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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Guest favorite

An outdoor seating area features dark wicker furniture with bright turquoise cushions, providing a comfortable space for relaxation. The view includes a landscaped yard with palm trees and a swimming pool, outlined by a wooden pergola and surrounded by vibrant greenery.

Home in Portmore

4.86 out of 5 average rating, 198 reviews

🏝🏝HIDDEN GEMS 💎 💎 🏝🏝 Vacation Home 🏡🏞

This carefully designed house is ideal for persons looking for a cool refreshing modern and comfortable vacation stay . It is perfectly located in quiet and secure gated community Phoenix park village ,in the well developed sunshine city of portmore st catharine . It is most suitable for you because of its convenient access to all it has to offer around it ,its famous helshure beach, movie theater ,shopping malls ,clubs ,restaurants etc . it is the place for families ,couples, or just friends

Guest favorite

An open-concept living area features a dining table set for four with white plates and orange accents. A comfortable gray sofa is positioned nearby, accompanied by decorative pillows. A ceiling fan hangs above, complementing the natural light from large windows.

Home in Portmore

4.92 out of 5 average rating, 51 reviews

Cozy Home Caribbean Estates

Forget your worries in this spacious and serene space, one bedroom with king size bed, with AC and ceiling fan. Open concept design with spacious sitting room, dining and kitchen with ceiling fans . The kitchen is fully equipt with modern appliance and all the appurtenances that will make for a lovely vacation. The home is located. near Sovereign shopping mall, Pricesmart, supermarkets, restaurants, kentucky, Burger King, cinema, and We are only 10 minutes drive from the famous Hellshire Beach

Guest favorite

An open living and dining area is featured, showcasing a modern chandelier and a TV positioned across from two comfortable sofas. A wooden dining table is visible, surrounded by sturdy chairs. Natural light enters through large windows, enhancing the spacious ambiance.

Home in Portmore

4.9 out of 5 average rating, 48 reviews

Caribbean Comfort Gated: Cozy Elegance, 3 bedrooms

Welcome to Estate Comfort, nestled in a secure gated community. This luxurious 3-bedroom Airbnb has spaciousness and style with 4 cozy beds; each room offers comfort and elegance. Perfect getaway for family, friends or business travelers. Revel in peace of a private neighborhood and enjoy the convenience of nearby attractions. Vacation is more than just a stay; it's an experience of relaxation and convenience. Book now. FYI: The inside Stairs does not access upstairs, access is from outside.

Top guest favorite

A modern home is surrounded by well-maintained landscaping, featuring a manicured lawn and colorful flower beds. A curved pathway of stones leads to the entrance, which is highlighted by a decorative lantern. Nearby palm trees add to the inviting outdoor setting.

Home in Saint Catherine Parish

4.9 out of 5 average rating, 133 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

The kitchen area features modern appliances, including a stainless steel refrigerator and oven. A round glass dining table is accompanied by four black chairs with a zebra pattern. Natural light enters through the window, illuminating the granite countertop and cabinetry.

Home in Portmore

4.81 out of 5 average rating, 67 reviews

Dream Villa #Hellshire Beach, Fish & Festival

This warm and inviting transitional decor style home is modern but functional and equipped with appliances to provide convenience and comfort. Located in the serene gated community of Caribbean Estates, it's 8 mins away from popular beaches in Hellshire and the Twin Sisters Caves attraction. Supermarkets, pharmacies, gas stations and shopping malls plus new movie theatre are 3 mins away. It's also 7 mins away from both the north and south coast highways and only 20 mins from Kingston!

Top guest favorite

A vibrant garden surrounds a bungalow, featuring colorful plants and natural stone accents. The well-maintained lawn leads to a cozy seating area by the entrance. Lush greenery provides a natural backdrop, while a clear sky adds to the serene atmosphere of the surroundings.

Home in Portmore

5 out of 5 average rating, 23 reviews

HydeAway Homes| Garden |AC| Wifi| Gated Community

Take a break and unwind at HydeAway Homes - A peaceful garden oasis. We are located in a gated community that has 24/7 manned and armed security. Our beautiful bungalow home has 2 bedrooms and 1 bathroom and is thoughtfully designed with you in mind. It is nestled within a thriving garden planted by your hosts just for you. 🌴🌺🌺🌴 Take a step to the backyard and you will find growing fruit trees and an open space for you to enjoy. Please enjoy our high-speed wifi & self check-in.

