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Villa vacation rentals in Trelawny

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Top-rated villa rentals in Trelawny

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Top guest favorite
A modern single-story villa with a bright yellow exterior is set on a hillside. A well-maintained driveway leads to the main entrance, while the landscape includes neatly trimmed grass and stone accents. The property offers views of the surrounding area and the ocean in the distance.
Villa in Falmouth
4.98 out of 5 average rating, 55 reviews

Villa Verde (3BR) Oceanview Luxury Getaway (Gated)

Villa Verde (ENTIRE HOUSE AC) is on the cool hillside overlooking the Falmouth pier, glistening waters lagoon and the town of Falmouth; minutes from 876 Beach, Burwood Beach and Rafting on Martha Brae river and 25 minutes from the Montego Bay Airport and along the North Coast Highway leading to Ocho Rios/Dunns River Falls. Modern, secured/gated commmunity; We are a cool vibes people who caters to ALL REASONABLE, needs whatever the occassion that brings you to Jamaica (positive vibes always)

Superhost
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.

Located in Silver Sands Estate, Trelawny, by the beach. Open concept interior which opens out to meet large front patio to host friends & family in one space Roof patio with a view of the ocean Beautiful green space, pleasing to the eyes. Your personal chef to prepare all your meals as you relax. Pristine white sand which interlocks with the blue waters of the Caribbean Go Rafting on the Martha Brae River and dine at the restaurants in the near by town of Falmouth. Come have a great vacation.

Guest favorite
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
4.81 out of 5 average rating, 64 reviews

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

🌴✨ Luxurious Retreat in Paradise! 🌴✨ The whole group will love this centrally located 3 BR/3BA getaway in upscale gated community. Spacious, stylish, clean and fully equipped with modern amenities. Leave all your worries at home and unwind Jamaican style enjoying our warm sunshine. We offer free airport shuttle (up to 2 guests, 2 nts min). We even offer shuttle to attractions & meal plans. Nothing to do but pack and show up. We look forward to your escape! Other villas available, message me

Top guest favorite
A charming outdoor area showcases comfortable seating amid lush greenery. The inviting beach and turquoise sea are visible in the background, while a lantern adds a touch of character to the villa's exterior. The space is designed for relaxation and enjoying ocean views.
Villa in Duncans Bay Beach
4.94 out of 5 average rating, 109 reviews

Ocean Dreams Villa

Ocean Dreams Villa is a stylish, unique, beach villa with 3 bedrooms and 3 bathrooms and sets the stage for a memorable trip within steps of the beautiful Duncans Bay Beach (also known as Silver Sands Public Beach) with its sparkling turquoise waters and white silvery sand, the view is simply breathtaking. It's the perfect ambiance to relax in comfort, enjoy the breeze, listen to the birds, nature and let the soothing sound of the ocean waves breaking on the shore calm you and ease your mind.

Superhost
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
4.73 out of 5 average rating, 40 reviews

Solar Powered Luxury Villa & Private Pool Oasis

Experience uninterrupted paradise at Villa Maison de Soleil. While many travellers worry about utility reliability our newly installed solar- power system, and ensures your AC stay cool, your lightlights stay on, and your Wi-Fi remains active even if the local grid doesn’t. Backyard Oasis: Step out into your completely private sanctuary featuring a sparkling plunge pool and a tranquil waterfall. Modern Interior: Enjoy a open concept, living area with high ceiling, a cosy loft for extra space

Superhost
A serene beach landscape features soft, white sand bordered by clear, turquoise waters. Lush greenery is visible in the background, with gentle waves lapping at the shore under a vibrant sky filled with fluffy clouds.
Villa in Trelawny Parish
4.84 out of 5 average rating, 77 reviews

Clearview

Clearview villa is a beautiful 5 Bed Room villa within Silver Sands Gated Estate. You have the sun sea and sand at your fingertips. Silver Sands Estate has a Tennis Court, Beach Bar, Grill, Commissary, and Pool Table. Weekend nights usually boast karaoke, fashion shows, games and entertainment at the Beach Bar. Daily cook/housekeeper service included, with concierge service to help arrange private transportation, massages, activities, reservations for dinner and clubs, anything you need.

