Luxury rentals in Helderberg Rural

Villa St. Leger

The air is perfumed with lavender and jasmine—and wine, of course—at this circa-1890 estate near Cape Town. The rugged lines of the mountains dwarf the scale of the villa’s gardens, the grounds of the boutique winery it sits on, and the house’s classic Cape Dutch facade. While oenophiles will find plenty to taste here, nearby Constantia has French brasseries, coffee shops, golf courses, and more.  Stop to smell the private rose gardens and listen to the trickling of the fountains as you swim in the pool, sip a new favorite South African wine in the outdoor living room, sit down to an al-fresco dining table for eight, or, in cooler weather, read in the glassed-in garden room. There’s a wine cellar to supply you with fresh bottles to open while you watch the satellite-equipped smart TV, listen to the integrated sound system, and catch up via Wi-Fi.  A holiday at this vacation rental is a way to step back in time without missing out on the luxury of today. Oregon oak floors link stately living and dining rooms with details like beamed ceilings, brick fireplaces, floor-length drapes, plump sofas, and slipcovered chairs. The fully equipped kitchen opens to a casual dining area and family room.  The villa has four bedrooms with king beds, including a honeymoon-worthy master suite with its own lounge area, fireplace, and wraparound balcony overlooking the vineyards and mountains. There’s also one bedroom with a queen bed and one bedroom with a twin bed. All six bedrooms have en-suite bathrooms.  The St. Leger estate is a 7-minute drive from central Constantia, where you’ll find coffee shops serving excellent lattes, bakeries producing perfectly puffed macarons, restaurants expertly pairing dishes with wine, and even a sports bar showing the latest rugby. It’s also within day-trip distance of several of Cape Town’s best beaches.  Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1: King size bed, Ensuite bathroom with stand-alone rain shower and bathtub, Dual vanity, Walk-in closet, Satellite television, Smart television, Lounge area, Fireplace, Safe, Portable air conditioning unit, Wraparound balcony with vineyard and mountain views • Bedroom 2: King size bed, Ensuite bathroom with stand-alone rain shower and bathtub, Walk-in closet, Desk, Safe, Portable air conditioning unit, Direct access to garden • Bedroom 3: King size bed, Ensuite bathroom with stand-alone rain shower and bathtub, Walk-in closet, Desk, Safe, Portable air conditioning unit, Garden views • Bedroom 4: King size bed, Ensuite bathroom with shower/tub combo, Lounge area, Air conditioning, Garden views • Bedroom 5: Queen size bed, Ensuite bathroom with shower/tub combo, Lounge area, Air conditioning • Bedroom 6: Twin size bed, Ensuite bathroom with shower/tub combo, Portable air conditioning unit OUTDOOR FEATURES • Glass garden room • Rose garden • Vineyards • Fountains • More under “What this place offers” below STAFF & SERVICES  Included: • Gardener • More under “What this place offers” below At Extra Cost - advance notice may be required: • Activities and excursions • More under “Add-on services” below

Stunning 5-Bedroom Home with Tennis Court

This stunning 5-bedroom en-suite home in Constantia features a large garden, swimming pool, and tennis court. The layout includes 1 bedroom upstairs, 1 with a separate entrance, and 3 downstairs. The open-plan kitchen leads to a patio with BBQ and dining/lounge areas. The living space features a dining area, lounge, and TV room, all opening outside. Full-time housekeeper, excellent security, and electricity backup. During peak season, longer stays may be required—please enquire before booking.

Luxury 5-Bedroom Villa in Upper Constantia

This newly renovated 5-bedroom home in Upper Constantia offers stunning views and an ideal indoor/outdoor living space. The spacious garden, covered patio, and solar-powered electricity ensure comfort during loadshedding. The four upstairs bedrooms are en-suite, with a fifth bedroom downstairs and a game room. The large living area flows seamlessly outdoors. The home is serviced 5 days a week. Please note that during peak season, longer stays may be required—please enquire before booking.

