Photo by Stefan VenterOceans, winelands and safari plains at Africa's southern tip
South Africa compresses an astonishing range into one country: Cape Town beneath Table Mountain, the vineyards of Stellenbosch and Franschhoek, the Garden Route's forested coast and world-famous safari reserves. Our villa collection centres on Cape Town, where private pools, ocean views and concierge service make the city's beaches, mountains and winelands feel like your own.
Updated October 2026
- Cape Town's Atlantic seaboard: Camps Bay, Clifton and Bantry Bay beneath the Twelve Apostles
- Table Mountain, Cape Point and the penguins of Boulders Beach
- The Cape Winelands of Stellenbosch, Franschhoek and Constantia
- Southern right whales off Hermanus and the Whale Coast, June to November
- Private-pool villas with ocean or mountain views and dedicated concierge service
South Africa in pictures
Where to stay in South Africa
What's on in South Africa
- Early January
Cape Town Minstrel Carnival (Kaapse Klopse)
Cape Town's exuberant new-year tradition sends thousands of minstrels in bright satin through the city streets with banjos and brass, a joyous celebration rooted in the culture of the Bo-Kaap.
- March
Cape Town Cycle Tour
The world's largest timed cycle race loops the Cape Peninsula on one of the planet's most beautiful courses, closing the roads and filling the city with festival energy.
- Mid-July
Franschhoek Bastille Festival
The Winelands' French-founded village celebrates its Huguenot heritage with a weekend of food, wine and berets, the Cape winter's most charming excuse for a long lunch.
- Late September
Hermanus Whale Festival
The Whale Coast's biggest town celebrates the peak of the southern right whale season with a seaside festival, at the moment the land-based whale watching is at its finest.
South Africa through the seasons
- Summer (November – March)
Cape Town beach season
Hot, dry, windless mornings on Clifton and Camps Bay, sundowners on the Atlantic seaboard and long outdoor evenings, the Cape at its most glamorous.
- Autumn (April – May)
Winelands harvest and golden light
The vines turn amber as the harvest comes in, crowds thin and the weather stays gentle, the connoisseur's season for Stellenbosch and Franschhoek.
- Winter (June – August)
Prime safari and first whales
Dry bush concentrates game at waterholes in the Kruger reserves while southern right whales begin arriving off Hermanus, and Cape fireside dining comes into its own.
- Spring (September – October)
Whales and wildflowers
Whale watching peaks along the Whale Coast just as the west coast erupts in wildflower bloom, with Cape Town warming towards summer.
All 161 villas in South Africa
Every home in South Africa that can be booked with Smiling House, as a plain list.
- 180 Views, Pool, Modern, Camps Bay - Nura Townhouse
- 2 Min walk to Camps Bay Beach, Pool -Beachside Villa
- Sunset Sea View Apartment in Cape Town
- Ocean View Penthouse in Camps Bay
- 3 mins from Beach, Views, Camps Bay - Montanha Villa
- Beachfront Six Bedroom Villa in Camps Bay
- 360 Views, Pool, Jacuzzi, Fresnaye - Villa Solara
- 360 Views, Rooftop Pool, walk to beach - Bali Skye Penthouse
- 3bed Home 4-min to Llandudno Beach Backline Views
- Coastal Retreat with Pool Views in Cape Town
- 4 Bed Higgovale Mountain Views Sandstone Apartment
- 500m from Beachfront, Sleeps 6, Pool - Bali Shore Apartment
- 5BR Villa In A Quiet And Peaceful Area
- 5min walk to beach, Hot tub, Pool - Argyle Camps Bay
- Beachfront Six Bedroom Villa in Cape Town
- Amazing Seaside Villa In The Perfect Destination
- Panoramic View Penthouse in Cape Town
