Vacation rentals in Sherwood Content

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Top-rated vacation rentals in Sherwood Content

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Top guest favorite
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, 193 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.

Guest favorite
Villa in Discovery Bay
4.89 out of 5 average rating, 19 reviews

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

Welcome to Villa Amore, a spacious 5-star 3-bedroom villa with pool & stunning sea views! Features: ▪ Fully equipped kitchen & dining area perfect for family sharing. ▪ Spacious living room with direct access to your private pool ▪ Convenient shared guest bathroom Each bedroom offers: ▪ Private en suite bathroom for full comfort ▪ Balcony with stunning pool & sea views Relax in lush gardens with secure parking and just a short walk to Puerto Seco Beach - your perfect tropical retreat awaits!

Top guest favorite
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, 110 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 favorite
Home in Coral Spring
5 out of 5 average rating, 8 reviews

Mountain View Haven- 3 mins to the beach

No cleaning fee, flexible cancellation policy & breathtaking mountain views. This cozy haven is nestled in a quiet, gated community with 24hrs security. The town & excursion sites are in close proximity. We are between two resort towns and are 30 minutes from the Sangster's International Airport. The house is equipped with WIFI, AC, fully stocked Kitchen & ample parking. You will love Mountain View Haven because of its coziness, the location & how perfect it is for couples & singles alike.

Guest favorite
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
4.88 out of 5 average rating, 32 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 five- to ten-minute access to the Martha Brae River, Swamp Safari, and Falmouth Pier.

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, 112 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.

Top guest favorite
A spacious bedroom features a large bed with soft linens and decorative accents in shades of green. Two plush armchairs are situated nearby, and large windows offer a panoramic view of the Caribbean Sea, allowing natural light to fill the room.
Home in Montego Bay
4.98 out of 5 average rating, 133 reviews

Slippers Villa Montego Bay Beachfront Property

Welcome to Slippers Villa, where the vacation of your dreams awaits you. Beachfront view with breathtaking sunsets, a luxurious home that is fully air conditioned, come experience personalized service that are designed to spoil you. Step from your bedroom right into the Caribbean Sea where time stand seems to stand still. Connect with nature and create lasting memories as you experience the love and warmth of communal living. Don't just dream, live your best life at Slippers Villa.

Top guest favorite
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, 104 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.

Superhost
Two white lounge chairs are positioned on the sandy beach, facing a charming villa in the background. A picnic table is visible nearby amongst the lush greenery. The villa features a covered porch with outdoor seating, inviting relaxation and outdoor enjoyment.
Villa in JM
4.8 out of 5 average rating, 110 reviews

Bel Cove Villa

Bel Cove is a modern Caribbean villa with its own private beach, a lush 3/4 acre property, and pool built into an old Lime mill. Hotspots such as Negril and Montego Bay are an hour a way. You’ll love Bel Cove because of the quaint charm, the unique people, picturesque location, and the tranquility that a hidden beach front villa affords to the weary. Bel Cove is great for families and groups looking to get away. (Please note that hurricane Melissa has damaged the over-water gazebo)

Superhost
A large swimming pool is surrounded by well-maintained greenery and palm trees. Bright blue water reflects the clear sky, while lounge chairs are positioned around the pool area for relaxation. A signboard can be seen in the background, indicating pool rules and information.
Home in Falmouth
4.91 out of 5 average rating, 44 reviews

Kl Hidden Gem-Ocean view

Bring the whole family to this great place with lots of room for fun. Located 35 minutes from the Montego Bay Airport and 40 minutes away from Ocho Rios, this relaxing retreat will make you feel right at home. We offer 24-hr security along with security cameras on the premises. A swimming pool, gym and jogging trail are some of the amenities offered. All located within 8 minutes is the 876 Beach, Margaritaville, Rafting at Martha Brae and the Falmouth Cruise Pier.

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
4.86 out of 5 average rating, 111 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 favorite
The exterior of the villa is showcased, featuring a vibrant yellow facade with a tiled roof. A covered parking area is visible, along with a well-maintained pathway. Lush greenery is present alongside the entrance, creating a welcoming approach to the property.
Villa in Montego Bay
4.97 out of 5 average rating, 108 reviews

Luxury Villa - King Bed /Pool/Near Airport & Beach

Everything Irie@ Les Chateaux Villa - Located within 10 minutes of the airport & beaches - Handicap Access/Backup Generator & Water Tank - Walking distance of Whitter's Village with a supermarket, shops & restaurants - 3 Full Bedrooms w/ en-suite bathrooms - Sleeps up to 8 (1 King, 2 Queens & Sofa bed) - Gated Community with Security - Nestled directly across from the pool & gym - Has Wi-fi internet & over 900 cable channels

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