Vacation rentals with a pool in Helderberg Rural

Guest suite in Sir Lowry's Pass Village

A private boma area features a fire pit surrounded by colorful rock formations and shrubs. Two lounge chairs with striped cushions face a small table set with wine glasses, offering a scenic view of the distant mountains under a softly lit sky.

Intaba Studio Tranquil Getaway w/style & character

An ideal escape, our Studio is a private, self-catering garden unit located on the mountainside on a 300 Ha farm , with a pool (shared), & beaches closeby (15 min). Off the Grid - own power supply & fresh spring water extracted high in the mountains. Panoramic views over sea and mountain landscapes , surrounded by fynbos and wild birdlife , close to Capetown (55 km), airport, (40km) shopping amenities (7km) . Unwind after a busy day and relax at your private boma or around the pool.

ValueLocationAccuracy

5.0 out of 5 average rating, 271 reviews

4.89 out of 5 average rating, 103 reviews

A spacious living area is characterized by large glass walls that provide panoramic views of the ocean. Comfortable seating is arranged around a central table, and natural light brightens the space. Elegant outdoor loungers are visible through the glass, inviting relaxation.

Villa in Camps Bay

360° Design Villa with sunset, whirlpool & privacy

With views for almost 360 degrees, there is a perfect blend of the high life together with tranquility as you move through the home. This stylish and spacious villa is situated high on the slopes of the Table Mountain Nature Reserve with its own garden gate leading straight into the reserve. The en-suite bedrooms are spacious and luxurious. The upper deck and lounge adjoin the kitchen have incredible views of the Twelve Apostles and Camp's Bay, the perfect place for sundowners in the jacuzzi !

FamilyValueBathroom

Superhost

A spacious living area features curved seating, inviting relaxation. Floor-to-ceiling windows provide panoramic views of the city and mountains. A sleek television is mounted on the wall, with minimalist decor enhancing the open layout. Natural light illuminates the room, creating a calm environment.

Apartment in Strand

3 Bed Beachfront Paradise!

If you're looking to unwind with family or friends, our sea side apartment offers the perfect spot to do so. Book now! and let us share our little piece of paradise with you. Features: 2.4 KVA battery backup to run TV, lights etc Fast 5G WiFI Smart TV, Netflix, Disney, Showmax etc Large open living spaces Full Kitchen - 5 Burner Gas Hob Swimming Pool Please reach out if you have any special requirements! 25min CT Int Airport 20min Stellenbosch 40min Cape Town CBD 60min Hermanus

ValueLocationCleanliness

4.91 out of 5 average rating, 123 reviews

4.96 out of 5 average rating, 111 reviews

A spacious living area features large glass doors that open to a stunning ocean view. The room is furnished with a light-colored sectional sofa and a modern dining table. Art pieces decorate the walls, contributing to a bright, airy atmosphere.

Villa in Camps Bay

Azamara Luxury Villa - Camps Bay

A total of 4 bedrooms with integrated bathrooms and sea view are waiting for you. On the spacious roof terrace with rooftop pool and barbecue you can enjoy the African sun and cool down or relax on one of the other 3 balconies, barbecue or end the day in the jacuzzi. The villa is perfectly located near the beach and promenade of Camps Bay. At the Azamara, no wishes remain unfulfilled. From entertainment systems to a fully equipped kitchen to a pool, everything is taken care of.

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Cottage in Cape Winelands District Municipality

A rustic exterior view of a cottage features large wooden sliding doors surrounded by vibrant greenery. A stone path leads to the entrance, with well-maintained flower beds flanking the sides, complemented by a modern roof and solar panels overhead.

Heidi's Barn, Franschhoek

Situated on a small holding 5km outside Franschhoek, opposite the exquisite La Motte Wine Estate, Heidi’s Barn offers the perfect self-catering base from which to explore the Winelands. A fire pit, outdoor dining area and a large swimming pool (shared with one other cottage) are perfect for summertime relaxation while an indoor wood-burning fireplace and wooden floors throughout make for a cosy winter escape. The barn runs on mains power with solar back up for load shedding.

