Family-friendly vacation rentals in Old Harbour

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.

4.84 out of 5 average rating, 238 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

KitchenFamilyAmenities

A single-story home with a welcoming front porch is showcased. Light yellow and creamy white exterior walls are complemented by a manicured lawn and garden. A small outdoor table and chairs are set on the porch, with a pathway of stones leading to the entrance.

4.76 out of 5 average rating, 34 reviews

Cool Cozy Cottage II. 2 bedroom oasis Free parking

This beautiful 2 bedroom 1 bathroom home is located in the peaceful community of Aviary Old Harbour. Relax in comfort in Queen size bed, main room with ac. The second room is equipped with two twin beds and an ac unit. 24hrs camera that monitors the entrance. The location gives easy access to the Highway leading to Kingston, Ocho Rios and Montego Bay and also to Mandeville. Enjoy modern amenities with access to wifi and our outdoor verandah. Checkin with through the use of our key box system.

KitchenIndoor spacesComfort

4.96 out of 5 average rating, 273 reviews

Cabin in Liguanea

City Nirvana |Perf Location | Unwind & Enjoy

You're invited to enjoy our safe urban retreat- hidden in plain sight- a wooden cabin, located next to City Cabin in the vibrant Liguanea area. Reconnect with nature, enjoy amazing mountain views, stroll through our verdant garden and listen to birds at day and creatures at night. The perfect base for exploring the Bob Marley Museum, Devon House, restaurants, coffee shops, stores, supermarkets some within walking distance, others a short ride away. Welcome, be our guest, we'd love to host you!

FamilyKitchenWifi

4.95 out of 5 average rating, 93 reviews

Nicely Furnished-1BR/24hr Sec./AC/Fast Wi-Fi/ NHV4

Come relax a while at this centrally-located place in New Harbour Village. Located on a quiet street this home is clean, comfortable and cozy with a stylish design. Enjoy waking up in a comfy queen-size bed, having a warm rain shower bath, eating your choice of foods and selecting your choices for entertainment. You will be two minutes away from the Old Harbour Town Centre where you can enjoy local foods, shopping and round town travels. What are you waiting for? Come! You will love it here.

Indoor spacesKitchenDecor

The exterior of the home features a secure metal gate adorned with a sunburst design. Light-colored walls contrast with the gray driveway. A large window allows for natural light, complementing the modern architectural lines of the structure.

4.87 out of 5 average rating, 31 reviews

The Cherryhill of Old Harbor

Welcome to The Cherryhill – Your Home Away from Home in Old Harbor. Escape to comfort and convenience at The Cherryhill, a modern 2-bedroom, 1-bathroom home located in the brand-new Whim Estates gated community in Old Harbor, St. Catherine. Perfect for families, couples, or small groups. This cozy retreat offers everything you need for a relaxing stay. Enjoy a clean, secure environment just a short drive from both Spanish Town and May Pen, Clarendon, an ideal base for exploring Jamaica.

FamilyKitchenGetting around

A comfortable living area features a spacious sectional sofa, complemented by a coffee table and inviting decorative accents. Bright artwork depicting beach scenes adorns the wall, while a dining table with chairs is positioned nearby, enhancing the functional layout of the open space.

4.97 out of 5 average rating, 35 reviews

Camerons Cove-378 Home in Whim Estates Old Harbour

A cozy and well-appointed space designed for comfort and relaxation in a gated and secured community. Located in a convenient and desirable area, you’ll love the warm and welcoming atmosphere, perfect for families, couples, or solo travelers. What makes it so special is the thoughtful amenities, stylish decor, and personalized touches that make you feel right at home. Whether you’re looking for a peaceful retreat or easy access to local attractions, we offer you an unforgettable stay.

KitchenIndoor spacesTV

5 out of 5 average rating, 23 reviews

Cameron's Paradise

Welcome to Cameron's paradise !!! Where Comfort Meets Style!This enchanting retreat offers a serene oasis in the heart of old harbour 25 mins from Norman Manley airport Enjoy a modern 2-bedroom retreat with self check-in and cozy living space. Stay cool with AC, connected with free Wi-Fi, and take advantage of convenient laundry access—all in a safe, secure environment. Perfect for families, couples, or business travelers seeking a stylish and peaceful getaway. #Cameron's paradise

FamilyKitchenAccuracy

4.96 out of 5 average rating, 103 reviews

Elegant 2BR, Pool, Gym & Games Room - Book Now

Make lasting memories with your loved ones at this family-friendly 2-bedroom retreat! The home is fully furnished with modern comforts and features a vibrant games room for endless fun, plus access to a pool and gym for all ages to enjoy. With plenty of room for everyone, the home combines relaxation, entertainment, and convenience. Located just minutes from town, you’ll have quick access to restaurants, shops, and local attractions, making it easy to plan family outings.

