Holiday houses in Jackson Town

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Top-rated holiday rentals in Jackson Town

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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.

Apartment in Discovery Bay

4.82 out of 5 average rating, 92 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

Villa in Discovery Bay

4.9 out of 5 average rating, 20 reviews

5-Star Oceanview 3BR Villa w/Pool, Chef & Driver

Welcome to Villa Amore, a spacious 5-star 3-bedroom villa with pool & stunning sea views! Features: ▪ Fully equipped kitchen & dining area perfect for family sharing. ▪ Spacious living room with direct access to your private pool ▪ Convenient shared guest bathroom Each bedroom offers: ▪ Private en suite bathroom for full comfort ▪ Balcony with stunning pool & sea views Relax in lush gardens with secure parking and just a short walk to Puerto Seco Beach - your perfect tropical retreat awaits!

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 in Duncans Bay Beach

4.94 out of 5 average rating, 112 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 spacious living area features a large sectional sofa in soft gray, accented with colorful throw pillows. A round coffee table sits in the center, surrounded by an area rug. Bright orange curtains frame the windows, enhancing the light that fills the room. A dining area is visible in the background.

Home in Falmouth

4.79 out of 5 average rating, 98 reviews

OceanView Villa 2BR | PoolslTennis|Gym, StoneBrook

Enjoy fascinating views of the scenic landscape of Falmouth, Trelwany with the breathe taking shoreline in the horizon from an amazingly furnished 2 - bedroom villa in a brand new, luxury, gated community. Our villa provides the perfect comfort for that couples getaway, friends excursion and family vacation. Located just 5 - 10 minutes drive from the historic town of Falmouth with major attractions such as Rafting on the Martha Brae river, Glistening water Lagoon tours and white sand beaches.

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, 129 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

Villa in Discovery Bay

4.79 out of 5 average rating, 33 reviews

10 min to Runaway Bay Beach-Full Kitchen-BBQ

Set on 44,000 ft² / 1-acre in Discovery Bay, 3 min → Bengal Beach (15 min walk) ✓ Superhost care + 4.8★ average, 29 reviews ★ Extremely safe, community ✓ Free early check-in ✓ 1 hr ✈ Montego Bay Airport (MBJ) ✓ Dinning table for 6, family gatherings welcome ✓ Full equipped + Stocked kitchen ✓ Flexible visitor policy ✓ Surround sound in ceiling ✓ Rooftop terrace, outdoor seating & treetop views ✓ Meals by in-home chef available ★ “The rooftop seating provided a great view of the greenery.”

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, 114 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

4.95 out of 5 average rating, 150 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 in Laughlands District

4.89 out of 5 average rating, 202 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, 110 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

The bedroom features a wooden bed frame with a spacious mattress adorned with a light decorative blanket. Bright yellow and neutral curtains frame a balcony door, while a wooden dresser and a wall-mounted TV enhance the modern décor. Light-colored tiles cover the floor.

Home in Discovery Bay

4.89 out of 5 average rating, 221 reviews

!Wynter'sEscape |gated 2BR |w/pool & beach access!

♚We offer a comfortable, newly-built modern two-floor townhouse in a gated community overlooking PUERTO SECO BEACH in the resort town of Discovery Bay, St. Ann ☀⛱🕶 !!! Price starts from US$125 for 2 guests and increases by US$25 per additional guest!!! This property facilitates easy access being 1 min drive from the main road % is 1 hr away from Sangster's Intl. Airport ✈ and 45 mins from Ocho Rios!!!

Top Guest favourite

Home in Discovery Bay

5 out of 5 average rating, 47 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.