Holiday 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.

FamilyValueGetting around

5.0 out of 5 average rating, 271 reviews

4.89 out of 5 average rating, 100 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 !

ValueFamilyOutdoor spaces

4.91 out of 5 average rating, 121 reviews

Villa in Clifton

Private Villa & Heated Pool, Steps Away from Beach

Part of the YOLO Spaces Collection. Clifton is Cape Town’s jewel, no matter how many sunsets you have seen, it’s simply different here. The Private Villa is located near the promenade, in a wind free pocket, in the heart of energetic Clifton. Less than 2 minutes walking distance to the famous 4 Clifton Beaches. It is +/- 5 min drive from restaurants, shopping, entertainment & nightlife; 10 to 15 min drive to city centre; 25 to 30 min to the airport & is central to nearby tourist attractions.

FamilyLocationCheckout

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

Modern, spacious, very comfortable family home. INVERTER BACK UP POWER. Perfect outdoor area including BBQ facilities, pizza oven, a glorious pool and comfortable loungers to a spacious but cozy indoor lounge area with fireplace and open plan kitchen. Plenty of room and entertainment for kids with an outdoor play area including jungle gym as well as kids bedroom with single bed, an extra sleeper sofa and also a travel cot with mattress (bring own linen for travel cot) A/C in 2 bedrooms only.

FamilyLocationCondition

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

FamilyLocationLaundry

4.91 out of 5 average rating, 122 reviews

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.

LocationFamilyBackyard

4.99 out of 5 average rating, 176 reviews

4.89 out of 5 average rating, 111 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.

FamilyLocationBarbecue

4.91 out of 5 average rating, 140 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.

LocationValueParking

4.92 out of 5 average rating, 210 reviews

An outdoor dining area features a wooden table set with fresh fruits and drinks, overlooking a splash pool. Lush green grass and a wooden deck frame the scene, while majestic mountains rise in the background, enhancing the tranquil atmosphere.

Villa in Paradyskloof

Charming Villa - Mountain Views

Charming Villa is a luxurious fully equipped, self-catering home. A unique, spacious accommodation, the ideal choice, intimate and romantic. Situated in the heart of the Cape Winelands, with two major golf courses, award winning vineyards, restaurants and the historical town of Stellenbosch, all within a 5 minute drive. Create lifelong memories with your family and friends in Charming Villa. Unspoilt views of the vineyards and the exquisite mountains.

FamilyValueGetting around

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.

FamilyLocationSleep quality

4.99 out of 5 average rating, 182 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.

LocationValueQuiet

4.98 out of 5 average rating, 531 reviews

4.98 out of 5 average rating, 159 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. 🌊⛰️🌿

ValueFamilyOutdoor spaces

Popular amenities for Helderberg Rural rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 172 reviews

Home in Franschhoek

Newly renovated, dreamy 3 bedroom house with Solar

ValueFamilyParking

4.98 out of 5 average rating, 145 reviews

Home in Franschhoek

Paloma Villa, Franschhoek | Pool & Fireplace

ValueFamilyLayout

4.76 out of 5 average rating, 106 reviews

An outdoor dining setup is featured, showcasing a wooden table adorned with plates and glasses. A salad bowl sits at the center, accompanied by wine bottles. A gas braai grill is visible in the background, surrounded by lush greenery and distant mountains.

Home in Stellenbosch

Syrah Family Home

LocationValueAccuracy

4.93 out of 5 average rating, 147 reviews

An expansive self-catering home is set against a mountain backdrop, featuring a well-kept lawn and a swimming pool. The architectural design incorporates natural wood elements, and light spills from large windows, indicating a bright, inviting interior.

Home in Stellenbosch

X Lanzerac - Luxurious 4 bedroom house with solar

LocationValueView

4.99 out of 5 average rating, 171 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

LocationFamilyBathroom

4.87 out of 5 average rating, 149 reviews

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

ValueLocationOutdoor spaces

5.0 out of 5 average rating, 122 reviews

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.

Home in Franschhoek

Magnificent views / luxurious setting- Sérendipité

FamilyLocationCheckout

4.92 out of 5 average rating, 120 reviews

The exterior of a chic coastal home is illuminated by dusk, showcasing a private pool reflecting the evening sky. The open-plan living area features large doors that connect to a spacious wooden deck, ideal for dining and relaxation, surrounded by tropical vegetation.

