Family-friendly holiday rentals in Montego Bay

4.93 out of 5 average rating, 191 reviews

A spacious villa is depicted with a large swimming pool surrounded by sun loungers and umbrellas. Lush greenery and well-maintained gardens enhance the outdoor space, while the villa's expansive windows reflect natural light. A patio area is visible for outdoor dining, capturing a serene atmosphere.

Villa in Flankers

VIBES COVE enjoy your stay while getting pampered

FREE Arrival meal, the first day you arrive to Vibes Cove you’ll receive a complementary arrival meal by our personal chef on the property. Vibes Coves Villa is super Spacious and Private. Enjoy your vacation while getting pampered. This property comes with a personal chef, Butler, and Housekeeper. Enjoy V.I.P services your entire stay. Property staff stays in their helpers quarters ( not attached to your living area of the property ) only those listed on the Airbnb is allowed at the property

4.98 out of 5 average rating, 193 reviews

A serene pool area is visible, featuring lounge chairs arranged beside a clear blue pool. Palm trees and lush greenery frame the space, while a covered gazebo is provided in the background, enhancing the outdoor relaxation experience.

Townhouse in Montego Bay

2BR Townhouse with staff, gym, pool & beach access

Escape@20 is a lovely townhome that guarantees a truly relaxing and memorable experience. A friendly housekeeper/cook is included at NO EXTRA COST!! You just need to purchase the groceries. The townhome has an open floor plan with living and dining room opening out to a covered patio and a backyard. Guests can enjoy breathtaking views of the neighboring yacht docking area, swimming pool, gazebo/bbq grill space, gym, playground for kids, 24 hour security and complimentary beach access nearby.

An infinity-edge pool is framed by modern lounge chairs and plush seating. Lush greenery and an expansive lawn create a serene environment, while the Caribbean Sea is visible in the distance under a clear blue sky.

4.85 out of 5 average rating, 135 reviews

Hospitality Expert EL1: Private Pool, Beach, Chef

This property has electricity, water and internet. Eden Luxe 1 is set on a beautiful hillside offering panoramic views of the sparkling Caribbean Sea. This 2 BR ultra luxurious villa is part of the HOSPITALITYEXPERT Eden Estate, set in the heart of Spring Farm, an upscale Montego Bay community, right above the Half Moon Golf Club. Luxe 1 sleeps up to 6 guests, a private chef is available for hire and we offer pre-stocking services. Includes complimentary access to Tropical Bliss Beach Club.

4.91 out of 5 average rating, 426 reviews

An infinity-edge pool stretches into the serene Marina, surrounded by palm trees and sun loungers. Clear blue skies and fluffy white clouds reflect on the water's surface, creating a peaceful ambiance. The picturesque surroundings enhance the sense of relaxation and tranquility.

Apartment in Montego Bay

Jus' Beachy A Luxury Apt in a B/front Gated Cmnty.

This new beach theme apartment is located in 22 Freeport – A gated community in Freeport Montego Bay. 22 Freeport is a beach front complex on a Marina that features 24 hour security, a gym, infinity edge pool and playground; whilst the unit on the ground floor opens onto a cozy back yard space that flows into an open green space. Be sure to check out my other units in this community on my profile if your dates are not available or if you would like to book them all for your large group.

4.92 out of 5 average rating, 229 reviews

A two-story cottage is surrounded by lush greenery, featuring a blue-tiled roof and large balconies. Below, a pool area is highlighted with sun loungers, inviting relaxation. The property is set within a vibrant landscape, showcasing palm trees and well-maintained gardens.

Cottage in Mango Walk

Glory @ Montego Bay

Welcome to “Glory”. The cottage is situated on the grounds of our home “Victory“. We invite you to experience our concept of “Jamaican Home Living”. Glory overlooks the Sangster International Airport and the Caribbean Sea and is 5 mins from world-famous Doctors Cave Beach. We are also conveniently 5 minutes drive from the airport. We own the SeaGull @ Little Bay Country Club in Negril, and are Airbnb SuperHosts; we know how to take care of our guests. Join us for a special experience.

The spacious bedroom features a large bed with decorative pillows set against a vibrant blue wall. A seating area with a sofa is included, and a desk is positioned next to a window offering views of the outside. Light fills the space through large glass doors.

