Family-friendly vacation rentals in Caribbean Estates, Greater Portmore

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Caribbean Estates, Greater Portmore

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Superhost

A charming wooden chalet with a shingle roof is nestled on a hillside, surrounded by vibrant gardens. Lush greenery and colorful flowers cascade down the stone wall, offering a serene view of the landscape. A covered porch extends from the front, enhancing the inviting appearance.

Home in Silver Hill Gap

4.78 out of 5 average rating, 108 reviews

Silver Hill - mountain paradise

Follow me along narrow, meandering roads, you pass the historic Copperage, once the site of barrel makers, then Irish Town, stop by the historic Newcastle or the Holywell National Park. Refresh yourself through the Green Hill rain forest and, savour the smell of the Blue Mountain Coffee being roasted in someone’s kitchen. Enjoy the beautiful hydrangeas on the wayside and wander on to Silver Hill. As you enter this property you breathe a sigh of ecstasy, “This is Heaven” These are the words that most people utter as they set foot on this property. Silver Hill, is nestled 4,200 ft in the Blue Mountains between the border of Portland and St. Andrew. It is an idyllic setting, Part of what was once the Old Silver Hill Estate and the Old Jamaica Spa. This 25 acre property boasts a small coffee plantation and 2 acres of gardens. On this property is a charming wooden chalet with shingle roof and exterior. This lovely old house overlooks its absolutely divine garden. It has its own fireplace ( which you may have to use during the winter months), a well equipped kitchen, two bedrooms, with a double bed in one room and twin beds in the other, and two bathrooms with hot and cold water. There are several walking trails and the house is located in the vicinity of the historic Cinchona Gardens. Transportation can be provided to and from the property and to other attractions in the area. A stroll through these gardens is a delight for plant lovers. The gardens are a vast expanse of blue and white agapanthus lilies, symbidium orchids and day lilies of all colours and shapes. This is undoubtedly one of the largest collection of lilies in Jamaica. Allow yourself to get lost and feast on any of the collection of subtropical fruits such as apricots, pears, plums, clementine, lychee, longhon, strawberry guavas, citrus, etc. Wander through and enjoy the warmth of the quaint cottage as you are lost in paradise. One is drawn to the patio facing the Cinchona Gardens and Top Hill. Two large magnolia trees festooned with their huge, magnificent, fragrant blooms greets you. Sit with and be tantalized by the humming birds and blue quit as the scamper by to have their daily serving of nectar from flowers all around. This is and ideal location for: 1)Bird watching 2)Hiking 3) Plant lovers 4) And just plain old relaxing in an unspoiled environment

Top guest favorite

A clean and well-maintained bathroom features a beige tile design. A wooden cabinet with a countertop holds toiletries, while neatly stacked white towels are displayed above. A mirror with a decorative frame reflects the soft lighting. A small trash bin is located beside the toilet.

Apartment in Kingston

4.92 out of 5 average rating, 163 reviews

Homey Apartment in Kingston Jamaica

This well maintained, quiet, cozy, clean and inviting apartment in the Constant Spring Area, with an electronic gate, is ideal for extended stays and perfect for small families, couples, solo vacationers and business travelers. It is centrally located and is relatively close to shopping and dining and to the major attractions in Kingston. This Apartment is in an established neighborhood. Here you will have both privacy and comfort. We love it and you will love it too. So ..., come on home.

Guest favorite

The open living area features a comfortable brown leather sofa and a dark wooden coffee table. A modern kitchen with stainless steel appliances is visible in the background, complemented by warm wooden cabinetry. Natural light enters through a window, enhancing the inviting space.

Apartment in Kingston

4.94 out of 5 average rating, 69 reviews

La Merida Suite....❤️Gated Complex

Tired of the cramped hotels? Looking for the perfect place to stay during your travel? Look no further! Introducing our amazing apartment nestled within a charming gated community in the Meadowbrook area. This cozy and comfortable unit offers the ideal combination of privacy, security, and comfort. Whether you're a solo traveler, a couple, a small group, or a business visitor, our services cater to all types of guests. You can relax and unwind in a quiet, safe, and exceptionally clean space.

Guest favorite

The living area features a comfortable sectional sofa adorned with decorative cushions. A flat-screen television is positioned on a glass coffee table, while natural light enters through the large window with modern blinds. A stylish clock and art piece add to the contemporary decor.

