Vacation Rentals & Houses in Jamaica

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133 houses

Match: Private outdoor pool (heated) Swing set or jungle gym

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Price per night from

$1,720

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Dragon fly cottage overlooking Caribbean sea

Cave cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 10 minutes

1 of 2 match: Private outdoor pool (heated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$102

Willows villa

St. Ann's Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$281

Bougainvillea House - Unreserved Luxury

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Swing set or jungle gym, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$2,533

Fire fly cottage with ocean view

Cave cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 10 minutes

1 of 2 match: Private outdoor pool (heated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$80

Studio27 by the POOL

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (heated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$92

The Heart of Kingston

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Private outdoor pool (heated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$98

Living Akashi (Bamboo Villas & Tropical Food Island (Nature Lovers Delight)

Port Antonio villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private outdoor pool (heated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$138

Jam Vibes Villas Luxury Retreat in Drax Hall Ocho Rios

Ocho Rios villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$115

Shotover Gardens Estate - cottage with pool

Port Antonio log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Swing set or jungle gym, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$58

Island Breeze Villa

Montego Bay villa

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$328

Serenity on the Beach - 4 Bedroom Villa at Montego Bay - Book Now

Hopewell villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Swing set or jungle gym, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,324

Nickel's Garden Villas

Montego Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$118

Turtle Towers Ocho Rios Jamaica

Ocho Rios studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private outdoor pool (heated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$115

The Main Room at Kingston Cottage

Kingston b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private outdoor pool (heated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$104

Jen 'N Ive's

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private outdoor pool (heated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$98

BELLA VISTA TROPICAL RETREAT-Penthouse Queen Suite

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private outdoor pool (heated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$138

Tropical Vibes

St. Ann's Bay bungalow

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (heated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$161

The Emerald

Boscobel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (heated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$92

SandCastles C9

Ocho Rios studio

  • Studio
  • 1 bathroom
  • sleeps 3

1 of 2 match: Private outdoor pool (heated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$104

The Marina Villa Ocho Rios Drax Hall Jamaica

Ocho Rios villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (heated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$458

Bali Hai - Rejuvenate and Recharge

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Swing set or jungle gym, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$2,048

Bumpers Nest Villa - Elegant Caribbean Living

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Swing set or jungle gym, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$2,980

Bella Vista Villa - Highest Standards of Luxury and Comfort

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Swing set or jungle gym, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$3,932

*PLEASE ENQUIRE FOR SPECIAL RATES* Luxury 5 Bed Fully Staffed OceanFront Villa

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Swing set or jungle gym, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,803

Little Waters on the Cliff - Simply Exceptional

West End villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Swing set or jungle gym, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$975

Effies Seaside Apartment With Pool

Duncans apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Responds fast! avg. 2 hours 28 minutes

1 of 2 match: Swing set or jungle gym, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$226

Penthouse In Paradise, 3 bdrm incl. housekeeper

Montego Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 0 minutes

1 of 2 match: Private outdoor pool (heated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$373

Coolshade Villa - Richmond - Ocho Rios

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$207

The Havendale Vacation Haven

Kingston house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (heated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$75

3BD Villa Including Housekeeper/ Airport Transfers

St. Ann's Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$207

3 BD VILLA INCLUDES HOUSEKEEPER/AIRPORT TRANSFERS

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$276

KINGSTON COTTAGE - Tropical Serenity - B&B

Kingston cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Exceptional service and amenities” Natalee and Barbara provided warm genuine hospitality during our stay. Breakfast was on time and exquisite every morning, a little Jamaican food, a little continental fare, your wish is their command. The facilities were clean, comfortable and the internet access fast. It was as if you were staying in a luxury resort. The hidden secret is the flora, if you like flowers, if you like orchids, you will be delighted in your stay. There are orchids of every color and type in the gardens which are a botanists dream.

1 of 2 match: Private outdoor pool (heated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$104

2 Bedroom Apt, 6 Minutes away from Airport Montego Bay

Montego Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Looks exactly like the pics.” I would stay here every trip to Mo Bay!!! The owner met me at the airport on time, was friendly and offered a ride. Since I already had a ride we followed him to the property. If I was not with a local I would of got lost for it was several twist and turns before entering the locked gates of the property. Close drive to everything. The neighbors were friendly. As I entered the 3rd floor apartment it felt like home. Every room looks like the pictures posted. We were provided pots, utensils, plates, drinks (liquor), wifi, cable, stereo system, telephone, linens, basically everything as if you were home except for food. Ac is only in the master bedroom however there was a breeze during the day (please note I traveled in October when it is much cooler in Jamaica). The first day I took a cold shower but the rest of the days I had hot water. I like nice views and I could see the ocean from the living room. Thanks Ian!!!

Responds fast! avg. 3 hours 53 minutes

1 of 2 match: Private outdoor pool (heated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$80

Sandcastle Resort - Seaview STUDIO apartment

Ocho Rios studio

  • Studio
  • 1 bathroom
  • sleeps 3

1 of 2 match: Private outdoor pool (heated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$94

Sea Breeze Villa at Coolshade - Ocho Rios - St.Ann

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$184

Your Jamaica Vacation Home with Car

Spanish Town house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

1 of 2 match: Private outdoor pool (heated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$101

"Home Sweet Home" - - Pool/Gym/Clubhouse/Cafe

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 46 minutes

1 of 2 match: Private outdoor pool (heated), Swing set or jungle gym

1 of 2 filters match

Price per night from

$138

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