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Luxury rentals in St. Ann Parish

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Top-rated luxury vacation rentals in St. Ann Parish

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A covered seating area with a wooden table offers a view of the swimming pool, surrounded by lush greenery and vibrant flowers. Sun loungers are arranged along the pool's edge. Tall palm trees and a blue sky create a serene tropical backdrop.

Villa in Montego Bay

4.64 out of 5 average rating, 36 reviews

Caribbean Jewel

CharleneRating, 5 stars7 months ago

Beautiful home with beautiful views. Celebrated my husbands 40th birthday with 2 other couples and we all had an amazing time. Mrs Beverly got us spoooooiled!!! Her jerk chicken, the escovitch fish, saltwater fish, red snapper, ox tails.. I can go on. She cooked mouth drooling meals each time she cooked. Desmond the butler was amazing. Pauline the housekeeper sung happy birthday to my husband, she was so sweet. Can’t leave out Norman the driver. He was mad cool. I just loved it. The end cause I can go on. But it was a great time.

A multi-level terrace features sun loungers overlooking vibrant turquoise waters. Steps lead down to a private dock and an infinity pool that blends seamlessly with the ocean, framed by lush greenery and the expansive sky.

Villa in Ocho Rios

5 out of 5 average rating, 12 reviews

Rocksteady Villa

GavinRating, 5 stars16 months ago

Great villa, stunning views, fantastic staff. Photos and description are very accurate. Suzanne was a super responsive and very helpful host. Location is good, and the views are fantastic. The staff really make the place - Mr Green the butler is very welcoming and helpful, and Chef Gavin will keep you well fed! We were a family of 4 and had plenty of space - though I wonder if it might feel a bit cramped with 8 people (especially if it was two separate family groups). We hired the recommended driver (Mr Allen) for the week, which was a good idea. Overall the villa felt like good value, and we thoroughly enjoyed our stay.

A spacious outdoor area features a large blue swimming pool surrounded by tropical plants and palm trees. An adjacent hot tub is visible, with lounge chairs lined along the water's edge. The villa's modern architecture stands in the background under a clear blue sky.

Villa in Ocho Rios

5 out of 5 average rating, 4 reviews

Canoe Cove

JessieRating, 5 stars20 months ago

There were 16 in our party and we had a great week. The villa is beautiful and relaxing. Loved the swimming pool and beach. Chef bounty cooked delicious meals. The staff was very attentive. Ricardo, Patrick, and Tamara went out of their way to ensure we were taken care of. The housekeepers did a great job. We could say the staff was the best part of the experience. The villa provided us a complimentary singer one night, which was very relaxing. We hired a steel band the last night and had an awesome dinner party. There was 24 hour security at the villa, so you felt safe.

The villa is set amidst lush green lawns and surrounded by tropical palms, showcasing a distinctive roofline with a combination of stone and wooden elements. A spacious patio area offers ample seating and views of the inviting pool, while the bright blue sky creates a serene backdrop.

Villa in Runaway Bay

4.88 out of 5 average rating, 8 reviews

Sun Spot Villa On The Beach

AldenRating, 5 stars27 months ago

Sun Spot Villa is perfect! The staff is so attentive without being intrusive. They were extremely kind and made sure that we always had everything that we needed. We were there for my husband’s birthday and they went above and beyond to make it special. All of the food was absolutely delicious! It was so nice to just wake up and have hot coffee waiting. The house itself is beautiful and immaculately clean. It was perfect for our group. We could be together when we wanted but the outdoor space also allowed us to have alone time when wanted that as well. The pictures don’t do the view any justice. Being right there on the beach was so perfect! My group has already started planning a return trip for next year. Thank you Sun Spot for one of the best vacations we’ve ever had.

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Popular amenities for St. Ann Parish luxury vacation rentals

Free parking on premises

Air conditioning

Other great luxury vacation rentals in St. Ann Parish

An elegant villa is depicted with a spacious outdoor area, highlighted by a shimmering pool. The structure features a combination of modern and traditional design elements, with large windows and a covered patio overlooking the well-maintained garden. Soft lighting creates a welcoming ambiance as dusk sets in.