4.91 out of 5 average rating, 104 reviews

Ocean Caribe Upper Deck: 1BR Apt

Welcome to Ocean Caribe spacious 1 BR Apt that recently renovated, which boast a breathtaking view that is centrally located at Upper Deck gated Apt complex with just 3 mins drive from the Sangster's Intl Airport, mins walk to harmony beach park and the famous hip strip. The Apt is perfect base for exploring the rich culture,stunning Landscapes . you'll have access to a fully equipped kitchen & utensils. this vintage apt complex have pool access, bar, restaurant & laundry services.

A modern living area features a dark sofa adorned with decorative pillows, positioned beside a small table. Large windows provide natural light, framed by blue curtains. A potted plant adds a touch of greenery, while wooden accents contribute to the overall decor.

4.97 out of 5 average rating, 148 reviews

Luxury studio apartment on the Hip strip

Ultra modern and gated complex located 2 minutes drive from the Sangsters Intl. airport and walking distance from Montego Bay's world renowned Hip Strip and beaches. This unit also retains excellent privacy and quietness despite the hip strip basically being at your doorstep. Who says you can't have it all?! The unit has a fully stocked kitchen and wardrobe amenities and a free parking spot. What are you waiting on? Your dream destination awaits you at this lovely and cozy unit.

4.98 out of 5 average rating, 145 reviews

A spacious living area features an oversize sectional sofa adorned with colorful cushions. Complementary orange armchairs provide additional seating. A large ottoman rests in front of the seating arrangement, with a modest coffee table placed nearby. Soft lighting from a decorative pendant illuminates the room.

Home in Reading

Villa Ginger: Food paradise/Beach/Pool/keycode

Private Retreat for close friends and family in the safety of a pristine garden-like gated community. New and dazzlingly beautiful, the oversize sectional will be your favorite place to lounge. Linger on the patio for breakfast, go across the street for snorkeling, tour the nearby beaches and waterfalls, or make your birthday celebration extra special with a spectacular private dinner. Savor the candlelight reflecting from wine glasses as you toast your amazing good luck.

Guest house in Montego Bay

A charming two-story pink house is surrounded by lush green grass and tropical plants. Tall palm trees provide shade, and a walkway leads to the front entrance. A water tank is visible on the roof, enhancing the functional aspect of the property.

4.97 out of 5 average rating, 109 reviews

Always Home

This cozy and private hideaway is located in Bogue Village Montego Bay minutes away from Sangster International Airport, restaurants and shopping center. Although off the beaten path you'll want for nothing. Fantastic for first time or returning vacationers. The outdoor area is equipped with seasonal fruits, BBQ area, swing,hammock, green area, outdoor dining and privacy. The chirping birds, awesome sun rise and sunset add tranquility and peace of mind to each day.

The exterior of the property is showcased with a modern gray fence and elegant palm trees framing the entrance. A landscaped area featuring shrubs adds greenery, while the paved driveway leads to the home.

4.95 out of 5 average rating, 104 reviews

Skye's Nest

Charming 2-bedroom, 1-bathroom house available on Airbnb. This cozy retreat features a tastefully decorated living space, fully equipped kitchen, and a tranquil outdoor area. Ideal for a small family or two couples, the bedrooms offer comfort and privacy. Conveniently located 8.5km from Donald Sangster International Airport (MBJ), near local attractions, this home provides a delightful blend of modern amenities and a homely atmosphere for your perfect getaway.

4.99 out of 5 average rating, 124 reviews

An infinity edge swimming pool glistens under a clear blue sky, offering expansive views of the ocean and distant shoreline. Sun loungers are positioned along the poolside, inviting relaxation and enjoyment of the breathtaking scenery.

Home in St. James Parish

Luxury Oceanview 4BR Villa w/ Balcony, Pool & BBQ

Welcome to BayWatch Villa – a 4BR luxury retreat in Montego Bay. Marvel at breathtaking views of the harbor and Caribbean Sea both day and night. Share unforgettable moments with family and friends. Enjoy spacious living spaces, a modern kitchen, and laundry convenience on premises. Stay connected with Wi-Fi throughout, even by the pool. With solar backup, you’ll always have power for the essentials. Note: AC is not available on backup power.

