Holiday rentals in Jackson Town

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Top-rated holiday rentals in Jackson Town

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Superhost
A cozy bedroom features a queen-sized bed dressed in navy linens with a decorative yellow pillow. A wooden dresser adds warmth, while artwork depicting leaves decorates the wall. Air conditioning is available, and light filters in from a nearby window, framed by dark curtains.
Flat in Florence Hall Village
5 out of 5 average rating, 4 reviews

Sunray Villa Studio 1

Kick back and relax in this calm, stylish space. Located in a safe gated community this newly built studio ideal for 2, however can sleep up to 3 persons, using our comfortable fold out couch. Just minutes from the beach, restaurants and the historic town of Falmouth. Modern conveniences like air-condition, free parking, Wifi and hot and cold water make this an ideal retreat for those wanting to vacation on their own terms. We can't wait to welcome you! Your satisfaction is our passion!

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, 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.

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
4.93 out of 5 average rating, 106 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.

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

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 in Duncans
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.

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!

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 fully refurbished cut stone cottage sits amidst lush tropical greenery, featuring a shaded verandah adorned with colorful cushions. Stone walls complement the natural surroundings, while palm trees and vibrant foliage create a serene retreat atmosphere.
Cottage in Ocho Rios
4.99 out of 5 average rating, 525 reviews

"Tumbleweed Cottage"

Quick update after hurricane Melissa… We are back up and running with no structural damage🙏. We have been hosting guests. Power is back, water is flower and Starlink is providing Internet. 😁🙏 Quiet very private one bedroom fully refurbished cut stone cottage with your own pool. Located less than a mile from Upton (Sandals) Golf Course. Ideal for Golfers, Writers, Painters and Weekend Travelers.

Popular amenities for Jackson Town holiday rentals

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