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Family Friendly Holidays in Jamaica - Holiday Lettings

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1,620 family friendly properties

Holiday apartment with shared pool in Ocho Rios

Ocho Rios apartment

2 bedrooms • 2 bathrooms • sleeps 4

“Home away from Home!!” My husband and I had the pleasure of staying in Turtle Beach Towers, apt 43c. We stayed from 6/28-7/4.The owner, Jackie, was an absolute doll! She made us very comfortable, and worked with us on everything... right down to the tiniest detail. The apartment is exactly as described...with a new updated kitchen. Everything is provided....Tons of channels on cable, internet access, beautiful swimming pool, and the beach is just a few steps away. Annette the housekeeper is EXCELLENT! Very helpful, and and always available with any questions we had. Overall, this was the best apartment we have stayed in Ocho Rios! Our only complaint was that we couldn't stay longer!! Thank you for everything, Jackie! We will be back!

45 reviews

from £103 / night

£722 / week

1 / 19

Holiday villa with shared pool in Priory

Priory villa

3 bedrooms • 2 bathrooms • sleeps 6

from £144 / night

£974 / week

1 / 34

Holiday villa in Runaway Bay

Runaway Bay villa

4 bedrooms • 3 bathrooms • sleeps 6

4 reviews

from £46 / night

£321 / week

1 / 26

Holiday home rental

Port Antonio house

4 bedrooms • 2 bathrooms • sleeps 9

from £24 / night

£142 - £1,459 / week

1 / 12

Holiday villa in Runaway Bay

Runaway Bay villa

3 bedrooms • 4 bathrooms • sleeps 7

4 reviews

from £495 / night

£3,460 / week

1 / 32

Holiday apartment with shared pool in Tower Isle

Tower Isle apartment

1 bedroom • 1 bathroom • sleeps 4

5 reviews

from £75 / night

£458 - £539 / week

1 / 17

Holiday home in Boscobel

Boscobel house

3 bedrooms • 2 bathrooms • sleeps 4

4 reviews

from £35 / night

£229 / week

1 / 8

Holiday condo with shared pool, golf nearby in Rose Hall

Rose Hall condo

2 bedrooms • 2 bathrooms • sleeps 6

1 review

from £123 / night

£981 / week

1 / 14

Holiday home in Rose Hall

Rose Hall house

2 bedrooms • 1 bathroom • sleeps 6

from £63 / night

£441 / week

1 / 7

Mammee Bay holiday villa let

Mammee Bay villa

3 bedrooms • 2 bathrooms • sleeps 8

2 reviews

from £113 / night

£791 / week

1 / 35

Holiday b&b rental

Yallahs b&b

1 bedroom • 1 bathroom • sleeps 2

from £28 / night

£191 / week

1 / 20

Holiday villa with swimming pool in White House

White House villa

3 bedrooms • 2 bathrooms • sleeps 6

2 reviews

from £161 / night

£1,122 / week

1 / 22

Holiday villa in Mammee Bay

Mammee Bay villa

2 bedrooms • 2 bathrooms • sleeps 5

6 reviews

from £138 / night

£962 / week

1 / 24

Holiday villa with swimming pool, golf nearby in Runaway Bay

Runaway Bay villa

4 bedrooms • 4 bathrooms • sleeps 8

5 reviews

from £184 / night

£1,008 / week

1 / 20

Holiday condo with shared pool in Ocho Rios

Ocho Rios condo

1 bedroom • 1 bathroom • sleeps 2

2 reviews

from £51 / night

£352 / week

1 / 34

Holiday apartment rental

Buff Bay apartment

2 bedrooms • 1 bathroom • sleeps 4

from £40 / night

£281 / week

1 / 15

Ocho Rios holiday apartment let

Ocho Rios apartment

1 bedroom • 1 bathroom • sleeps 3

2 reviews

from £77 / night

£527 / week

1 / 18

Holiday villa accommodation

Discovery Bay villa

7 bedrooms • 7 bathrooms • sleeps 14

2 reviews

from £2,467 / night

£17,265 - £28,774 / week

1 / 26

Ski apartment to rent in Ocho Rios

Ocho Rios apartment

1 bedroom • 1 bathroom • sleeps 3

7 reviews

from £90 / night

£626 / week

1 / 33

Runaway Bay holiday villa rental

Runaway Bay villa

4 bedrooms • 4 bathrooms • sleeps 10

4 reviews

from £288 / night

£1,644 / week

1 / 42

Runaway Bay holiday apartment rental

Runaway Bay apartment

1 bedroom • 1 bathroom • sleeps 3

“Perfect Vacation Apt!!!” This vacation apt is the best that I have stayed. It was ideally situated near all attractions, stores, day and night activities, beaches, restaurants. I could literally walk to the nearest beach and restaurant. the apt was cozy, quiet and fully equipped for a perfect vacation, and is exactly as advertised. The owner was extremely nice and very accommodating. I would recommend Dreamy Haven in a heart beat to anyone who is looking for the perfect vacation rental.

12 reviews

from £50 / night

£346 / week

1 / 28

Port Antonio holiday villa accommodation

Port Antonio villa

2 bedrooms • 1 bathroom • sleeps 5

“Fabulous, relaxing, beautiful, private...” This was my second time staying at Tranquility, (15th trip to Jamaica), My stays at Tranquility, were by far the best! Each stay gets better and better! I love the home, it's beautiful, spacious, clean, private, and the view is priceless! It's far enough away from everything, that you have the privacy you desire, but it's close enough to experience everything Jamaica has to offer. The food the cook made was fabulous, it was wonderful to have exactly what we wanted for our meals. (Helpful if your'e vegetarian, or have special dietary needs- one of us is vegetarian and the other, not). Can't pinpoint what I like most. Meals outside with a beautiful view and flower decorations on the table, lots of sun on both sides of the house, the food, swimming pool...? I loved, loved, loved everything! All of my vacation needs were met, and then some! Can't wait to get back!

