Holiday houses in Wakefield

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Top-rated holiday rentals in Wakefield

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Top 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, 195 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, 111 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
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
4.86 out of 5 average rating, 138 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
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, 39 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, 114 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 favourite
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.

Guest favourite
A vibrant pool area is depicted, featuring several people enjoying the water. Splashes are captured mid-action, highlighting a lively atmosphere. Lounge chairs are positioned in the background, while greenery outlines the space, enhancing the outdoor experience.
Villa in Stonebrook Manor
4.95 out of 5 average rating, 93 reviews

Jhadano*3BR*Oceanview*Pool*Shuttle-Gym*Gated

🌴✨ Luxurious Retreat in Paradise! 🌴✨ The whole group will love this centrally located ocean view getaway in upscale gated community. Spacious, stylish, clean and fully equipped with modern amenities. Leave all your worries at home and unwind Jamaican style enjoying our warm sunshine. We offer free airport shuttle (up to 2 guests, 2 nt. min). We even offer transportation to attractions and meal plans. Nothing to do but pack and show up. We look forward to your escape✨

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
4.86 out of 5 average rating, 22 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, 126 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
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, 109 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

Guest favourite
The colorful exterior of the duplex is showcased, featuring a vibrant yellow facade complemented by green and pink accents. Lush greenery surrounds the base, while large windows reflect the blue sky above. Steps lead up to the entrance, inviting exploration of this unique home.
Guesthouse in Spring Garden
5 out of 5 average rating, 8 reviews

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

Guest favourite
A spacious retreat is framed by palm trees, featuring a large swimming pool surrounded by lounge chairs. The two-story home displays a mix of traditional architecture with a wide balcony, while manicured hedges and a green lawn enhance the serene outdoor environment.
Home in Martha Brae
5 out of 5 average rating, 6 reviews

The Retreat at Martha Brae (4)

Forget your worries in this spacious and serene space. The Retreat at Martha Brae, is a secluded Home perched on the top of a ridge, overlooking the serene Martha Brae River as well as the Hills and valley's of the World famous Cockpit Country.

Popular amenities for Wakefield holiday rentals

  1. Airbnb
  2. Jamaica
  3. Trelawny
  4. Wakefield