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Villa holiday rentals in Saint Ann

Find and book unique villas on Airbnb

Top-rated villa rentals in Saint Ann

Guests agree: These villas are highly rated for location, cleanliness and more.

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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, 153 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!

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, 72 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, 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
A private plunge pool reflects the colorful sunset, while a spacious patio with wooden furniture is positioned nearby. Lush greenery surrounds the area, and the Caribbean Sea is visible in the background, enhancing the serene outdoor atmosphere.
Villa in Runaway Bay
4.95 out of 5 average rating, 77 reviews

Archer's Rock-Luxurious 3 B/R/Private Plunge Pool

Archer's Rock, Villa 1 at Chukka Cove Come for the Food, Stay for the Relaxation, Leave with Unforgettable Memories! ~3 bedrooms, stairs enclosure with private Plunge pool~private cook Escape to a tropical paradise, where breathtaking views, mouth-watering cuisine, and serene relaxation await. Whether you're unwinding by the pool, exploring the stunning cove, or savouring a delicious meal, every moment becomes a cherished memory. Book your stay today and experience the magic of Chukka Cove!

Superhost
Villa in Discovery Bay
4.79 out of 5 average rating, 33 reviews

10 min to Runaway Bay Beach-Full Kitchen-BBQ

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.”

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, 150 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
A spacious bedroom is presented with a large white bed, accented by soft linens and a blue throw. Two bedside tables with lamps are positioned on either side. Light filters through window treatments, and artwork depicting trees is mounted above the bed.
Villa in Priory
4.78 out of 5 average rating, 150 reviews

Coastal Haven: Your Tropical Oasis

Coastal Haven Villa is a new 3 bdr / 2 bath located within the gated community of Richmond Estate, St Ann with 24/7 security. The villa boast air conditioning in all bedrooms and the villa is sanitized to meets COVID19 protocols. The community pool is a 2 min walk away and you'll enjoy sea & mountain views. It's in close proximity to Richmond private beach, Ocho Rios, Puerto Seco Beach, Dunn's River, Chukka Cove, Mystic Mountains, Dolphins Cove, and many more Beaches/Restaurants.

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
5 out of 5 average rating, 4 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
4.78 out of 5 average rating, 138 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.

Superhost
Villa in Ocho Rios
5 out of 5 average rating, 4 reviews

Las Olas Villa | 4BR | Pool | Chef Option | Gated

Escape to Las Olas Villa, a refined private retreat near Ocho Rios with a pool, jacuzzi, and elevated concierge experiences designed for effortless island living. Enjoy spacious indoor and outdoor areas, a private pool and jacuzzi, and the option to elevate your stay with chef service, in-villa massages, or a private yacht experience. Ideal for families, group getaways, and special celebrations seeking comfort, privacy, and unforgettable moments.

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, 116 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
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, 52 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.

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