Holiday rentals with a pool in Kenilworth

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Top-rated rentals with a pool in Kenilworth

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.

Guest favourite
An enclosed paved garden features a wooden dining table with chairs beneath an umbrella. A Webber BBQ stands nearby, and a view of the open door reveals a well-lit interior with a comfortable sleeping area. Lush greenery is seen along the walls.
Guest suite in Kenilworth
4.93 out of 5 average rating, 243 reviews

Garden Flat - self contained with enclosed garden

This sunny, private garden flat is separate to the house with it's own entrance and off-street parking. There is an enclosed paved garden with a Webber BBQ. We are close to major highways, a stone's throw away from the Kenilworth Race Course and 2kms away from a vibrant village with restaurants and pubs. You will find a convenience store, hair dresser and coffee shop 200 meters away. For load shedding backup, we have an UPS for the WIFI, a gas cooker and rechargeable light bulbs and light.

Top guest favourite
Natural light fills the spacious studio, highlighting the queen-size bed adorned with colorful pillows. A small work desk and a mounted flat-screen TV are visible. An inviting wrap-around balcony with outdoor seating offers views of the lush surroundings.
Loft in Claremont
4.93 out of 5 average rating, 146 reviews

Light, Bright Studio with Magical Mountain Views

This light & spacious upstairs studio (with an inverter installed so not affected by load-shedding), boasts glorious views of Cape Town's beautiful mountain! Decorated with colour & creativity, it's bright & airy surrounded by a wrap-around balcony with a cafe table for outside seating. The Studio is quiet & totally secure, yet conveniently situated just minutes walk from many coffee shops, restaurants & shops. It's ideal for a couple or business person with safe & secure off- street parking.

Top guest favourite
Two twin beds are placed in a spacious room, featuring light bedding and decorative pillows. Two vintage chairs with soft cushions are positioned nearby. A glass chandelier hangs from the ceiling, and large windows covered with sheer curtains allow natural light to brighten the area.
Home in Kenilworth
4.94 out of 5 average rating, 181 reviews

Spacious Apartmnt. Private entrance /Bathurst Mews

A large comfortable two bedroom anex to main house with x2 bathrooms, (with full premium DSTV and uncapped fibre WiFi ) plus a pool.(salt warer). Centrally located, half way between Table Mountain and Cape Point. Perfectly located to make the most of your stay in Cape Town. Close to world famous Kirstenbosch Gardens & all popular shopping centres. Kingsbury Hospital 2,6km and Kenilworth Race Course is a 5 min walk we are only a 12 minutes drive from the V&A Waterfront and CBD city bowl.

Guest favourite
The studio apartment features a spacious bed with a tufted headboard, complemented by decorative pillows. A sliding glass door leads to a balcony with mountain views. Natural light fills the room, highlighting the wooden flooring and minimalistic furnishings, including a bedside table and decorative plant.
Apartment in Newlands
4.78 out of 5 average rating, 105 reviews

Newlands Peak

Fully furnished studio apartment with a leafy mountain view in the highly sought-out Newlands Peak luxury apartment building. With a rooftop deck, swimming pool, indoor and outdoor gyms, barbecue facilities, laundromat, coffee shop, and 24-hour security: there’s really no reason to leave! Centrally located - close to University of Cape Town, Newlands Forest, Kirstenbosch Botanical Gardens, Newlands Cricket Ground, Cavendish Square Mall, and only a 20-minute drive from Table Mountain.

Guest favourite
The exterior of a two-story house is displayed, featuring a spacious patio and a swimming pool in front. An outdoor dining area is visible, surrounded by lush greenery and decorative planters. Large windows enhance natural light, and a balcony overlooks the pool area.
Guest suite in Claremont
4.98 out of 5 average rating, 125 reviews

Grace Place Guest Suite

Enjoy our spacious guest suite attached to our home, with your own entrance, alarm, off-road parking and courtyard. We're in the quiet, leafy suburbs of Claremont, only a short drive to the city centre and V&A waterfront (10km), world class beaches and Table Mountain. Convenient for Newlands cricket stadium (5min drive). Close to nearby shops and restaurants. Cape Town International airport (20min drive). Good for couples, solo adventurers, business travellers.

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, 202 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

Top guest favourite
A spacious guest room with a king size bed dressed in white linens and layered with a light beige throw. Two blue decorative pillows add color, while a bedside table with a lamp stands adjacent. Light enters through curtains by the window, revealing part of a functional kitchen.
Guest suite in Newlands
4.97 out of 5 average rating, 173 reviews

Largo House self catering suite

Guest suite with a king size or two single beds, en suite shower bathroom and small functional kitchen in quiet, leafy Newlands. Courtyard with table and chairs. Walking distance to Newlands Village shops and restaurants, Cavendish shopping mall and Newlands cricket and rugby grounds. 3km walk or drive to UCT and Kirstenbosch. Two other similar suites on the same property.

Top guest favourite
An open-plan living area features a spacious lounge with a comfortable sectional couch adorned with decorative cushions. A wooden coffee table sits at the center, while the kitchenette and dining space are visible in the background, showcasing modern appliances and organized shelving.
Cottage in Claremont
4.89 out of 5 average rating, 196 reviews

A Comfy Cosy Gdn Cottage in Claremont Cape Town

Caroline & Mike offer a warm and friendly self contained cottage plus pool & outdoor area. The comfy cottage consists of a large bedroom , queen size bed plus cot for a baby, ample cupboards with full ensuite bathroom. Open plan kitchenette including an electric stove, Air Fryer plus a 2 ring gas unit ,WIFI 25/25 & TV room with Work Station.

Guest favourite
An open plan kitchen and lounge area features a long white table with seating. Large glass doors lead to an outdoor space, allowing natural light to flow in. A comfortable seating area is visible, along with tasteful decor and wooden flooring that enhances the inviting atmosphere.
Guest house in Claremont
4.95 out of 5 average rating, 211 reviews

White Cottage, Bishopscourt

Our cottage is situated in the heart of leafy Bishopscourt. 2,1km from Kirstenbosch Botanical Gardens and 1,6km from Cavendish Square mall. The spacious 2 storey cottage consists of open plan kitchen / lounge, downstairs guest toilet, 2 bedrooms and outside space. We have a shared pool in our garden which guests are welcome to enjoy.

Top guest favourite
A charming stone cottage is surrounded by lush greenery, featuring large windows that invite natural light. An outdoor patio area with a table and chairs offers a serene space for relaxation, while various plants and rocks enhance the natural setting.
Cottage in Hout Bay
5 out of 5 average rating, 187 reviews

Stone Pine Cottage, Hout Bay

The stone & wood cottage nestles in a wild garden, the bay, beach and village just a kilometer away. The previous owner, a bachelor in his day, used to entertain girl-friends here – and romance still rules in the one-roomed stone cottage, where the mezzanine bedroom has mountain and sea views.

Popular amenities for Kenilworth rentals with a pool

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Avg. price$166 SGD$104 SGD$96 SGD$93 SGD$74 SGD$92 SGD$77 SGD$69 SGD$70 SGD$87 SGD$87 SGD$188 SGD
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Quick stats about holiday rentals with a pool in Kenilworth

  • Total holiday rentals

    Explore 190 holiday rentals in Kenilworth

  • Nightly prices starting at

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

  • Verified guest reviews

    Over 3,640 verified reviews to help you choose

  • Family-friendly holiday rentals

    130 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    180 of Kenilworth holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Kenilworth rentals

  • 4.9 Average rating

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

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