Vacation rentals in Stewart Town

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Top-rated vacation rentals in Stewart Town

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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

Villa in Discovery Bay

4.91 out of 5 average rating, 22 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 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 Bay Beach

4.94 out of 5 average rating, 117 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

Home in Browns Town

4.85 out of 5 average rating, 46 reviews

Swing Bed in the Hills: Secure Escape, Fast wifi

Tucked away in the cool hills above Browns Town, this bright villa blends indoor comfort with outdoor serenity. Our signature screened gazebo with swing bed is made for reading, napping, or stargazing; no bugs, just breeze. Inside: 2 king bedrooms, 2.5 baths, full kitchen, 75" TV, dedicated office, and fast Wi-Fi (136 Mbps). Outside: gated parking, local shops steps away, beaches 15 minutes away. Perfect for couples, families, or remote workers craving peace, privacy, and genuine Jamaica. 🇯🇲

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, 134 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 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

4.94 out of 5 average rating, 161 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

Superhost

A comfortable living area features a brown leather sofa adorned with colorful accent pillows. Light streams through dual-layered window shades. A round black coffee table sits in front, complemented by two blue chairs and a decorative plant, creating an inviting atmosphere.

Home in Discovery Bay

4.92 out of 5 average rating, 50 reviews

Sunset@ArecaHomes ~ Beach Access~Pool & Water Park

🏖️ Escape to Paradise at Camelot Village –Your Ideal Getaway in Discovery Bay Welcome to Sunset at Areca Homes where your dream vacation becomes reality! Our luxurious 2-bedroom, 2-bathroom retreat offers the perfect blend of comfort style and luxury, ensuring a memorable stay in one of Jamaica's most enchanting locations. Why You'll Love Our Home ✔︎Never Miss a Sunset at this Spectacular Property ✔︎ Exclusive Puerto Seco Beach Club Membership for everyone 3 minutes away! ✔︎ COMFORT

Guest favorite

A clear view of the swimming pool situated beside the ocean is presented. The pool is framed by lounge chairs and bordered by a white wall. Lush greenery can be seen surrounding the area, contributing to a serene outdoor environment.

Apartment in Discovery Bay

4.98 out of 5 average rating, 90 reviews

Ocean Mount Apartments, Apt. No. 3

Studio apartment, ground floor, for 2 persons only, with swimming pool overlooking the ocean located in Discovery Bay, St. Ann 1 hr drive from Montego Bay airport and 45 mins. drive to Ocho Rios. Two mins. from apt. to main highway between Montego Bay and Ocho Rios. Fully furnished apt. with queen bed and sofa, both ceiling and standing fans (no a/c), wifi included. Nearest beach is Puerto Seco Beach 15 mins. by car into the Town Min. stay 2 days - Cost US$55.00 per night

Guest favorite

The exterior of Villa Oasis is showcased, set on a spacious lawn with well-maintained greenery. The ocean is visible in the background, while a gazebo with seating is located to one side. The main house features a light-colored facade and is framed by palm trees.

Villa in Discovery Bay

4.82 out of 5 average rating, 77 reviews

Villa Oasis: Modern/Private Beach/Oceanfront

Villa Oasis is a breathtaking getaway with modern amenities. Located in Discovery Bay, this oceanfront property sits on an acre of land, giving you a spacious home, the calming ocean breeze & amazing views for your dream vacation. Sitting conveniently between Montego Bay and Ocho Rios, this home’s access to so many popular tourist attractions makes it the ideal location for your Jamaica getaway. Guests of Villa Oasis also have access to a private beach.

Guest favorite

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, 235 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!!!

Guest favorite

Home in Discovery Bay

4.88 out of 5 average rating, 17 reviews

Chillin in D’Bay

Come Chillin’ in D’Bay — Your Home Away From Home 🇯🇲 Stay in our cozy, modern tropical home in Discover Bay, St. Ann. 2 bedrooms • 2 bathrooms • Ocean view • Gated community Just 5 minutes from the beach, with outdoor dining, laundry, and all the comforts you need — budget-friendly and full of island vibes. Relax, explore, and enjoy Jamaica — come chill with us in D’Bay! 🌴

Guest favorite

Guesthouse in Spring Garden

4.9 out of 5 average rating, 10 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