FamilyLocationNearby

4.99 out of 5 average rating, 182 reviews

4.89 out of 5 average rating, 114 reviews

Home in Stellenbosch

Bellevlei Estate | The Rock House

Welcome to our spacious, independent and stylish 1-bedroom retreat, located on the Blauwklippen road just minutes from Stellenbosch. The Rock House is perfect for taking in the sights of the historical town of Stellenbosch, mountain biking trails or a quick round of golf. Although shops and restaurants are only a five-minute drive away, the area feels peaceful and secluded. Whether you're here for a weekend getaway or a longer stay, the Rock House has all that you need.

FamilyValueSleep quality

4.91 out of 5 average rating, 145 reviews

A modern living area features a leather sofa and a coffee table, complemented by decorative cushions. A wall-mounted television is positioned above a sleek white storage unit. Large windows offer unobstructed views of the beach, while a dining table is visible on the balcony.

Apartment in Strand

Seas the Day |Beach Front |Wi-Fi

You’ll be staying in a 145 square meter space with a private balcony right on the beach! A fully equipped kitchen with LG and Smeg appliances is ready for your use and a dishwasher is available for when you’re done (you’re on holiday after all)! A washer and dryer is also available should you need it. Fast WiFi is also included. One on-site, secure parking is available for your vehicle. Please note noise disturbance is not permitted within the rules of the building.

LocationFamilyComfort

Apartment in Somerset West

A spacious living area is featured with large glass panels offering views of the mountains and sea. A comfortable sofa and armchair are arranged around a coffee table. A dining table is set for four, complemented by decorative plants and fresh flowers.

Luxury apartment Kandinsky with panoramic views

High-quality luxury apartment for 2 people in Somerset West, prime location. 10 m long panoramic glass front overlooking mountains and sea. The apartment has a living area with kitchen, bathroom and one bedroom. A Nespresso machine, toaster, kettle, hair dryer, towels and linens are available. Extra long king size bed and TV. Pool and outdoor area are available for shared use and sauna and jacuzzi can also be offered by arrangement.

ValueFamilyComfort

4.99 out of 5 average rating, 183 reviews

Farm stay in Stellenbosch

The cottage features a modern design with a sturdy grey exterior and a sloped roof. A covered porch with comfortable seating invites relaxation. Lush green grass surrounds the structure, complemented by neatly trimmed bushes. A warm sunset casts a gentle glow over the setting.

Romantic cottage with a pool AND an open air tub!

RiverStone Cottage lies at the foot of the majestic Simonsberg mountain with panoramic views in all directions. Whether you are relaxing under vast oaks or at the plunge pool and watching the sunset turn the mountains pink or are an early bird and watching the sun rise behind cheeky, pointed Botmanskop, there are moments aplenty to ooh and aah at the majesty that surrounds this very special place.

FamilyValueWalkability

4.98 out of 5 average rating, 536 reviews

4.98 out of 5 average rating, 162 reviews

Cottage in Betty's Bay

Misty Shores Cottage

Misty Shores Cottage is a private self-catering retreat nestled between the ocean and mountains in the beautiful Kogelberg Biosphere Reserve. Surrounded by indigenous gardens, it offers stunning views, a comfortable air-conditioned bedroom, and a natural ocean rock pool just steps away. A perfect escape for couples and nature lovers seeking peace, privacy, and the best of Betty’s Bay. 🌊⛰️🌿

FamilyLocationCheck-in

4.93 out of 5 average rating, 157 reviews

Villa in Cape Town

28 Break-Away- Castle Rock Cape Town Luxury Villa

Located in the Castle Rock marine nature reserve just past Miller’s Point in False Bay. This beautiful seaside home boasts the best of luxury living, giving you a direct connection with the ocean. Peace and tranquility are in abundance as the ocean caresses every space in the house with her sounds , smells and sights. There is a local baboon troop in the area . Please be vigilant!

FamilyValueCondition

4.96 out of 5 average rating, 174 reviews

Newly renovated, dreamy 3 bedroom house with Solar

Enjoy a beautiful artistic home full of character and carefully curated interiors. Don’t worry about loadshedding with the solar and inverter system. All rooms have en-suite bathrooms. The main bedroom has a super king bed, the second room has a queen bed and the third room has a 3/4 bed as well as a bunk bed (2 singles) We really love catering to easy-going guests.

