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Villa vacation rentals in Trelawny Parish

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Popular amenities for Trelawny Parish villa rentals

Private villa rentals

The spacious living area features a high wooden ceiling and a combination of patterned and solid sofas. Natural light streams through large windows adorned with sheer curtains. A coffee table is centered on a light-colored rug, complemented by decorative accents throughout the space.
Villa in Trelawny
4.25 out of 5 average rating, 4 reviews

SeaLilli@Silver Sands Estate, Trelawny, Jamaica.

TashaRating, 5 stars9 months ago
The house was incredible, the rooftop terrace was a great retreat for my children, and proximity to the beach was great. But best of all. was the housekeeper, Ms. Sadie. Ms. Sadie was not only a great cook and very accommodating making a variety of great plant based alkaline meals, desserts, frozen drinks, and sweet treats. The place was cleaned daily and meals and snacks made fresh. I cant say enough about Ms. Sadie, she made this already awesome house feel like HOME!! I would definitely recommend this home to any family desiring a personalized private retreat and vacation experience.
The entrance to Roots Villa is framed by lush green plants, providing a sense of privacy. The inviting door features horizontal slats and is complemented by a wall with a decorative pattern. A warm light fixture adds a welcoming touch to the space.
Villa in Duncans
4.83 out of 5 average rating, 12 reviews

Beachfront Roots Villa w/cook + housekeeper

NicolaRating, 5 stars6 months ago
Roots villa is a magical spot. and we had a wonderful stay. The place was very clean, spacious with an excellent view of the carribean sea. All the bedrooms have air-conditioning and are very comfortable. The master bedroom even has a large window with a breathtaking view of the ocean. The staff that are included are very friendly and make excellent, authentic jamaican food. It's well situated, especially if you choose to do some of the most popular excursions, for example it's right by the glistening waters and dunns river falls is only a 30min drive. The beach near- by is crystal clear with great snorkeling and never crowded. Lastly, the Villa is in a gated community and feels very safe. Overall our family had a marvelous stay at Roots Villa. I highly recommend and will definitely return!
A spacious villa is highlighted by a large swimming pool surrounded by a deck. The property features a multi-level architecture with a circular terrace above, offering panoramic views of the surrounding landscape. Lush greenery is visible in the background.
Villa in Duncans
4.67 out of 5 average rating, 3 reviews

Duncan's Villa: 7 Bedrooms

KristineRating, 5 stars16 months ago
Beautiful home for our Christmas family reunion. Vanessa was an amazing help with cleaning and organizing mealtime. The lovely room set up, allowed for our local Chef Richard 808.8953 to stay on the 1st floor so we had fresh breakfast every morning and came home to dinner in the evenings. Chukka Good Hope was 30 minutes away for excursions. It was an amazing stay. My family said it the best Christmas they’ve ever had. I highly highly recommend.
A brightly colored house is set against a clear sky, featuring a welcoming entrance. Surrounding greenery and flowering shrubs enhance the exterior, while a paved driveway leads up to the front door. A gazebo is visible in the background, offering an inviting outdoor space.
Villa in Trelawny Parish
4.71 out of 5 average rating, 7 reviews

Falmouth Oasis Jamaica Vacation Home Rental

ChristinaRating, 5 stars9 months ago
Denton’s place had the most beautiful vibe, truly an oasis. I would highly reccomend Denton and Falmouth Oasis!
A charming seaside villa is surrounded by lush flowering plants in vibrant shades of pink and orange. The structure features a wide balcony with white railings, while the sun brightens the scene, highlighting the tropical greenery in the background.
Villa in Duncans
5 out of 5 average rating, 3 reviews

