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Holiday houses in Saint Ann

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Top-rated holiday rentals in Saint Ann

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

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Guest favourite
The exterior of a modern two-story building is showcased, featuring a combination of light and dark materials. Lush greenery surrounds the property, and a driveway leads to a garage. Large windows provide ample natural light, while balconies add to the contemporary aesthetic.
Home in Plantation Village
5.0 out of 5 average rating, 16 reviews

Elite Escape @ Paradisiac (near Ocho Rios)

Escape to paradise in this stylish & fun 3-bedroom, 3.5-bath beachside retreat near Ocho Rios! Perfect for families, this spacious home combines modern design & tropical charm. Enjoy bright, airy interiors, comfortable beds, and an open living space ideal for creating memories. With a view of the Caribbean Sea, you’ll find relaxation and adventure at your doorstep. Whether you’re soaking up the sun, exploring local attractions, or simply unwinding, this family-friendly getaway is yours to enjoy!

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Guest favourite
Villa in Runaway Bay
4.95 out of 5 average rating, 38 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

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Top Guest favourite
Villa
4.89 out of 5 average rating, 120 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,

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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
4.94 out of 5 average rating, 81 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 favourite
An aerial view showcases a spacious villa surrounded by landscaped gardens and palm trees. A private pool and deck are visible in the background, with sun loungers arranged nearby. A car is parked in the driveway, leading to the villa's entrance.
Home in Priory
4.95 out of 5 average rating, 73 reviews

Bamboo Breeze Villa 4Bdr PVT Pool Richmond St Ann

Bamboo Breeze is a cozy , comfortably decorated Villa , located in Richmond Cool Shade , St Ann Jamaica. The Villa features its own private Pool and pool deck for added relaxation , and access to Richmond's own private beach . Guests have access to a Gym , Tennis Courts , Pool and Table Tennis , Putting Green , Picnic areas, Walking Trail ,Kids Park and Playground. A fully stocked Supermarket/Drugstore/ Deli is nearby for your added convenience. *( delivery service available ) .

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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, 171 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

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Superhost
Condo in Saint Ann
5.0 out of 5 average rating, 4 reviews

The Vue @ Paradisiac ~ Private Beach ~ Pool ~Gated

Escape to your own slice of paradise at Paradisiac Beach Club. Just a short stroll from the shoreline, this stylish one-bedroom retreat offers the perfect balance of relaxation and convenience. Enjoy the most amazing “vue” of the Caribbean Sea in the distance from this 3rd floor condo, and everything you need for an unforgettable Jamaican getaway Why You’ll Love This Home ✔︎ Secure gated community with 24/7 security ✔︎ Pool/Beach access ✔︎ Free onsite parking ✔︎︎ Fully air-conditiond

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Guest favourite
A modern living room is displayed featuring a light-colored sofa adorned with cushions. Dark wood side tables with rounded edges are positioned next to the sofa. Large windows allow natural light to illuminate the space, complemented by contemporary lamps and a circular coffee table.
Home in Ocho Rios
4.95 out of 5 average rating, 82 reviews

Zuma Villa|3BR|Rooftop|Gated|Pool|10 min Beach

Welcome to Zuma Villa, your tropical oasis nestled in the heart of Jamaica. Surrounded by lush greenery and just moments from pristine beaches, Zuma Villa offers the perfect blend of comfort, style, and island charm. Whether you're here to relax, explore, or indulge in local culture, our villa is designed for an unforgettable stay. From the rooftop sea views to the infinity pool, you'll feel right at home while experiencing the best of Jamaica. Come as guests, leave as family!

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Guest favourite
The living room displays a modern ambiance with gray sofas and a blue accent chair. A round coffee table sits on a soft area rug, complemented by natural light streaming through large windows, and decorative plants enhance the space's fresh feel.
Home in Ocho Rios
4.85 out of 5 average rating, 65 reviews

Pyramid Springs

Our luxurious home with SOLAR POWER in a gated Jamaican community with 24-hour security offers an array of complimentary amenities, including a tennis court, gym, community pool, playground, air conditioning, Wi-Fi, Netflix, YouTube, Electric stove with oven, Air fryer, and a large refrigerator/freezer. Located central to all airports, 10 min to Dunns River Falls/Dolphin Cove; 15 min to Chukka & Plantation Cove, and 5 minutes’ drive to beaches in Ocho Rios.

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Guest favourite
Home in Saint Ann's Bay
4.89 out of 5 average rating, 35 reviews

Luxury Villa 1br | Eight Rivers

Charming One-Bedroom Villa in Marina Villas, Drax Hall – Ocho Rios, This fully equipped one-bedroom villa offers the perfect blend of comfort, convenience, and Caribbean charm. Access to a range of amenities: Swimming pool Fitness centre Residents-only private beach 24-hour security and gated Located just minutes from the vibrant town of Ocho Rios, with shops, restaurants, Dunn’s River Falls, and local attractions within easy reach.

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Superhost
Cottage in Saint Ann
4.85 out of 5 average rating, 59 reviews

Ecoscape - Eco River Cottage w/ Private Spring

Escape to your own secluded eco-retreat where nature, comfort, and authentic Jamaica come together. What you’ll love: ✔Private river setting and natural spring ✔Peaceful, lush forest surroundings ✔Romantic boho-style 1 bedroom cottage ✔Only 30 minutes from Ocho Rios Wake up to birdsong, enjoy coffee by your spring-fed yard, and unwind in a serene, nature-filled escape. Perfect for couples, creatives, and anyone seeking privacy and calm.

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Superhost
Guest suite in Ocho Rios
4.88 out of 5 average rating, 168 reviews

Wake Up 15ft From the Sea · Chef · Reef Ocho Rios

Fifteen steps from your deck to the Caribbean Sea. Peacock Villa is a beachfront retreat built from local guango and cedar with your private chef included. Dine on the deck or beach — à la carte or market-fresh, your choice. Swim seven minutes to a coral reef. Snorkeling gear, paddleboard and kayak all provided. Queen bed, air conditioning, housekeeping included. Sleeps 2. Ocho Rios markets, restaurants and shops — all walkable.

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Popular amenities for Saint Ann holiday rentals