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Vacation rentals in Jackson Town

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Top-rated vacation rentals in Jackson Town

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Top guest favorite
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 favorite
A modern single-story home is depicted with an inviting private pool surrounded by a spacious patio. Lush green artificial grass lines the walkway, leading to the entrance. A shaded outdoor seating area is included, enhancing the space for relaxation or social gatherings.
Home in Discovery Bay
4.92 out of 5 average rating, 25 reviews

Bolts Lodge Discovery Bay

This unique place has a style of its own. Modernly furnished and have all you need for a comfortable stay and even for work. Equipped with outdoor furnishings for activities such as grilling, seating area for playing games and relaxing. This is a gated community with 24hr security and the pool (not heated) is also private. Located in Discovery Bay, 5 minutes from Puerto Seco Beach and the main highway. Just 35 minutes from Ocho Rios and 1hr from MoBay. Please note hot water is powered by solar.

Top guest favorite
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 favorite
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

Top guest favorite
A modern bedroom features a spacious bed adorned with soft pillows and a textured blanket. Large windows framed by sheer white curtains allow natural light to brighten the room, while a calming teal accent wall adds a touch of color. A balcony is visible through the glass doors.
Home in Runaway Bay
5 out of 5 average rating, 13 reviews

Ocean Vista

Discover island elegance in this serene, stylish 2BR, 2.5BA retreat with sweeping ocean views. Designed for comfort and connection, this modern sanctuary invites couples, families, or friends to unwind in elevated style. Enjoy tranquil outdoor spaces, cozy indoor moments, and upscale gated community amenities—pool, gym, basketball court etc. Private amenities - croquet and cornhole. Whether relaxing or recharging, this refined tropical haven offers the perfect blend of luxury and serenity.

Guest favorite
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
4.93 out of 5 average rating, 123 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

Guest favorite
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
4.88 out of 5 average rating, 190 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 favorite
Home in Discovery Bay
4.95 out of 5 average rating, 171 reviews

Courtyard by the Bay*Pvt pool*Pvt Bch*A1 amenities

Escape to paradise to this beautiful built, luxurious, two-bedroom bungalow home in Discovery Bay. Discover a tropical haven with a private pool, modern comforts like FILTERED WATER(yes it's a big deal) and A1 amenities. Immerse yourself in island living, just minutes away enjoy the 5 star resort style private beach Puerto Seco, restaurants and major attractions. Suitable for all types of travelers seeking an unforgettable vacation. Look no further BOOK NOW at Courtyard by the Bay.

Guest favorite
Villa in Discovery Bay
4.96 out of 5 average rating, 23 reviews

Rooftop Bkfst•Secluded Beach•Jacuzzi•Family Stay

44,000ft² / 4,087m² 1-acre villa in Bengal, Discovery Bay. ★ "...The private beach was beautiful, clean and the color of the water is a bonus for all of your pictures and videos!" ☞ 3min → Bengal Beach (private + walkable) ☞ Oversized Jacuzzi-style soaking tub ☞ Full gourmet kitchen + breakfast bar ☞ Washer/dryer ☞ 55” Smart TV w/ Fire stick ☞ A/C throughout ☞ Driveway parking (up to 8 cars) ☞ Rooftop lounge veranda ★ “The rooftop seating provided a great view of the greenery…”

Top guest favorite
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 favorite
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.
Townhouse in Runaway Bay
4.95 out of 5 average rating, 21 reviews

Olive Breeze

Providing a garden, Olive Breeze offers accommodations in Runaway Bay. This property offers access to a balcony, free private parking, and free Wifi. The air-conditioned apartment is composed of 1 separate bedroom, a fully equipped kitchen with an oven and a microwave, and 1 bathroom. Towels and bed linen are featured in the apartment. For added privacy, the accommodation features a private entrance. Runaway Bay is 15 minutes from Ocho Rios.

Top guest favorite
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, 24 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.

Popular amenities for Jackson Town vacation rentals

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