Holiday rentals in Jackson Town

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Top-rated holiday rentals in Jackson Town

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Guest favourite

The exterior of a modern house is illuminated with colorful lights at night, highlighting its architectural features. Windows are framed by ornate grilles, and a slight incline leads to the entryway, surrounded by neatly trimmed greenery, creating a welcoming ambiance.

Home in Discovery Bay

5 out of 5 average rating, 11 reviews

Light House

Welcome to Light House, Escape to this modern 2 bedroom Home to enjoy with family & friends, gated community with security, located in Discovery Bay, St. Ann. Self Check in upon arrival. The home offers high speed internet, an old school game system with built-in Pac-Man & other games, streaming cable boxes in all rooms & a work station. Free Parking is also available. Light House is located minutes away from the famous Porto Seco Beach & Green Grotto Cave. Light House is a Home away from Home.

Guest favourite

A gated entrance is visible, marked by a sign indicating 'Santa Urba Drive.' Lush greenery surrounds the entrance, including palm trees and other vegetation. The ground is mostly dry with sparse vegetation, contributing to a natural, open feel of the area.

Flat in Discovery Bay

4.81 out of 5 average rating, 91 reviews

Anne's Oasis - 1 Bedroom Apartment with Garden

Fully air conditioned Apartment ideal for garden lovers, located in historic Discovery Bay, site where Columbus proclaimed that this was the fairest isle eyes had ever seen. Comfortable newly refurbished one bedroom apartment surrounded by mango and other fruit trees in a quiet community with friendly and welcoming residents. Walking distance to Puerto Seco beach, 30 minutes drive to Ocho Rios and 1 hour drive to Montego Bay. The perfect spot to enjoy the beautiful North Coast of Jamaica.

Top guest favourite

A charming outdoor area showcases comfortable seating amid lush greenery. The inviting beach and turquoise sea are visible in the background, while a lantern adds a touch of character to the villa's exterior. The space is designed for relaxation and enjoying ocean views.

Villa

4.94 out of 5 average rating, 109 reviews

Ocean Dreams Villa

Ocean Dreams Villa is a stylish, unique, beach villa with 3 bedrooms and 3 bathrooms and sets the stage for a memorable trip within steps of the beautiful Duncans Bay Beach (also known as Silver Sands Public Beach) with its sparkling turquoise waters and white silvery sand, the view is simply breathtaking. It's the perfect ambiance to relax in comfort, enjoy the breeze, listen to the birds, nature and let the soothing sound of the ocean waves breaking on the shore calm you and ease your mind.

Top guest favourite

A modern living area is furnished with dark leather seating arranged around a glass coffee table. Soft curtains frame the windows, allowing natural light to illuminate the space. A decorative wall art piece adds a subtle accent to the neutral-colored walls.

Home in Discovery Bay

4.98 out of 5 average rating, 40 reviews

Comfy home at Camelot Village.

Relax with the entire family at this peaceful, modern, vacation home near to the world famous Puerto Seco Beach. Situated in the gated community of Camelot Village, Discovery Bay, St. Ann, this beautiful new home offers fully furnished bedrooms with ceiling fans, air conditioning, a fully outfitted kitchen, living and dining areas with flat screen TV, cable, and access to streaming services, a laundry closet with washer and dryer, patio space with views of the ocean and a relaxing front porch.

Guest favourite

A bright blue door stands open, offering a view of the clear turquoise water and distant boat on the horizon. Lush greenery frames the entrance, enhancing the connection between the interior space and the inviting beach just outside.

Cottage in Runaway Bay

4.94 out of 5 average rating, 125 reviews

Bahia - Charming seaside cabin, loft/wood shutters

Bahia is a 1 bedroom cottage located directly on a beautiful beach which is perfect for swimming.* Ideal for a couple, or a family with children who can be accommodated in a loft. Beachside patio with hammocks and outdoor furniture. Air-conditioned and fans. Cook included. Nightly security guard. 50 minutes from MBJ Airport. Popular attractions nearby. A truly memorable, rejuvenating beach holiday. $300 per night for 2 persons, for additional persons see below. *Beach/water subject to weather

Superhost

A charming entrance is showcased with a white picket fence and a gated entry, offering a glimpse of lush greenery and palm trees surrounding the property. The house features a gabled roof and a spacious front area, inviting guests into a serene environment.

Home

4.86 out of 5 average rating, 112 reviews

ViILLA BY THE SEA, Steps to Beach, cook included.

Yellow Canary Villa is spacious, light and airy with a modern decor. The living room opens out onto a patio area and the garden. A few steps away is our beautiful beach which is lined with almond trees for shades. Leroy's bar, cafes & craft shops are a short walk. Duncans Town is 5 mins. by taxi. There are restaurants, supermarkets, fruit stalls, a ATM and taxis to various locations. MontegoBay Resort &Airport is just 40 minutes by transport &Ocho Rios is approximately the same distance.