- Apartment w Sea Views by Camps Bay Beach Kyanos
- City View Pool Villa in Cape Town
- Beachfront Villa with Scenic Views in Cape Town
- Beachfront Villa, Beach Club, HoutBay, Cape Town, South Africa
- Beachfront Villa, SeaBreeze ,Hout Bay ,Cape Town , South Africa
- Beautiful 4 BR Winelands Villa With Pool And Gym
- Beautiful Spacious Villa With Amazing Atlantic Scenic Views
- Beautifully Decorated City Apartment
- Coastal Six-Bedroom Villa in Cape Town
- Camps Bay 4bed Home w Pool and Views Alma Marina
- Camps Bay 6 Bed Ocean Views and Pool Villa Kai
- Ocean View Six Bedroom Villa in Camps Bay
- Camps Bay Beachside 2bed w Sea View Cloud 9
- Ocean View Family Villa in Camps Bay, Cape Town
- Camps Bay Family Holiday Home Sunset Sanctuary
- Elegant Six Bedroom Retreat in Cape Town
- Majestic Five Bedroom Villa in Camps Bay
- Camps Bay Luxury Home, Pool, Sea & Mountain Views
- Camps Bay Seaside Beach View Apartment Palm Bay
- Ocean View Five Bedroom Villa in Camps Bay
- Riverside Villa Retreat in Camps Bay
- Chic Villa, 150m to Beach, Pool, Roof Deck - Rocha
- Clifton 2 Bed Apartment Ocean Views Dunmore Noir
- Penthouse with Sea Views in Cape Town
- Clifton Apartment on the Waters Edge (Ocean Breeze)
- Colonial-style Apartment w Views and Pool Area CBT Lodge
- Delightful Large Villa, Camps Bay, Pool - Picasso
- Eco Villa w Garden and Sauna Mountain View Villa
- Elegant Ocean View Apartment in Cape Town
- Elegant Sea Point Apartment with Ocean Views
- Ethereal 4bed Camps Bay Villa Atlantic Reflection
- Ocean-View Five-Bedroom Villa in Cape Town
- Experience First-Class Holidaying at Ocean Vue
- Modern Luxury Villa in Camps Bay, Cape Town
- Spacious Family Villa in Cape Town
- Fab Family-friendly Villa, Sea Views - La Casita
- Sunset View Villa in Camps Bay
- Family Home w Views Pool and Garden 100 Geneva
- Stylish Villa with Pool in Cape Town
- Family Villa, 360 Views, Camps Bay - Villa Sol
- Family Villa, Pool, Ocean Views - Camps Bay Grace
- Elegant Five-Bedroom Retreat with Tennis Court in Cape Town
- Ocean View Villa with Private Beach Access in Cape Town
- City View Family Villa in Cape Town
- Glamorous Villa In Open Yet Private Location
- Gorgeous Apartment in Secure Block w/Sea Views (Caliche)
- Gorgeous Views, Pool, Camps Bay -Gatsby Noir Villa
- Ocean View Luxury Villa in Camps Bay
- Green Point 4 Bed Family Home w Pool Happy House
- High-End Splendor at Horak Penthouse
- Jacuzzi-Equipped Villa with Views in Cape Town
- Stylish Six Bedroom Retreat in Cape Town
- Incredible Clifton Apartment w 180 Sea Views Dunmore Blue
- Ocean View Four Bedroom Villa in Cape Town
- Jacuzzi, Large Villa, 2 Pools, Camps Bay -Two Views
- La Mirage Apartment - Luxurious, Pool, Green Point
- Lavish 4-Bed Villa with Infinity Pool
- Beachfront Five Bedroom Oasis in Llandudno
- Lovely Holiday Home w Private Courtyard Six Selbourne
- Panoramic Ocean View Villa in Cape Town
- Penthouse Loft with Pool and Views in Cape Town
- Luxurious Camps Bay Retreat w Sea Views Rock Residence
- Elegant Poolside Retreat in Cape Town
- Spacious Three-Level Villa in Cape Town
- Ocean View Penthouse in Sea Point
- City View Three Bedroom Villa in Cape Town
- Ocean View Villa Steps From Camps Bay Beach in Cape Town
- Beachfront Three Bedroom Apartment in Cape Town
- Luxury Villa with Gym in Camps Bay
- Scenic Pool Villa in Cape Town
- Luxury Loft 3 Ensuites Prime Cape Town Location
- Luxury Poolside Home Near Waterfront
- Spacious Private Pool Villa in Cape Town
- Ocean View Pool Villa in Camps Bay, Cape Town
- Elegant Four-Bedroom Retreat in Camps Bay
- Luxury Villa, Pool, Sea Views, Camps Bay - Ty Gwyn
