Holiday rentals in Sherwood Content

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.

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.

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)

Luxury 3BR Villa | Pool | 30 min from MBJ Airport!

Welcome to Coral House Villa—a serene, spacious, and beautifully renovated three-bedroom retreat nestled in Coral Spring, Trelawny. Designed for comfort and infused with authentic island charm, this is the perfect place to relax and feel at home. Just minutes from the beach and Luminous Lagoon, Coral House Villa offers the ideal balance of peace and relaxation. Whether you’re traveling with family or friends, this bright and breezy oasis has everything you need for a truly memorable stay.🌴

Modern Serenity Rest | Falmouth & Near Montego Bay

Trelawny Private Modern 2BR – Gated | Pool & Tennis Court Access | Car & Driver Optional. 30 mins from Montego Bay Airport and 5 mins to beaches, shopping malls, and restaurants. Unwind in this modern, fully air-conditioned home located in a secure gated community with 24-hour security. Enjoy pool access, stylish comforts, and peaceful surroundings—perfect for a family or couple. Car rental, driver & airport pickup available on request. Serenity, conveniences, and island charm await you!

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.

Cambridge mi casa ur casa w/pool & beach access

We offer newly- renovated comfortable two- floor apts in a friendly safe community overlooking CARDIFF HALL Beach in the Resort Town of Runaway Bay in St. Ann Jamaica ▪️No need to worry about security / safety because there are 24 hour surveillance camera and host lives on property ▪️We offer one 1bdr & 2br ▪️Price starts from 100US for 2 guests and increases by 30US per additional guests ▪️We are about 1hr away from the Sangsters International Airport ✈️ 25 mins from Ocho Rios

Tropical Escape: Spacious 2-Bedroom Vacation Oasis

Bring the whole family to Stonebrook Manor just 25 minutes from Montego Bay Airport! Explore nearby attractions like Martha Brae Rafting Village, Luminous Lagoon, Falmouth Swamp Safari, Blue Water Beach Club, and Rio Bueno Tubing Safari. Iconic spots like Doctor’s Cave Beach, Margaritaville, Green Grotto Caves, Dunn’s River Falls, and Blue Hole are within reach. Located in a gated community with free parking, my home is the perfect tropical retreat. Relax, unwind, and create memories!

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.

Adehya the Villa

Adehya, a Jamaican phrase for "I've arrived" is the quintessential vacation spot in Jamaica. Located in the gated community of Silver Sands Estate, Trelawny, you will have access to the estate's facilities and beaches nearby. Also included in your vacation package is a staff consisting of a housekeeper, butler and a chef. Feeling adventurous? No worries. We can arrange or suggest a list of activities and attractions for you to visit. Adehya is your home away from home.

Platinum Paradise Getaway

This 2 bed, 1 bath property is found in the gated community of Holland Estate, approximately 7 minutes away from Chukka Jamaica and about 5 minutes from the Martha Brae Rafting. It is located near the historic town of Falmouth and approximately 25 minutes away from the Donald Sangster International airport. There are also two beaches close to the property ideal for your relaxation. This home is perfect for your next private paradise experience.

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