Holiday rentals in Sherwood Content

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Top-rated holiday rentals in Sherwood Content

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A serene pool area is visible, featuring lounge chairs arranged beside a clear blue pool. Palm trees and lush greenery frame the space, while a covered gazebo is provided in the background, enhancing the outdoor relaxation experience.
Townhouse in Montego Bay
4.98 out of 5 average rating, 198 reviews

2BR Townhouse with staff, gym, pool & beach access

Escape@20 is a lovely townhome that guarantees a truly relaxing and memorable experience. A friendly housekeeper/cook is included at NO EXTRA COST!! You just need to purchase the groceries. The townhome has an open floor plan with living and dining room opening out to a covered patio and a backyard. Guests can enjoy breathtaking views of the neighboring yacht docking area, swimming pool, gazebo/bbq grill space, gym, playground for kids, 24 hour security and complimentary beach access nearby.

Top guest favourite
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
4.94 out of 5 average rating, 115 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.

Guest favourite
Home in Martha Brae
4.94 out of 5 average rating, 35 reviews

Haven Escape near Montego Bay

Holland Estate is a 24 hours gated secured community *30 Mins from Sangsters Int'l airport Montego Bay, Pier 1, Margaritaville+ more *1 hr from Ochi Rios ,Dunns River Falls, Mystic Mountains +more *5 mins from Rafting on the Martha Brae River, Falmouth Mystic Lagoon, Chukka Adventures +more * 10 mins to beaches, restaurants, cruise ship pier. This cozy & peaceful semi-attached studio is equipped with Air Conditioner & Ceiling Fan, Water Heater, Wifi, Smart TV with Netflix(use own log in)

Superhost
A charming entrance is showcased with a white picket fence and a gated entry, offering a glimpse of lush greenery and palm trees surrounding the property. The house features a gabled roof and a spacious front area, inviting guests into a serene environment.
Home
4.86 out of 5 average rating, 117 reviews

ViILLA BY THE SEA, Steps to Beach, cook included.

Yellow Canary Villa is spacious, light and airy with a modern decor. The living room opens out onto a patio area and the garden. A few steps away is our beautiful beach which is lined with almond trees for shades. Leroy's bar, cafes & craft shops are a short walk. Duncans Town is 5 mins. by taxi. There are restaurants, supermarkets, fruit stalls, a ATM and taxis to various locations. MontegoBay Resort &Airport is just 40 minutes by transport &Ocho Rios is approximately the same distance.

Guest favourite
The exterior of the home features a welcoming entrance with a small, shaded porch area. Large windows provide natural light, while carefully arranged plantings create a serene environment. The architectural design combines neutral tones with a distinct gabled roof.
Home in Falmouth
4.87 out of 5 average rating, 47 reviews

Urban Loft

This newly renovated, fully furnished, one-bedroom apartment offers a serene and sophisticated ambiance in a beautifully decorated semi-attached unit. Amenities include a/c unit, water heater, and an indoor laundry room. The property features a spacious backyard within the secure, gated community of Holland Estates, providing a peaceful outdoor retreat and 24-hour security. Its convenient location offers 5 to 10 minute access to the Martha Brae River, Luminous Lagoon, and Falmouth Pier.

Guest favourite
The view from a patio showcases a lush lawn leading to the tranquil ocean. Green trees and plants frame the scene, with the calm waters gently lapping at the shore. The horizon is clear, and a light breeze can be imagined flowing through the space.
Bungalow
4.88 out of 5 average rating, 205 reviews

Kling Kling Beach House

Kling Kling is a beach house with a family feel, set within a large lawn running down to an almost fully private beach, a river for freshwater swimming, a reef for snorkelling, a fantastic housekeeper cook and a one of a kind man about the place. Just mins drive to shops or tourist facilities. Nearby scuba facilities, waterfalls, water parks, markets, tennis , golf, riding, the list goes on, both mainstream and off piste local. For more pics follow our Instagram: klingklingbeachhouse.