Villa in Ocho Rios

5 out of 5 average rating, 11 reviews

Four Winds

GavinRating, 5 stars16 months ago

A simply wonderfull vacation. Location is gorgeous, grounds, beach and cleanliness were immaculate and food was simply delicious. Staff , Joy, Hakim, Jolly, Lamar took care of our every need and were truly outstanding! Thank you !

The villa is set amidst lush green lawns and surrounded by tropical palms, showcasing a distinctive roofline with a combination of stone and wooden elements. A spacious patio area offers ample seating and views of the inviting pool, while the bright blue sky creates a serene backdrop.

Villa in Runaway Bay

4.88 out of 5 average rating, 8 reviews

Sun Spot Villa On The Beach

AldenRating, 5 stars27 months ago

Sun Spot Villa is perfect! The staff is so attentive without being intrusive. They were extremely kind and made sure that we always had everything that we needed. We were there for my husband’s birthday and they went above and beyond to make it special. All of the food was absolutely delicious! It was so nice to just wake up and have hot coffee waiting. The house itself is beautiful and immaculately clean. It was perfect for our group. We could be together when we wanted but the outdoor space also allowed us to have alone time when wanted that as well. The pictures don’t do the view any justice. Being right there on the beach was so perfect! My group has already started planning a return trip for next year. Thank you Sun Spot for one of the best vacations we’ve ever had.

An outdoor terrace features a refreshing swimming pool surrounded by sun loungers. Lush greenery and tropical trees provide a natural backdrop, while distant ocean views and a softly lit sky add tranquility to the setting.

Villa in Montego Bay

4.5 out of 5 average rating, 4 reviews

Serendipity

BernyRating, 5 stars14 months ago

It was really a nice house with professional and nice staff, they really take good care of us, Delroy, Iona, and Ritchi was really great, I can’t complain about anything. Thank you so much guys I had a blast birthday

The exterior showcases a modern two-story structure with a spacious balcony. Lounge chairs are positioned around a heated pool, offering a clear view of the water. Natural stone elements frame the pool area, enhancing the tropical ambiance.

Villa in Spring Farm

5 out of 5 average rating, 5 reviews

Villa Rosa

KingRating, 5 stars32 months ago

The house & view was amazing… Adrian & Odean were just the greatest. Minor hiccups but that’s any trip but this house and staff: Perfect… they’ll see me again for sure

A multi-level terrace features sun loungers overlooking vibrant turquoise waters. Steps lead down to a private dock and an infinity pool that blends seamlessly with the ocean, framed by lush greenery and the expansive sky.

Villa in Ocho Rios

5 out of 5 average rating, 12 reviews

Rocksteady Villa

GavinRating, 5 stars16 months ago

Great villa, stunning views, fantastic staff. Photos and description are very accurate. Suzanne was a super responsive and very helpful host. Location is good, and the views are fantastic. The staff really make the place - Mr Green the butler is very welcoming and helpful, and Chef Gavin will keep you well fed! We were a family of 4 and had plenty of space - though I wonder if it might feel a bit cramped with 8 people (especially if it was two separate family groups). We hired the recommended driver (Mr Allen) for the week, which was a good idea. Overall the villa felt like good value, and we thoroughly enjoyed our stay.

A spacious pool area features a large swimming pool surrounded by sun loungers, with vibrant blue cushions inviting relaxation. The villa’s exterior is defined by its modern architecture, accented by a thatched roof and tropical landscaping, with palm trees dotting the backdrop.

Villa in Spring Farm

4.5 out of 5 average rating, 12 reviews

Nianna Eden

GarrettRating, 5 stars32 months ago

beautiful villa and amazing staff. our entire group enjoyed it. ths view was breath taking and we loved waking up to it. the chef is truly talented and did not disappoint. I recommend this location 10/10. thank you nianna! we miss it already.

An outdoor swimming pool is surrounded by a spacious deck with lounge chairs. A covered pavilion, featuring a high ceiling and ceiling fan, overlooks the pool area, while lush tropical plants and palm trees create a serene background.

Villa in Montego Bay

5 out of 5 average rating, 16 reviews

Nutmeg South

KevaughnRating, 5 stars2 months ago

Great place to stay. Staff was friendly and made us feel comfortable and safe. Meals were tasty and well prepared.

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