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Vacation Rentals & Houses in Jamaica

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403 houses

JAMAICA HILLTOP PARADISE (YOUR CASTLE AWAITS YOU)

Runaway Bay house

7 bedrooms / 6 bathrooms / sleeps 14

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$1,275

Blue sky villa,Seaside Resort

Negril house

4 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 58 minutes

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$491

VILLA MARA

Mammee Bay villa

7 bedrooms / 10 bathrooms / sleeps 19

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$3,440

SplashRock Ocean View Villa ( New Upgrades)

Negril villa

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 22 minutes

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$76

Casa Bella Villa

Rose Hall villa

4 bedrooms / 5 bathrooms / sleeps 8

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$823

Eslyn Villa Runaway Bay - A Home Away From Home...

Runaway Bay villa

5 bedrooms / 5 bathrooms / sleeps 12

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$201

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.

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$1,234

2 Bedroom Luxury Sea View Villa

Ironshore villa

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 33 minutes

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$352

Family Fun! Game Lounge, Pool, Beach,Karaoke Bar, Spa, Kayak, Gym, Chef &Butler

Tower Isle villa

5 bedrooms / 6 bathrooms / sleeps 16

“My stay here was heaven on earth.” My stay on this villa was great. Everything I could imagine and more Food was delicious and authentic; not process or frozen. The master suit where I stayed was immaculate. The power shower to the huge jacuzzi bath. The king size bed made my night rest wonderful. It's felt like I was sleeping on clouds. This villa was hard for me to leave, from pool, xbox, board games and a fantastic pool why must I go outside.(lol). When I decided to go outside it was also a great and wonderful experience. I visited duns river falls, when to the hot spot night club margarita ville, oceans 11, and amnesia. We sang karaoke had great Jamaica drinks and watch the beautiful scenery. All these great attraction only 12mins tops from the villa. However my highlight of the stay is the private beach, only 2min walk from the villa. Great vacation I'm booking another stay for January andirons can't wait...

Responds fast! avg. 2 hours 20 minutes

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$630

4 Bedroom Luxury Sea View Villa

Ironshore villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 33 minutes

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$647

Luxury Escapes Montego Bay

Ironshore villa

5 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 2 hours 13 minutes

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$150

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.

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$1,398

Plantation Village 354 - Near Ocho Rios

Priory house

3 bedrooms / 4 bathrooms / sleeps 7

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$235

6 Bedroom Luxury Sea View Villa

Ironshore villa

6 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 2 hours 33 minutes

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$940

Sunspot Spot Villa - Charming 6 Bedroom Beach Front Villa Jamaica

Runaway Bay villa

6 bedrooms / 7 bathrooms / sleeps 14

Responds fast! avg. 1 hour 28 minutes

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$1,234

Tennsville

Ironshore villa

4 bedrooms / 4 bathrooms / sleeps 8

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$317

Topaz Villa

Runaway Bay villa

4 bedrooms / 3 bathrooms / sleeps 6

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$58

Beautiful New & Private Villa-- Centrally Located In Runaway Bay, Jamaica W.I.

Runaway Bay villa

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 20 minutes

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$406

Pegasus

Runaway Bay villa

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 3 hours 55 minutes

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$229

Villa Patiently Waiting

Ocho Rios villa

3 bedrooms / 3 bathrooms / sleeps 10

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$215

Studio Apartment

Ocho Rios studio

Studio / 2 bathrooms / sleeps 4

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$86

Villa Turrasann

Runaway Bay villa

3 bedrooms / 4 bathrooms / sleeps 6

Responds fast! avg. 41 minutes

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$558

*PLEASE ENQUIRE FOR SPECIAL RATES* Luxury 7 Bed Fully Staffed Beachfront Villa

Discovery Bay villa

7 bedrooms / 7 bathrooms / sleeps 14

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$3,143

Vista Views

Ocho Rios villa

4 bedrooms / 5 bathrooms / sleeps 10

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$570

Reef Winds Villa

Runaway Bay villa

3 bedrooms / 3 bathrooms / sleeps 7

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$159

Two double bedrooms

Mammee Bay apartment

2 bedrooms / 2 bathrooms / sleeps 4

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$115

*PLEASE ENQUIRE FOR SPECIAL RATES* Luxury 4 Bed Fully Staffed Beachfront Villa

Montego Bay villa

4 bedrooms / 4 bathrooms / sleeps 8

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$952

Villa Sunrise at Round Hill - 2 bedrooms

Montego Bay villa

2 bedrooms / 2 bathrooms / sleeps 4

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

All filters match

Price per night from

$1,818

Edgewater Villa - Ocho Rios - Oceanfront Villa

Ocho Rios villa

4 bedrooms / 5 bathrooms / sleeps 8

Responds fast! avg. 1 hour 5 minutes

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

All filters match

Price per night from

$1,116

These homes match some but not all of your filters. Clear all filters

Serene Room 2

Ironshore house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 5 minutes

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$77

Fantastic Great Value Property Nr Montego Bay

St James, Montego Bay house

2 bedrooms / 1 bathroom / sleeps 4

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$65

Island Blues Cottage

St. Ann's Bay house

3 bedrooms / 3 bathrooms / sleeps 6

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$165

New Kingston luxury suites

Kingston apartment

2 bedrooms / 1 bathroom / sleeps 3

Responds fast! avg. 27 minutes

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$100

The Hillman Hideaway

Kingston apartment

1 bedroom / 1 bathroom / sleeps 4

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$115

Caribbean Soul your island home

St James, Montego Bay condo

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 2 hours 3 minutes

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$117

Clarridge View Villa

Montego Bay villa

4 bedrooms / 4 bathrooms / sleeps 8

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$764

Unit 102

Ocho Rios villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 46 minutes

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$317

Unit 105

Ocho Rios villa

5 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 1 hour 46 minutes

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$635

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