Rejuve Villa

MarieRating, 5 stars1 month ago
We had a great stay by Sophie’s for a night. We were able to enjoy the beach on arrival and the next morning before driving out. The location is excellent, quiet and safe, near one of the most beautiful beach we’ve seen in Jamaica. The house is also very nice and clean, with everything you need to feel home for a longer stay. Host was very reactive and accommodating, we enjoyed discussing with Sophie and meeting her family. We recommend Rejuve villa 100% for couples and families, and hope to come back for a few days soon. Maybe this time you can show us around your farm house in the cockpit country, we’d love that. Thank you very much
A wooden sign displaying the name 'Effies' is mounted above a doorway, featuring natural wood grain and a Jamaican flag. The sunlight creates a vivid rainbow effect across the image, adding a touch of warmth to the scene.
Villa in Duncan Bay Beach
4.5 out of 5 average rating, 4 reviews

Effie's Seaside Villa

Amy & ScottRating, 5 stars15 months ago
Eftihia was at the villa when we arrived and extremely welcoming. She and her husband were the best hosts we've ever experienced. They answered all our questions and and drove us to the markets in Duncan's Bay often. Their chef/housekeeper Roxanne was a delight cooking great Jamaican meals and introducing us to native fruits and popular Jamaican seafood. Everything about the villa was just as described with a fully equipped kitchen, an open concept, large bedrooms and bathrooms, several outside sitting areas, including a gazebo which we used daily. The beach was literally a minute to walk. My husband and I would vacation at her villa again!
A two-story house with a vibrant yellow exterior is set against a backdrop of cloudy skies. The structure features arched windows and balconies, with a spacious driveway leading to a garage. Lush green grass surrounds the property, adding to the serene environment.
Villa in Greenwood
5 out of 5 average rating, 3 reviews

Poinciana House- (5) Bed Rooms

CurtisRating, 5 stars26 months ago
Exford is a great host. The house was very clean and better than pictured. It certainly met our expectations and our bridal party enjoyed the time spent there. Exford was very considerate and allowed us a very flexible check in and Check out. His property manager Joshua seems to live onsite but was very respectful of our space and helpful with any concerns. Would certainly recommend!
The villa is framed by vibrant tropical flowers and greenery, showcasing its charming exterior. A covered porch with red railings is visible, leading to the entrance. The blue pool and sun loungers are partially seen, with a clear blue sky in the background.
Villa in Duncans
4.32 out of 5 average rating, 19 reviews

3 bedroom villa, Silver Sands Private estate

DonnaRating, 5 stars21 months ago
Amazing vacation spot! Lovely home and wonderful staff that cheerfully took care of all our needs! Will definitely be returning to Valhalla Villa!

Luxury villa rentals

Top guest favorite
A spacious villa is depicted with a large swimming pool surrounded by sun loungers and umbrellas. Lush greenery and well-maintained gardens enhance the outdoor space, while the villa's expansive windows reflect natural light. A patio area is visible for outdoor dining, capturing a serene atmosphere.
Villa in Montego Bay
4.94 out of 5 average rating, 176 reviews

VIBES COVE enjoy your stay while getting pampered

JaneRating, 5 stars3 weeks ago
What a wonderful stay! First, Lisa was so helpful, always quick to respond leading up to the trip with great suggestions on outings and local attractions. She was equally as helpful and responsive through the trip! The house was immaculate and a close drive to many places. I strongly suggest hiring driver Omar, he was a great tour guide and had a bus fit for two families. We were greeted by a freshly cleaned home, Ms.Karlene the housekeeper kept everything fresh all week with new towels and linens whenever needed, and a delicious welcome meal by chef Jay. The food was delicious! There wasn’t one meal we didn’t finish completely and chef Jay was a delight! Butlers Ricky and Garfield were always helpful and lovely and made the most delicious drinks for us and the kids. We have never stayed in a home with a staff before and we had a great time getting to know them and being so well looked after. Jamaica was beautiful - every day was a sunny adventure! Don’t hesitate to book vibes cove!!!
Superhost
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
4.87 out of 5 average rating, 46 reviews

