Holiday houses in Bickersteth

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Top-rated holiday rentals in Bickersteth

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
4.8 out of 5 average rating, 46 reviews

Whiterock Montego Bay Bou 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.

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, 203 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
4.92 out of 5 average rating, 65 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 favourite
Condo in Montego Bay
4.89 out of 5 average rating, 28 reviews

Oceanfront Panoramic Views 3br Beach Pool Gym

Your Caribbean dream escape awaits in our spacious oceanfront 3br/3.5ba condo with private corner balcony and sweeping ocean views. Lounge by the pool, stay fit in the gym/pickleball court or unwind at the sandy beach. Highlights- Large Waterfront Pool & Pool Deck * Private Beach Access * Gym * Tennis/Pickleball * Kids Play Area * Fast WiFi* Gated Waterfront Community * Chef on request * Spa Services * Concierge Services * Driver Upon Request* Add our listing to your favorites by clicking❤️

Guest favourite
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 favourite
Cottage in Westmoreland Parish
4.85 out of 5 average rating, 109 reviews

Neptune Cottage @ High Cove

We are operating as normal after Hurricane Melissa! The West End is in top shape! Neptune is located on High Cove property, nestled on a pristine swimming cove on the famous West End. There are 2 other cottages on the property that can be rented separately, or jointly for groups of up to 14. It's a stone's throw away from the world-renowned Rick's Cafe, restaurants/watering holes, and has incredible sunsets. 10mins drive to Negril's vibrant Seven Mile Beach. A secluded and romantic getaway.

Guest favourite
Loft in Negril
5 out of 5 average rating, 15 reviews

Seafront Modern Loft w/ Pool - Negril’s West End

Experience the best of Negril from this stylish loft studio perched on the area’s famous cliffs. With sweeping ocean views, modern design, and resort-style amenities, this seafront escape is perfect for couples, friends, or small families seeking both relaxation and adventure. Good to Know: The property is part of a newly developed condo-hotel, with certain areas still under construction. Guests may notice light construction during their stay, but all private areas of the loft are ready.

Guest favourite
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
4.86 out of 5 average rating, 21 reviews

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.

Guest favourite
A modern living area is presented with a bright orange sofa and a light-colored area rug featuring bold black stripes. An open kitchen is visible, equipped with sleek cabinets and bar seating. Large windows offer views of the garden, complemented by potted greenery.
Apartment in Reading
4.9 out of 5 average rating, 42 reviews

Modern Luxe 2 BR Apt Near Beach | Pool | WIFI

Urban Chic (G5) Our BRAND NEW Spacious and Modern 2 BR apartment adds luxury to your stay. Enjoy Beautiful ocean breeze from your private balcony. Indulge in paradise with free high speed WIFI, Smart TVs in a fully equipped apartment. Located minutes from Montego Bay's Airport, inside an exclusive gated community with 24 HR security, pool, gym, tennis court, secure key card building entry, elevator access and complimentary parking. Very close to beaches, restaurants, golf courses.

Top Guest favourite
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, 158 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.

Top Guest favourite
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
4.98 out of 5 average rating, 148 reviews

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 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, 128 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.

Popular amenities for Bickersteth holiday rentals

  1. Airbnb
  2. Jamaica
  3. Saint James
  4. Bickersteth