Guest favorite

A cozy bedroom features a queen-sized bed adorned with a light-colored bedspread and decorative pillows. Bright yellow walls create a warm ambiance, complemented by artwork above the headboard. Natural light enters through sheer curtains, and a bedside table holds a small arrangement of flowers and a book.

Home in Portmore

4.9 out of 5 average rating, 153 reviews

★ Suite Comfort ★ Classic and Modern City Haven ☀

Welcome to Phoenix Park Village.This house is located in the beautiful city of Portmore. Whether you are here on business or pleasure, you will find that this home will suit all your needs. This flat is tastefully decorated and equipped with modern furniture and appliances, Free Wifi, Smart TVs with fire stick for home entertainment streaming, Internal Washer, hot water pipes, AC Units and Ceiling Fans. Nothing but elegance and comfort for the ultimate JAMAICAN VACATION!

Guest favorite

A modern dining area is showcased with a round white table surrounded by four sleek gray chairs. Fresh yellow flowers are placed in the center. Natural light floods the space through a decorative window, highlighting the adjacent kitchen and laundry appliances.

Home in Portmore

4.85 out of 5 average rating, 126 reviews

GATED COMMUNITY!! 2BR/1BA Home Portmore/Jamaica!

Relax with your family, This place can host up to 6 people, this house have air conditioning in "ALL" rooms. This house also includes a washer & dryer, high-speed internet WIFI, along with smart 4K TV’s. Rest assured with 24 hour security on premises in this gated community. Don’t want to cook? this house is 8 minutes away from popular restaurants and 20 to 35 minutes from Kingston and Norman Manley International Airport Depending on traffic. Why wait Book now!!!!

Top guest favorite

A comfortable living area features two light-colored sofas accented with yellow cushions, set against a backdrop of pale blue walls. A colorful area rug covers the polished tile floor, and large windows are dressed with flowing blue curtains that allow natural light to fill the space.

Home in Portmore

5 out of 5 average rating, 17 reviews

D'Anna's Place

Welcome to our exclusive Caribbean Estate gated property. Prepare to be enchanted by the perfect blend of privacy, luxury, and tropical beauty that awaits you. As you enter the gates of our estate, you'll be greeted by a world of elegance and tranquility. The lush gardens, swaying palm trees, and vibrant flowers create a breathtaking backdrop for your Jamaican getaway. With security and privacy at the forefront, you can fully unwind and indulge in a worry-free vacation.

Guest favorite

The exterior of a bungalow-style home is displayed, featuring a welcoming entrance with a decorative door and a large arched window. Lush greenery surrounds the entrance, complementing the warm earth tones of the building. The roof is sloped, providing an inviting architectural detail.

Home in Portmore

4.9 out of 5 average rating, 58 reviews

Comfortable 2 bedroom Home in gated community

Welcome to our beautiful, clean and comfortable vacation home. Located in the quiet and secure Caribbean Estates community, the house is located within 15 minutes of the Fort Clarence and Hellshire beaches and all the major commercial areas of Portmore. We offer two lovely bedrooms, a bathroom, living, dining and kitchen equipped with all the amenities for your comfort. Both bedrooms have AC. Living room has a smart TV and kitchen is equipped.

Guest favorite

The exterior of a single-story house is seen under a partly cloudy sky. It features a light beige façade with white trim around the windows and door. Two large windows flank the central entrance, offering a welcoming appearance, while a flat, paved area leads to the entrance.

Home in Portmore

4.97 out of 5 average rating, 38 reviews

"Exquisite, holiday home in Portmore".

Set in the beautiful sunshine community of Portmore, Phoenix Park is a beautiful, tranquil gated community in Portmore. This community is newly built and boast amenities such as gazebo, kiddies park, football field, and 24hrs security. The house has 1 bedroom and 1 bathroom, dining room, living room and kitchen. The house has an open concept with wireless internet, HD smart television with cable and air conditioning units in the bedroom.

Guest favorite

The living area features a spacious sectional sofa adorned with decorative cushions. A contrasting armchair with a throw is positioned nearby. A glass coffee table sits on an area rug, complementing the blue walls and providing a cozy ambiance.

Home in Portmore

4.91 out of 5 average rating, 109 reviews

The Oasis @ Portmore Country Club

In the heart of Portmore lies The Oasis vacation home, a modern decorated home located in Portmore Country Club community, a quiet, peaceful and family orientated gated community with 24/7 security. So on your next visit to Portmore, you are welcome to stay with us and relax in the comfort of air conditioned bedrooms and living rooms in a house fully equipped with all the amenities you need for a true home away from home experience.