4.98 out of 5 average rating, 106 reviews

The exterior of the villa is showcased, featuring a vibrant yellow facade with a tiled roof. A covered parking area is visible, along with a well-maintained pathway. Lush greenery is present alongside the entrance, creating a welcoming approach to the property.

Villa in Flankers

Luxury Villa - King Bed /Pool/Near Airport & Beach

Everything Irie@ Les Chateaux Villa - Located within 10 minutes of the airport & beaches - Handicap Access/Backup Generator & Water Tank - Walking distance of Whitter's Village with a supermarket, shops & restaurants - 3 Full Bedrooms w/ en-suite bathrooms - Sleeps up to 8 (1 King, 2 Queens & Sofa bed) - Gated Community with Security - Nestled directly across from the pool & gym - Has Wi-fi internet & over 900 cable channels

Popular amenities for Montego Bay family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 151 reviews

A serene ocean view features a gazebo situated on a rocky outcrop surrounded by clear turquoise waters. Gentle waves lap against the shore, and a sandy beach is visible in the foreground, framed by swaying palm trees.

Apartment in Montego Bay

Palmyra Resort - Blue Sky Hideaway

The exterior of the villa is showcased in soft evening light, highlighting its modern architectural design. A winding driveway leads to the entrance, flanked by landscaped greenery and illuminated pathways. The surrounding lush foliage creates a serene ambiance.

4.94 out of 5 average rating, 50 reviews

Luxury Montego Bay Villa | Pool, Gym & Jacuzzi

4.94 out of 5 average rating, 18 reviews

A bright living area features a modern television mounted above a sleek white console. A glass coffee table stands on a textured rug, while a grey couch adorned with yellow cushions invites relaxation. Natural light floods through the window, complemented by patterned curtains.

Townhouse in Montego Bay

Shallhome Masterful Luxury 5 Bedroom Home

A private swimming pool with crystal-clear water is surrounded by a spacious terrace. Two orange lounge chairs are positioned for relaxation, while the stunning panoramic view of the Caribbean Sea and clear blue sky is visible in the background.

4.85 out of 5 average rating, 177 reviews

PleasantView

A private pool is surrounded by lush greenery and tropical plants, with illuminated waters inviting relaxation. Sun loungers are positioned on the pool deck, offering comfortable seating. The villa's architectural elements provide shaded areas for enjoyable outdoor relaxation.

5 out of 5 average rating, 49 reviews

Foxtail Villa - Pool, Chef included

A spacious living area features a modern blue sectional sofa adorned with colorful cushions. A central white coffee table rests on a floral area rug. The open kitchen and dining space, equipped with sleek appliances, are visible in the background under warm lighting.

4.98 out of 5 average rating, 48 reviews

Dream Sunset Suite

4.83 out of 5 average rating, 109 reviews

A tranquil infinity edge pool is surrounded by palm trees, offering a view of the sea in the background. Comfortable lounge chairs, adorned with vibrant towels, are positioned beside the water, inviting relaxation under clear blue skies.

Townhouse in Montego Bay

Montego Bay Luxury 3BR Villa | Ocean Views & Pool

The exterior of Bamboo Villa is presented, featuring dual automated gates that provide access to the spacious front area. A well-maintained garden with plants is included, alongside a paved pathway leading to the home, all under clear blue skies and surrounded by green hills.

4.91 out of 5 average rating, 68 reviews

Bamboo Villa

Family- and pet-friendly home rentals

Wooden stairs lead upward, illuminated by natural light. A sleek mirror is mounted on the wall at the top, reflecting the light. A decorative sculpture rests on the step, adding a modern accent to the space.

4.95 out of 5 average rating, 64 reviews

Apartment 4 @ Top Bay Apartments King size bed

A serene bedroom features a spacious bed adorned with premium linens and a neatly folded towel. Large windows are dressed with light curtains, allowing natural light to flow in. A blue accent wall complements the bright decor, while a small desk and plants add to the relaxed ambiance.

