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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 stars10 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.
Superhost
Two guests relax by a sparkling blue pool, holding colorful cocktails adorned with fruits. A bright sun hat provides shade, enhancing the relaxed atmosphere. The water glistens under the sunlight, creating a refreshing backdrop for leisure and enjoyment.
Villa in Stonebrook Manor
4.82 out of 5 average rating, 44 reviews

Jhadano*3BR*Pool*Gym Free Shuttle-Washer*Dryer

ShaniceRating, 5 starstoday
Our stay was amazing! The house was immaculate and felt like a cozy haven. Our host, Notoya, was incredibly helpful and provided clear instructions. I highly recommend it and will definitely be back!
A bright living area features a white sofa adorned with vibrant turquoise cushions. A glass-top coffee table sits centrally, while light flows in through large sliding doors, which are framed by sheer white curtains. In the background, a dining area with a contemporary table is visible.
Villa in Falmouth

Beautiful Tropical Paradise Getaway

AngiRating, 5 stars73 months ago
We loved staying in Silver Sands, who ever stays in the Silver Sands estate you will not be disappointed! Their private beach is AMAZING, the beach water is crystal clear, with different shades of blue across the whole entire beach. The sand is WHITE and the best thing of all it is a quiet beach with hardly any people at the around! To make things better, beach came with a private bar/restaurant and with a souvenir shop. My and my 5 girls stayed in Sunrise Villa - very near the entrance, it was a beautiful villa with 3 bedrooms (one king, queen and 2 single sized beds - each room has an AC), and two showers and toilets. The pictures of the house are exactly as described, the kitchen came with all the equipment it shoes as well as the living room. Dawn the cook/housekeeper, was very nice and kind, she tidied our beds, cleaned the house, washed our clothes and cooked us food everyday. Lisa Marie was also very helpful, whenever there was arising issue (just one or two) she would help me in a few minutes. She was also very helpful in providing advice on the hotspots and good restaurants with local food. I recommend this house to anyone looking for a chilled out break! The villa is very very quiet! Angi Sarria
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 stars11 months ago
Denton’s place had the most beautiful vibe, truly an oasis. I would highly reccomend Denton and Falmouth Oasis!
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 stars27 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!
Guest favorite
A vibrant pool area is depicted, featuring several people enjoying the water. Splashes are captured mid-action, highlighting a lively atmosphere. Lounge chairs are positioned in the background, while greenery outlines the space, enhancing the outdoor experience.
Villa in Stonebrook Manor
4.96 out of 5 average rating, 69 reviews

Jhadano*3BR*Oceanview*Pool*Shuttle-Gym*Gated

JamilleRating, 5 stars2 weeks ago
We had a great time at Natoya’s place! The home was beautiful, clean, and in a very secure gated community on a hill. We felt completely safe, even at night, with armed security always around. Communication was easy, and her husband picked us up and dropped us off at the airport for $15 USD per person after the first two guests (35–40 min ride). We were four—three adults and one child—and appreciated the local snacks left for us. On our first day, before we got our rental (which you’ll need), her husband brought us patties—so kind, as we hadn’t gotten groceries yet. If you walk 2 km down the hill, there’s a 24h grocery store, restaurants, Glistening Waters, and vendors. Avoid the coconut man by the jerk stand—he overcharges, even for locals like me! The kitchen was well-equipped, but it would be nice to have regular drinking glasses. We even became friendly with the lovely security guards. Overall, a safe, comfortable stay. Highly recommend as it’s just as describe. Would return again!
A spacious outdoor area features a swimming pool, bordered by white railings, under a beige umbrella for shade. The tranquil Caribbean Sea is visible in the background, framed by lush greenery and clear blue skies.
Villa in Falmouth

Breathtaking view Villa 3 Jamaica

RickRating, 5 stars26 months ago
Had a great stay, the place was peaceful, had a great scenery
Superhost
A couple runs playfully along the shoreline, water splashing around their legs. The golden sunset casts a warm glow over the scene, with gentle waves lapping at the sand and silhouettes of distant islands visible on the horizon.
Villa in Florence Hall Village
5 out of 5 average rating, 5 reviews

Oceanview couples retreat *pool/raft/beach/shuttle

RyanRating, 5 stars5 months ago
Notoya was one of the best hosts I’ve had in a while! I felt that she was genuinely eager to make sure that I was enjoying my stay and she checked in with what she could do to make it better. On top of that, we got to stay in this beautiful airbnb, very clean, awesome location, and in the middle of paradise. It was very clean, super comfortable and cute and felt like a home away from home. If you’re thinking about staying here, I would definitely do it! :)

Luxury villa rentals

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
4.77 out of 5 average rating, 13 reviews

Beachfront Roots Villa w/cook + housekeeper

NicolaRating, 5 stars7 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!
The exterior of the two-story guest house features a bright white faƧade with multiple balconies and a distinctive red roof. A well-maintained garden surrounds the structure, and a swimming pool with a light blue edge is in the foreground, inviting relaxation.
Villa in Falmouth

7 bed/bath Home, close to MBJ and Ocean Access

WeiRating, 5 stars90 months ago
very good, thanks a lot
Superhost
A spacious villa is set against a clear blue sky, with a large outdoor pool visible in the foreground. Lush green grass and well-maintained shrubbery surround the area, complemented by vibrant tropical flowers and palm trees. The villa offers a welcoming appearance with multiple seating areas.
Villa in Stonebrook Manor