Guest favorite
A light-filled living area features two comfortable sofas adorned with decorative pillows. A central table with decorative items is positioned on a patterned rug, while large windows with sheer curtains allow natural light to fill the space.
Villa in Florence Hall Village
4.96 out of 5 average rating, 26 reviews

Lynnhood Villa

Keep it simple at this peaceful and centrally-located place. Lynnhood Villa is set in a friendly gated community, with 24/7 security. Take a short stroll to the clubhouse where you can enjoy the beautiful well maintained gardens and gain access to the luxurious pool and the fully equipped gym. The local beach is a 2 minute drive away and the friendly locals will make you comfortable. Montego Bay is the nearest town 30 minutes drive. Go shopping or enjoy a selection of restaurants and bars.

Superhost
Aerial view captures the serene shoreline lined with lush greenery and sandy beach. The calm turquoise water reflects the clear sky, while a gentle breeze sways palm trees along the coast. The surrounding landscape features hills and modern villas set amongst vibrant foliage.
Villa in Discovery Bay
4.83 out of 5 average rating, 29 reviews

Rooftop Breakfast•Private Beach•Jacuzzi•BBQ•WiFi

☞ 3 min → Private Bengal Beach (15 min walk/drive) ☞ Rooftop lounge & outdoor seating with treetop views ☞ Kitchen with breakfast island + American fridge + dishwasher ☞ Dining for 6 + fire pit/BBQ for gatherings ☞ Landscaped 1-acre garden with fruit trees, maintained by live-in gardener ☞ Optional private chef & event staff available for a fee ☞ Driveway parking for 8 cars, A/C in every room ☞ 1 hr → Montego Bay Airport (MBJ) ★ “The rooftop seating provided a great view of the greenery.”

Guest favorite
A spacious living area features a dark sectional sofa adorned with decorative pillows, a coffee table with a wooden top, and a mounted flat-screen television. Light fixtures enhance the room's brightness, while minimalist decor elements are positioned on shelves.
Villa in Falmouth
4.83 out of 5 average rating, 6 reviews

Luxury Family Villa 5 mins to beaches

This modern, stylish villa is perfect for group trips or large families. Ideally located on Jamaica's beautiful north coast. Just 5 mins drive to the beach and 30 mins from Montego Bay airport . Our vacation rental is situated in a gated community and offers the perfect blend of convenience and relaxation. With a roof terrace, contemporary design and thoughtful touches throughout, this is the ideal retreat for your Jamaican getaway. Book now and experience the magic of Falmouth first-hand!

Superhost
A spacious living area features light-colored wood flooring and modern furniture, including comfortable sofas with accent pillows. Large windows provide natural light, complemented by soft ceiling lighting. A decorative coffee table and potted plants add warmth to the inviting common space.
Villa in Trelawny Parish

Bamboo Breeze Silver Sands -Driftwood Villa

Driftwood vacation villa is located in the gated community of Silver Sands, a 200 acre private development , boasting a beautiful white sand beach , perfect to enjoy with family and friends , and only a short walking distance away from the Villa. Driftwood Villa is a tastefully decorated vacation villa with a plunge pool in its private courtyard . TheVilla also features a fabulous Moroccon style roof deck , offering a spectacular view of the Beach and Caribbean Ocean.

Guest favorite
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
4.8 out of 5 average rating, 49 reviews

SUNSET 1 SilverSands Jamaica - 2 or 3 bedroom opt

Welcome to Sunset 1, your perfect island escape just a 2-minute stroll from the pristine private beaches of Silver Sands, Jamaica. This charming 3-bedroom, 3-bathroom family-owned villa offers the ultimate blend of relaxation and comfort, featuring its own private pool and gazebo. Ideal for entertaining both adults and children. Whether you’re looking to unwind from the hustle and bustle or enjoy quality time with loved ones, Sunset 1 is the perfect getaway.

