Holiday rentals in Wakefield

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Top-rated holiday rentals in Wakefield

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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, 202 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 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.

Guest favourite
Apartment in Montego Bay
4.89 out of 5 average rating, 28 reviews

Oceanfront Panoramic Views 3br Beach Pool Gym

Your Caribbean dream escape awaits in our spacious oceanfront 3br/3.5ba condo with private corner balcony and sweeping ocean views. Lounge by the pool, stay fit in the gym/pickleball court or unwind at the sandy beach. Highlights- Large Waterfront Pool & Pool Deck * Private Beach Access * Gym * Tennis/Pickleball * Kids Play Area * Fast WiFi* Gated Waterfront Community * Chef on request * Spa Services * Concierge Services * Driver Upon Request* Add our listing to your favorites by clicking❤️

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)

Superhost
A private swimming pool sits surrounded by textured stone tiles, with steps leading into the clear water. The shaded outdoor seating area features a dining table and comfortable chairs, blending seamlessly with the home's exterior, characterized by a light blue facade and a green tiled roof.
Villa in Falmouth
4.72 out of 5 average rating, 39 reviews

Solar Powered Luxury Villa & Private Pool Oasis

Experience uninterrupted paradise at Villa Maison de Soleil. While many travellers worry about utility reliability our newly installed solar- power system, and ensures your AC stay cool, your lightlights stay on, and your Wi-Fi remains active even if the local grid doesn’t. Backyard Oasis: Step out into your completely private sanctuary featuring a sparkling plunge pool and a tranquil waterfall. Modern Interior: Enjoy a open concept, living area with high ceiling, a cosy loft for extra space

Guest favourite
Home in Coral Spring
5 out of 5 average rating, 13 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.

Top guest favourite
A spacious bedroom features large windows that allow natural light to fill the room. The neutral-toned bedding complements the light wood furniture, including a desk and armchair. A flat-screen TV is positioned for easy viewing, enhancing the cozy atmosphere.
Flat in Montego Bay
5 out of 5 average rating, 10 reviews

Luxury Oceanfront 1 Bedroom/Pool

Ocean views meet luxurious condominium living. With views of the Caribbean Sea, wide open to the balcony, this apartments' open concept living room invites Jamaica's beautiful scenery inside. Located in Montego Bay's most coveted neighborhood, walking distance to the beach, 20 minutes from the airport, this is luxury living at its finest with a jetted pool, spa room, gym, tennis court and more. Enjoy the beauty of the sunrise while sipping coffee on the balcony, it will tickle your senses.

Superhost
A modern living area is presented with sleek furnishings and a large TV mounted on the wall. A gray sofa invites relaxation, complemented by a white coffee table and decorative plants. Natural light fills the space, highlighting the stylish decor and contemporary design elements.
Apartment in Montego Bay
4.84 out of 5 average rating, 89 reviews

Affluence - Lux 1Bd MoBay Apt(Central+RooftopPool)

Name - AFFLUENCE This stunning luxury 1-bedroom apartment is designed for comfort and elegance, located 15 minutes from Sangster International Airport (Montego Bay Airport), with easy access to top restaurants, shopping, and entertainment. The complex features a total of 5 units, offering adequate privacy for our guests. Located only 7 minutes from Fairview shopping Centre and 10 minutes from Downtown Montego Bay and the popular Hipstrip. The beach is also 10 minutes away from your stay.

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.

Superhost
A modern kitchen area features dark blue cabinetry and stainless steel appliances, complemented by a light, neutral-toned countertop. Two wooden stools are positioned at the breakfast bar, while a cozy gray sofa is visible nearby. Bright lighting highlights the stylish design and open layout.
Flat in Montego Westvillage
4.87 out of 5 average rating, 133 reviews

Tropical paradise Apartment

This apartment offers a contemporary experience that combines modern comforts with a stylish and sophisticated ambiance. From the moment you step inside, you'll be greeted by sleek and tastefully designed interiors that exude a sense of luxury and elegance. The apartment amenities are great. We are located in a gated community which is very convenient, only 10 minutes away from the Airport and 3 minutes away from major Supermarket, also close to the famous Hip Strip for major nightlife .

Guest favourite
Villa in Montego Bay
4.94 out of 5 average rating, 18 reviews

Seabreeze at Spring Garden

Spacious Villa Complimentary Housekeeper/Chef 5 bedroom 4 1/2 bath home You will be welcomed to your island home by our professional and caring full time staff! High Speed Starlink Internet Come experience THE SEABREEZE DIFFERENCE * Guests are responsible for purchase of their food/drink.

Popular amenities for Wakefield holiday rentals

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