Holiday houses in Stewart Town

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Top-rated holiday rentals in Stewart Town

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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.

Top Guest favourite
Home in Runaway Bay
4.94 out of 5 average rating, 16 reviews

The Sage Suite Atlas Jamaican Luxury Experience

This AirBnB is a fully solar powered, all inclusive option, fully staffed house with amenities that are designed to take the guess work out of your vacation and maximize your comfort and enjoyment. Have us pick you and your additional guests from the airport for free and then enjoy some of the island's finest cuisine cooked by your own personal chef. What's a bnb with breakfast options, we wouldn't know because daily breakfast and dinner can be made to start your days and finish them off right!

Guest favourite
Villa in Discovery Bay
4.89 out of 5 average rating, 19 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!

Guest favourite
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
4.93 out of 5 average rating, 70 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!

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, 109 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
Home in Coral Spring
5 out of 5 average rating, 7 reviews

Mountain View Haven- 3 mins to the beach

No cleaning fee, flexible cancellation policy & breathtaking mountain views. This cozy haven is nestled in a quiet, gated community with 24hrs security. The town & excursion sites are in close proximity. We are between two resort towns and are 30 minutes from the Sangster's International Airport. The house is equipped with WIFI, AC, fully stocked Kitchen & ample parking. You will love Mountain View Haven because of its coziness, the location & how perfect it is for couples & singles alike.

Superhost
Villa in Discovery Bay
4.83 out of 5 average rating, 29 reviews

Rooftop Breakfast•Private Beach•Jacuzzi•BBQ•Events

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.”

Top 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, 145 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, 199 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.

Guest favourite
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
4.84 out of 5 average rating, 75 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.

Superhost
Home in Plantation Village
5 out of 5 average rating, 3 reviews

NEW|Pool Access 3BR •Gated • Walk to the Beach

Welcome to your island getaway where laid-back coastal living meets modern comfort. This spacious 3-bedroom, 3.5-bath vacation home is perfectly designed for you with a quick stroll to the onsite private beach ✨ Why You’ll Love This Home ✔︎ Private beach access ✔︎ Secure gated community with 24/7 security ✔︎ Pool access ✔︎ Spacious, modern design ✔︎ Seamless self check-in via keypad ✔︎ Free on-site parking ✔︎ Fully air-conditioned

Guest favourite
A private pool glistens under a clear blue sky, surrounded by well-maintained gardens and palm trees. Lounge chairs and umbrellas provide shade along the pool deck, while lush greenery and distant trees create a serene backdrop.
Villa in Runaway Bay
4.88 out of 5 average rating, 51 reviews

Luxury Family Villa with pool-weddings long stays

Welcome to your private luxury family villa, a fully staffed tropical retreat designed for comfort, celebration, and connection. Surrounded by lush gardens and featuring a sparkling private pool, this elegant villa is perfect for families, weddings, and special events. Enjoy personalized meal service, daily housekeeping and resort-style amenities for a seamless stay — whether for a week or an extended escape.

Popular amenities for Stewart Town holiday rentals

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