Home in Clifton

Bungalow 21 - Clifton 3rd by Steadfast Collection

LocationValueAccuracy

Condo rentals with a pool

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

FamilyValueWi-Fi

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

ValueLocationHeating

Superhost

A sunlit outdoor living area features comfortable seating amidst lush greenery. An infinity pool extends towards distant ocean views, enhancing the tranquil setting. Smooth wooden decking complements the natural stone structure, providing a seamless transition between indoor and outdoor spaces.

Condo in Capri

Terrace Suite - own pool, jacuzzi bath, fireplace

ValueLocationWi-Fi

4.87 out of 5 average rating, 222 reviews

4.89 out of 5 average rating, 132 reviews

Condo in Camps Bay

Penthouse w/ Infinity Pool / Bar / BBQ / Balcony

LocationFamilyParking

4.99 out of 5 average rating, 103 reviews

A contemporary studio apartment showcases a spacious bed with dark green decorative pillows. A compact kitchen is visible in the background, along with a dining table and chairs. Towels are neatly arranged on the bed, enhancing the clean and organized appearance of the space.

Condo in Stellenbosch

Unique Stay at The Den Stellenbosch

LocationValueQuiet

Condo in Cape Town City Centre

A modern living area features large glass windows providing expansive views of the surrounding landscape. A comfortable sofa adorned with cushions faces a sleek coffee table, while a decorative plant adds a touch of greenery. A flat-screen TV is mounted on a light wood console.

Perfect Views Of Table Mountain and Atlantic Ocean

ValueLocationWi-Fi

4.93 out of 5 average rating, 254 reviews

4.91 out of 5 average rating, 167 reviews

Two cozy armchairs face a scenic view of the ocean at sunset. A small round table is positioned between the chairs on a textured rug, creating an inviting space for relaxation. The open door reveals a stunning coastal backdrop, enhancing the ambiance.

Condo in Lagoon Beach

Parker’s Park Lagoon

LocationFamilyQuiet

4.91 out of 5 average rating, 149 reviews

A cozy lounge area is showcased with two gray sofas positioned around a wooden coffee table. Large glass windows provide an unobstructed view of the ocean, with the sun setting on the horizon. A small potted plant is placed on the table, complementing the serene atmosphere.

Condo in Lagoon Beach

Spectacular Beachfront Apartment

ValueFamilyWi-Fi

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

ValueFamilyLayout

Apartment in Tamboerskloof

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.

Hillside Penthouse with Spectacular Table Mountain Views

LocationValueAmenities

4.99 out of 5 average rating, 335 reviews

4.92 out of 5 average rating, 183 reviews

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

ValueLocationIndoor spaces

4.97 out of 5 average rating, 198 reviews

A bright bedroom features a spacious bed with neutral linens, complemented by decorative pillows. Floor-to-ceiling glass doors offer expansive views of the ocean, while sunlight streams in, radiating warmth. A small glass table is positioned to enhance the serene seaside ambiance.

Villa in Clifton

Opulent Clifton Beach House with Uninterrupted Sea Views.

FamilyValueKitchen

4.95 out of 5 average rating, 109 reviews

A sunlit terrace features a wooden lounge chair with light fabric cushioning, positioned beside a small table. A bottle of champagne and two fluted glasses are placed on the table, with the ocean and palm trees visible in the background.

Home in Camps Bay

Villa Claybrook - Camps Bay

LocationValuePool

Superhost

A spacious outdoor dining area features a long wooden table with benches and is shaded by a white, high ceiling. The scenic view showcases a swimming pool and Lions Head mountain in the background. Soft lighting from string lights adds a relaxed ambiance.

Villa in Camps Bay

Your Dream Home in Sunny Camps Bay

FamilyValueAccess

4.88 out of 5 average rating, 124 reviews

4.96 out of 5 average rating, 146 reviews

The backyard features a private salt-water pool surrounded by a stone terrace. Two sun loungers and a large umbrella provide shaded seating. Lush greenery frames the pool area, enhancing the tranquil setting beneath bright blue skies.

Home in Table Mountain

Table Mountain Home with Ocean View

ValueFamilyBathroom