Vacation rentals in Orange Hill

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Top-rated vacation rentals in Orange Hill

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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, 47 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 favorite
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, 205 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 favorite
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, 67 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 ($)

Guest favorite
A bright living area is presented with large windows that allow natural light to filter in. A neutral-colored sofa is paired with textured cushions, and a textured wooden coffee table adds warmth to the space. A ceiling fan contributes to air circulation, enhancing comfort.
Cabin in Anchovy
4.99 out of 5 average rating, 84 reviews

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.

Guest favorite
A serene outdoor space is depicted, featuring a private pool surrounded by lush greenery and coastal views. The ocean's vibrant blue stretches into the horizon. A decorative arch and terracotta pots enhance the tropical ambiance, creating an inviting area for relaxation.
Villa in Hopewell
4.86 out of 5 average rating, 7 reviews

Sea Glass: The Seaside Sanctuary

Named for treasures shaped by the sea, this suite features an open-concept kitchen, dining, and living area. It has 3 bedrooms: the Rocksteady Bedroom, celebrating Jamaica’s musical heritage; the Bush Bedroom, inspired by countryside calm; and the Oasis Bedroom, offering a stunning seaside vista. Find your spot to relax: under an almond tree, by the shoreline or poolside. Offload the cooking duties w/ our complimentary private chef service; just bring groceries or let us source them for you.

Superhost
Condo in Montego Bay

Oceanfront Lux 2Bdr Condo Private Patio Beach Pool

Experience a luxurious oceanfront retreat in our stunning new two-bedroom condominium. Designed with sophistication in mind, this space features uninterrupted ocean views, soaring high ceilings, and a serene coastal ambiance that instantly invites relaxation. Step onto your private, spacious patio with an extended waterfront terrace, where the ocean is literally at your feet. This idyllic setting is perfect for soaking up the sun, spa treatments, or just taking in the endless ocean views.

Top guest favorite
A spacious bedroom features a large bed with soft linens and decorative accents in shades of green. Two plush armchairs are situated nearby, and large windows offer a panoramic view of the Caribbean Sea, allowing natural light to fill the room.
Home in Montego Bay
4.98 out of 5 average rating, 144 reviews

Slippers Villa Montego Bay Beachfront Property

Welcome to Slippers Villa, where the vacation of your dreams awaits you. Beachfront view with breathtaking sunsets, a luxurious home that is fully air conditioned, come experience personalized service that are designed to spoil you. Step from your bedroom right into the Caribbean Sea where time stand seems to stand still. Connect with nature and create lasting memories as you experience the love and warmth of communal living. Don't just dream, live your best life at Slippers Villa.

Superhost
Home in Montego Bay
4.9 out of 5 average rating, 10 reviews

Modern 2BR Private Villa in Montego Bay

Welcome to Villa LE🇯🇲 A modern 2BR villa located in the heart of Montego Bay in a secure residential estate. Just 20 mins from MBJ Airport ✈️, 10 mins to Fairview Shopping Centre🛍️ & 15 mins to beaches and top attractions like Doctor’s Cave Beach🏖️, Harmony Beach Park🏖️, Margaritaville🍹, Starbucks🧋☕, Lounge 27/27, Pier 1 🎶 + more. Enjoy sleek modern finishes, privacy & comfort all in one stay😁. Perfect for couples, girls trip, small groups & getaways. Book your stay today✨

Top guest favorite
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.
Apartment in Montego Bay
4.97 out of 5 average rating, 160 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.

Superhost
A modern living room features a sectional sofa, a coffee table, and decor items. Large windows allow natural light to fill the space, offering views of the ocean beyond. Sliding glass doors lead to an outdoor dining area, enhancing the open-concept living experience.
Condo in Montego Bay
4.95 out of 5 average rating, 44 reviews

Modern & Serene Oceanfront MoBay Retreat

Experience refined coastal living at Soleil, located in the prestigious Sept Mers enclave of Freeport, Montego Bay. Just 20 minutes from the airport, this beautifully designed condo offers panoramic ocean views, a modern kitchen, and luxurious finishes throughout. Guests can enjoy a pool, gym, tennis court, playground, and outdoor dining area. The property also offers a private beach within walking distance, a tranquil spa room, and 24-hour gated security for your peace of mind.

Guest favorite
A bright bedroom is featured, showcasing a spacious bed adorned with colorful pillows and a soft green throw. Large glass doors open to a balcony, offering a view of the tranquil water and lush greenery beyond. Natural light enhances the airy atmosphere.
Townhouse in Negril
4.9 out of 5 average rating, 110 reviews

Private Oasis in Negril: Beachfront Luxury!

Escape to this gorgeous two-bedroom townhouse, your ideal Negril getaway! This unit boasts every amenity you could desire. Nestled within the tranquil, gated Little Bay Country Club, you'll enjoy 24-hour security. Our waterfront gem overlooks a mesmerizing fish sanctuary, offering breathtaking views! The expansive porch is simply divine for all-day relaxation – from your morning coffee to lazy afternoons, or vibrant evenings with cocktails. An unforgettable stay awaits!

Top guest favorite
Townhouse in Montego Bay
4.97 out of 5 average rating, 34 reviews

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

Welcome to Casa 4 Chill - a renovated, fully air-conditioned townhouse tucked inside the gated Mango Walk Country Club in Montego Bay, Jamaica. Just 5 minutes from Sangster International Airport and a short drive to Doctor's Cave Beach and the famous Hip Strip, this is your safe, comfortable base for exploring Jamaica your way. Swim in the community pool with stunning ocean views, then come home to a modern kitchen, fresh linens, and total peace of mind.

Popular amenities for Orange Hill vacation rentals

  1. Airbnb
  2. Jamaica
  3. Westmoreland
  4. Orange Hill