Home in Portmore

4.9 out of 5 average rating, 104 reviews

I Love The Oasis @ Portmore Country Club

I Love The Oasis is a modernly decorated home located in Portmore Country Club, a quiet, peaceful and family orientated gated community with 24/7 security. The house is centrally located and is within 5km of the North-South and East-West highway with travel time of 2 1/2hrs to Montego Bay, 1hr to Ocho Rios and 15 minutes to Kingston. The Oasis provides a relaxed, cozy and comfortable environment with air conditioned living and bedrooms suited for couples, families and business travelers.

Guest favorite

The entrance to the gated community features a welcoming design with bright yellow walls and a red sign displaying 'El Gabriel.' A tree-lined driveway leads to the parking area with multiple vehicles, creating a secure and accessible environment.

Apartment in Kingston

4.82 out of 5 average rating, 148 reviews

Luxury Suites #1

Newly renovated one bed room fully furnished apartment in a gated community, the bedroom features a queen-sized bed and en-suite bathroom. Fully equipped kitchen. A.C, wifi and cable. Only a stones throw away from all major amenities, gas station, grocery store and restaurants. Just perfect for a couple or the lone traveler and extremely budget friendly. Min 3 nights stay required. Guest have access to the entire apartment as well as assigned parking. Car rental services also available

Guest favorite

Home in Saint Catherine Parish

4.9 out of 5 average rating, 127 reviews

The Caymanas Villa

My place is a modern country side home that is close to golf resorts, polo clubs, beaches, the city center, with mountain side views. My place is good for couples, solo adventurers, business travelers, and families. This is a secure facility that is centrally located in Jamaica with within 1km from both north-south and east-west high way 2hrs drive to Montego bay and 20 min to Kingston. This facility has recreational spaces, such as jogging trail, swing pool, basket ball and tennis court.

Guest favorite

Guest suite in Bull Bay

4.89 out of 5 average rating, 289 reviews

Rustic Beauty Beach Front Hideaway

Just imagine yourself sunbathing on your own private balcony with the beautiful carribbean sea is right at your doorsteps. The nights when you can snuggle up and star gaze while listening to the sound of the waves. My place is close enough to the airport with a view of the planes landing and taking off and the ships entering n leaving port but just outside of the hustle and bustle of city life. If you want to relax this is the place for you to come and unwind and let us take care of you.

Guest favorite

A cozy patio area is presented with two wooden chairs positioned on a tiled surface. Sunlight filters through the surrounding grilled windows, casting soft shadows. Greenery can be seen beyond, contributing to a peaceful outdoor setting.

Apartment in Kingston

4.92 out of 5 average rating, 172 reviews

Book A Warm & Cozy Apt | Near Bob Marley Museum

SPECIAL OFFER Enjoy 15-25% discount at this highly-rated Guest Favourite property from April to May 2025. PROPERTY HIGHLIGHTS - Professionally managed property - Secure gated complex - Just moments from the: • Iconic Bob Marley Museum • Vibrant shopping centers & restaurants • Major business hubs • Pulsating Kingston nightlife Don't let this limited-time offer slip away. Book now and give yourself the getaway you deserve! Save this listing by clicking the ♥ in the upper-right corner.

Guest favorite

A welcoming living area is presented with a comfortable sofa adorned with patterned cushions. Vibrant artwork decorates the walls, and large windows provide natural light, revealing greenery outside. The space features light-colored walls complemented by warm orange accents and a decorative area rug.

Condo in Kingston

4.87 out of 5 average rating, 155 reviews

Harry and Ann’s Uptown apartment, secure, central

New 1 bedroom apartment with modern facilities in gated community 15 minutes from business district. There is free unlimited high speed wifi provided. Guests should know that enhanced cleaning protocol is in place since Covid-19. This location is perfect for either the business traveler who wants to work from home from or that couple wanting privacy but closeness to the action or the national returning home wanting a place to settle before making a permanent move.

Guest favorite

A living area is showcased, featuring a large window with wooden blinds and a view of greenery outside. A comfortable brown furniture piece is positioned alongside a white chair, while a wall-mounted TV is visible. The space is bright with natural light and has a warm wooden floor.

Apartment in Kingston

4.82 out of 5 average rating, 118 reviews

New Kingston Comfort Zone

Apartment is situated in the heart of Kingston. Recently remodeled, tastefully furnished, super clean, comfortable and with good hillside view. Walking distance from restaurants, supermarkets, pharmacies, clubs and health care facilities. TV and air conditioning in spacious bedroom and living area. AIRPORT PICK UPS & TAXI SERVICE available at additional cost. Apartment is located on the second story. You will be required to walk two (2) flights of stairs.

