Holiday rentals in Wakefield

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Top-rated holiday rentals in Wakefield

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

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Superhost
A serene view is captured from a pool area, showcasing lush tropical plants and a glimpse of the ocean in the distance during sunset. The sky is adorned with soft hues, reflecting on the water's surface, creating a calming atmosphere.
Home in Reading
4.82 out of 5 average rating, 45 reviews

Whiterock Montego Bay Bou Villa

Spend memorable moments at our quiet oasis with Royal Palm trees, gardens, Jerk grills for outdoor cooking or just sit in the garden and enjoy the wind chime as it's soothing melody chimes as the winds blow. View of the Courtyard and open skies. Take a stroll down hill then up our spiral stairs to our elevated pool. Enjoy stunning ocean, mountain and city views from the pool deck. Or watch the sunset from the Floating Deck. Whatever your choice, you will enjoy the natural beauty. Whiterock.

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, 201 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 private balcony features a round wooden table with two chairs, offering unobstructed views of the ocean and horizon. Lush greenery lines the beachfront, enhancing the scenic setting. Light floods the space through large windows, highlighting the inviting atmosphere.
Apartment in Montego Bay
4.97 out of 5 average rating, 68 reviews

2Bdrms Beachside Escape Montego Bay Pauline's Home

Wake up to sea wave rhythms, breathe in fresh air, witness the sun paint vibrant sunset hues. Endless ocean vistas stretching before you, salty breeze caressing your face and divine mountains to the rear. Escape to this dream. Your reality at Spirit of Pauline (Sea Edition), right on the seafront. Coffee or workout in front of the sea from your private balcony, soak up the sun on the many beaches close by. Electricity and piped water back. Mini starlink while we await rely internet service

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
4.94 out of 5 average rating, 116 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
The living area features a spacious sectional couch in a neutral tone, accented by a round coffee table with a small plant. Natural light enters through large windows, complemented by curtain panels. A ceiling fan and wall clock add functionality to the cozy, serene space.
Home in St.Bran's Burg
4.98 out of 5 average rating, 40 reviews

Sky View Villas @ Edmund Ridge Estate

Kick back, relax and unwind in this newly renovated luxurious space, comfortable modern style furniture, Views of the mountains and ocean, clean and friendly environment, very quite community with cool windy atmosphere , never a dull moment at this house. In the hills of Rosehall, Community call Edmund Ridge Estate, overlook the Rosehall beach, this property is 5 minutes from free beach, 10 minutes from Sangster International Airport, 5 minutes from shopping mall, 15 minutes from the Hip strip.

Superhost
An infinity-edge pool is framed by modern lounge chairs and plush seating. Lush greenery and an expansive lawn create a serene environment, while the Caribbean Sea is visible in the distance under a clear blue sky.
Villa in Montego Bay
4.81 out of 5 average rating, 147 reviews

Hospitality Expert EL1: Private Pool, Beach, Chef

This property has electricity, water and internet. Eden Luxe 1 is set on a beautiful hillside offering panoramic views of the sparkling Caribbean Sea. This 2 BR ultra luxurious villa is part of the HOSPITALITYEXPERT Eden Estate, set in the heart of Spring Farm, an upscale Montego Bay community, right above the Half Moon Golf Club. Luxe 1 sleeps up to 6 guests, a private chef is available for hire and we offer pre-stocking services. Includes complimentary access to Tropical Bliss Beach Club.

Guest favourite
Home in Martha Brae
4.94 out of 5 average rating, 36 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)

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.

Top guest favourite
A serene outdoor space is presented, featuring well-maintained green grass and a pathway of stone pavers. A comfortable seating area is arranged with a wicker couch and yellow cushions, while two white lounge chairs invite relaxation amidst surrounding lush foliage.
Townhouse in Montego Bay
4.93 out of 5 average rating, 14 reviews

Bayrock Villa

Tranquility at our charming getaway, perfectly situated for relaxation and exploration. Nestled in a quiet neighborhood, our home offers a peaceful atmosphere, allowing you to unwind and recharge. Enjoy the soothing sounds of nature and serene views from the private outdoor space. You’re just moments away from vibrant local attractions. With cafes, shops, and beautiful parks, you can easily immerse yourself in the local culture while returning to your peaceful haven whenever you choose.

Guest favourite
A modern kitchen featuring a black countertop with white bar stools positioned along one side. The stools have shiny chrome bases. Natural light enters through a window, illuminating the sleek appliances, including a stove and a microwave mounted above it.
Home in Martha Brae
4.88 out of 5 average rating, 25 reviews

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.

Top 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 duplex is displayed, featuring a well-maintained exterior surrounded by lush tropical landscaping. Colorful flowering plants and greenery are visible in the foreground. The home's architecture includes large windows and a sloped roof, set against a clear blue sky.
Home in Falmouth
5 out of 5 average rating, 8 reviews

Modern vacation home near beach

Welcome to our modern and cozy 2-bedroom, 2-bathroom home in beautiful Falmouth. Located just 5 minutes away from the beach, and only a short 30 minute drive from Montego Bay airport, our vacation rental offers the perfect blend of convenience and relaxation. With contemporary design and thoughtful touches throughout, this is the ideal retreat for your Jamaican getaway

Popular amenities for Wakefield holiday rentals

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  2. Jamaica
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  4. Wakefield