Holiday rentals with a pool in Constantia

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Top-rated rentals with a pool in Constantia

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
A bright seating area features two comfortable chairs with woven backs, positioned near large glass doors that open to the garden. Greenery from outside is visible, enhancing the natural ambiance. A textured rug works with minimalist decor, creating a serene space for relaxation.
Flat in Bishopscourt
4.89 out of 5 average rating, 120 reviews

A Mini Kirstenbosch near the Gardens, Forests and Winefarms

This luxurious room with kitchenette and bathroom provides an intimate, safe and restful retreat for 2 people. Your flat has its own entrance which is separate and private from the main house. Our guests are encouraged to take a walk through the gardens and explore the extensive flora! As your hosts we we will help make your stay as peaceful and accommodating as possible. Let us know any specific requests including extras you may need for your stay. The house is located in Cape Town's prestigious Bishopscourt neighbourhood with shops, restaurants, the V&A waterfront, and beaches just a short drive away. Visit Constantia Valley’s award-winning vineyards, like Eagles' Nest or Beau Constantia. An available Uber is never more than 5 mins away, but if you have rented a car you can park it in our secluded road or within the property.

Top guest favourite
A comfortable bedroom features a spacious bed adorned with soft linens and accent pillows. A connecting living area is visible through the open doorway, highlighted by natural light. A bookshelf filled with various titles adds a touch of warmth to the space.
Guest suite in Constantia
4.96 out of 5 average rating, 308 reviews

Charming GuestSuite -Leafy Constantia Guest House

Enjoy a comfortable stay in our delightful & tastefully decorated Guest Suite Located in a quiet & rural setting (private access) Solar (backup battery - loadshedding). Fast WiFi Comfortably sleeps 2 (with 1 child - sofa bed) Separate living area with kitchenette Access to our salt water pool, & lg peaceful garden Constantia is a leafy suburb of Cape Town; surrounded by beautiful & historic wine estates; peaceful walks in mountain & vineyards Centrally located to visit many areas of Cape Town

Top guest favourite
A spacious bedroom features a large bed with soft bedding, light-colored walls, and natural light flowing in from shuttered doors. Nearby, a small table with a television and plants add a touch of greenery. The outdoor area is visible, showcasing a dining set under a canopy.
Guest suite in Constantia
4.97 out of 5 average rating, 396 reviews

Constantia Garden Lodge

Constantia Garden Lodge is the ideal base from which to explore Constantia and the Cape Town area. Relax in the spacious lodge or unwind outside in the private leafy courtyard while you plan your day’s outings – the most stressful part will be trying to fit everything in! Whether you enjoy active experiences like hiking or trail running; or great food and wine; or simply taking in the magnificent Cape Town sights and scenery, Constantia Garden Lodge is the perfect hub to start from.

Top guest favourite
A white cottage is positioned beside a calm swimming pool, reflecting the clear blue sky and fluffy clouds above. Large windows provide natural light, and a decorative plant enhances the entrance. The pool area is surrounded by tiled decking, offering a clean and inviting outdoor space.
Guest house in Constantia
4.99 out of 5 average rating, 117 reviews

Luxury serviced cottage + heated pool Constantia

We have an inverter that covers the security system and cameras + the WIFI, TV, stove and oven and all the lights and most of the plugs during load shedding. The little Guinea fowl Cottage is part of a high security villa located in the select Upper Constantia area. Set at the foot of the densely forested eastern slopes of Table Mountain, the property is half surrounded by the Green Belt, opposite to Cecelia Forest and less than 2km away from the world famous Kirstenbosch Garden.

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, 125 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, 122 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
A charming cottage is framed by a lush green lawn and colorful flower beds. The front entrance features a set of steps leading to a welcoming doorway, flanked by windows that invite natural light. A pergola is seen to one side of the patio.
Guest house in Constantia
4.89 out of 5 average rating, 132 reviews

Comfortable cottage set in an Indigenous garden.

Comfortable cottge set in a beautiful indigenous garden. The cottage has all you need, well equipped kitchen, bathroom, sitting area and a patio that opens up onto the garden and pool which you are welcome to use. This is a perfect space if you are on business or on holiday. We are close to shopping centre's, the vineyards and greenbelt. This cottage is not suitable for children or toddlers.

Guest favourite
A light-filled living area is presented, featuring a white sofa paired with two elegant chairs. A small round table sits in the center, while glass doors offer a view of the outdoor space. A wall-mounted TV and decorative plants enhance the inviting atmosphere.
Guest house in Constantia
4.91 out of 5 average rating, 203 reviews

Adorable 1-bedroom cottage with shared pool

Kick back and relax in this calm and cozy space. It's location is also very convenient: - 2 min walking distance to the Mediclinic Constantiaberg Hospital - 5 min driving to Constantia Village - 4 min to the near Clicks - 3 min to the closest Chekers - 5 min Meadwrige Shopping Center - 4 min to 3Arts Village - 4 min to Constantia Emporium - 11 min to Blue Route Mall - 12 min to Cavendish Mall

Superhost
A residence features a tranquil pool surrounded by neatly arranged lounge chairs. Lush greenery frames the property, while a white exterior enhances the bright atmosphere under clear blue skies.
Home in Constantia
4.81 out of 5 average rating, 131 reviews

Constantia Manor House by Steadfast Collection

The epitome of a Constantia home, this expansive and elegant home sits in a magnificent garden with magical mountain views. Classically decorated with refined charm, the house is a warm and inviting space. Situated in a highly sought after residential area, the property is secure and peaceful and looked after beautifully by a dedicated team, ensuring maximum ease and enjoyment.

Guest favourite
The elegant lounge area features two light-colored sofas arranged around a coffee table. A floor lamp and a decorative mirror complement the space, while soft natural light enters through a window, illuminating the wooden floor.
Flat in Constantia
4.95 out of 5 average rating, 188 reviews

Tranquil Retreat with Pools, Gardens and Inverter

Nestled in the pristine suburb of Upper Constantia lies this beautiful and tranquil self contained cottage with access to the lavish garden and inter-leading pool. The cottage comprises of an open plan living area with an en-suite bedroom. French doors lead out onto the private patio with bbq, The cottage affords guests a smart television, fibre as well as secure parking.

Guest favourite
A well-appointed bedroom is designed with soft beige walls and a large, upholstered headboard. Light pours in through double doors that lead to a lush garden. A cozy bed is adorned with neutral linens and decorative pillows, complemented by side tables featuring lamps.
Guest suite in Constantia
4.96 out of 5 average rating, 137 reviews

Camelot in Constantia

Private guest suite in the heart of Upper Constantia opens onto a lush garden & pool. Ensuite bedroom & adjoining living / dining room with its own kitchen, bar and a private patio which is perfect for enjoying breakfast while planning a day of wine tasting, sight-seeing, bike riding or beaching. The Guest House comes fully equipped with Fibre internet and Satelite TV.

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, 100 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.

Popular amenities for Constantia rentals with a pool

When is the best time to visit Constantia?

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Avg. price$249 SGD$199 SGD$200 SGD$188 SGD$168 SGD$170 SGD$181 SGD$181 SGD$166 SGD$148 SGD$151 SGD$279 SGD
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Quick stats about holiday rentals with a pool in Constantia

  • Total holiday rentals

    Explore 830 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 12,900 verified reviews to help you choose

  • Family-friendly holiday rentals

    610 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 110 rentals that welcome pets

  • Rentals with dedicated workspaces

    450 properties have a dedicated workspace

  • Wifi availability

    820 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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