3BR/3BA*Paradise*Beach*Free*Breakfast Pool*Gym*BBQ

ShakeraRating, 5 stars18 months ago
Notoya and Damien were very kind & welcoming! I stayed at their place with my large family, before we moved to a resort to wed me off. It was the perfect experience of Jamaican hospitality. The breakfast & the chef was fantastic. We are Caribbean, so it was great having food that represented the country! Notoya was able to readily assist with any ask we had, as far as having her hubby assist me with getting Jamaican style gifts for my wedding party. I’d definitely stay in their property on my next trip. It’s perfectly spacious for a family of 6.
A beach scene features a colorful umbrella providing shade over a small table, accompanied by several blue lounge chairs lined up on soft white sand. The calm turquoise waters and clear blue sky create a serene coastal atmosphere.
Villa in Duncans

Je Suis Content – 4 B/R Beachfront Villa w/Staff

SamuelRating, 5 stars6 months ago
When we arrived, staff was waiting for us with beautiful smiles and welcomes. The view is absolutely beautiful and the house very clean. The purpose of this vacation was to celebrate my husband's 80th birthday and R & R. The chef made a cake and with the view the R & R was very easy. The only downfall was the weather (it rained a lot) but we made the best of it because it was still warm. Worth every penny and very pleased.
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 stars16 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 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 stars17 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 vibrant yellow house is depicted, set against a clear blue sky. Lush greenery and colorful plants are visible along the front entrance, leading to a gated pathway. The structure features a mix of modern design elements and tropical landscaping.
Villa in Duncans
4.67 out of 5 average rating, 3 reviews

Beautiful Yellowbird Villa Siversands Est -Gated

SherylRating, 5 stars29 months ago
Great villa. We had an awesome time. The staff was ģreat and treated us well. The chef prepared such delicious meals for us he's the best. Thank you guys for making our stay a memorable one. We will definately be back
A row of blue lounge chairs is arranged on a grassy area, facing the Caribbean Sea. The garden features tropical plants and trees, with the serene blue water visible in the background, creating a peaceful atmosphere for relaxation.
Villa in Silver Sands
5 out of 5 average rating, 5 reviews

šŸ– Seafront, Staffed, 8 Beds, 2 to 5 Bdrms,

CareenRating, 5 stars1 month ago
Great place. Quiet. The pics look exactly on the site. Worth every penny. When Ms . Janel calls you closer to the date of arrival, let them do the grocery shopping and arrange transportation service. So much easier.

Villa rentals with a pool

Villa in Trelawny Parish
4.88 out of 5 average rating, 8 reviews

Miss P's Place, Silver Sands

KellieRating, 5 stars21 months ago
As soon as you step onto Miss P’s place the stress begins to melt away. Greetings by the friendly staff paved the way for a carefree time. I visited with my daughter and her bestie for a triple Virgo birthday celebration. The place is well appointed, which included everything from sunscreen, Off bug repellant, to a blow dryer for my fro-hawk. The 2 minute walk to the beach and delicious food prepared by the staff laid the foundation for the Zen we needed. The biggest decision we made was what to have for lunch! I ran every morning around the quiet neighborhood. My young adult travel companions loved it!! and are already lobbying to make it annual event. Highly Recommend!
A two-story yellow building is framed by lush greenery, featuring a gated entrance and a landscaped walkway. The architecture includes multiple balconies and large windows that allow natural light to fill the structure. The driveway leads to a spacious outdoor area, enhancing accessibility.
Villa in Duncans

Penthouse El Shaddai

TrishaRating, 5 stars1 month ago
Love it, quiet and clean close to the beach.
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 stars10 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 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 stars9 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 spacious property is showcased with a well-maintained lawn and vibrant landscaping. A large pool reflects the clear blue sky, while the house is positioned nearby, offering several windows that invite natural light and provide views of the surrounding greenery.
Villa in Falmouth
4.75 out of 5 average rating, 4 reviews

2 bedroom villa with pool WIFI and gym

MichelleRating, 5 stars26 months ago
Wow!!! Very difficult to say a few words. Been to many resorts etc, but the service, the beauty and cleanliness of the house and surroundings were really breathtaking. The property manager Dev was beyond greatness! He made everything so simple. The pickup and drop off were on the button. The interior and amenities were beautiful, modern, Netflix!!!! The couch in the living room was soooo comfortable. Hands down..this is my place to be anytime I visit Jamaica!!!!! Thank you Romaine & Dev for your AWESOME service.
A private pool glistens under the bright sun, surrounded by a terrace featuring lounge chairs. Two villas are visible in the background, showcasing a well-maintained landscape with lush green foliage and a clear blue sky enhancing the serene setting.
Villa in Duncans
4.79 out of 5 average rating, 43 reviews

SUNSET 1 SilverSands Jamaica - 2 or 3 bedroom opt

LorraineRating, 5 stars1 month ago
This was first stay at this beautiful property, and , it felt just like home. The location is absolutely perfect—just steps away from the beach, making it incredibly easy to enjoy the sea and sand anytime. The home itself is lovely, comfortable, and very well-maintained. The host is warm and accommodating, always making sure everything is just right. A special mention to Karlene and Marva, who are helpful and kind and also amazing cook! I truly can't recommend this place enough and will definitely be returning. One love:)
A private infinity pool is set against a backdrop of lush greenery and the ocean, with clear blue water inviting relaxation. White railing surrounds the pool area, providing unobstructed views of the horizon and coastal scenery, accented by a bright sky.
Villa in Duncan Bay Beach
4.5 out of 5 average rating, 4 reviews

Effie's Seaside Villa

Amy & ScottRating, 5 stars16 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!
Villa in Duncans
4.32 out of 5 average rating, 19 reviews

3 bedroom villa, Silver Sands Private estate

DonnaRating, 5 stars22 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!

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