1,385

JAMAICA HILLTOP PARADISE (YOUR CASTLE AWAITS YOU)

Runaway Bay house

7 bedrooms / 6 bathrooms / sleeps 14

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

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Price per night from

$1,332

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 indoor pool, Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

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Price per night from

$614

Breathless Manor

Falmouth house

3 bedrooms / 3 bathrooms / sleeps 7

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

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Price per night from

$74

Cool shades gated estate

St. Ann's Bay house

3 bedrooms / 2 bathrooms / sleeps 6

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

4 of 5 filters match

Price per night from

$129

Pegasus

Runaway Bay villa

4 bedrooms / 4 bathrooms / sleeps 8

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

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Price per night from

$239

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

4 of 5 filters match

Price per night from

$523

Beautiful Waterfront Studio

Negril studio

Studio / 1 bathroom / sleeps 2

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

4 of 5 filters match

Price per night from

$148

Tennsville

Ironshore villa

4 bedrooms / 4 bathrooms / sleeps 8

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

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Price per night from

$331

Rose Hall villa

4 bedrooms / 5 bathrooms / sleeps 8

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

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Price per night from

$860

Stunning 5 Star Ultra Luxe Jewel Grande Mobay Gold

Rose Hall condo

1 bedroom / 2 bathrooms / sleeps 4

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

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Price per night from

$245

Plantation Village 354 - Near Ocho Rios

Priory house

3 bedrooms / 4 bathrooms / sleeps 7

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

4 of 5 filters match

Price per night from

$246

Beautiful Luxury 1 BDRM Condo

St James, Montego Bay condo

1 bedroom / 1 bathroom / sleeps 3

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

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Price per night from

$171

Villa Turrasann

Runaway Bay villa

3 bedrooms / 4 bathrooms / sleeps 6

Responds fast! avg. 41 minutes

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

4 of 5 filters match

Price per night from

$583

Unit 103

Ocho Rios villa

3 bedrooms / 4 bathrooms / sleeps 9

Responds fast! avg. 1 hour 46 minutes

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

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Price per night from

$442

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 indoor pool, Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

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Price per night from

$86

Beautiful Oceanfront Studio with Mezzanine, Water lovers Paradise!

Ocho Rios studio

Studio / 1 bathroom / sleeps 2

“Perfect!” Our stay at afiba View was simply perfect. The sea on one side of house and a private pool on the other. What else could you ask for? Oh yeah, and there's an amazing sun deck with walk out snorkeling in a private little cove! Once you figure out the route taxi, which takes about 2 seconds, you're free to go anywhere along the coast of Jamaica for about $1.25. I cannot recommend this villa enough. Sade is a wonderful host who answered all of my questions and made sure we enjoyed paradise as much as possible. This was our second trip to afiba and we're already trying to figure out when we can return. Can't wait!

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

4 of 5 filters match

Price per night from

$101

Unit 102

Ocho Rios villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 46 minutes

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

3 of 5 filters match

Price per night from

$331

Villa Sweet Villa, Montego Bay - 3 Spacious Ensuite Bedrooms

Ironshore villa

3 bedrooms / 4 bathrooms / sleeps 6

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

4 of 5 filters match

Price per night from

$1,351

Happy Villa – The Splendor of Fairy Hill

Boston Bay house

2 bedrooms / 3 bathrooms / sleeps 4

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

4 of 5 filters match

Price per night from

$78

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 indoor pool, Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 5 filters match

Price per night from

$52

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 indoor pool, Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 5 filters match

Price per night from

$126

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 indoor pool, Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 5 filters match

Price per night from

$2,620

Heartease Suites 1

Kingston apartment

1 bedroom / 1 bathroom / sleeps 2

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

3 of 5 filters match

Price per night from

$74

Unwind at Richmond (near Ocho Rios)

Priory house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 58 minutes

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

3 of 5 filters match

Price per night from

$142

Luxury Life Villa

Priory villa

3 bedrooms / 2 bathrooms / sleeps 6

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

3 of 5 filters match

Price per night from

$295

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 indoor pool, 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 indoor pool, Sea view, Golf course on site or within 15 min walk, Microwave, Staffed property

3 of 5 filters match

Price per night from

$86

Extended-stay traveler, private entrance

Kingston b&b

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 25 minutes

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

3 of 5 filters match

Price per night from

$46

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 indoor pool, Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 5 filters match

Price per night from

$487

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 indoor pool, Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 5 filters match

Price per night from

$824

Rutland Point Villa

Negril villa

3 bedrooms / 3 bathrooms / sleeps 6

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

3 of 5 filters match

Price per night from

$491

Island Blues Cottage

St. Ann's Bay house

3 bedrooms / 3 bathrooms / sleeps 6

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

2 of 5 filters match

Price per night from

$172

Serene Room 2

Ironshore house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 5 minutes

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

2 of 5 filters match

Price per night from

$80

Fantastic Great Value Property Nr Montego Bay

St James, Montego Bay house

2 bedrooms / 1 bathroom / sleeps 4

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

2 of 5 filters match

Price per night from

$68

Viewing 38 of 1,570
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