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
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, 255 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
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, 106 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
A spacious living area features large windows allowing natural light to fill the room. Comfortable seating is arranged around a coffee table, with a television mounted above a fireplace. A chandelier hangs from the ceiling, adding a contemporary touch to the warm environment.
Villa in Table Mountain
4.94 out of 5 average rating, 155 reviews

Table Mountain Villa

Set on the slopes of Table Mountain bordering the national park, this spectacular property offers panoramic views of the mountain, forest and city. Guests have a private entrance to mountain trails. A short walk from Kirstenbosch Botanical Gardens. 5-10 min drive to Constantia Wine Estates; Newlands Cricket, Rugby Stadiums; 1 traffic light to the city centre ; 15-20 min to the city's iconic beaches. Comprehensive security; unlimited WIFI, basement parking. A perfect base to explore Cape Town.

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, 128 reviews

Luxury serviced cottage + heated pool Constantia

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. We have an inverter as a back up during load shedding + our own water treatment plant for high quality water directly from the tap, better than any plastic bottled water.

Top guest favourite
A spacious bedroom features large glass windows offering panoramic views of the ocean and surrounding greenery. A comfortable chair sits beside the bed, which is adorned with decorative pillows. Natural light fills the room, highlighting the inviting decor and tranquil atmosphere.
Serviced apartment in Clifton
4.98 out of 5 average rating, 408 reviews

Magnificent Clifton Retreat with Unparalleled Ocean Views

A perfect haven for couples or individuals seeking a holiday that will be truly memorable. Ezulwini is set in central Clifton, an exclusive area 5 minutes from Town and the V&A Waterfront. The apartment offers unrivalled sea and beach views. The interior is flooded with natural light, beautifully curated in a rich beachside palette of sandy hues with a touch of something nautical. Safety wise, the apartment is a lock up and go and there is battery Back with solar to deal with load shedding.

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, 193 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, 120 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
Flat in Camps Bay
4.99 out of 5 average rating, 101 reviews

Heated Pool / BBQ / Close to Beach / Firepit

Experience relaxed luxury in this stylish 4 bedroom home just a 3-minute walk from Camps Bay Beach and Camps Bay Village. Designed for comfort and effortless indoor-outdoor living, the home features a heated pool, zen garden with Table Mountain views, and premium finishes throughout—perfect for families or groups seeking a prime coastal escape. ☞ 3 min walk to Camps Bay Beach & restaurants ☞ 10 min drive to Table Mountain Cableway ☞ 25 min drive to Cape Town International Airport

Guest favourite
A wooden cabin is nestled among lush greenery and tall trees, showcasing a welcoming exterior with a covered deck. Large windows reflect the surrounding natural landscape, with the sun casting a warm light on the structure. The adjacent mountains provide a scenic backdrop.
Home in Hout Bay
4.86 out of 5 average rating, 409 reviews

Blackwood Log Cabin

A tranquil and private mountain retreat where water, forest and mountains will re-awaken the soul. Set high on the mountain slopes of Constantia Nek, Blackwood Log Cabin has panoramic views across the lush valley to the mountains beyond. The 2 bedroomed house sleeps 4 with 2 bathrooms. Power outages are being experienced by SA - the oven/stove is gas, the hot water is gas, the internet is solar driven and we have 2 battery lights for guests use.

Guest favourite
Home in Plumstead
4.93 out of 5 average rating, 123 reviews

Faraway Urban Oasis; relax, entertain & snuggle.

Like a tropical paradise. It’s got all the amenities of a modern home with delightful arts and crafts touches and a sun-drenched garden with a full-size pool. There’s a spacious eat-in kitchen and lounge as well as two medium-size bedrooms with comfortable en-suite bathrooms. Outside there are views of the lush garden, salt water pool and glimpses of Table Mountain. The sheltered deck is a comfortable spot to enjoy the afternoon sun.

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, 203 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
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, 106 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 Kenilworth rentals with a pool

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Quick stats about holiday rentals with a pool in Kenilworth

  • Total holiday rentals

    Explore 200 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 3,940 verified reviews to help you choose

  • Family-friendly holiday rentals

    130 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    190 of Kenilworth holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Kenilworth rentals

  • 4.8 Average rating

    Kenilworth stays are highly rated by guests – averaging 4.8 out of 5!

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