Holiday houses in Sherwood Content

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Sherwood Content

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

1 of 1 pages1 / 1
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, 200 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 in Duncans Bay Beach
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
Two large cruise ships are anchored offshore, visible against a backdrop of gray, cloudy skies. The waters reflect a muted palette of blues and greens, while the shoreline is dotted with lush vegetation. The scene captures a tranquil coastal atmosphere.
Home in Falmouth
4.84 out of 5 average rating, 19 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 black bench offers a comfortable seating area overlooking a scenic view of the Caribbean Sea. The expansive stone wall frames the lush green landscape, while the distant horizon features a clear blue sky. The peaceful outdoor setting invites relaxation.
Home in Falmouth
4.9 out of 5 average rating, 63 reviews

Serene 180° Valley Ocean View! Solar Powered Home!

Experience the epitome of Caribbean luxury at Serene 180° Valley Ocean View! Perched atop a hill with a breeze, this villa offers breathtaking views of the Caribbean Sea within a 24hrs gated secured community, making it the perfect retreat for relaxation and exploration. With resort-style amenities and proximity to popular attractions, it's an ideal base for your Jamaican adventure. Book now for an unforgettable stay! To maintain a pristine environment, smoking is strictly prohibited indoors.

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 in Duncans
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
A bright bedroom is featured, showcasing a spacious bed adorned with soft pillows. Large windows provide panoramic views of the bay, allowing natural light to illuminate the area. A ceiling fan enhances airflow, while modern furnishings add to the inviting atmosphere.
Condo in Montego Bay
4.93 out of 5 average rating, 150 reviews

Oceanfront 1BR Lux Apt Pool Beach Gym Pickleball

Discover the ultimate tropical retreat at the Soleil Residences, where luxury meets serenity. This elegant oceanfront one-bedroom condominium features a stunning balcony with 180-degree views of the Bay, inviting you to bask in the beauty of Jamaica's coastline. Highlights - Lge Waterfront Pool & Pool Deck * Private Beach Access * Gym * Tennis/Pickleball* Kids Play Area * Gated Community * Fast Fibre WiFi* Chef on request * Spa Services * Concierge Services * Full Time Driver Upon Request

Superhost
A private plunge pool with a quarter-circle design is showcased in the foreground, bordered by wooden decking. The pool overlooks a lush, green landscape that transitions into the deep blue ocean under a clear sky.
Villa in Montego Bay
4.83 out of 5 average rating, 511 reviews

Hospitality Expert SF: Private Pool, Beach, Chef

This property has electricity, water and internet. HOSPITALITYEXPERT Spring Farm is one of the most glamorous private homes overlooking golf courses and vast ocean vista. Your view is the deep blue sea to the north and magnificent lush vegetation to the south, endorsing a great feeling of calm and relaxation. Furnishings are an exquisite combination of Asian antique and tropical colonial. Complimentary Tropical Bliss Beach Club membership and culinary chef optional.

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, 128 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.

Guest favourite
A modern living area is showcased, featuring a large teal sofa positioned in front of a wall-mounted television. A decorative unit below the TV includes a stylish electric fireplace. Light, sheer curtains frame the windows, allowing soft daylight to fill the space.
Home in Discovery Bay
4.94 out of 5 average rating, 17 reviews

Blue Coral Villa Jamaica

Relax in our luxurious villa overlooking the crystal clear waters and vibrant atmosphere. Come experience the ultimate getaway in Jamaica's tropical heaven... unwind, recharge, and soak up the island vibes. Airport transfers and excursion packages are available upon request…

Top Guest favourite
Lounge chairs with rolled towels are positioned alongside a private infinity pool. The vibrant turquoise ocean and lush greenery are visible in the background, under a clear blue sky dotted with clouds.
Apartment in Hopewell
5 out of 5 average rating, 113 reviews

Oceanview Luxe Penthouse Suite + Infinity Pool

St Claire Jamaica has achieved a perfect balance between luxury and simple convenience. Located just 25 minutes from Montego Bay’s Sangster International Airport, we provide a wonderful, unique stay in Jamaica.

Popular amenities for Sherwood Content holiday rentals

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