Top guest favourite
A modern living area features a comfortable blue sofa adorned with decorative pillows, facing a wooden coffee table. A light-hued rug lies beneath, complemented by a floor lamp. A dining table with blue chairs is visible in the background, enhancing the inviting atmosphere.
Home in Falmouth
4.94 out of 5 average rating, 33 reviews

Island Oasis Stonebrook Vista

Welcome to Island Oasis! Centrally located vacation home with stunning mountain views, front patio, rooftop deck and 24-hr security. Guests have the option to book 2 or 3 bedrooms.The modern open-plan living area boasts natural light and high ceilings enhanced by contemporary themes throughout the space. We offer complimentary snacks and a Netflix subscription. Island Oasis is designed to bring true comfort and relaxation to our guests. Your host, Salkey & Nicollette

Guest favourite
An infinity edge swimming pool glistens under a clear blue sky, offering expansive views of the ocean and distant shoreline. Sun loungers are positioned along the poolside, inviting relaxation and enjoyment of the breathtaking scenery.
Home in St. James Parish
4.99 out of 5 average rating, 127 reviews

Luxury Oceanview 4BR Villa w/ Balcony, Pool & BBQ

Welcome to BayWatch Villa – a 4BR luxury retreat in Montego Bay. Marvel at breathtaking views of the harbor and Caribbean Sea both day and night. Share unforgettable moments with family and friends. Enjoy spacious living spaces, a modern kitchen, and laundry convenience on premises. Stay connected with Wi-Fi throughout, even by the pool. With solar backup, you’ll always have power for the essentials. Note: AC is not available on backup power.

Superhost
The living area features a spacious layout with comfortable gray sofas, accented by gold cushions. A large flat-screen TV is mounted on the wall, while a round coffee table sits centrally. Sunlight streams through the windows, illuminating the tiled floor.
Home in Florence Hall Village
4.84 out of 5 average rating, 116 reviews

Oasis at the Manor w/ King Bed, shared pool & gym

Step into a beautiful 2-bed/2-bath home adorned with modern transitional decor, crafting the ultimate sanctuary for rejuvenation and tranquility. Indulge in this modern oasis boasting black stainless-steel appliances, smart TVs, a serene front door patio, and a cozy backyard gazebo. Enjoy countless scenic views within a secure, gated community with 24-hour security. Community perks include a pool, gym, clubhouse, and scenic walking trail.

Guest favourite
Guest house in Spring Garden
4.9 out of 5 average rating, 10 reviews

Exclusive Mountain & Farm Villa Escape

Expect an Authentic Experience high in the mountains of Jamaica: Imagine waking up to the gentle sounds of nature, the fresh mountain breeze carrying the scent of ripening fruits and morning dew over rolling farmland. Nestled in the lush, green hills of Trelawny, this two-bedroom, two-bathroom home offers a perfect escape into nature, and authentic rural Jamaican

Guest favourite
Home in Falmouth
4.92 out of 5 average rating, 76 reviews

SL Retreat 1 King size bed Entire Apt

Kick back and relax in this calm, stylish space. Get a good night sleep in a king size bed and pull out sofa bed. Hot water solar heater for your hot showers. 5 minute drive to the beach, great restaurants and grocery store, famous Falmouth Market every Wednesday. 24 hour security gated community. Stonebrook Vista is the name of our gated community.

Guest favourite
A single-story house features a vibrant green exterior with yellow and white striped awnings over the windows. The front yard is well-maintained, showcasing a manicured lawn and surrounding low walls. The driveway is paved, leading up to the entrance of the home.
Home in Falmouth
4.98 out of 5 average rating, 44 reviews

Island getaway

Your family will be safe in this 24-hour gated community and close to everything when you stay at this centrally-located home. 5 minutes to Falmouth town, supermarket, KFC, juicy beef patties, Pizza Hut, Restaurants, 30 minutes to Montego Bay airport, Ocho Rios, Dunn's River Falls, Glistening Water Tours, etc.

Popular amenities for Sherwood Content holiday rentals

  1. Airbnb
  2. Jamaica
  3. Trelawny
  4. Sherwood Content