4.97 out of 5 average rating, 58 reviews

Montego Bay Oasis with Garden Patio

The image shows a luxury villa surrounded by lush tropical greenery. A private pool is situated in the foreground, with vibrant plants lining the pathway. The villa's unique architecture is highlighted by a peaked roof and an open design, allowing for a seamless connection to the outdoors.

4.87 out of 5 average rating, 54 reviews

High View Villa Overlooking Montego Bay

A cozy living area features two plush sofas adorned with decorative pillows. A soft area rug lies beneath a small ottoman, and large windows with sheer curtains allow natural light to fill the space. Air conditioning unit is positioned on the wall, adding comfort.

4.88 out of 5 average rating, 33 reviews

SchowanyLodge

A refreshing swimming pool occupies the foreground, with clear blue water reflecting the sky. In the background, the Caribbean Sea stretches out under a bright blue sky, punctuated by wispy clouds. A wooden deck surrounds the pool, providing panoramic ocean views.

4.92 out of 5 average rating, 118 reviews

Comfortable 1bedroom, 1 bath, rooftop pool

A dining area is presented with a round glass table set for four, featuring vibrant blue dishware on orange placemats. In the background, a cozy living space showcases a dark gray sofa and decorative cushions, with natural light filtering through vertical blinds.

4.81 out of 5 average rating, 78 reviews

Royal Urban Oasis. Secured Gated Community.

4.82 out of 5 average rating, 65 reviews

A comfortable living area features a gray sectional sofa and matching armchair, accented with decorative pillows. A glass coffee table sits on a plush area rug, while light reflects off the sleek surfaces. The open layout connects to the kitchen in the background.

Apartment in Flankers

Dream fantasy One Bedroom Suite with Pool Access.

4.82 out of 5 average rating, 17 reviews

Pines Vacation Rentals

Family-friendly home rentals with a pool

5 out of 5 average rating, 9 reviews

A bright living area is highlighted by a large television mounted on the wall. Comfortable seating is arranged around a central area rug, with decorative cushions adding a touch of warmth. Large sliding doors open to a view of the outdoors, inviting natural light into the space.

Flat in Reading

Island Style Apt in Gated Cmnty

4.96 out of 5 average rating, 24 reviews

A cozy living area is showcased with large windows adorned with flowing sheer curtains. Two outdoor chairs are visible on the balcony, overlooking lush greenery. A sleek black sofa and a textured rug add warmth to the space, complemented by stacked books on a low table.

Apartment in Montego Bay

BettyBeach Retreat

4.95 out of 5 average rating, 21 reviews

Townhouse in Mango Walk

Montego Bay Townhouse•Pool w/Ocean View|Near Beach

4.88 out of 5 average rating, 77 reviews

A modern living area features a sleek black sofa adorned with decorative cushions. A round coffee table sits atop a textured rug, complemented by gold accents. A large wall-mounted television and artistic decor contribute to a contemporary atmosphere, with natural light filtering through the balcony doors.

Flat in St. James Parish

Gorgeous Ocean View 2BR Condo | Pool | WIFI

The outdoor area features a spacious pool surrounded by a patio, with comfortable seating arrangements nearby. The villa's elegant design is highlighted by arched windows and a two-story structure. Sunshades provide respite from the sun, while lush greenery frames the backdrop.

4.95 out of 5 average rating, 226 reviews

Villa Maria Montego Bay, Beach front with Pool

A panoramic view showcases the turquoise waters of the Caribbean Sea, framed by lush greenery. In the distance, a modern coastal building is visible against a clear blue sky with soft clouds, enhancing the serene coastal landscape.

5 out of 5 average rating, 7 reviews

2 Bed/Bath Irie Paradise

A spacious bedroom is highlighted by large windows that allow natural light to flow in. The room features a king-sized bed with a neutral-toned quilt and decorative pillows. A fan is mounted on the wall, while a pair of bedside lamps and a colorful chest add character to the space.

4.92 out of 5 average rating, 91 reviews

Pollyanna Tropical Retreat Ocean front property.

A light-filled studio apartment features a spacious bed with a textured headboard paired with decorative pillows. A plush sofa is positioned beside a small side table and greenery. Neutral walls complement the metallic wall art and soft color palette, creating a cozy ambiance.