Family-friendly holiday rentals in Kingston

4.96 out of 5 average rating, 265 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!

FamilyIndoor spacesLong stay

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.

4.93 out of 5 average rating, 210 reviews

Light &Bright 1-bedroom Apartment w pool

This bright and stylish centrally located 1-bedroom apartment is the perfect space for your stay. It’s Located within 8mins walking distance or 2mins drive to Starbucks, supermarket, pharmacy, and local restaurants. The contemporary living space has everything to make you feel at home Wi-Fi, local cable, Netflix, washer/dryer, ac units, king size bed, a well equipped kitchen and tableware. Have a glass of wine and enjoy the beautiful sunset on the balcony after a long day of work or play.

Indoor spacesFamilyComfort

A modern living area is showcased with a spacious sectional sofa adorned with decorative pillows. A glass coffee table stands at the center, complemented by a potted plant in the corner. Light filters through sheer curtains, illuminating the sleek design elements and neutral color palette.

4.95 out of 5 average rating, 114 reviews

The Alexandria

Newly built apartment centrally located in Kingston. The Alexandria is luxurious, clean, calm and has 24hr security. The apartment is close to a supermarket, gas station, Burger King, KFC, Popeyes, and a newly built plaza. The apartment is light and good for taking photos. Our balcony is fitted with greenery specifically designed for a photo moment. You can enjoy our rooftop infinity pool. The laundry room is equipped with washer and dryer and everything you need for laundry purposes.

Indoor spacesKitchenLocation

A spacious open living area features a large wooden coffee table at its center, surrounded by comfortable seating options. Floor-to-ceiling windows offer views of the outdoor balcony with lounge seating, allowing natural light to brighten the space.

4.85 out of 5 average rating, 201 reviews

Entire Luxury Uptown Penthouse 3Bedroom/3baths

Gated open floor concept penthouse with floor to ceiling windows, large walk-out balcony, roof top gym and entertainment areas provides a breathtaking view of the surrounding mountains, city and Kingston Harbour! Free WiFi, smart TV, full kitchen and laundry provides for convenience while roof top chill out and ground level pool provides much needed relaxation. 5-10 mins drive to Devon House, Bob Marley Museum, Emancipation Park, National Heroes Park, and numerous eateries.

KitchenIndoor spacesWalkability

A modern six-story condo building is framed by lush palm trees, showcasing sleek lines and large windows. The exterior features a mix of neutral tones, while the upper levels are accentuated by a rooftop terrace surrounded by greenery.

4.9 out of 5 average rating, 124 reviews

Luxury Condo w/pool in Kingston - G28

Genesis 28 Luxury Condos :- Enjoy a stylish experience at this centrally-located place in the heart of up town Kingston close to all major amenities. This complex is brand new and completed with pool, gym and cinema. Your sixth floor apartment give direct access to all these amenities on property in close proximity. Your SUPER STUDIO condo accommodates 2 with special arrangements to fix a 3rd person on request. Enjoy Kingston in style. We can’t wait to host you!

Indoor spacesHospitalityDecor

A modern living area is highlighted by a large sectional sofa adorned with decorative pillows. Soft ambient lighting runs along the ceiling. A wooden coffee table sits in front of the sofa, and a television is mounted on the wall opposite the seating area.

4.94 out of 5 average rating, 157 reviews

Fresh Oasis City View

Welcome to your perfect getaway that is centrally-located in Kingston! This modern and stylish apartment offers breathtaking panoramic views of Kingston city, its vibrant surroundings, and the shimmering Caribbean Sea. Whether you’re visiting for business or leisure, this exclusive Airbnb rental promises comfort, convenience, and an unforgettable experience. The building has 24/7 security, gated entry, and controlled access, ensuring your safety and peace of mind.

Indoor spacesKitchenSleep quality

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.

4.78 out of 5 average rating, 103 reviews

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

This beautiful penthouse is centrally located in the peaceful, prime location of Liguanea. It is modern and luxurious and offers the perfect blend of comfort and convenience with stunning mountain views from the balcony. It is fully equipped with 24-hour security, free parking on the premises, a swimming pool, and an entertainment area on the rooftop. Whether you’re here for a weekend getaway or an extended stay, this is the ideal spot for you!

Indoor spacesFamilyLaundry

A modern kitchen is presented with sleek cabinetry and stainless-steel appliances. Soft blue lighting highlights the granite countertops. An electric kettle and coffee maker are visible, alongside decorative kitchen mats. A window offers natural light, enhancing the functional space.

