Holiday rentals in Sherwood Content

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Top-rated holiday rentals in Sherwood Content

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Guest favourite
A covered balcony is equipped with two wicker chairs and a small table, overlooking the ocean. Bright blue skies and fluffy clouds can be seen in the distance. Lush greenery frames the view, enhancing the serene atmosphere.
Flat in Falmouth
4.88 out of 5 average rating, 89 reviews

Irie's seaview getaway studio

Welcome to captivating, soothing seaviews, at a quiet rustic escape. Please contact us if you wish to check in less than 4hrs after booking. You'll be 5 mins close to luminous lagoon, rafting and the action, yet far enough for serenity. Our elegant hilltop studio apartments overlook Falmouth pier. Apartments present panoramic views of Historic Falmouth, cruise ships, luminous lagoon and surrounding area. . We'll even save you time and money booking tours and shuttle to and from local activities

Top 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, 185 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
4.93 out of 5 average rating, 106 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
A cozy ranch home is framed by vibrant tropical landscaping, with lush green bushes and colorful flowering plants. A paved pathway leads to the entrance, and the bright blue sky above enhances the inviting atmosphere of the property.
Home in Falmouth
4.82 out of 5 average rating, 11 reviews

Coastal Living, Sleep 4, Falmouth, Jamaica

Reconnect with nature at this unforgettable escape. Enjoy the feel of the island breeze in a cozy ranch home. This space is clean, relaxing, and designed for easy living. No unicorns or fake swans. Rather, we offer great comfort, giving you the best bang for your dollar. This home offers 2 bedrooms/2 bathrooms in a quiet gated community, equipped with pools, etc. The Falmouth area beaches are within walking distance. The city of Montego Bay and the Montego Bay airport are in close proximity.

Guest favourite
A dark, upholstered sofa is adorned with decorative cushions in soft tones. A marble coffee table sits in front, featuring a remote control and a decorative vase filled with greenery. Warm light illuminates the space, creating a comfortable setting adjacent to the dining area.
Home in Florence Hall Village
5 out of 5 average rating, 5 reviews

The Sunray Villa

Escape to a relaxing retreat at this elegant villa located just 6 minutes from the beach and the historic town of Falmouth, Trelawny. Indulge in a newly renovated property featuring all modern conveniences, including fully air-conditioned rooms, hot and cold water, and free WiFi. Enjoy a well-deserved break with family and friends in this cozy and pristine two-bedroom home that comfortably hosts four persons in the safe gated community of Florence Hall. Your satisfaction is our passion!

Superhost
The colorful exterior of the duplex is showcased, featuring a vibrant yellow facade complemented by green and pink accents. Lush greenery surrounds the base, while large windows reflect the blue sky above. Steps lead up to the entrance, inviting exploration of this unique home.
Guest house in Spring Garden
5 out of 5 average rating, 4 reviews

Exclusive Mountain & Farm Villa Escape

ACCEPTING BOOKINGS FOR VISTIORS CHECKING ON FRIENDS & FAMILY. Conditions are bad, but you can make it in by car. There is NO AC or HOT WATER. Expect an Authentic Experience: 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, tranquility, and authentic rural Jamaican life.

Guest favourite
A shaded gazebo offers comfortable seating surrounded by lush greenery. Palm trees and vibrant foliage frame a view of the expansive lawn leading to the beach. The sea glimmers in the distance under a clear blue sky, creating a serene outdoor retreat.
Bungalow
4.88 out of 5 average rating, 191 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 is presented with a large sectional sofa adorned with decorative pillows. A marble-topped coffee table occupies the center, with a vase of sunflowers adding a cheerful touch. The room is illuminated by soft natural light filtered through elegant wooden blinds.
Home in Falmouth
4.98 out of 5 average rating, 95 reviews

Villa Renee'

This modern eco friendly house is your perfect getaway space offering comfort, 24 hrs security and tranquility. The property is in close proximity to the highway which makes it the ultimate vacation location/home. All the best attractions on the islands north coast are minutes away (Glistening Waters, Green Grotto Caves, 876 Beach, Burwood Beach, Pueto Seco beach, Dunn's River fall's, Dolphin Cove, Chukka Adventure Park and many more). Perfect for family, friends or work travel.

Guest favourite
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
4.95 out of 5 average rating, 80 reviews

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

🌴✨ Luxurious Retreat in Paradise! 🌴✨ The whole group will love this centrally located ocean view 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 nt. min). We even offer transportation to attractions and meal plans. Nothing to do but pack and show up. We look forward to your escape✨

Top guest favourite
A charming two-story pink house is surrounded by lush green grass and tropical plants. Tall palm trees provide shade, and a walkway leads to the front entrance. A water tank is visible on the roof, enhancing the functional aspect of the property.
Guest house in Montego Bay
4.97 out of 5 average rating, 104 reviews

Always Home

This cozy and private hideaway is located in Bogue Village Montego Bay minutes away from Sangster International Airport, restaurants and shopping center. Although off the beaten path you'll want for nothing. Fantastic for first time or returning vacationers. The outdoor area is equipped with seasonal fruits, BBQ area, swing,hammock, green area, outdoor dining and privacy. The chirping birds, awesome sun rise and sunset add tranquility and peace of mind to each day.

Superhost
A private pool featuring illuminated water jets creates a relaxing ambiance. Surrounding the pool, lounge chairs invite comfort, while colorful lights accent the area, adding a vibrant touch to the tranquil setting.
Home in Trelawny Parish
4.85 out of 5 average rating, 48 reviews

NC Cozy Estate with Private Pool, AC, & WI-FI

Take it easy at this unique and tranquil getaway. This Dwelling is located at least 2 minutes away from the hotel Oceans Coral Springs and 30 minutes drive from the Sangsters International Airport. It boasts a beautiful community with public beaches located within 1 miles radius. Nearby attractions include rafting on the famous Martha Brae River, a full Chukka Cove experience of Horseback riding and ATVs, ect. and its about 7 minutes drive from Falmouth pier.

Guest favourite
An outdoor space features a wooden table beside a small round table, with a sink built into a bamboo wall. A sign with inspirational words hangs above, complemented by a carved wooden mask. Natural light filters through an open window, enhancing the warm wooden tones.
Cabin in Auchindown
4.96 out of 5 average rating, 27 reviews

Most high Cabin on the rock

Irie Vibz at a unique Seaview Roots Cabin. This property is around an acre with green mountains and hills surrounding it with a perfect dec Ocean view, this is the property of a rastaman called I-bingi. Spend some time and get the full experience of Real Jamaican delicacies, herb teas, and self-grown fruits with Access to private beach and hiking trails. You will experience true Rastafarianism and have a personal escort on your journeys.

Popular amenities for Sherwood Content holiday rentals

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