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Popular amenities for Helderberg Rural rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A rustic wooden table is set outdoors, featuring a loaf of bread, a selection of olives, and two glasses of white wine. A scenic backdrop of lush greenery and mountains is visible, creating an inviting atmosphere for outdoor dining.

5.0 out of 5 average rating, 122 reviews

Magnificent views / luxurious setting- Sérendipité

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An open-plan living area features wooden beams and brick walls, with a spacious dining table surrounded by upholstered chairs. Natural light floods the space through large windows, highlighting the relaxed atmosphere. A staircase leads to a loft area, and a view of the pool can be seen outside.

4.92 out of 5 average rating, 158 reviews

Nooks Pied-a-Terre | Architecturally Stunning Home

LocationFamilyAir conditioning

4.87 out of 5 average rating, 112 reviews

An outdoor area features a rectangular pool surrounded by a wooden deck. Comfortable loungers are arranged nearby, complemented by decorative cushions. Sliding glass doors lead to the indoor living space, with greenery visible in the background.

Home in Somerset West

Beautiful, kid-friendly home with views and pool

FamilyLocationKitchen

4.97 out of 5 average rating, 174 reviews

A spacious outdoor deck features a wooden seating area with plush cushions, overlooking the ocean waves. A small round table holds potted plants, and the backdrop consists of rugged cliffs under a clear blue sky, creating a serene coastal environment.

Home in Misty Cliffs

Seaside Mountain Retreat in Misty Cliffs w/ Sauna

LocationValuePool

Superhost

A spacious lounge area features a large navy sectional sofa adorned with cushions. A wooden coffee table is centered on a patterned rug, and two woven hanging light fixtures add texture. Large glass doors open to the outdoor space, enhancing natural light and connectivity.

Home in Pringle Bay

Seaside Sanctuary

FamilyValueLong stay

4.87 out of 5 average rating, 150 reviews

Superhost

A sun-drenched outdoor terrace features a spacious sunbed under a large umbrella. Lush green plants provide a touch of nature, while the sweeping ocean view creates a tranquil setting. Seashell decor adorns the nearby railing, enhancing the coastal ambiance.

Home in Misty Cliffs

Shangri La in Misty Cliffs

FamilyValueCleanliness

4.85 out of 5 average rating, 133 reviews

4.94 out of 5 average rating, 136 reviews

A coastal view is captured, showcasing a modern multi-level house nestled among green vegetation. The ocean stretches to the horizon, with rocky formations visible in the water. Mountains rise gently in the background, creating a picturesque natural setting.

Home in Simon's Town

Boulders Seaside Home by Steadfast Collection

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A spacious bedroom features a large bed with soft linens and light blue accents. The room is complemented by built-in cabinetry and a stylish red desk. Natural light filters through two windows, and a decorative chandelier enhances the ceiling's wood texture.

4.94 out of 5 average rating, 113 reviews

Luxury 2 bed Villa & pool, Sandstone, Franschhoek

ValueFamilyCleanliness

Condo rentals with a pool

4.93 out of 5 average rating, 123 reviews

A spacious outdoor swimming pool is surrounded by lounge chairs and bordered by neatly landscaped greenery. The complex features modern buildings, with large windows that allow natural light to brighten the shared spaces. A tranquil atmosphere is created by the combination of water and greenery.

Condo in Cape Town

J Spot • Safe & Convenient • Backup Power

LocationFamilyAccuracy

Condo in Cape Town City Centre

A modern living space features large windows that frame stunning views of Table Mountain. A comfortable sofa and glass coffee table are positioned in front of a sleek entertainment unit, creating a welcoming atmosphere. A small dining area may be seen on the balcony.

Amazing Ocean & Mountain Views From Trendy Condo

LocationFamilyWalkability

4.92 out of 5 average rating, 288 reviews

4.83 out of 5 average rating, 125 reviews

Condo in Clifton

Oceanfront Luxury Penthouse - Clifton Sunset Views

ValueLocationPool

4.96 out of 5 average rating, 187 reviews

Condo in Camps Bay

Sunset Ocean View Retreat in Camps Bay

LocationFamilyAccess

4.92 out of 5 average rating, 182 reviews

A private plunge pool is set within a landscaped garden, surrounded by greenery. The water sparkles under sunlight, and the ocean can be seen in the background, enhancing the serene atmosphere of the space.

