Holiday houses in Orange Hill

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Top-rated holiday rentals in Orange Hill

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Superhost
A serene view is captured from a pool area, showcasing lush tropical plants and a glimpse of the ocean in the distance during sunset. The sky is adorned with soft hues, reflecting on the water's surface, creating a calming atmosphere.
Home in Reading
4.81 out of 5 average rating, 48 reviews

Whiterock Pink Bougainvillea Villa

Spend memorable moments at our quiet oasis with Royal Palm trees, gardens, Jerk grills for outdoor cooking or just sit in the garden and enjoy the wind chime as it's soothing melody chimes as the winds blow. View of the Courtyard and open skies. Take a stroll down hill then up our spiral stairs to our elevated pool. Enjoy stunning ocean, mountain and city views from the pool deck. Or watch the sunset from the Floating Deck. Whatever your choice, you will enjoy the natural beauty. Whiterock.

Top Guest favourite
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
4.98 out of 5 average rating, 208 reviews

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.

Guest favourite
A tranquil swimming pool offers crystal-clear water, framed by lush tropical plants. The serene ocean view stretches beyond, showcasing gentle waves and distant hills under a partly cloudy sky. Lounge chairs are positioned nearby, inviting relaxation by the water's edge.
Home in Montego Bay
4.93 out of 5 average rating, 70 reviews

"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 ($)

Superhost
A modern living area is presented with sleek furnishings and a large TV mounted on the wall. A gray sofa invites relaxation, complemented by a white coffee table and decorative plants. Natural light fills the space, highlighting the stylish decor and contemporary design elements.
Condo in Montego Bay
4.85 out of 5 average rating, 101 reviews

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.

Top Guest favourite
A well-lit living area features a comfortable brown sofa and a wooden coffee table atop a striped rug. Large windows allow natural light to flow in, with greenery visible outside. A small plant on the table adds a touch of nature to the space.
Cabin in Anchovy
4.98 out of 5 average rating, 102 reviews

Ripe Plantain Cabin

Ripe Plantain 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.

Guest favourite
A modern kitchen and living area is presented, featuring a spacious counter and stainless steel appliances. A wooden table complements a chair, while a large wall painting depicting boats adds a pop of color. Bright overhead lighting enhances the open layout.
Apartment in Reading
4.95 out of 5 average rating, 74 reviews

Timeless Villa/Pool/Gym/Gated

Timeless, because here in this deluxe cottage, time just slips away. Come enjoy and escape in our one bedroom, one and half bath unit, outfitted with all the essentials to suit your needs. Situated in the luxury Paradise Bay complex, right on the main in Reading, Montego Bay, our modern yet cozy apartment is close to all the amenities (restaurants, supermarkets, banks, pharmacies, movie theatre, clothing and souvenir stores) and offers a serene space for your quick trip or longer stays.

Guest favourite
Villa in Reading
4.89 out of 5 average rating, 83 reviews

Luxury Montego Bay 3BR Villa | Ocean Views & Pool

Luxury Montego Bay 3BR Villa with Ocean Views Welcome to your private retreat at Paradise Bay. This luxury 3-bedroom villa in Montego Bay offers breathtaking ocean views with private plunge pool, and a beautifully designed space perfect for families or small groups seeking comfort, privacy, and Caribbean elegance. Our guest will enjoy the expansive views from this well appointed villa and the luxury amenities it has to offer. Just 15 minutes away from Donald Sangster's airport (MBJ).

Top Guest favourite
Condo in Montego Freeport
4.95 out of 5 average rating, 107 reviews

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.

Superhost
The exterior features a modern two-level building with large glass doors leading to a spacious terrace. A beautifully designed pool with a mosaic tiled edge reflects the blue sky, surrounded by lush greenery and comfortable outdoor seating.
Apartment in Westmoreland,
4.84 out of 5 average rating, 31 reviews

The Indianna ~ Luxury Pool & Spa

Welcome to the luxurious studio nestled in a peaceful community in Whitehouse. Escape the big-city crowds and immerse yourself in the lavish ambiance of the sun-soaked pool backyard while being close to numerous local attractions and sunny beaches.<br><br>Here's a glimpse of our fantastic offer:<br><br> Comfortable Queen Bed<br> Open Studio Living<br> Fully Equipped Kitchen<br> Backyard (Private Pool, Jacuzzi, Seating)<br> Smart Tv<br> Wi-Fi<br> Maid Service (additional cost)<br>

Superhost
Townhouse in Montego Bay
4.96 out of 5 average rating, 46 reviews

Stylish 2BR Escape | Pool + Beach Access

Welcome to our recently renovated tropical retreat in Freeport Montego Bay. This home is a 2 minute walk to the pool and an 10 minute walk to a quiet rustic beach. A plush patio set is nestled in the back yard, creating the perfect space to unwind and relax. Guests also enjoy access to 24 hour security, a gym and a gazebo. Conveniently located just 10-15 minutes driving distance to the airport, restaurants, shopping and entertainment. You'll be close to the center of it all.

Top Guest favourite
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
4.99 out of 5 average rating, 132 reviews

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.

Guest favourite
An infinity pool is seen with a tiled edge, complemented by plush white towels stacked beside it. Two glasses of sparkling wine rest on the tiled surface, overlooking a serene ocean view framed by palm trees and vibrant greenery.
Condo in Montego Bay
4.87 out of 5 average rating, 78 reviews

Kusha Penthouse - Ultimate Luxury Experience

What you'll love about Kusha *Picture waking up to your beautiful grand living room overlooking the ocean * Secure 24-hour gated security. *Panoramic view of the ocean from the Penthouse!! *Infinity pool off the Master Bedroom Balcony. *Minutes from the airport and all major beaches. * Transportation for airport and excursions (independent contractor) *Chef services (independent contractor) *Complimentary tea/coffee/ Beer/water

Popular amenities for Orange Hill holiday rentals