KitchenIndoor spacesAccess

A well-appointed bedroom features a spacious bed with a cozy blanket and decorative pillows. The green curtains frame the window, while a sleek dresser is positioned against the wall. An air conditioning unit is mounted above, providing comfort during warm days. Inset is an image of the pool area.

4.78 out of 5 average rating, 59 reviews

Chillax Manor Your Private Oasis for Relaxation

Get this entire space with Pool access! Nestled in a gated community, Chillax Manor is perfect for your next getaway. The Manor offers you a luxury hotel feel. It is the getaway that your family will enjoy while being centrally located place to everything. You deserve to chill in this impeccable two-bedroom, one-bathroom peaceful spot with a pergola. Chillax Manor is also equipped with the necessary toiletries and a few complimentary beverages/snacks.

KitchenIndoor spacesLong stay

4.92 out of 5 average rating, 13 reviews

Serene Retreat in Gated Community - Entire Home

Escape to Serenity at Whim, a stylish 2-bedroom modern home within a 24-hour gated community with security, ideal for long-term stay. This unique retreat offers a calm, grounding energy with its whimsical, warm-inspired decor. Featuring a fully-equipped kitchen, air conditioning in all rooms, a tranquil bedroom, and a spacious living area, it comfortably accommodates 2-4 guests. Experience a peaceful getaway where every moment feels intentional.

FamilyIndoor spacesComfort

4.78 out of 5 average rating, 23 reviews

The Surada Bay

Welcome to The Surada Bay, here you'll enjoy our newly remodeled home in the gated community of Colbeck Manor(with 24hrs security) enjoy our beautifully decor listing with modern furnishings that will make you feel right at home. We're equipped with a Samsung smart TV, Netflix and WIFI to keep you connected with your love ones. "if you forgot it" no worries we have it 😉

Indoor spacesLocationValue

4.74 out of 5 average rating, 19 reviews

Lovely 1 bedroom apt at Colbeck manor +pool & gym

This is a newly constructed self contained premium listing with modern decor an thoughtful touches.This property located in the New gated community of colbeck manor old-harbour. Just 3 minutes from highway 2000 entrance/exit. Restaurants. bars,church, atm,kfc,jerk center and police station just 3 minutes .

Indoor spacesSleep qualityValue

Popular amenities for Old Harbour family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.88 out of 5 average rating, 8 reviews

A family-sized bathroom is equipped with a jacuzzi and basic sanitary fixtures. A pedestal sink is positioned beside a modern toilet, both accented by branded floor mats. The space features a soft light and a tidy arrangement of toiletries on surfaces.

Condo in Sandy Bay

PAARJ Cosy Retreat with Pool & Electric Gate Apt#2

Getting aroundComfortHospitality

4.84 out of 5 average rating, 25 reviews

Harmony Suites @ The Concierge 4BD RM.

Indoor spacesFamilyAccuracy

The image presents a modern condominium building featuring multiple stories with distinct color patterns. Large windows offer ample natural light, while balconies extend from the upper floors. The rooflines are elegantly designed, contributing to the contemporary aesthetic of the architecture.

4.86 out of 5 average rating, 105 reviews

Kingston - Centrally located luxury apartment

KitchenIndoor spacesValue

4.93 out of 5 average rating, 44 reviews

Loft in Constant Spring

Elegant & Premium 3-Bedroom Loft Condo

FamilyKitchenCondition

A spacious bedroom is furnished with a large wooden bed, accompanied by white linens and decorative pillows. A window with sheer burgundy curtains allows natural light to enter. Artwork adorns the walls, and a small desk and chair are positioned next to a flat-screen television.

4.86 out of 5 average rating, 165 reviews

Alluring 1 Bedroom Penthouse Suite/ Priv. Terrace

KitchenIndoor spacesQuiet

4.7 out of 5 average rating, 23 reviews

Home in Kingston

Sky High home with panoramic Kingston views

KitchenIndoor spacesBathroom

5 out of 5 average rating, 8 reviews

Caribbean Estate gated 5 bedrooms, 6 beds comfort

Indoor spacesFamilyCleanliness

A vibrant two-story house is displayed, featuring a yellow exterior with white accents. A balcony spans the upper floor, supported by decorative columns. The entrance is framed by large garage doors, while a secure black gate separates the property from the street.

