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Villa vacation rentals in Trelawny Parish

Find and book unique villas on Airbnb

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Popular amenities for Trelawny Parish villa rentals

Private villa rentals

The exterior showcases a single-story villa with an open patio area and a roof terrace. A well-maintained green lawn surrounds the property. Outdoor seating arrangements are visible, with colorful chairs and potted plants enhancing the space.
Villa in Trelawny
4.25 out of 5 average rating, 4 reviews

SeaLilli@Silver Sands Estate, Trelawny, Jamaica.

TashaRating, 5 stars8 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 community pool area is showcased with sun loungers positioned around the water's edge. Lush greenery surrounds the pool, with vibrant flowers and palm trees visible in the background. The sky is partly cloudy, and a soft sunlight enhances the tranquil setting.
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.
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 stars2 weeks 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 stars14 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 bright and open foyer features a high wooden ceiling and a chandelier. Curved staircases lead to both sides, complemented by a colorful accent wall. Artwork hangs on the walls, while natural light streams through the windows, illuminating the central space.
Villa in Greenwood
5 out of 5 average rating, 3 reviews

Poinciana House- (5) Bed Rooms

CurtisRating, 5 stars25 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 surrounded by lush greenery, with a private pool visible at the front. The colorful exterior blends with the tropical landscape, while a sun deck is adorned with lounge chairs. A clear blue sky provides a bright backdrop, creating a serene outdoor setting.
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
The property features a modern architectural design with a distinct peaked roof. Surrounding tropical plants and palm trees are visible, contributing to a serene outdoor space. Large windows reflect sunlight, creating an airy and welcoming entrance area.
Villa in Montego Bay
4.94 out of 5 average rating, 176 reviews

VIBES COVE enjoy your stay while getting pampered

JaneRating, 5 stars2 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
The exterior of the villa is displayed, showcasing a charming single-story design with a traditional Caribbean roof. Lush greenery surrounds the property, while a welcoming entrance leads to the interior. The clear blue sky enhances the tranquil setting of this upscale retreat.
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
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 modern villa, surrounded by lush greenery and exotic plants, is positioned on a hilltop. Its unique rounded roof complements the tropical landscape, with distant hills and a serene sky visible in the background.
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
4.92 out of 5 average rating, 38 reviews

Oceanview Villa in Gated Community on Golf Course

RobertRating, 5 stars2 weeks ago
Frank and Michelle were great hosts. The place was very clean and looked just like the photos. The area was very private and in a safe community. Michelle and Frank were responsive and very friendly. We truly felt like home during our stay. Would highly recommend staying here.
Superhost
A private pool extends beneath the two-story villa, featuring a spacious terrace with decorative railings and multiple large windows. The surrounding area showcases tropical landscaping, adding a refreshing touch to the outdoor environment.
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 villa's exterior is illuminated at night, showcasing the inviting pool with its calming blue lights. A spacious patio area is visible, featuring lounge chairs and a dining setup. The architectural design reflects elegance, with detailed balconies and soft lighting enhancing the ambiance.
Villa in Montego Bay
4.96 out of 5 average rating, 212 reviews

Villa Maria Montego Bay, Beach front with Pool

AmyRating, 5 stars3 weeks 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

The villa's exterior displays a modern white facade complemented by a vibrant flowering bush in shades of pink. The entrance features a gated path leading towards the inviting front door, with arched windows allowing natural light to illuminate the interior.
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 stars7 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 bright outdoor pool area is featured, surrounded by vibrant landscaping and a spacious deck. Poolside lounge chairs are positioned near the edge, with smooth stone tiles creating a clean appearance. In the background, a spacious clubhouse is visible, bordered by greenery and palms.
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 sun loungers and partial fencing. The pool area is bordered by a grassy expanse leading to the ocean, with a gazebo visible in the distance and the clear blue waters of the Caribbean Sea beyond.
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).
Guest favorite
An outdoor dining area is situated under a shaded patio, featuring a table set with breakfast items, including pastries and drinks. The view beyond includes lush greenery and a distant landscape, framed by a stone wall and wrought iron fencing.
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!
A private swimming pool sits surrounded by textured stone tiles, with steps leading into the clear water. The shaded outdoor seating area features a dining table and comfortable chairs, blending seamlessly with the home's exterior, characterized by a light blue facade and a green tiled roof.
Villa in Falmouth
4.7 out of 5 average rating, 37 reviews

Villa Maison de Soleil: Private Pool, Beach, Chef

AngieRating, 5 stars3 weeks ago
This is our second home. Jullett and Joan are always amazing! The attention to detail is always right on point and even the smallest additions always have a big punch. We'll be back soon!!

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