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.
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 stars8 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 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 stars17 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 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!
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
A rooftop pool area is featured, illuminated by soft blue lighting as the sun sets in the background. A covered lounge space is visible, accompanied by two sun loungers. The combination of tiles and grass enhances the outdoor space's design.
Villa in Falmouth

Luxury 5 BR Villa Rooftop Pool Free Airport P/up

TanyaRating, 5 stars27 months ago
Migael’s place was truly amazing!!! He gave us the best experience Jamaica has to offer. He went above and beyond by arranging car service, babysitting, private chef, and VIP butler service to all the hot spots in the city. I would definitely recommend Joy Estate Villa for your future stays. My family and I can’t wait for our next trip back!
The two-story villa showcases intricate architectural details, featuring multiple arched windows and a welcoming front entrance. Lush greenery surrounds the property, with neatly landscaped gardens and pathways leading to the entrance. A clear blue sky provides a bright backdrop.
Villa in Flamingo Beach Montego Bay

Sukasa Ville your home in paradise villa edition

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, 180 reviews

VIBES COVE enjoy your stay while getting pampered

TrayceRating, 5 stars1 day ago
Our stay at Vibes Cove property was beyond amazing. From the moment we arrived, we were treated to true luxury. The home itself was beautiful, spotless, and very comfortable but what really set this experience apart was the incredible team: our chef Jay who made the most delicious meals for breakfast and dinner( every meal was exceeded my expectations), butler Garfield who was always attentive and kept the drinks coming (I’m already missing the coffee and tea) , maid Ms. Carlene who made sure the house was always clean and driver Omar who made getting around so smooth. Every detail was thoughtfully taken care of and the hospitality was exceptional. This was hands down one of the best Airbnb experiences me and my family have had. We’re so grateful and wouldn’t hesitate to return. Highly recommended!!! The host Lisa is awesome!!! She always responded promptly and answered all of my questions.
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, 47 reviews

Forever Summer Villa incl. private chef, pool

Ambretta RRating, 5 stars1 month ago
From the moment we arrived until the time we departed, the home is everything we wanted in a vacation home. It was very spacious, breezy & serene. The lush landscape, full of fruit trees & greenery added to the tropical feel. The pool & tennis court was an added bonus. Overall one of the best features of this home was the STAFF! Chef Sheree, Winston & Kira were so helpful and pleasant they made us feel as if we were family. The dishes chef created were all de-li-cious! Even our pickiest eaters enjoyed every meal. A big thank you also to our host Kimberly who was very responsive & accomodating. Our stay was truly an amazing & wonderful experience. It was another memorable experience for my family and I. We will definitely book this amazing home again!
Guest favorite
A covered patio is visible, featuring a private plunge pool and outdoor seating. The lush garden extends toward the ocean, with vibrant trees framing the horizon. A sunset casts warm colors across the sky, enhancing the serene atmosphere of the property.
Villa in Runaway Bay
4.96 out of 5 average rating, 72 reviews

Archer's Rock-Luxurious 3 B/R/Private Plunge Pool

SonyaRating, 5 stars2 months ago
Zander’s place is wonderful and Carleign is such an incredible chef. She puts so much love into her dishes and is just simply amazing! We had a great time on the property swimming and hanging around the lawn area. Highly recommend!
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, 144 reviews

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

DuaneRating, 5 stars3 weeks ago
Gary’s place was conveniently located to main attractions on the north east side of Jamaica. Chef Camille was excellent and with a group of seven, there was plenty of space. Highly recommend for those looking to explore tourist and non tourist experiences on that side of JamRock.
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, 215 reviews

Villa Maria Montego Bay, Beach front with Pool

MelissaRating, 5 stars1 week ago
Celebrated our son’s 30th birthday at the Villa . Wayne was always on top of things with any questions I asked . The house was amazing Rowan & Suzie are Top Notch !! Will definitely be booking in the future !
Superhost
The villa features a modern exterior with large glass windows, allowing views of the tropical landscape. A wooden deck furnished with lounge chairs and umbrellas creates a relaxation area, bordered by lush greenery. The backdrop showcases the serene environment of the South Coast.
Villa in Westmoreland
4.84 out of 5 average rating, 116 reviews

Belfont Villa

ThoraRating, 5 stars1 month ago
I stayed at Belfont for my birthday weekend with friends and absolutely loved it. Although we had a small hiccup with the power, our host Anthony was incredibly proactive and got everything sorted quickly. The layout and decor of the house were stunning, and the peaceful, scenic surroundings made for the perfect relaxing getaway. I highly recommend this stay to anyone looking to unwind in style. Thank you again, Anthony, for an unforgettable weekend!
Guest favorite
A spacious yellow villa is framed by lush greenery and colorful flowering plants. A large driveway leads to the entrance, with balconies on the upper level inviting a view of the surrounding landscape. Bright blue skies and scattered clouds create a cheerful backdrop.
Villa in Runaway Bay
4.85 out of 5 average rating, 85 reviews

Pimento Villa

NavardRating, 5 stars2 months ago
Myself and a group of friends stayed at Pimento villa and I can confidently say it was an absolutely amazing experience. The owners are extremely hospitable and very attentive and understanding. We had some minor issues however Orville fixed it right away. Their home is also exceptionally clean, organized, tidy and very spacious. The pictures truly do this place no justice, my group was in awe as soon as we stepped through the door. The location is also very convenient as essential Knick-knacks were easily attainable. Anja and Orville’s villa also family friendly as board games are also provided for guests. Our stay at this beautiful home was phenomenal and we truly enjoyed every aspect of it. We appreciate the hospitality and we hope to book with you guys again.
Guest favorite
A charming villa with a spacious covered patio is surrounded by lush greenery. The garden features tropical plants and a seating area with dark-finished furniture. Large windows provide natural light to the interior, while the double-story structure is enhanced by wooden accents and palm trees.
Villa in Ocho Rios
4.92 out of 5 average rating, 53 reviews

Private Seafront Villa near Ochi

JenineRating, 5 stars5 days ago
I had a wonderful stay at this Villa. Ms Jackie was like a second mother to us. Joanne was also very responsive. The house was comfortable, and the grounds were beautiful. I hope to come back with my family again. One tip, make sure to specify the quantity of food you need for your party.

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 stars22 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

TatayannaRating, 5 stars2 weeks ago
It was a pleasure staying at this lovely villa. It was walking distance to the beach and great food. The property overlooks the beach and Mountain View. It just felt like home the locals close to the bay were super friendly. Would stay there anytime
Guest favorite
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
4.91 out of 5 average rating, 11 reviews

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

TomRating, 5 stars9 months ago
Excellent value and location. Safe, great staff and amazing value.
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

4BR Beachfront Villa w/ Private Pool and Cook

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 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 stars11 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 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 stars18 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 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 stars10 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.
Villa in Duncans
4.67 out of 5 average rating, 3 reviews

Beautiful Yellowbird Villa Siversands Est -Gated

SherylRating, 5 stars30 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

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