Forever Summer Villa incl. private chef, pool

MikhailRating, 5 stars3 months ago
Two words : The staff ! Winston , Chef Sheree and Annmarie made the experience so amazing . They were friendly and very knowledgeable and accommodative . The place is absolutely lovely , the pool deck is to die for and the bar area brings the right amount of vibe . The place is private and allows for you to feel safe and relaxed in your own space . I would absolutely recommend this to anybody to just get away from home or host a little event if needs be ! Well done Team !
Superhost
A spacious outdoor area features a large swimming pool, surrounded by several sun loungers. The two-story villa in the background is painted in a warm yellow hue, with a balcony overlooking the pool. Lush tropical plants frame the scene, enhancing the serene atmosphere.
Villa in St. Elizabeth Parish
4.74 out of 5 average rating, 35 reviews

Sweet Escape~ the villa

GemRating, 5 stars22 months ago
My family and I had an amazing time at this villa. Carla…your host definitely pays attention to details. She always responded in a timely manner…Everything you need it there. I found my linens and bathroom to be clean….Mark who is the Chef is an awesome cook and an amazing person. He was very accommodating, prepared us the best meals always very willing to help. He definitely made our trip home a great experience. Collett who is the Cleaning Lady was very pleasant and helpful. The only reason I can’t say more about Collett is because she was not there every day. She is called as needed. But Carla definitely has a great staff working for her. Do not hesitate to book this Villa. The only regret I had was my vacation ended too soon. Gem
Guest favorite
The image shows a luxury villa surrounded by lush tropical greenery. A private pool is situated in the foreground, with vibrant plants lining the pathway. The villa's unique architecture is highlighted by a peaked roof and an open design, allowing for a seamless connection to the outdoors.
Villa in Montego Bay
4.88 out of 5 average rating, 49 reviews

High View Villa Overlooking Montego Bay

DebraRating, 5 stars2 months ago
My family stayed for an extended weekend. We had a marvelous time. Staff was wonderful. Took great care of us! Highly recommend for a family time away. Nice set up. Everyone had some private space and lots of space together.
Guest favorite
An above-ground pool is surrounded by a wooden deck, featuring a ladder for easy access. The pool reflects the bright blue sky, with a vibrant view of the ocean and palm trees in the background, enhancing the outdoor space.
Villa in Montego Bay
4.93 out of 5 average rating, 40 reviews

Oceanview in Gated Community on Golf Course

MichaelRating, 5 stars1 week ago
A perfect place to stay. The kitchen is enormous, the bedrooms are comfortable, the views of the Sea is fantastic. The pool was well used! The on-site staff was a huge help. To rate this place as a 10 is cheating so I will give it an 11.
Superhost
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
4.85 out of 5 average rating, 143 reviews

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

AshleyRating, 5 stars1 month ago
The house is as described. Very safe neighborhood. It’s huge with plenty of space. Camille and Derrick were a great addition and made us feel right at home. Definitely suggest using Camille for meals. Would stay here again
Guest favorite
The outdoor area features a spacious pool surrounded by a patio, with comfortable seating arrangements nearby. The villa's elegant design is highlighted by arched windows and a two-story structure. Sunshades provide respite from the sun, while lush greenery frames the backdrop.
Villa in Montego Bay
4.96 out of 5 average rating, 212 reviews

Villa Maria Montego Bay, Beach front with Pool

AmyRating, 5 stars1 month ago
We traveled to Jamaica looking for a place to relax and decompress with friends and the Villa Maria was just what we were looking for. We spent our days lounging by the pool and enjoying the quiet, private space over looking the sea. Evenings were spent watching the sunset on the beach and relaxing under the stars at night. Everything was exactly as pictured! The staff were all attentive and friendly. We felt so well cared for during the entire stay. Chef Thomas was incredible with dinner on the beach and breakfast by the pool. We enjoyed the yoga mats that were provided and the fresh filtered water stand was an added bonus for staying well hydrated! We were so close to the airport and enjoyed watching the planes land & take off during the day and were not bothered by any excess noise at all. There’s lots of options for things to do outside the villa, but honestly, we were super content just enjoying all the place had to offer. Many thanks to Wayne, Rowan, Suzie, Shelly, & Marco!
Superhost
The exterior of the villa showcases a large swimming pool bordered by a white railing. The two-story structure features multiple balconies and expansive windows, allowing natural light to illuminate the area. Lush greenery is visible in the background, complementing the elegant architecture.
Villa in Montego Bay
4.67 out of 5 average rating, 3 reviews