4.88 out of 5 average rating, 43 reviews

Nate Luxury Stay airbnb

KitchenIndoor spacesBackyard

Family- and pet-friendly home rentals

A swimming pool is set against a backdrop of natural greenery and a multi-story building. The pool features a light blue surface with grey stone tiling along the edges. Large windows line one side, allowing for natural light and views of the surrounding area.

4.79 out of 5 average rating, 109 reviews

Penthouse w/ Free Wifi/ Pool/ Gym/ Great Location

Indoor spacesFamilySleep quality

4.67 out of 5 average rating, 15 reviews

Tallawah Oasis

Indoor spacesKitchenComfort

5 out of 5 average rating, 4 reviews

Home in Spanish Town

Palm Gate Retreat

LocationCheck-inHospitality

4.87 out of 5 average rating, 31 reviews

Home in Spanish Town

Cool & Cozy Retreat in Jacar Homes

FamilyIndoor spacesTV

4.9 out of 5 average rating, 10 reviews

Shining Star

Indoor spacesHospitalityCondition

4.91 out of 5 average rating, 11 reviews

Home in Caymanas

Luxury Beyond Experience Oasis

FamilyQuietHospitality

A spacious sleeping area features a large bed with a simple white coverlet. Decorative wooden posts frame the headboard. Two nightstands with lamps are positioned on each side. Soft fabric curtains partially cover two windows, allowing natural light to enhance the warm yellow walls.

4.95 out of 5 average rating, 19 reviews

Mckoy's Place

FamilyKitchenCleanliness

A spacious outdoor area features a large swimming pool with a jacuzzi adjacent to it. The pool is surrounded by sunlit stone decking and complemented by a yellow and brown house with large windows and a welcoming entrance.

5 out of 5 average rating, 4 reviews

Cozy Manor

HospitalityLocationCleanliness

Family-friendly home rentals with a pool

A bright and airy living area features a large sectional sofa and a coffee table, complemented by a flat-screen television mounted on the wall. Sunlight filters through sheer curtains, illuminating the space and offering views of the balcony with outdoor seating.

4.92 out of 5 average rating, 215 reviews

Light &Bright 1-bedroom Apartment w pool

FamilyIndoor spacesGetting around

A spacious backyard is showcased with a large pool surrounded by a tiled deck. A cedar wood gazebo is visible, featuring seating and umbrellas for shade. Lounge chairs are positioned beside the pool, inviting relaxation. The house is seen in the background with a door leading to a utility area.

4.96 out of 5 average rating, 95 reviews

Chillax Island Stay – Private Pool & Gazebo

FamilyIndoor spacesBathroom

4.9 out of 5 average rating, 20 reviews

Charming Oasis Getaway

FamilyKitchenValue

Home in Saint Catherine Parish

A comfortable living area is presented, featuring two gray sofas with decorative cushions in shades of green and blue. A large flat-screen television sits atop a sleek glass stand. Bright curtains in alternating colors frame the windows, enhancing the room's cheerful ambiance.

4.99 out of 5 average rating, 108 reviews

Sleep Easy, Relax in Comfort

Indoor spacesFamilyAmenities

An open-plan living space is displayed, featuring a stylish dining area with a large table set for meals. Natural light pours in through large windows, while a modern kitchen with granite countertops provides a seamless connection to the living area. Soft furnishings enhance the cozy atmosphere.

4.76 out of 5 average rating, 33 reviews

The Geenie Gates - Fully Air Conditioned

Indoor spacesFamilyDecor

4.95 out of 5 average rating, 39 reviews

Luxe Oasis. King Suite. Pool. Gym. WiFi. A/C

FamilyKitchenAccuracy

4.81 out of 5 average rating, 139 reviews

A spacious bed is adorned with a textured white quilt, complemented by two pillows. A bedside lamp casts a soft glow, while a small potted plant adds a touch of greenery to the nightstand. Neutral walls create a serene backdrop.

Condo in Portmore

City/Ocean View, Pool, Beach: Resort Like Vacation

FamilyKitchenWalkability

A single-story home is set in a well-maintained yard featuring a paved driveway. The exterior showcases a gabled roof, a front door with a small porch, and a large arched window. Neat hedges line the property, adding to the welcoming appeal of the entrance.