Villa holiday rentals in Saint Ann

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Top-rated villa rentals in Saint Ann

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Guest favourite

A private pool area is surrounded by palm trees and lounge chairs. Umbrellas provide shade over seating options, with a covered relaxation area visible in the background. Two inflatable pool toys rest gently in the water, enhancing the inviting atmosphere.

Villa in Plantation Village

4.86 out of 5 average rating, 155 reviews

Villa354-Pvt. Pool Sleep to 16 w/Chef Option

A beautiful and relaxing home within a safe and secure 24-hr gated community. It's the perfect getaway with all the amenities- a private pool, air-conditioning, and large flat screen tv in each room and individual bathrooms. Villa 354 is perfectly situated right across the street from Plantation Cove where the famous Rebel Salute is hosted. The famous Ocho Rios, Dunns River Falls, Mystic Mountain, and Swimming with The Dolphins are only 10 minutes away! Low $ Airport transportation available!

Top Guest favourite

An aerial view captures the expansive Marina Villas community, nestled against a backdrop of lush greenery and the serene ocean. The beach gently curves along the shore, with a dock extending into the water, providing an inviting scene of coastal tranquility.

Villa in Saint Ann's Bay

5 out of 5 average rating, 35 reviews

3BR Beach Villa w/ Private Chef, Pool, Security

Your dream Jamaican getaway at this Luxury 3-Bedroom Villa located in the premier Marina Villas Community within the upscale Drax Hall Estates. This is a full-service vacation designed for ultimate relaxation and convenience and includes unparallel luxury of: ✔ Private Chef (8am-5 pm) ✔ Beachfront location with Private Beach Access ✔ Pool & Courts (Tennis & Basketball) ✔ 24/7 Security ✔ Complimentary Bicycles (3 Adult, 1 Child) ✔ High Speed Wi-Fi & Dedicated Workspace ✔ Full Kitchen & BBQ Grill

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, 77 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

Villa in St. Ann Parish

4.9 out of 5 average rating, 117 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,

Superhost

The exterior of the villa presents a modern two-story structure with a clean, minimalistic design. Large windows and balconies complement the dark accents of the garage doors. The surrounding area features manicured grass and a paved pathway, creating an inviting entry.

Villa in Plantation Village

4.74 out of 5 average rating, 23 reviews

The Onyx Villa by MTJ Properties Ocho Rios

Welcome to the 295 Onyx Villa in Paradisiac Beach Club. This is ultimately where modern meets luxury in the vacation rental arena. This luxury villa in Jamaica is among the top three most luxurious models in the beach club, with 3 bedrooms, 3.5 bathrooms, and double outdoor balconies. The villas has two floors: one is for entertainment and lifestyle and the second floor has 1 master king suite and 2 deluxe queen suites. The villa is located at the midpoint between Montego Bay and Ocho Rios.

Guest favourite

An inviting entryway features a comfortable seating area with two round wicker chairs and colorful accent pillows, alongside a lounge chair. Green foliage surrounds the space, highlighting a potted orchid. A wooden door leads into the interior, where a cozy atmosphere is suggested.

Villa in Ocho Rios

4.83 out of 5 average rating, 151 reviews

Dream Villa Private Pool Ocho Rios

Your dream of a relaxing surreal home away from home is located in the newly constructed, quiet gated community of Drax Hall Country Club, St. Ann. A true oasis, with its own private swimming pool, security cameras , air condition units in entire home, celing fans and smart TV's and free Wi Fi. The villa is withen 10 minutes of all major tourist attractions , Dunns river, Dolphen cove,Chukka Cove ,Mystic Mountain. The villa has 3 beadrooms, 2 bathrooms and sleep a maximum of 6 guest.

Superhost

The two-story villa is shown at dusk, with warm light glowing from the large open spaces inside. Comfortable lounge chairs line the stone pathway, leading to a spacious garden. Lush greenery surrounds the villa, creating a serene outdoor environment.

Villa in St Ann

4.71 out of 5 average rating, 7 reviews

Luxury Oceanfront villa, Tallawah#6 at Chukka Cove

Escape to Paradise at TALLAWAH, Villa 6 Unwind in this stylish two-bedroom villa on Jamaica’s north coast, tucked away in the exclusive Chukka Cove. Sweeping views of the Caribbean Sea and sunsets to match. Enjoy an open-concept living space with French doors, open to lush garden and seaside patio, perfect place to relax and recharge. Peaceful, romantic, unforgettable! Brings the magic of Jamaica to your doorstep. Come. Relax. Unwind. Experience the magic of Tallawah Villa 6.

Guest favourite

Villa in Ocho Rios

4.79 out of 5 average rating, 147 reviews

Seraphina Palms ~ A Slice of Jamaican Heaven

Look no further for your perfect island villa is a 3 bedroom/3 bathroom located within a gated community. This luxurious holiday home is accompanied by an exquisite community pool, and an enchanting private beach, The Cove. You will feel at home with our fully equipped modern kitchen, our open plan living/dining area and ensuite bathrooms. Never feel safer with our round the clock security and never have more fun with multiple activities just a short car ride away.

Guest favourite

A two-story villa showcases a modern Caribbean design, framed by lush greenery and tropical plants. The porch features comfortable seating under shaded beams, and a stone pathway leads to a manicured garden. Large windows invite natural light, enhancing the open and airy feel of the property.

Villa in Ocho Rios

4.93 out of 5 average rating, 117 reviews

Ocean front luxury Villa in Jamaica

Welcome to Tikal, an ocean front luxury villa, exquisitely remodeled in May 2021, with an airy modern Caribbean style. We are adjacent to Chukka Cove Horse & Adventure Farms, noted as Jamaica's premier tourist attraction provider. We are conveniently nestled between Montego Bay and Ocho Rios, only 50 minutes from Montego Bay International Airport. We are within 30 minutes of most major tourist attractions, and the cruise ship port in Ocho Rios.

Guest favourite

An outdoor seating area is framed by wooden beams and sheer white curtains. Comfortable rattan chairs and a round table create a cozy space among lush greenery, providing a serene environment for relaxation.

Villa in Ocho Rios

4.95 out of 5 average rating, 22 reviews

Luxe Oasis - Villa w/hot tub & rooftop terrace

Not just a stay but an experience. Enjoy a stylish experience at this centrally-located villa. Luxe Oasis is an excellent choice for families and groups. It's the ultimate retreat. Relax on the rooftop terrace and spend time in your private rooftop hot tub or head over to the infinity pool for a swim while enjoying views of the Ocho Rios coastline and Caribbean Sea. Modern luxury decor is featured in all bedrooms, as well as en suite bathrooms.

Guest favourite

An inviting outdoor pool is set against the lush landscape of the hills, offering views of the ocean in the distance. Surrounded by vibrant greenery, the area reflects a serene tropical environment under a clear blue sky.

Villa in Orange hill rd. Colegate St Ann

4.92 out of 5 average rating, 25 reviews

Artvark Retreat above Ocho Rios in Jamaica

Artvark Retreat has a main building and separate cottages with 8 bedrooms. Its large open living areas, verandas and spectacular views make the Retreat an ideal place for group events such as workshops, retreats and private functions. The chef-staffed kitchen isn't available for guest cooking, but full meals can be catered and there is a kitchenette with a fridge and small appliances. Meals cost $7usd per person plus the cost of ingredients.

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

4.89 out of 5 average rating, 54 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.