Holiday rentals in Constantia

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Top-rated holiday rentals in Constantia

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Top guest favourite
A spacious porch features comfortable outdoor seating with patterned cushions, surrounded by greenery. A dining table is positioned adjacent to the garden area, which includes a private swimming pool. The scene is brightened by natural light filtering through the structured layout.
Cottage in Constantia
5 out of 5 average rating, 105 reviews

Cottage Constantia Private pool Off the grid

Stay in the heart of Constantia, Cape Town’s famed wine area when you book this newly built, modern cottage. Within five minute’s drive of the gorgeous historical wine route & just a 25 minute drive to the beautiful Atlantic Seaboard beaches or quaint little Kalk Bay. Feel at home & relaxed in our peaceful suburb as the cottage overlooks a picturesque greenbelt trail where you can enjoy a evening walk or sip a glass of local wine on the spacious patio. This property is off the electricity grid.

Top guest favourite
Guest house in Constantia
4.93 out of 5 average rating, 118 reviews

Modern & Secure Apartment with Beautiful views.

Luxurious, light, spacious, air conditioned self-catering 2 bedroom apartment situated on our property. Close to Constantia wine route, excellent restaurants & shopping centres. If you interested in Mountain Biking or hiking, the Tokai & Kirstenbosch trails are on our doorstep as well as greenbelt walks. 20 to 30 minute drive to Cape Town City centre, Hout Bay & Muizenberg Beaches, Simon's Town & Kalk Bay, Tokai & Newlands Forest, Kirstenbosch Gardens, V&A Waterfront & CT International Airport.

Top guest favourite
The kitchen features a blue cabinetry design with modern appliances and countertops. A central island provides seating with three stools. Natural light pours in through large windows, illuminating the exposed brick wall and enhancing the inviting atmosphere of the space.
Guest house in Constantia
4.96 out of 5 average rating, 102 reviews

Le Vine Constantia: Luxury guest house

Ideally located in the Constantia winelands, this luxury guest house has extraordinary views over the winelands, the mountains, and the ocean. This elegant home is bright and airy, featuring high-trussed ceilings and a contemporary, open-plan living and dining area. A sheer panel of sliding doors spanning the entire living area opens to a vast patio and entertainment space, where guests are invited to savor a glass of local wine while watching the sunset. Full solar power - NO loadshedding!

Top guest favourite
A deck area featuring a large outdoor table and chairs is depicted, surrounded by lush greenery. In the background, majestic mountain ranges can be seen partially covered by clouds, creating a serene landscape. Potted plants are located on the railings, adding to the natural setting.
Guest suite in Hout Bay
4.96 out of 5 average rating, 426 reviews

Cabin in the Woods

This is a unique "cabin in the woods" tree house style home nestled high up on a property making up part of the Table Mountain Reserve, overlooking the world heritage site "Orange Kloof" effectively the back of the Table Mountain reserve Despite its apparent remoteness, it lies just 7 min from Houtbay central district and 12 minutes from Constantia shopping centre. Home has immediate access to walking trails and Vlakenberg hiking trail. All bedrooms have stunning views onto mountain ranges.

Guest favourite
A spacious deck features a round dining table surrounded by four white chairs. Behind, large glass doors provide an unobstructed view of the ocean. The serene surroundings are enhanced by greenery and coastal scenery, with sunlight illuminating the area.
Home in Misty Cliffs
4.91 out of 5 average rating, 210 reviews

The Sky Cabin Misty Cliffs

Experience one of the most pristine stretches of the south peninsula coastline from our laidback house.

 

The upstairs offers spectacular ocean views with a big open plan bathroom. Downstairs is the perfect setting for dinners around the dining table leading onto the open plan kitchen. The downstairs double bedrooms share a bathroom and the front bedroom has beautiful sea views. While the downstairs deck is great for sundowners. Situated 45 minutes from Cape Town’s city centre.

Top guest favourite
A spacious balcony features two modern lounge chairs facing a panoramic view of the Hout Bay Valley and Helderberg mountains. The area is enclosed by a sleek railing, and the sliding glass doors provide seamless access to the interior space.
Flat in Hout Bay
4.93 out of 5 average rating, 430 reviews

Endless Views & Privacy

Our studio apartment opens up onto a 40sq meter balcony with a panoramic view of the Hout Bay Valley and the Helderberg mountains beyond. Large sliding doors disappear into the walls creating an unimpeded indoor/outdoor flow while the elevated position protects your privacy. The open plan bathroom faces onto an enclosed secret garden which includes a frame-less glass shower. The unit has a fully equipped kitchenette and is serviced daily except weekends and public holidays.