Palma Verde Jamaica

AmadoRating, 5 stars86 months ago
This Airbnb was great!! Beres, groundskeeper, was excellent. Ian was in constant contact with us to ensure everything was OK from the moment we got in country. The kindness and hospitality shown from the people managing the property is a great reflection of the property owners and everyone involved. Thank you...

Villa rentals with a pool

A private villa is showcased with a clear blue swimming pool surrounded by lounge chairs. The light-colored building features French doors leading to the pool area, with a spiral staircase leading to the rooftop deck. Lush greenery is visible in the background.
Villa in Silver Sands
4.9 out of 5 average rating, 10 reviews

Pool, Cook inc FREE🏖 7 mins Walk To Beach(WdV135)

KemoyRating, 5 stars8 months ago
Beautiful home. Definitely recommend. The house was very cozy. I loved that there was a private pool, lots of outdoor furniture to enjoy the outdoors. The food prepared by the staff was very good. The beach in silver sands is also very beautiful and a short walk from the house. I will definitely visit again.
A modern kitchen area is highlighted by a granite countertop with bar stools. The space features high ceilings with stylish lighting fixtures. An open layout connects the kitchen to a cozy living area adorned with comfortable seating, and natural light is allowed to flow through large windows.
Villa in Florence Hall Village
4.78 out of 5 average rating, 9 reviews

Modern Luxe 3Bed 3bath Cozy HouseAttractions close

De AndreRating, 5 stars9 months ago
Kara Kay Airbnb is one of the best airbnb that I’ve stayed so far, the place is beautiful quiet and so easy to find and very close to a lot of local restaurants and attractions, she’s always checks in to ensure that everything is going well and that you’re okay and doesn’t need anything, I’d definitely recommend staying at her airbnb and I would most definitely be rebooking to stay there. Thanks again for having us Kara it was a great stay.
A fresh water swimming pool is surrounded by a spacious deck, featuring lounge chairs and shaded areas. Lush green grass borders the pool area, leading to the blue waters of the Caribbean Sea in the background. A gazebo is visible, providing a serene spot for relaxation.
Villa in Discovery Bay
4.25 out of 5 average rating, 24 reviews

Seaside Villa. 7 bedrooms. Pool. Seafront.

JoannaRating, 5 stars15 months ago
Great location and beautiful surroundings. We have a great time and is worth a visit. Highly recommended! The only thing I can suggest to the owners - is to renovate the place (specifically a kitchen).
A well-appointed sleeping area features a spacious bed with soft gray bedding, complemented by two decorative pillows. Dark curtains frame a window that allows natural light to enter. A round mirror hangs above a nightstand, enhancing the room's overall simplicity and functionality.
Villa in Falmouth
4.59 out of 5 average rating, 34 reviews

Honey Cove Falmouth Luxury Villa W/pool

ShaniekaRating, 5 stars8 months ago
The home was amazing. It had enough space for the kids to run around without worrying about them breaking stuff, so that was a great plus for us. the rooms where spacious enough for everyone. I will definitely be visiting again.
Guest favorite
The living area features a comfortable seating arrangement with a green couch and a patterned chair. Natural light filters through sheer curtains, illuminating the space. A wooden coffee table occupies the center, and a flat-screen TV is mounted on the wall.
Villa in Florence Hall Village
4.83 out of 5 average rating, 12 reviews

Sir Frederick's Villa - Modern Oceanview House

KimRating, 5 stars13 months ago
Great stay , very clean and comfortable felt like I was at home. Andrew was very helpful definitely booking back next month. Thank you so much Andrew!

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