4.88 out of 5 average rating, 348 reviews

Stunning smart apt with pool & amazing sunset view

Enjoy a brand new 1 BR 650 sq. feet apartment with all the modern amenities to make your stay effortless, tranquil and relaxing. The space features a master bedroom with en-suite bathroom and scenic balcony views perfect for a late night drink or morning coffee. All rooms are equipped with smart voice controlled AC's. The flat is fully Alexa enabled and gives your the flexibility of using voice commands for all lights, bedroom fan, music etc.

KitchenIndoor spacesCondition

4.94 out of 5 average rating, 152 reviews

An inviting exterior of a modern house is featured, showcasing a well-maintained garden area. The façade is painted in warm tones, and large windows provide natural light. A paved driveway leads to a garage, flanked by decorative plants in pots.

Home in Liguanea

3Bdrm, A/C, Wi-Fi, Washer & Dryer - Kingston 6

Enjoy this amazing Kingston retreat, minutes from Sovereign Plaza's 3-level shopping center with retailers, restaurants, pharmacy & movie theatre. This Apartment is ideal for vacation, remote work or family emergency, 5 minutes from the Famous Bob Marley Museum and 10 minutes from world renown Devon House. Beat the heat in Full Air-Condition Comfort and Stay connected with our Free Superfast Wi-Fi. Book or make an inquiry now!

Indoor spacesFamilyQuiet

An open living space is shown featuring a modern bar area with two wooden stools. A large television is mounted on a textured wall, with decorative art pieces displayed nearby. Natural light is brought in through windows, complemented by indoor plants for a refreshing touch.

4.97 out of 5 average rating, 106 reviews

Stay a While

A spacious flat in secure, gated complex with a private outdoor patio, private parking and access to community pool and entertainment spaces. Quick access to Kingston hot spots. Also adjoins my other two listings also in Long Mountain CountryClub " Modern flat with a view" and "In and out". Entire property is perfect for families who wish to stay together but in separate sleeping spaces.

FamilyIndoor spacesDecor

4.98 out of 5 average rating, 116 reviews

Luxury 3BR Penthouse w/Pool • Kingston View

Stunningly beautiful, one of a kind luxury penthouse that spans the 7th and 8th floor of the building, with breathtaking views. Centrally located with expansive living space, modern appliances and 2 patios, you will have all you need while overlooking the city. We aim for guests to enjoy and respect our home, so please read all the house rules carefully before booking.

Indoor spacesKitchenLocation

A rooftop pool is featured, offering a clear view of the surrounding mountains and sky. The water appears calm and inviting, with glass railings providing an unobstructed panorama. The area is designed with modern aesthetics, creating a refined atmosphere for relaxation.

4.91 out of 5 average rating, 215 reviews

Ultimate 1BR Condo with Rooftop Pool

Explore the sophistication of this stylish condo located on the second floor, positioned within one of Kingston's most prestigious short-term lodging choices. Immerse yourself in the mesmerizing rooftop entertainment, perfectly paired with the exceptional care provided by our devoted team. We're eagerly awaiting the chance to host you!

FamilyIndoor spacesLocation

Popular amenities for Kingston family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.6 out of 5 average rating, 5 reviews

Apartment in Liguanea

Aris 4BDR | 4BTH Luxe Duplex - Sleeps 10

FamilyHospitalityAir conditioning

4.97 out of 5 average rating, 32 reviews

A tall, gated wall is seen, featuring a decorative pattern and adjacent palm trees. Soft lighting highlights the entrance, creating a welcoming effect. A small grassy area is visible in front of the gate, contributing to the overall inviting exterior of the property.

Home in Harbour View

Home away from home

Indoor spacesFamilyGetting around

The master bedroom features a plush gray bedspread adorned with a vibrant yellow throw. Decorative pillows with polka dots in coordinating colors are arranged against a tufted headboard. Soft lighting from a nearby lamp creates a cozy ambiance.

4.84 out of 5 average rating, 45 reviews

The Luxurious Château-Pool & Gym

Indoor spacesKitchenAccess

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, 103 reviews

Kingston - Centrally located luxury apartment

Indoor spacesKitchenCheck-in

4.93 out of 5 average rating, 40 reviews

Loft in Constant Spring

Elegant & Premium 3-Bedroom Loft Condo

Indoor spacesFamilyValue

Guest suite in Constant Spring

A serene pool area is surrounded by lounge chairs and tropical plants. A shaded gazebo is positioned nearby, and a scenic view of distant mountains is visible in the background. The clear water of the pool reflects the sunlight, creating a calming atmosphere.

4.89 out of 5 average rating, 27 reviews

Ridgeview suite 4

KitchenFamilyBreakfast

4.71 out of 5 average rating, 155 reviews

The entrance of the suite is framed by lush greenery and colorful flower pots. A small tree provides shade while a gravel path leads toward the welcoming door. The exterior features a light yellow finish with several windows, enhancing the charm of the setting.