Top guest favourite
A serene outdoor space features a sparkling pool surrounded by lush greenery and colorful plants. Two white lounge chairs are positioned adjacent to the pool, inviting relaxation. Soft sunlight filters through the trees, enhancing the tranquil atmosphere.
Guest house in Constantia
4.98 out of 5 average rating, 138 reviews

Stylish garden cottage with view of Table Mountain

Relax in our lovely garden cottage with a glass of wine and take in the view of Table Mountain . We are a short drive from the world famous Kirstenbosch Gardens . Numerous hiking and mountain biking trails crisscross the area. We are surrounded by numerous spectacular wine farms and top restaurants. Groot Constantia, Klein Constantia, Constantia Glen, Beau Constantia including Chefs Warehouse, to name but a few. We are a 20 minute drive to the Waterfront and Cape Town CBD.

Top guest favourite
A vibrant display of bird of paradise flowers emerges from lush, green foliage. The plants showcase striking orange and blue blooms, contrasting with long, arching leaves that create a natural, tropical setting.
Cottage in Constantia
4.99 out of 5 average rating, 126 reviews

Solar-Powered 'Garden Cottage' in Upper Constantia

The Garden Cottage has electricity supplied by solar energy and inverter with back-up batteries during scheduled national power outages. Escape to a peaceful garden cottage on a large secluded private estate in a rural setting of verdant trees, seasonal flowers, exuberant birdlife and magnificent vistas. Settle in a sanctuary comfortably furnished in a timeless way. The 'Garden Cottage' is ideal for nature enthusiasts, business travelers, couples, and adventurous spirits.

Guest favourite
An open plan living area is highlighted by a wooden dining counter with three stools. A cozy lounge space features a sofa and an ottoman, while large windows allow natural light to fill the room. Green plants and framed artwork add subtle touches of decor.
Guest house in Constantia
4.93 out of 5 average rating, 622 reviews

Kai Cottage

Kai Cottage is a contemporary, stylish, light & relaxing space located in the beautiful neighbourhood of Constantia Hills. It is a self-catering 1 bed studio apartment with a shower bathroom, a well-fitted kitchen, a comfy lounge and a private balcony/garden courtyard. It is best suited for professionals and couples. It is an open plan area, therefore recommended for a maximum of 2 adults.

Top guest favourite
A large covered patio features comfortable seating with gray wicker chairs and a black-and-white tiled floor. The view extends to the lush garden, showcasing a private swimming pool and well-maintained greenery, with sun loungers positioned for relaxation.
Home in Constantia
4.96 out of 5 average rating, 152 reviews

Constantia Klein 4 Bedroom Villa on the Vineyards

"NO Airbnb fees are added to the price you see" Constantia Klein Villa is a beautiful self-catering 4 bedroom ensuite house with private swimming pool , large covered patio and BBQ facilities. Surrounded by the tranquility of Groot Constantia, Buitenverwachting and Klein Constantia Wine Farms. Walk from the garden into the Groot Constantia Vineyards or to Klein Constantia Wine Farm.

Top guest favourite
A modern house is set amidst a lush garden, featuring large windows that provide ample natural light. A serene swimming pool reflects the surrounding greenery, framed by blooming flowers. The outdoor space includes seating for relaxation and easy access to the pool area.
Home in Constantia
4.96 out of 5 average rating, 104 reviews

Upper Constantia Greenbelt

The property is situated adjacent to the beautiful Bel Ombre greenbelt with spectacular views down the valley as well as the lower lying Cape flats with the Hottentots Hollands mountain range as a backdrop. We have also installed an off grid power generation unit which means we are no longer affected by Load shedding.

Top guest favourite
A dining table adorned with a floral tablecloth is set beneath a large umbrella. The surrounding garden boasts green grass and climbing plants against a wooden fence, with distant mountains visible in the background, enhancing the outdoor setting.
Home in Constantia
4.99 out of 5 average rating, 136 reviews

The Cottage @ Sun Valley

Peaceful and private luxury garden cottage in Upper Constantia. Country walks within five minutes. Sunny and warm with patio and lawn for outside relaxation. Close to wine farms, Kirstenbosch botanical gardens, delightful coffee shops and shopping centre. City, Waterfront and Hout Bay a 30 min drive away.

Popular amenities for Constantia holiday rentals

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Avg. price$176 SGD$128 SGD$134 SGD$123 SGD$107 SGD$107 SGD$108 SGD$109 SGD$109 SGD$110 SGD$118 SGD$227 SGD
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Quick stats about holiday rentals in Constantia

  • Total holiday rentals

    Explore 1,220 holiday rentals in Constantia

  • Nightly prices starting at

    Constantia holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 23,180 verified reviews to help you choose

  • Family-friendly holiday rentals

    750 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 160 rentals that welcome pets

  • Holiday rentals with a pool

    860 properties feature pools

  • Rentals with dedicated workspaces

    650 properties have a dedicated workspace

  • Wifi availability

    1,200 of Constantia holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Constantia rentals

  • 4.9 Average rating

    Constantia stays are highly rated by guests – averaging 4.9 out of 5!

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