Holiday houses in Stewart Town

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Top-rated holiday rentals in Stewart Town

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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
A modern kitchen and dining area feature a wooden table with four black chairs, complemented by a cozy blue armchair. Soft lighting from pendant fixtures highlights the space, while natural light filters through the wooden blinds. A potted plant adds a touch of greenery to the setting.
Home in Discovery Bay
4.92 out of 5 average rating, 50 reviews

Travel VibeZ Oasis, 2BD / 2BA

Travel VibeZ Oasis, your exclusive retreat nestled within the secure confines of Camelot Village, offering 24/7 security for your peace of mind. Our villa exudes a modern and stylish aesthetic, complete with air conditioning and essential amenities to ensure your utmost comfort throughout your stay. Just a 5-minute drive from the sun-kissed Puerto Seco Beach, the property is also in close proximity to nearby attractions such as Ultimate Jerk center, Plantation Cove, Chukka Cove, Dunn's River.

Top Guest favourite
Villa in St. Ann Parish
4.9 out of 5 average rating, 115 reviews

Sweet Oasis, Draxhall Polo Villa #8

This beautiful villa is part of a 17 unit gated community with 24/7 security. There is a swimming pool on site. Guest have pre-arranged access to a private beach located 5min drive or 20 mins walk from the house. Close by attractions such as Dolphin's Cove, Dunn's River Falls, Chuka cove, Mystic mountain, Downtown Ocho Rios and many more attractions are 10mins drive from the house. Walking distance from Knutsford Express, Scotchie's Jerk other restaurants, Pharmacy, Grocery, Gas station,

Guest favourite
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. 🇯🇲

Superhost
Aerial view captures the serene shoreline lined with lush greenery and sandy beach. The calm turquoise water reflects the clear sky, while a gentle breeze sways palm trees along the coast. The surrounding landscape features hills and modern villas set amongst vibrant foliage.
Villa in Discovery Bay
4.83 out of 5 average rating, 29 reviews

Rooftop Breakfast•Private Beach•Jacuzzi•BBQ•WiFi

☞ 3 min → Private Bengal Beach (15 min walk/drive) ☞ Rooftop lounge & outdoor seating with treetop views ☞ Kitchen with breakfast island + American fridge + dishwasher ☞ Dining for 6 + fire pit/BBQ for gatherings ☞ Landscaped 1-acre garden with fruit trees, maintained by live-in gardener ☞ Optional private chef & event staff available for a fee ☞ Driveway parking for 8 cars, A/C in every room ☞ 1 hr → Montego Bay Airport (MBJ) ★ “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, 142 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 favourite
A refreshing swimming pool is set against a backdrop of lush greenery and modern architecture. Comfortable lounge chairs are placed beside the pool, inviting relaxation. A sun umbrella provides shade, enhancing the outdoor space's appeal.
Apartment in Runaway Bay
4.92 out of 5 average rating, 71 reviews

Royale Escape

Phenomenal, luxurious, amazing!! This upscale north coast Runaway Bay chill-spot is a modern retreat, that is tastefully furnished, boasting swimming pool, gym and a clubhouse with breathtaking ocean views. Easy drive from Montego Bay Airport and close proximity to Jamaica's best attractions, featuring great foods and amazing entertainment spots. Dunns River Falls, Dolpins Cove, Mystic Mountain, Puerto Seco to name a few. Dive right in and enjoy this unparalled home away from home.

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, 107 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!

Superhost
A serene bedroom features a spacious bed adorned with a textured white quilt and decorative pillows. Natural light fills the room through window treatments, while a wooden nightstand and a stylish chair contribute to an inviting atmosphere. Greenery can be glimpsed outside the windows.
Home in Priory
5 out of 5 average rating, 7 reviews

Holiday House 4Bdr Villa with Housekeeper

Welcome to Holiday House—a newly renovated 4-bedroom villa in Coolshade at Richmond Estate, Priory St Ann . Perfect for up to 8 guests, this breezy retreat offers daily housekeeping, a private cook (optional), a fully equipped kitchen, and spacious living areas. Enjoy access to a pool, gym, tennis court, supermarket, beach, and more. Whether you're here to relax, work remotely, or explore, Holiday House is your stylish and comfortable island home away from home.

Top Guest favourite
A glass-top table is set on a sunlit terrace, accompanied by a light brown chair. An umbrella provides shade, and two potted plants are placed on the table, with a distant view of the ocean visible beyond the horizon.
Home in Discovery Bay
5 out of 5 average rating, 12 reviews

The Camelot Oasis

Escape to serenity in our chic, peaceful retreat in a gated community in Discovery Bay, St Ann, where style meets comfort, and every corner invites relaxation. Your perfect getaway awaits Whether you're lounging by the scenic views, exploring nearby beaches, or enjoying the cozy ambiance inside, this stylish haven is designed for ultimate relaxation. Come unwind, recharge, and make unforgettable memories in the heart of Discovery Bay.

Popular amenities for Stewart Town holiday rentals

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  2. Jamaica
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  4. Stewart Town