Guest suite in Liguanea

Paradise

KitchenIndoor spacesLocation

4.85 out of 5 average rating, 66 reviews

The Luxury Getaway @Via, w/Rooftop Pool & Gym.

Indoor spacesKitchenLaundry

Family- and pet-friendly home rentals

4.79 out of 5 average rating, 121 reviews

The bedroom features a spacious queen-sized bed with a light-colored patterned coverlet. Two wooden nightstands with lamps are positioned on either side. A comfortable chair is placed in the corner, and a TV is mounted on the wall. Soft light filters through sheer curtains.

Apartment in Kingston 10

Peaceful 1BR Apt near Devon House

Indoor spacesKitchenAccuracy

Apartment in Constant Spring

A parking area is visible in the foreground, surrounded by multi-story buildings with a tropical landscape in the background. Palm trees add greenery, while a guardhouse stands at the entrance. The sky is partly cloudy, providing a bright and open atmosphere.

4.76 out of 5 average rating, 130 reviews

Kingsley's Hillman Apartment

FamilyIndoor spacesOutdoor spaces

4.9 out of 5 average rating, 175 reviews

An outdoor sitting area is visible, featuring a small patio with a mix of potted plants including flowering species. A white chair and small table complement the space, providing a serene entrance to the garden apartment. The surrounding greenery adds a natural touch.

Guest suite in Kingston

Garden apartment @ Charlemont

FamilyIndoor spacesComfort

5 out of 5 average rating, 6 reviews

Gated 2bd/2ba Heart of Kingston Luxe Condo

Indoor spacesGetting aroundComfort

4.82 out of 5 average rating, 61 reviews

A spacious seating area is furnished with a dark sectional sofa adorned with colorful cushions. A round glass coffee table sits in the center, complemented by a small potted plant. Natural light streams in through a window, with light-colored curtains framing the view.

Home in Kingston

Secluded Paradise Bungalow

KitchenIndoor spacesParking

4.96 out of 5 average rating, 50 reviews

A Place To Return.

Indoor spacesPoolWi-Fi

4.98 out of 5 average rating, 52 reviews

A private pool is framed by landscaped greenery and palm trees, providing a refreshing space for relaxation. Two lounge chairs are positioned nearby on the sunlit deck. The adjacent house features arched windows, contributing to a serene and inviting outdoor setting.

Villa in Kingston

Lea On The Hill Cheerful with view of the city

KitchenFamilyBarbecue

4.88 out of 5 average rating, 320 reviews

A private balcony offers a serene view of the Caribbean Sea, showcasing gentle waves lapping against a rocky shore. The landscape features a mix of sandy and rocky terrain, set against a cloudy sky that hints at the upcoming sunset.

Guest suite in Bull Bay

Rustic Beauty Beach Front Hideaway

Indoor spacesFamilyBathroom

Family-friendly home rentals with a pool

4.95 out of 5 average rating, 131 reviews

A modern living area is showcased, featuring a plush gray sectional sofa adorned with yellow accent pillows. A sleek glass coffee table sits in front, and a wall-mounted television is placed above a decorative stone feature. The space boasts an open layout that connects to the kitchen.

Holiday home in Kingston

Elegant 2 bedroom / 2bathroom Apartment w/pool.

Indoor spacesKitchenCheck-in

4.91 out of 5 average rating, 159 reviews

Apartment in Liguanea

Kingston Paddington Terrace Luxury Apartment

Indoor spacesKitchenPool

4.97 out of 5 average rating, 36 reviews

The cozy snug •Adults only•

Indoor spacesAccuracyGetting around

A modern living area features a cozy fireplace displayed on a sleek wall-mounted TV. A soft, light-colored sofa with contrasting dark cushions is paired with a stylish black chair. A large potted plant adds a touch of nature, while large windows invite natural light into the space.

4.89 out of 5 average rating, 159 reviews

Modern Escape with Rooftop Pool & Sunset Views

Indoor spacesFamilyCondition

Apartment in New Kingston

A pathway leads to the entrance of the studio apartment, surrounded by lush greenery and colorful flowering plants. Sunlight filters through the foliage, creating a serene outdoor environment. The building features white walls and large windows, inviting natural light indoors.

4.69 out of 5 average rating, 215 reviews

Compact Studio Apt in New Kingston

KitchenIndoor spacesCheck-in

An aerial view captures a modern apartment complex with a rooftop pool surrounded by sun loungers. The building features a sleek design, with large windows and a grassy landscape below. Nearby, a parking area is visible, providing ample space for vehicles.

4.98 out of 5 average rating, 121 reviews

Modern 1 BD condo w/rooftop pool & majestic views

Indoor spacesKitchenSleep quality

4.87 out of 5 average rating, 123 reviews

Helious 1 condo

KitchenFamilyGetting around