Holiday houses in Orange Hill

Modern apartment with a pool & amazing views!

Modern, 1BR, ground level apartment with all the modern amenities you will need for a perfect stay. Start your day having coffee on the patio gazing at the awe-inspiring coastline and turquoise lagoon. The property is part of a secure, gated development with a private community pool for guests to laze away while perfecting their tan, or hide in the shade sipping on a cold drink. You're close enough to the airport, shopping malls and nightlife - but nestled on the outskirts for quiet relaxation.

Location · Family · Accuracy

Soon Soon Villa steps onto the 7 mile beach.

Soon Soon our 3 bedroom Villa is directly on the beach. You watch the sunset from your deck. There are 4 beds total in this house. Two kings and a queen and double. You have the entire home with three outdoor decks. A homemaker who cleans and cooks for you 9am-5pm .Just bring the food. There is a supermarket right across the street. Our Staff are loved. Our new generator is going in Nov.2026 FLOW our internet provider whom everyone goes out sometimes but its rare. Starlink soon coming in 2026.

Family · Value · Bathroom

Top Guest favourite

Guest favourite

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.

Value · Location · Indoor spaces

"Smallah" 4-br seaside villa own pool, resort area

Welcome to Smallah Villa, our spacious and elegantly designed 4-bedroom, 4.5-bathroom oceanfront townhouse in the Freeport Area of Montego Bay! This stunning property is the perfect getaway for families or groups of friends looking for a relaxing retreat in Caribbean Paradise. It comfortably accommodates up to 10 guests. With private infinity pool and a pier for private boat pickup. Premium Services ($ - Additional Fee) • Grocery Shopping & Delivery Service ($) • Cook & Clean ($) • Driver ($)

Family · Value · Laundry

Turn Plantain Cabin

Turn Plantain Cabin offers 180 degrees view of lush mountainsides. The cool breeze, whistling wind, fresh crisp air provide the perfect condition to rest, relax and recharge. Off the main, a short ride up the bumpy hill leads to the perfect escape. This oasis is ideally located off the beaten track giving a break from the hustle and bustle of everyday living yet it is in close proximity to some of Jamaica’s finest attractions. Be sure to relax by the pool and make memories by the firepit.

Family · Value · Air conditioning

Affluence - Lux 1Bd MoBay Apt(Central+RooftopPool)

Name - AFFLUENCE This stunning luxury 1-bedroom apartment is designed for comfort and elegance, located 15 minutes from Sangster International Airport (Montego Bay Airport), with easy access to top restaurants, shopping, and entertainment. The complex features a total of 5 units, offering adequate privacy for our guests. Located only 7 minutes from Fairview shopping Centre and 10 minutes from Downtown Montego Bay and the popular Hipstrip. The beach is also 10 minutes away from your stay.

Value · Family · Access

Shallhome Masterful Luxe City Ocean Views

Prepare for an earthy, spacious, comfortable, experiential and central location stay via our natural yet modern aesthetic and considerate, our luscious landscape consisting of scrumptious Jamaican delicacies and gardens filled with vibrance to a seaview of the horizon/the suns bed overlooking Montego bay; perfect to rise and shine like the sun, with a limitless mindset and an affirmative environment; reassuring and replenishing your capacity and tenacity to a state of I shall and will.

Location · Family · Kitchen

Oceanfront Paradise Views 2Br Penthouse beach Pool

Escape to luxury at Westport, Jamaica's premier gated waterfront residence. Indulge in the ultimate Caribbean experience in this stunning 2-bedroom, 2-bathroom penthouse boasting a spacious balcony with breathtaking views of the Bay and Caribbean Sea. Features: Open-concept living and dining area, well-equipped kitchen, separate laundry room, Relax and unwind in the Oceanfront pool, Gym, kids play area, Chef on request, Spa Services, Concierge services, Full time driver on request.

Family · Value · Laundry

Moodyjoy Vacation Home | 4 BR | Gated | Central

📍Prime Location - Stay close to everything Montego Bay has to offer: - 3.8 km to Fairview Shopping Center - 5.6 km to Pier One - 6.0 km to Hip Strip - 6.9 km to Doctor's Cave Beach - 8.4 km to Sangster International Airport - 20 km to Rose Hall Great House - minutes to beautiful beaches, shopping, dining, and nightlife. ⏰Flexible Arrival & Departure Early Check-In: Based on availability Flexible Check-Out: When possible 🧳 Ideal for Any Stay Perfect for business or leisure stays.

Family · Location · Indoor spaces

SBS Seaview 5BD Pool Villa - 5 min from Excursions

Serenity By the Sea (SBS) is a 5 bedroom Villa overlooking the Caribbean Sea. This modern villa is perfect to host a large group of friends or family and includes breakfast labor fees for up to two days. In a prime location, we're nestled between Montego Bay and Negril (less than an hour)! Chukka Sandy Bay Outpost is a short minute drive from excursions, 25 Minutes from Montego Bay's hip strip, nightlife and airport. Only a day trip away from Ocho Rios, the South Coast and Kingston.

Family · Value · Air conditioning

New/Top Road/Gated/AC/Wi-fi/TV/Pool/Sea view/Gym

Welcome to your comfortable home away from home in Montego Bay. This new 2-br, 2-bth apartment at Racquet Club offers a fresh, modern space where you can relax, settle in, and enjoy your time in Jamaica. The apartment is well suited for couples, families, friends travelling together, or guests looking for a little extra space. Its convenient Montego Bay location puts you within easy reach of the AIRPORT, city’s beaches, restaurants, shopping, entertainment, and other attractions.

Location · Hospitality · Outdoor spaces

Top Guest favourite

Guest favourite

Sea Crest at MoBay Royale: 2 Br-2 Bed | Pool

Sea Crest at MoBay Royale 2 Bedroom Caribbean Retreat in The Crest Collection Discover the beauty of island living at Sea Crest - a 2 bedroom | 2 bed luxury escape combining comfort, tropical elegance, and the relaxed rhythm of Jamaica. Designed for families & friends travelling together. Sea Crest offers a welcoming space to relax after beach days, sightseeing, and exploring Montego Bay. Enjoy the perfect balance of Caribbean charm and modern convenience.

Family · Location · Check-in