30 reviews

from £219 / night

£1,651 - £1,997 / week

1 / 11

Holiday villa with swimming pool, golf nearby in Ocho Rios

Ocho Rios villa

3 bedrooms • 3 bathrooms • sleeps 10

60 reviews

from £172 / night

£1,134 / week

1 / 91

Ocho Rios holiday studio rental

Ocho Rios studio

Studio • 2 bathrooms • sleeps 4

3 reviews

from £69 / night

£401 / week

1 / 63

St James, Montego Bay holiday condo rental

St James, Montego Bay condo

1 bedroom • 1 bathroom • sleeps 3

6 reviews

from £116 / night

£808 / week

1 / 23

Apartment rental in Jamaica

Yallahs apartment

1 bedroom • 1 bathroom • sleeps 4

2 reviews

from £43 / night

£302 / week

1 / 12

Little Bay holiday b&b rental

Little Bay b&b

4 bedrooms • 6 bathrooms • sleeps 8

from £95 / night

£659 - £5,271 / week

1 / 11

Holiday apartment in Kingston

Kingston apartment

1 bedroom • 1 bathroom • sleeps 2

3 reviews

from £62 / night

£396 / week

1 / 26

Holiday home in Portmore

Portmore house

3 bedrooms • 1 bathroom • sleeps 5

3 reviews

from £69 / night

£481 / week

1 / 1

Holiday apartment with golf nearby in Kingston

Kingston apartment

1 bedroom • 1 bathroom • sleeps 2

8 reviews

from £71 / night

£452 / week

1 / 27

Holiday apartment rental

St James, Montego Bay apartment

2 bedrooms • 1 bathroom • sleeps 7

4 reviews

from £58 / night

£344 - £464 / week

1 / 20

Runaway Bay holiday guest house rental

Runaway Bay guest house

2 bedrooms • 1 bathroom • sleeps 6

2 reviews

from £126 / night

£962 - £3,527 / week

1 / 19

Holiday guest house in Long Bay

Long Bay guest house

5 bedrooms • 5 bathrooms • sleeps 8

3 reviews

from £57 / night

£377 / week

1 / 27

Holiday condo with shared pool in Ocho Rios

Ocho Rios condo

1 bedroom • 1 bathroom • sleeps 3

“NOT a Club Med experience: exactly what I wanted” I was born and grew up in Kingston, so when my adult daughters wanted to holiday like a local, I looked for a Columbus Heights condominium. Only disadvantage is the long walk to Turtle Beach for which you have to pay a small entrance fee, but I rented a car so we wouldn't have to walk uphill to go "home." I like the architecture and the Jamaican landscaping, the view, the breeze, and being high above the bay. My daughters suffered from the mosquitoes but I think the stinging insects are far worse closer to the beach. Being close to the pool was great to relieve the humid heat without an overdose of tropical sun. I was able to engage a cook for dinners and we went food shopping together in the supermarket and the open air market on day one. Ms Brown is a lovely person and very flexible. Only the bedroom is air-conditioned which ensures a cool restful sleep. Even with the ceiling fans, you may not be comfortable inside the rest of the condo unless a breeze is blowing. The hexagonal open verandah is great except when it rains. So we really felt the vagaries of the weather and were Internet-free for a week, which is what I wanted. Driving on Main Street is a harrowing experience and not recommended for non-Jamaicans. If you walk around and stay out of hotels and hotel restaurants as we did, you will notice the poverty and the grime and you will be stared at and invited to buy many things you may not want. I admit I used my broadest Jamaican accent but even without, you will get better prices if you exchange money and ask to pay in Jamaican dollars. My US-born and bred adult daughters enjoyed the visit and the many conversations with local merchants and service workers, and we all loved the "home-cooked" Jamaican food: escoveitched red snapper, curry goat, roasted breadfruit, stewed oxtail, green bananas, ackee, festival, bammy and more. Guineps were in season and sold on street corners. If you want my kind of holiday and have a sense of humor and an appreciation of natural beauty, this rental will work for you. Janet was very responsive, helpful and a pleasure to deal with.

20 reviews

from £46 / night

£321 / week

1 / 21

Holiday apartment in Ocho Rios

Ocho Rios apartment

2 bedrooms • 1 bathroom • sleeps 4

11 reviews

from £77 / night

£572 / week

1 / 38

Holiday villa in Treasure Beach

Treasure Beach villa

2 bedrooms • 1 bathroom • sleeps 6

11 reviews

from £54 / night

£377 - £762 / week

1 / 22

Holiday home in Mandeville

Mandeville house

3 bedrooms • 2 bathrooms • sleeps 7

1 review

from £35 / night

£207 / week

1 / 38

Holiday villa with swimming pool in Mammee Bay

Mammee Bay villa

4 bedrooms • 6 bathrooms • sleeps 10

1 review

from £745 / night

£4,122 / week

1 / 22

Spanish Town holiday home rental

Spanish Town house

3 bedrooms • 1 bathroom • sleeps 4

from £95 / night

£659 / week

1 / 13

Holiday home in Jamaica

Rose Hall house

2 bedrooms • 1 bathroom • sleeps 4

2 reviews

from £97 / night

£679 / week

1 / 18

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