- Modern Five Bedroom Villa in Camps Bay
- City View Luxury Villa in Cape Town
- Glass-Faced Villa with Beach Access in Camps Bay
- Coastal Four Bedroom Retreat in Cape Town
- Heritage Home with Sweeping City Views in Cape Town
- Magnificent Ocean View Apartment With Contemporary Chic Design
- Magnificent Villa With Stylishly Decorated Open Spaces
- Ocean View Villa in Bantry Bay
- Modern Apartment with Private Pool Houghton Steps
- Modern Cape Town Townhouse with Views
- Modern House In Opulent Setting
- Modern House, Sea Views - Lisburn On Clifton Beach
- Modern Townhouse, Camps Bay, Pool - Summer Place
- Modern Townhouse, Ocean Views - Camps Bay Nest
- Rooftop Deck Villa with Mountain Views in Cape Town
- Modern, Pvt pool, Sleeps 6, Camps Bay - Vista Maris Apt
- Mountain View Holiday Villa w Garden Pool Iliwa
- Ocean View Multi-Level Villa in Cape Town
- Nature-Inspired Luxury Villa With Heated Pool & Spectacular Ocean View
- No. 16 - Sea Point Row House
- Ocean View Camps Bay 3bed Apt Beach Vistas
- Ocean View, Luxury Aurum Apt, Pool - Bantry Allure
- Ocean Views, 7 Bedrooms, 500m from Beach - Bali Point Villa
- Ocean View Retreat with Private Pool in Camps Bay
- Ocean Views, Pool, Sleeps 6, Camps Bay - Rontree
- Ocean View Seven Bedroom Villa in Cape Town
- Oceanfront Living in Green Point
- Peaceful Beachfront Cottage With Private Garden
- Perfect 2 BR Apartment With The Best View
- Spacious Family Villa in Camps Bay
- Perfect Retreat With Courtyard And Valley Views
- Pool, Family Friendly Villa, Views - Cape Emirates
- Beach View Designer Villa in Camps Bay
- Sea View Three Bedroom Apartment in Cape Town
- Sea View Sanctuary at Shakawe Villa
- Sea View Villa with Private Pool in Cape Town
- Sea Views, Luxurious, Pool -Iconic View Green Point
- Sea Views, Pool, Luxurious, Camps Bay - Ravensteyn
- Secure Supreme Artistic Sea View 3bed Sunset Loft
- Three-Level Villa with Pool in Cape Town
- Sophisticated Villa with Magnificent Views
- Spacious Family Villa with Breathtaking Views in Cape Town
- Spacious Holiday Apartment with Fantastic Views, Deck and Pool Malindi
- Spacious Holiday Villa w Private Pool and Garden Serein
- Spacious Room In Apartment With Beautiful Outside Garden
- Private Pool Villa with Mountain Views in Cape Town
- Stunning Luxurious Villa With Picturesque Views
- Stunning Sea Views, Sleeps 9 -Lisburn On Clifton Views
- Stunning Views, Duplex, Bo-Kaap - Aerie Penthouse
- Stunning Views, Short walk to Beach -Clifton Allure
- Panoramic View Pool Villa in Camps Bay
- Sea View Luxury Villa in Camps Bay
- Stylish Holiday Apartment w Private Pool and 180 Views Malibu
- Ocean View Pool Villa in Cape Town
- Stylish and Secure Camps Bay Holiday Apartment 9 Nautica
- Sunset Azure Studio - Pool, Views, 2 min to beach
- Beachfront Family Villa in Camps Bay
- Tranquil Five Bedroom Villa in Cape Town
- Ultra-Luxury Villa with Dual Pools in Cape Town
- Ocean View Pool Villa in Camps Bay
- Unforgettable Modern Beach Villa in Cape Town
- Unique Camps Bay Apartment w Private Pool Coral Sea
- Ocean View Nine Bedroom Villa in Camps Bay
- Ocean View Villa with Private Beach in Cape Town
- Contemporary Four-Bedroom Retreat in Camps Bay
- Walk to beach, Pool, Camps Bay -Terrace Royale Apt
- Luxury Six Bedroom Villa in Camps Bay
- Well Furnished Luxury Apartment With Breathtaking Views
Smiling House also offers a concierge for private chefs, transfers, ski instructors, yachts and cars, a VIP Club with first access to new residences and member rates, chalets for sale in the Gstaad region through its real estate division and instantly bookable homes with live availability.