Condo in Camps Bay

Camps Bay The View Villa Gdn apt & Pvt Pool

LocationValueWifi

4.87 out of 5 average rating, 258 reviews

The spacious bedroom features a thatched roof with wooden beams, a large bed dressed in crisp linen, and a decorative throw. Natural light floods the room through large windows, illuminating a small desk and seating area. A cozy rug enhances the warm atmosphere.

Condo in Paarl

Shades of Africa - The Studio

LocationFamilyView

Luxe

Condo in Camps Bay

Penthouse w/ Infinity Pool / Bar / BBQ / Balcony

ValueLocationGetting around

4.89 out of 5 average rating, 135 reviews

4.94 out of 5 average rating, 162 reviews

Two sun loungers are positioned on a wooden deck, overlooking a scenic view of the coastline and mountains. Lush greenery frames the space, with potted plants adding a natural touch. A glass of wine and a bottle sit on a nearby table, enhancing the serene setting.

Condo in Hout Bay

Sea View, Luxury Apartment near by the sea

LocationValueBathroom

Home rentals with a private pool

4.84 out of 5 average rating, 210 reviews

A tranquil outdoor space features a pool with clear water, surrounded by stone tiles. Two sun loungers are positioned near the edge, offering a view of the nearby mountain and bay. Natural light enhances the serene atmosphere, with greenery framing the area.

Villa in Simon's Town

180• Sea Views from a Hillside Villa, Solar Power

LocationFamilyLaundry

4.94 out of 5 average rating, 143 reviews

A panoramic view captures the serene ocean with shades of turquoise and deep blue, contrasting with the sandy beach below. The image showcases a clear sky, allowing natural light to filter through the open space, while rocky outcrops can be seen along the shoreline.

Apartment in Camps Bay

Glen Beach House - Penthouse

FamilyValueSleep quality

Luxe

An Eco pool is set amidst a lush landscape, featuring a wooden deck with a pergola overhead. The water reflects the blue sky and surrounding greenery, creating a serene environment. Natural stone accents are visible along the pool's edges, enhancing the tranquil setting.

Villa in Oranjezicht

Solar-Powered Mountain Retreat with Natural Pool

FamilyValueWalkability

4.92 out of 5 average rating, 185 reviews

4.97 out of 5 average rating, 261 reviews

A spacious dining area is highlighted by a large wooden table surrounded by white chairs. Unique turquoise pendant lights hang above, drawing attention to a wall featuring nautical artwork. Light-colored wooden stairs lead to the upper levels, enhancing the open feel of the space.

Guesthouse in Camps Bay

Camps Bay Family Beach home with great views.

FamilyValueHiking

Luxe

An expansive terrace features a private splash pool with a wooden deck, overlooking stunning views of the mountains and cityscape. Floor-to-ceiling sliding doors connect the terrace to the modern interior, allowing for seamless outdoor access from the en-suite bedroom area.

Apartment in Tamboerskloof

Hillside Penthouse with Spectacular Table Mountain Views

ValueLocationBathroom

4.99 out of 5 average rating, 340 reviews

4.86 out of 5 average rating, 586 reviews

A spacious living area features floor-to-ceiling glass doors that offer expansive views of the surrounding landscape. Natural light floods the space, highlighting the modern furnishings, including a comfortable sofa and an elegant glass dining table. A small outdoor terrace is visible, overlooking the hills.

Loft in Vredehoek

Chic Penthouse with Private Pool & Breathtaking Views

FamilyLocationAccuracy

4.94 out of 5 average rating, 170 reviews

A modern house is depicted with a spacious terrace overlooking a private swimming pool. Multiple seating areas are visible, including sun loungers and a dining table set for numerous guests. The backdrop features the mountains, enhancing the overall ambiance.

Villa in Camps Bay

Ocean View Villa- Heated Pool, Close to the Beach

ValueFamilyLayout