Holiday rentals in Stewart Town

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Top-rated holiday rentals in Stewart 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 modern living area features a sleek sectional sofa styled with decorative pillows. A circular coffee table rests on a vibrant rug adorned with tropical motifs. Tall potted plants flank the seating, while floor-to-ceiling curtains frame the windows, and a ceiling fan provides ventilation.
Home in Discovery Bay
5 out of 5 average rating, 8 reviews

The Swaby's Modern Cozy Home Overlooking Sea

Wake up to a breath of fresh air on the scenic hills of Discovery Bay and experience a greenery view that will soothe your soul as you gaze upon the hills and the picturesque sight of the Caribbean Sea. Our space provides the opportunity for you to have a peaceful and relaxed stay with 24/7 gated security and cameras around our premises. The home away from home experience we provide, combined with the nearby activities, creates a perfect place for you to get a taste of what Jamaica has to offer.

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, 90 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.

Guest favourite
A modern kitchen and dining area feature a wooden table with four black chairs, complemented by a cozy blue armchair. Soft lighting from pendant fixtures highlights the space, while natural light filters through the wooden blinds. A potted plant adds a touch of greenery to the setting.
Home in Discovery Bay
4.91 out of 5 average rating, 47 reviews

Travel VibeZ Oasis, 2BD / 2BA

Travel VibeZ Oasis, your exclusive retreat nestled within the secure confines of Camelot Village, offering 24/7 security for your peace of mind. Our villa exudes a modern and stylish aesthetic, complete with air conditioning and essential amenities to ensure your utmost comfort throughout your stay. Just a 5-minute drive from the sun-kissed Puerto Seco Beach, the property is also in close proximity to nearby attractions such as Ultimate Jerk center, Plantation Cove, Chukka Cove, Dunn's River.

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, 124 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

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, 134 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 shaded gazebo offers comfortable seating surrounded by lush greenery. Palm trees and vibrant foliage frame a view of the expansive lawn leading to the beach. The sea glimmers in the distance under a clear blue sky, creating a serene outdoor retreat.
Bungalow
4.89 out of 5 average rating, 194 reviews

Kling Kling Beach House

Kling Kling is a beach house with a family feel, set within a large lawn running down to an almost fully private beach, a river for freshwater swimming, a reef for snorkelling, a fantastic housekeeper cook and a one of a kind man about the place. Just mins drive to shops or tourist facilities. Nearby scuba facilities, waterfalls, water parks, markets, tennis , golf, riding, the list goes on, both mainstream and off piste local. For more pics follow our Instagram: klingklingbeachhouse.

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, 105 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!

Top guest favourite
The bright living area features a single day bed with striped bedding, accented by floral pillows. A light-colored coffee table sits in front, surrounded by modern furniture. A large window offers a view of the Caribbean Sea, while greenery adds a fresh touch to the space.
Apartment in Ocho Rios
4.98 out of 5 average rating, 231 reviews

Carib Escape Water-Front Condominium Ocho Rios

Hurricane Melissa update - All services are up and running. Most restaurants and attractions are open in Ochi and eastern parishes and we are ready to welcome you back.❤️❤️❤️ 180 degree view of the Caribbean Sea. Fully refurbished, modern chic Ocean Front Condo. Great Location in the Heart of Ocho Rios. Close to Restaurants, Attractions, Shops and right next to Mahogany Beach. Gated community with 24 hours security.

Guest favourite
Bungalow in Runaway Bay
5 out of 5 average rating, 9 reviews

The Sundown

Welcome to The Sundown — your stylish island escape in Runaway Bay. This 2-bedroom, 2-bathroom bungalow features an air conditioned living room and bedrooms, elegant lounge areas, and a fully equipped kitchen. Unwind by the pool, hit the gym, or explore nearby beaches, rivers, and local food spots. Whether you're here to chill or explore the coast, The Sundown is the perfect home base for your getaway.

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, 33 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.

Guest favourite
The colorful exterior of the duplex is showcased, featuring a vibrant yellow facade complemented by green and pink accents. Lush greenery surrounds the base, while large windows reflect the blue sky above. Steps lead up to the entrance, inviting exploration of this unique home.
Guest house in Spring Garden
5 out of 5 average rating, 5 reviews

Exclusive Mountain & Farm Villa Escape

Expect an Authentic Experience high in the mountains of Jamaica: Imagine waking up to the gentle sounds of nature, the fresh mountain breeze carrying the scent of ripening fruits and morning dew over rolling farmland. Nestled in the lush, green hills of Trelawny, this two-bedroom, two-bathroom home offers a perfect escape into nature, and authentic rural Jamaican

Popular amenities for Stewart Town holiday rentals

  1. Airbnb
  2. Jamaica
  3. Trelawny
  4. Stewart Town