
Holiday houses in Sherwood Content
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Top-rated holiday rentals in Sherwood Content
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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.

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.

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)

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.

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.

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.

Villa Ginger: Food paradise/Beach/Pool/keycode
Private Retreat for close friends and family in the safety of a pristine garden-like gated community. New and dazzlingly beautiful, the oversize sectional will be your favorite place to lounge. Linger on the patio for breakfast, go across the street for snorkeling, tour the nearby beaches and waterfalls, or make your birthday celebration extra special with a spectacular private dinner. Savor the candlelight reflecting from wine glasses as you toast your amazing good luck.

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

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.

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

Butterfly Villa, Silver Sands.
The beautiful Butterfly Villa is situated in the exclusive Silver Sands estate with it's own pool and private white sand beach and there's a supermarket a 5 minute drive away. Its only a 30 minute drive from Sangster Montego Bay Airport.
Popular amenities for Sherwood Content holiday rentals
Other great holiday rentals in Sherwood Content

Mena's Retreat Trelawny See Jamaica like a native

Seven Serene Pleasure,Tranquillity at your leisure

5-Star Oceanview 3BR Villa w/Pool, Chef & Driver

Luxurious Oceanview Stay w/ Pool, Gym + Fast WiFi

Mountain View Haven- 3 mins to the beach

Kl Hidden Gem-Ocean view

Private Seafront Villa near Ochi

Luxury Montego Bay 3BR Villa | Ocean Views & Pool
Destinations to explore
- Kingston Holiday rentals
- Montego Bay Holiday rentals
- Ocho Rios Holiday rentals
- Negril Holiday rentals
- Trinidad Holiday rentals
- Portmore Holiday rentals
- Mandeville Holiday rentals
- Santiago de Cuba Holiday rentals
- Treasure Beach Holiday rentals
- Old Harbour Holiday rentals
- Guardalavaca Holiday rentals
- Port Antonio Holiday rentals
- Ocho Rios Bay Beach
- Negril Seven Mile Beach
- Rose Hall Great House
- Doctor's Cave Beach
- Bloody Bay
- YS Falls
- Floyd's Pelican Bar
- Reggae Beach
- Green Grotto Caves
- Turtle River Park
- Harmony Beach Park
- Martha Brae Rafting Village
- Dolphin Cove Montego Bay
- Bob Marley's Mausoleum
- Dolphin Cove Ocho Rios
- Konoko Falls
- Dead End Beach
- Whispering Seas
- Coral Cliff
- Burwood Public Beach