Guest favorite

A modern bathroom features a glass-enclosed shower with a sleek, chrome showerhead. A wooden vanity with a granite countertop holds a mirror and sink. Soft, white towels are neatly arranged on a glass shelf. The floor is tiled in a light shade, enhancing the overall brightness.

Apartment in Kingston

4.9 out of 5 average rating, 126 reviews

Shan's Manor.... Excellent Location!!!

Relax in this luxurious 2 bedroom, 2.5 bathroom apartment in a gated complex located in the middle of everything! It's close to restaurants, parks, art&culture. The Sovereign Centre is just right across the street. The US Embassy & major attractions (including Bob Marley Museum) are within a 10 min walk from the apartment. Whether your trip is for business or pleasure you will find this apartment ideal. Prime Location!! Rental Car available upon request!!

Superhost

Apartment in Kingston 20

4.75 out of 5 average rating, 4 reviews

Cozy Garden Suite near Usain Bolts' Restaurant

This gem in Kingston, Jamaica is only 7 mins away from the best restaurants and shopping cozied up in a garden so you can feel at home. The unit is equipped with 2 bedrooms, queen-sized beds, en-suite bathrooms, closet, TV, cable, & air-condition. Full kitchen with a coffee maker, cups, plates, utensils, pots and a kettle. Complimentary sachets of coffee, and Jamaican snacks. Perfect for a couple, a couple of friends, or business travelers

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What guests are saying

Jacaranda home gated With AC and 24 hrs security

4.83 out of 5 average rating, 6 reviews34 months ago

Hey guys you could check out Alene's place at Jacaranda in spanish town old harbour road its a great i deal place for a vacation for any single or couple to stay there, its very affordable well secured, clean and comfortable i always great when i came here so you could check it out okay its great.👍

Home in Spanish Town

What guests are saying

Cozy Family Apartment in Kingston

4.66 out of 5 average rating, 61 reviews9 months ago

It was such a pleasure to stay at Couvator’s apartment. We enjoyed meeting Tommy as he was interesting to talk to and helpful with our questions. The apartment was very comfortable and the neighborhood was perfect. It was within walking distance of the Bob Marley Museum and close to Devon House. There was a shopping center and supermarket a few blocks away. The area was well cared for and safe. We would definitely recommend Couvator’s apartment.

Apartment in Kingston

What guests are saying

Smile Orange New Kingston

4.92 out of 5 average rating, 116 reviews19 months ago

Our family stayed at this location during an emergency visit to Jamaica. We wanted a place that was modern in a safe environment. This apartment met our expectations. Chris and Lisa were very responsive and we're grateful to have stayed at a place that felt like home. I was also pleased that I was able to work remotely without any internet disruptions for over 2 weeks. I highly recommend this location - it's perfect for a family, couple or single.

Apartment in Kingston

What guests are saying

Cozy, newly renovated Harbour View house

4.69 out of 5 average rating, 64 reviews3 weeks ago

I loved where it was located, it was very nice and quiet. The house was very nice and secure. Also the host was very friendly and nice. There’s a plaza nearby where I could walk to. The best thing was it is very close to the highway if you wanted to go into the city or take a trip to the countryside.

Home in Harbour View

What guests are saying

Central, High Speed Wi-Fi wkly & mthly discount

4.9 out of 5 average rating, 79 reviews3 months ago

Lauren’s home is definitely my home away from home! This was my first Airbnb stay in Jamaica and I enjoyed my 2 weeks stay at the property. The check-in process was simple, the bedroom/linens, bathroom, kitchen, living room were clean and functional. The property has two full bathrooms, one upstairs in the bedroom and the other downstairs - this was convenient especially if you have visitors over. I felt safe at the property - there is 24-hr security present at the gate. The icing on the cake for me are the hosts, Lauren and Conrad - very communicative and ready to assist and provide needed recommendations. The property is conveniently located in close proximity to local restaurants, supermarkets, pharmacies etc. if your concerns are related to location, safety, communicative host, clean and functional property/amenities, then I recommend this property. You will thank me after your stay! Thanks Conrad and Lauren for hosting me - I will DEFINITELY STAY HERE AGAIN!

Condo in Kingston

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