Vacation rentals in Jackson Town

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Top-rated vacation rentals in Jackson Town

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

Villa in Runaway Bay

4.95 out of 5 average rating, 41 reviews

Ocean View • Pool • Pickleball • Gated | For 12

Welcome to Villa Palaav - A modern oasis in a private gated community Perfect for: • Birthday trips • Bachelor/Bachelorette groups • Family reunions • Friends trips • Retreats 🎉 Celebration Pkgs starting at US$350 This 6-bedroom Ocean View Villa features three 2 bedroom, apt-style King suites, each with private kitchens, 1–2 bath, and open-concept living areas, solar power, rainwater harvesting & smart cooling Amenities include: • Private pool • Pickleball court • Billiards room • Mini golf

LocationFamilyIndoor spaces

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

5.0 out of 5 average rating, 18 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.

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Guest favorite

Villa in Discovery Bay

4.83 out of 5 average rating, 12 reviews

Oceanfront 4BR Villa w/ views Pool Beach Staff

Sea Haven is a charming Jamaican villa set within one acre of private waterfront on the edge of incredible Discovery Bay, a horseshoe of blue crystal clear water, known locally as "Millionaire's Row & the "Riviera". Designed for both relaxation and play, our home benefits from a man made perched beach, steps into the Caribbean sea, large floating raft, kayaks, paddle boards, great snorkeling, private pool. Full staff including Chef. Guests receive complimentary access to Puerto Seco Beach Club.

FamilyBackyardView

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 in Duncans

4.94 out of 5 average rating, 124 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.

FamilyLocationComfort

Guest favorite

A charming villa with a spacious covered patio is surrounded by lush greenery. The garden features tropical plants and a seating area with dark-finished furniture. Large windows provide natural light to the interior, while the double-story structure is enhanced by wooden accents and palm trees.

Villa in Ocho Rios

4.94 out of 5 average rating, 82 reviews

Private Seafront Villa near Ochi

Located directly on the ocean and room for 7 -- bring the Fam! Stylish Villa with three bedroom plus sleeper-den with four full bathrooms offers Caribbean charm and modern sensibilities. Full kitchen, super-comfy living area fronts an expansive dining/bar and lounge area with views of the sea that go on forever. Included: Starlink Wifi, a 65" SmartTV and a/c throughout; your private housekeeper/cook is there to take care of your every need. Enjoy a unique, relaxing Jamaican vacation today!

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Guest favorite

Villa in Discovery Bay

4.92 out of 5 average rating, 26 reviews

Ocean-view villa with private pool near beach

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!

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Guest favorite

A private pool area is showcased, featuring a sparkling blue pool bordered by a stone deck. Lounge chairs in vibrant orange are positioned for relaxation, with a grass-like surface nearby. A decorative wall displays the Villa Di-Nae name, enhancing the overall inviting atmosphere.

Home in Falmouth

4.82 out of 5 average rating, 57 reviews

Villa Di-Nae, The luxury getaway

Nestled in Falmouth, Jamaica, Villa Di-Nae is a true gem that embodies the essence of authentic Jamaican culture, 10 mins away from Martha brae river rafting and 25 mins from MBJ airport. We offer a sparkling pool that beckons guests to take a refreshing dip. The villa boasts an exceptional private chef extra cost dedicated to crafting authentic Jamaican cuisine. Guests are treated to indulge in traditional dishes bursting with flavors Each meal is a celebration of Jamaica's culinary heritage

LocationValueSleep quality

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, 178 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

LocationValueIndoor spaces

Top guest favorite

A modern living area is presented with a large sectional sofa adorned with decorative pillows. A marble-topped coffee table occupies the center, with a vase of sunflowers adding a cheerful touch. The room is illuminated by soft natural light filtered through elegant wooden blinds.

Home in Falmouth

4.97 out of 5 average rating, 116 reviews

Villa Renee'

This modern eco friendly house is your perfect getaway space offering comfort, 24 hrs security and tranquility. The property is in close proximity to the highway which makes it the ultimate vacation location/home. All the best attractions on the islands north coast are minutes away (Glistening Waters, Green Grotto Caves, 876 Beach, Burwood Beach, Pueto Seco beach, Dunn's River fall's, Dolphin Cove, Chukka Adventure Park and many more). Perfect for family, friends or work travel.

LocationFamilyDecor

Guest favorite

A vibrant pool area is depicted, featuring several people enjoying the water. Splashes are captured mid-action, highlighting a lively atmosphere. Lounge chairs are positioned in the background, while greenery outlines the space, enhancing the outdoor experience.

Villa in Stonebrook Manor

4.94 out of 5 average rating, 106 reviews

Jhadano*3BR*Oceanview*Pool*Shuttle-Gym*Gated

🌴✨ Luxurious Retreat in Paradise! 🌴✨ The whole group will love this centrally located ocean view getaway in upscale gated community. Spacious, stylish, clean and fully equipped with modern amenities. Leave all your worries at home and unwind Jamaican style enjoying our warm sunshine. We offer free airport shuttle (up to 2 guests, 2 nt. min). We even offer transportation to attractions and meal plans. Nothing to do but pack and show up. We look forward to your escape✨

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Guest favorite

A spacious outdoor area features a swimming pool surrounded by lounge chairs and a covered seating area. Vibrant blue chairs are positioned near the pool, while lush greenery provides a natural backdrop, enhancing the serene environment.

Villa in Duncans

4.93 out of 5 average rating, 89 reviews

Adehya the Villa

Adehya, a Jamaican phrase for "I've arrived" is the quintessential vacation spot in Jamaica. Located in the gated community of Silver Sands Estate, Trelawny, you will have access to the estate's facilities and beaches nearby. Also included in your vacation package is a staff consisting of a housekeeper, butler and a chef. Feeling adventurous? No worries. We can arrange or suggest a list of activities and attractions for you to visit. Adehya is your home away from home.

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Top guest favorite

Home in Discovery Bay

4.96 out of 5 average rating, 194 reviews

Courtyard by the Bay*Pvt Pool, BCH & 5-Star Amen

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 and A1 amenities. Immerse yourself in island living and minutes away enjoy the 5 star resort style Puerto Seco beach, restaurants and major attractions. This place is suitable for all types of travelers seeking an unforgettable vacation. Look no further BOOK NOW at Courtyard by the Bay.

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