Superhost

Aerial view captures the serene shoreline lined with lush greenery and sandy beach. The calm turquoise water reflects the clear sky, while a gentle breeze sways palm trees along the coast. The surrounding landscape features hills and modern villas set amongst vibrant foliage.

Villa in Discovery Bay

4.83 out of 5 average rating, 29 reviews

Rooftop Breakfast•Private Beach•Jacuzzi•BBQ•WiFi

☞ 3 min → Private Bengal Beach (15 min walk/drive) ☞ Rooftop lounge & outdoor seating with treetop views ☞ Kitchen with breakfast island + American fridge + dishwasher ☞ Dining for 6 + fire pit/BBQ for gatherings ☞ Landscaped 1-acre garden with fruit trees, maintained by live-in gardener ☞ Optional private chef & event staff available for a fee ☞ Driveway parking for 8 cars, A/C in every room ☞ 1 hr → Montego Bay Airport (MBJ) ★ “The rooftop seating provided a great view of the greenery.”

Top guest favourite

A spacious bathroom features a large black Jacuzzi positioned on a multi-step platform, surrounded by glossy black and white tiles. Natural light filters through an arched window dressed in bright yellow curtains. A standing shower is visible, along with a sink and elegant wall-mounted mirror.

Home in Runaway Bay

4.94 out of 5 average rating, 138 reviews

Cambridge mi casa ur casa w/pool & beach access

We offer newly- renovated comfortable two- floor apts in a friendly safe community overlooking CARDIFF HALL Beach in the Resort Town of Runaway Bay in St. Ann Jamaica ▪️No need to worry about security / safety because there are 24 hour surveillance camera and host lives on property ▪️We offer one 1bdr & 2br ▪️Price starts from 100US for 2 guests and increases by 30US per additional guests ▪️We are about 1hr away from the Sangsters International Airport ✈️ 25 mins from Ocho Rios

Top guest favourite

A charming outdoor deck features several light blue bar stools, arranged around a raised bar area with an umbrella for shade. The wooden structure of the cabin is visible in the background, surrounded by lush greenery and a clear sky.

Cabin in Runaway Bay

4.95 out of 5 average rating, 106 reviews

A/C cabin outdoor jacuzzi, access to private beach

Take a visit to the historical city of Runaway Bay, St. Ann. Stay at the Cozy Cabin and experience a piece of this historical city. The cabin is nestled in the cool hills of Runaway bay. It is yet, conveniently located just 5 - 10 minutes drive from world renowned restaurants and excursion experiences. Kick back and relax in comfort and style. Get the best of both worlds: the magical Runaway Bay mountains and the beautiful Caribbean sea. A vacation you will never forget!

Guest favourite

A comfortable bedroom is displayed, featuring a queen-size bed with a white quilt and decorative pillows. Nightstands are positioned on either side, each holding a lamp. Dark blue curtains frame the windows, while a smart TV is mounted on the wall across from the bed.

Flat in Runaway Bay

4.89 out of 5 average rating, 54 reviews

Cosy One Bedroom

COSY is a one-bedroom apartment located in the scenic hills of Mt. Pleasant, Runaway Bay, St. Ann. It is 9 minutes drive from the Runaway Bay stop light. The apartment is equipped with the following features: * A 40" smart TV with cable * A ceiling fan and AC in the bedroom * A small patio * A fully equipped kitchen and dining area (no living room) * A queen-size bed & sofa bed * A large yard area * A keyless entry to the apartment * Internet * Hot water

Superhost

A cozy bedroom features a spacious bed dressed in soft green linens. A matching dresser with a decorative mirror stands nearby, complemented by natural light filtering through sheer curtains. An attractive wooden door provides access to the room, enhancing the inviting atmosphere.

Home in Runaway Bay

4.96 out of 5 average rating, 25 reviews

Olive Breeze

Enjoy an unforgettable stay in our warm and inviting studio, thoughtfully designed to provide the perfect blend of comfort and style. Whether you're here for a relaxing getaway or a work related visit, this space offers the ideal atmosphere to unwind and feel at ease. Set in a safe and strategically located area, you'll have a variety of restaurants and attractions. You'll find yourself surrounded by peace, privacy and a sense of home.

Top guest favourite

A modern dining area is presented with a sleek black table surrounded by four black chairs. Natural light filters through sheer curtains, highlighting the glossy white tiles. A small decorative piece rests on the table, while a framed artwork adds color to the wall.

Home in Discovery Bay

5 out of 5 average rating, 41 reviews

Drumz Oasis

Home away from home. Immerse yourself in the charm of our cozy home. A modern and fully equipped home to relax with the whole family. Located in a peaceful neighborhood . A short drive from popular tourist attractions and easily accessible for exploring. Enjoy a peaceful retreat with fresh air and stunning views. Whether you’re here to work or play, our home is the perfect base for you to stay.