The exterior of a large, two-story estate is depicted, featuring a prominent staircase and a wraparound balcony. Lush greenery and tropical plants frame the property, while arched windows and doorways contribute to the charming design under a clear blue sky.
Villa in Coral Springs
4.94 out of 5 average rating, 16 reviews

Vacation Rental Coral Spring JAM 8 BDRM sleep 15

☞ Over 6,000 SF Jamaica Estate House On Large Private Lot ☞420 Friendly ☞ Safe Secure Gated Community ☞ Sleeps up to 16 Guests ☞ Resort Style Pool ☞ 5 Minutes to the Beach ☞ Spacious Landscaped Tropical Gardens ☞ Free Wi-Fi ☞Air-Conditioning ☞ Fully Equipped Kitchen ☞ Washer & Dryer ☞ Bed linens & Towels ☞ Airport Transportation & Tours Available For Hire ☞ 24/7 Local Support ** Chef on site ** Beach 5 min drive

Popular amenities for Trelawny villa rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Private villa rentals

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

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

Villa in Duncan Bay Beach
New place to stay

Oasis Villa Beach View

The image showcases a quiet, landscaped area featuring lush green lawns and palm trees. Several villa units are seen in the background, highlighting the peaceful surroundings. A salt-water pool is visible in the distance, providing a relaxing ambiance within the community.
Villa in Ocho Rios

2-Bedroom Villa with Pool and Private Beach Access

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

Superhost
A lively celebration is depicted, featuring individuals dancing joyfully with vibrant confetti floating in the air. Glasses filled with drinks are held up, creating an atmosphere of excitement. Colorful lights enhance the festive ambiance, encouraging an enjoyable gathering.
Villa in Florence Hall Village
5 out of 5 average rating, 3 reviews

Girls Trip ! Stay, Play and Eat $26PP

Top guest favorite
Two individuals are seen enjoying refreshing drinks while seated by a bright blue pool. Each drink is garnished with colorful decorations, reflecting a playful atmosphere. The surrounding area features a mosaic tile design, enhancing the vibrant setting.
Villa in Florence Hall Village
5 out of 5 average rating, 19 reviews

Best 2BR Fam Friendly near all-beach-pool-shuttle

The exterior of a multi-level villa features vibrant orange walls and white decorative railings. Arched doorways lead into individual rooms, with a spacious rooftop area visible above. The sky is partly cloudy, creating a bright and inviting atmosphere.
Villa in Trelawny Parish

SUEYENSUE PLACE VILLA ,ET- (ALBERT TÒWN)

Luxury villa rentals

The exterior of the two-story guest house features a bright white façade 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

Superhost
Villa in Duncans

4BR Beachfront Villa w/ Private Pool and Cook-JSCV

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
5 out of 5 average rating, 3 reviews

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

Villa in Duncans

Seascape Villa

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
4.75 out of 5 average rating, 4 reviews

Duncan's Villa: 7 Bedrooms

A serene pool glistens under a purple twilight sky, surrounded by a spacious deck and a shaded gazebo. Soft lighting highlights the adjacent open living spaces, inviting relaxation. The lush greenery contributes to the tranquil atmosphere, creating an idyllic setting for evening gatherings.
Villa in Duncans
4.91 out of 5 average rating, 34 reviews

Fully Staffed Villa w. Pool 30 Sec Walk From Beach

A modern villa exterior showcases a circular private pool surrounded by light-colored stone tiles. A shaded patio space with glass railings is visible, providing a relaxing area. Lush green landscaping and blue skies create a refreshing outdoor ambiance.
Villa in Duncans
5 out of 5 average rating, 3 reviews

Caribbean Dream Villa

Guest favorite
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

🏖 Seafront, Staffed, 8 Beds, 2 to 5 Bdrms,

Villa rentals with a pool

A welcoming living area features a striped sofa set and a glass-topped coffee table adorned with a decorative arrangement. Large sliding doors open to a patio, providing views of the outdoor pool and surrounding greenery.
Villa in Trelawny Parish
4.88 out of 5 average rating, 8 reviews

Miss P's Place, Silver Sands

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

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

A cannon is positioned on a sandy terrace overlooking a beach with gentle waves. Palm trees provide shade, while lounge chairs are arranged in the background. The ocean stretches toward the horizon under a clear sky, creating a serene coastal scene.
Villa in Duncans
3.33 out of 5 average rating, 3 reviews

Braata Villa at Silver Sands Beach Resort

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

A modern home is depicted with a sloped roof, surrounded by a clear pool. Large windows reflect sunlight, and a potted plant adds a touch of greenery beside the pool area. Lush landscaping is visible in the background, enhancing the outdoor space.
Villa in Silver Sands

3BR Villa with pool, al fresco dining

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

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
4.87 out of 5 average rating, 15 reviews

Sir Frederick's Villa - Modern Oceanview House

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