Villa holiday rentals in St. Mary Parish

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Top-rated villa rentals in St. Mary Parish

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Guest favourite

Villa in Port Maria

5.0 out of 5 average rating, 8 reviews

Tranquility Bay Oceanfront Retreat

Leave the stressors of home behind and revitalize yourself and your loved ones in the mystical retreat at Tranquility Bay. This oceanfront home is a little less than 2 hours from Montego Bay Airport and is centralized with dozens of tourist hot spots, including the famous Dunn's River Falls and Margaritaville in Ocho Rios. The location of the property has the convenience of grocery markets, banking, western union, gas stations, shopping, churches, gyms, restaurants, a local beach and much more.

Villa in Galina

4.69 out of 5 average rating, 91 reviews

*Luxury Rental* The Palms at Galina

Let us take the work out of planning your next trip to Jamaica! We offer an all inclusive option! > 7 bedrooms > 9 bathrooms >>Property accommodates up to 14 guest >> Housekeeping & personal daily Chef are included in the rental price >> We can arrange round-trip airport transportation and/or a full-time driver >>Tour guide services if needed >> Need more room? Book our sister property: The Palms at Wentworth for an additional 4 bedrooms and up to 8 more guest (inquire for more details)

Guest favourite

Villa in Ocho Rios

5.0 out of 5 average rating, 15 reviews

ZYANI Boutique Resort Seaside, Chef Ocho Rios JA

Zyani Boutique Resort Seaside Vacation Villa is located 7 miles from Ocho Rios Jamaica, Guest comments: Mesmerizing ocean views, Excellent service staff, Exquisite cuisine, Lovely host, Centrally located to local excursions. Our fully staffed Villa comes with a Private Chef, helper security, and On-site management when booking a 1-week stay. High-speed Wifi, an 8ft Pool with floaters, yoga mats, and a Bluetooth karaoke speaker. We have 4 bedrooms with ensuite baths and a guest 1/2 bath.

Villa in Boscobel

4.83 out of 5 average rating, 6 reviews

Oceanfront Villa Pineapple Cove PrivateTwo Bedroom

PrivateTwo Bedroom Oceanfront Villa offers relaxing tranquillity with breathtaking views at the Pineapple Cove. A Gated secure property In a Trendy Boscobel neighbourhood with a magnificent oceanfront balcony and a 2 minute drive from Ian Flemings Airport and 15 drive to Downtown Ocho Rios Two bathrooms with showers a kitchen a large private outdoor balcony with a dinning table overlooking the magnificent reef and excellent snorkelling area just down the step below you into the ocean

Guest favourite

Villa in Tower Isle

4.92 out of 5 average rating, 26 reviews

Rose Villa Jamaica

Our lovely casual rustic country villa in Retreat, St Mary, has been updated with modern conveniences to make this your home away from home. Nestled 10 mins drive up against the mountains of St Mary, with sweeping views of the Caribbean Sea. The house is tastefully decorated with furniture made by local artisans. Up for a bit of adventure, driving the country roads and a tremendous cultural experience? Rose Villa is for you. A perfect relaxing getaway up in the local hills of Jamaica.

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Villa in Boscobel

4.81 out of 5 average rating, 21 reviews

Catch My Drift: Palm Villa (2 Bedrooms)

Catch My Drift is a gated eco-inspired villa built and uniquely designed to incorporate locally sourced materials. Relax with the whole family or your special person. Our villa offers the privacy and seclusion needed for complete relaxation. Enjoy our splendid view, swimming pool, outdoor kitchen with grill in our spacious backyard. We are only a 10 minute ride from Ocho Rios, home of popular attractions such as Dunns River Falls and Mystic Mountain or quick trip to the beach.

Villa in Rio Nuevo

4.87 out of 5 average rating, 23 reviews

Villa Retreat (Retreat, St. Mary, Jamaica)

Villa Retreat (at Tranquility Glades, Retreat, St. Mary) is a (fully furnished 3 bedroom / 2 bathroom) vacation villa/home. This hilltop residential neighborhood gives a view of both mountains and ocean. This villa is kissed by the wind which blows throughout the house. This entire house is ALL YOURS (when booked). Close to shopping, dining, famous attractions. It's 20 mins drive to (Ocho Rios, St. Ann), 10 mins drive to Tower Isle, 10 mins drive to 3 beaches and Rio Neuvo.

Guest favourite

Villa in Port Maria

5.0 out of 5 average rating, 14 reviews

Escape to Paradise @ Breezy Castle St.Mary Jamaica

Escape to paradise at Breezy Castle, a nature lover's hideaway in the cool hills of St.Mary, overlooking the lush Blue Mountains and turquoise Caribbean Sea. Wake up to the refreshing mountain air and a cup of freshly brewed Jamaican coffee. The chirps of birds and warm Jamaican sunshine is to die for. Pamper yourself, retreat into this beautiful, serene villa and savour delicious Jamaican cooking. book a room or the entire villa.. AN UNFORGETTABLE EXPERIENCE AWAITS YOU!

Guest favourite

Villa in Oracabessa

4.98 out of 5 average rating, 48 reviews

Grande Haven Villa

Grande Haven Villa - Ultimate Relaxation * 5 minutes from Ian Fleming Airport * This Mediterranean style villa is nestled behind a palm tree lined driveway in the hills of Gibraltar, overlooking the infamous James Bond Beach. The villa has 4 bedrooms each with private bathrooms, outdoor pool, wraparound veranda, 3 private balconies and shady palm trees for napping or reading a good book. Grande Haven Villa has everything needed for ultimate relaxation.

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Villa in Oracabessa

New place to stay

Oceanside Retreat Villa walk out to Ocean & Pool

Welcome to VIVA LA MAR, your peaceful piece of paradise, included in your stay is a Chef, Butler and Housekeeper enjoy being nestled within an elite gated vacation community of Golden Cove where exclusivity meets the serene embrace of the sea. Our Oceanside Villa, is one of only four residences sharing this privileged enclave, offers not just a stay, but an experience that intertwines luxury, tranquility, and the unmatched beauty of the oceanfront.

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Villa in St. Mary

4.93 out of 5 average rating, 44 reviews

Staffed Villa with Spectacular North Shore Views

Located about fifteen miles east of Ocho Rios, escape the hustle and bustle of crowded resorts and enjoy your new home away from home in Jamaica! Cabarita Lookout comfortably sleeps three families or three couples with extra beds available. Whether you are looking for an active family vacation loaded with activities for you and your kids or just a quiet private getaway with friends, Cabarita Lookout promises memories you'll treasure forever.

Guest favourite

Villa in Boscobel

4.87 out of 5 average rating, 15 reviews

Family Perfect, Harbour View Villa + Beach Access

An old style family home, renovated with traditional & antique furniture. It offers a cozy retreat with a spacious wrap-around veranda providing lots of outdoor space in which to relax and take in the garden, mountain and ocean views. This beautiful, tranquil villa boasts a great view of the sea and a 5 minute walk to a private golden sand beach. It is ideal as a romantic retreat or relaxed and peaceful get-away for family or friends.