The Area and Where to Stay
For a villa holiday, Cape Town is South Africa's natural centre of gravity, and it is where our collection concentrates. The Atlantic seaboard, from Clifton and Camps Bay to Bantry Bay and Llandudno, holds the country's most spectacular addresses: contemporary villas stacked above white-sand beaches with the Twelve Apostles behind. The City Bowl and Higgovale offer designer homes with harbour views minutes from galleries and restaurants, while leafy Constantia pairs estate living with its own historic wine valley. Beyond the city, the Winelands towns of Stellenbosch and Franschhoek make an elegant second base among the vines, and the Whale Coast around Hermanus suits sea-view escapes. Safari lodges in the greater Kruger reserves complete the classic Cape-and-bush itinerary, which your concierge can stitch together seamlessly.
Things to Do
Start with the icons: ride the cableway up Table Mountain, drive the Chapman's Peak corniche to Cape Point, and meet the African penguins at Boulders Beach. Spend slow afternoons on Clifton's beaches or over long lunches in Camps Bay, then devote a day or several to the Winelands, tasting world-class wines in Stellenbosch, Franschhoek and Constantia. Between June and November, southern right whales gather off Hermanus, some of the best land-based whale watching on Earth. Further afield, the Garden Route threads forests, lagoons and beaches towards Plettenberg Bay, and a short flight connects you to Big Five safaris in the Kruger's private reserves. Golf, sea kayaking, great white shark viewing and township art tours round out the list; the concierge arranges guides, charters and every connection.
Food and Local Flavour
South Africa's Cape is one of the world's great eating and drinking destinations. Cape Town's restaurant scene ranges from fire-driven fine dining to harbourside seafood, with the V&A Waterfront, Kloof Street and the Old Biscuit Mill among its liveliest quarters. The Winelands add centuries-old estates where tasting rooms and celebrated restaurants sit among the vines; Franschhoek in particular has earned its reputation as the country's gourmet capital. Do not leave without a braai, the beloved South African barbecue, a proper boerewors roll, fresh kingklip and Cape Malay curries from the Bo-Kaap. Local wines, from Constantia's historic sweet wines to Stellenbosch cabernets, are superb value. Villa life suits it all: private chefs, wine deliveries from the estates and sunset braais by your own pool.
When to Visit
South Africa's seasons are inverted from Europe's, and the country rewards visits year-round. Cape Town's summer, November to March, brings hot, dry, blue-sky days made for beaches and outdoor dining, with December and January the peak festive weeks. Autumn, April and May, is harvest time in the Winelands and beautifully calm. Winter, June to August, is the Cape's green, rainy season but the best time for safari in the north, where dry bush concentrates game at waterholes; it also opens the whale season at Hermanus, which peaks in September and October alongside the west coast's famous spring wildflowers. Combining Cape summer with safari means a trade-off either way, and the concierge can advise the best routing for your dates.
Getting There
Cape Town International (CPT) is the gateway to the villa heartland, with direct flights from London and other European hubs, most of them overnight, and the near-identical time zone means no jet lag. Johannesburg OR Tambo (JNB) is the main long-haul hub and the springboard for safari flights into the Kruger reserves. Domestic connections between the two cities are frequent and short. Within the Cape, a hire car is the pleasant way to reach the Winelands and Whale Coast on good roads, though most guests rely on private drivers arranged by the concierge, who can also book helicopter transfers and light-aircraft safari connections.