Contemporary Luxury Home in Constantia

Private electricity backup. This contemporary-designed home offers everything for a luxurious stay. With 5 en-suite bedrooms, a spacious kitchen, 14-seater dining table, and a beautiful lounging area, it’s perfect for relaxation. Enjoy a bar area, gym, and outdoor space centered around a heated pool with dining and lounging options. The home is serviced by trained staff and includes 1 cat on the property. During peak season, longer stays may be required—please enquire before booking.

Luxurious 5-Bedroom Villa in Bishopscourt

Luxurious 5-bedroom en-suite home set in a lush garden with spectacular mountain views. Enjoy spacious living with a cinema room, games room, gym, and pyjama lounge. The open-plan design flows to outdoor dining, a fire pit, BBQ area, large pool, and jacuzzi—ideal for relaxation or entertaining. Private power backup and attentive staff ensure a seamless stay in this tranquil, centrally located retreat. During peak season, longer stays may be required—please enquire before booking.

Taaibosch Collection@Manor House

Step back in time while still enjoying all of life's modern comforts at The Manor House. Dating back to 1838, this exclusive-use farmhouse has been lovingly restored to its former glory. With five bedrooms, there is more than enough space for friends, family and the rest of the brood to sprawl out and make it their own. Wake up together to welcoming views of leafy gardens and leaning oak trees bathed in sunlight. At night, break out the board games and snuggle up close to fire.

5-Bedroom Forest Getaway with Jacuzzi & Views

This beautifully designed 5-bedroom ensuite home offers spacious serenity for total relaxation. With direct access to the forest and a private garden, the home features high ceilings, top-end finishes, and a separate gym. The open-plan living area flows to an enclosed patio with an indoor BBQ. Outdoors, enjoy another BBQ, fire pit, pizza oven, 2 trampolines, jacuzzi, and stunning mountain views. During peak season, longer stays may be required—please enquire before booking.

Taaibosch Collection@Farsight Villa

With panoramic views stretching to the horizon, Farsight Villa offers our guests uninterrupted and spectacular views of the Cape Peninsula. These include amongst others, the great Cape natural icons, False Bay, Cape Point and Table Mountain. This modern hilltop villa provides opulence and privacy, perfect for a group of friends or a family seeking an intimate break-away. Each bedroom is adorned with either a mountain vista or view of the Taaibosch vineyards and False Bay

Skyline Retreat •Stylish Comfort• Pool•Gym 1008

Enjoy Airbnb Luxe stylish experience at this centrally-located spacious Studio apartment in the heart of the mother city Secluded, Secure, safe, 24 hr front desk, lifts with tagged access only pool•gym & dedicated parking in parking garage with direct access Fast WiFi & awesome amenities with a fully equipped kitchen , comfy Bed & a huge en-suite bathroom with both hot tub & separate shower The little Romeo & Juliet balcony is perfect for a morning cuppa coffee.

Newly Renovated 5-Bed Home in Upper Constantia

Located in Upper Constantia’s prestigious Avenues, this exquisite home offers five luxurious ensuite bedrooms, open-plan living, and a covered patio with built-in BBQ—perfect for entertaining. It includes a playroom, pyjama lounge, private workspace, gym, and a wraparound garden with pool. Secure with backup power and borehole water, close to Table Mountain, fine dining, and wine farms. During peak season, longer stays may be required—please enquire before booking

Symphony of Light

Symphony of Light is a stately residence in the heart of Bishopscourt, one of Cape Town’s most affluent residential suburbs that boasts a rich history, lush valleys, quiet oak-lined streets and sprawling pristine homes. This magnificent 5-bedroom, en-suite villa is situated in the sough-after and elevated Exeter Road, meaning views for days stretching from just about every room. The villa is located in a private estate, ensuring additional peace of mind.

Belles Montagnes

Vineyards sprawl beyond this impressive Stellenbosch home, connecting you with nature. From the outdoor pool, catch a glimpse of soaring mountain peaks as you float in the glittering water. Spend an afternoon touring a winery, procuring a bottle to uncork at sunset on the terrace. Quaint streets in the heart of town, dappled with the shadows of oaks, are rich with boutiques, cafés, and galleries. Copyright © Luxury Retreats. All rights reserved.