Vacation rentals with a pool in Cape Agulhas

Ocean Breeze Cottage, Struis Bay

Our holiday home is situated in exclusive Langezandt Estate, a private enclave on the beachfront of Struisbaai, 2.5 hrs from Cape Town. The cottage boasts modern renovations, as well as a luxuriously appointed kitchen, quality finishes, and a lovely small private swimming pool. The Indoor-outdoor lifestyle is perfect for alfresco living. Take a 4 minute stroll to a sandy beach, or chill by the pool. Wi-Fi with a back-up 'anti-loadshedding' battery means you can work remotely if you really must!

Stunning 6 Bedroom Seaside Family Home with Pool

Have fun & relax at this stylish seaside home. Our 16 sleeper includes 4 upstairs bedrooms, all en suite with walk-in showers & double basins, plus 2 family rooms downstairs. All bedrooms offer King Sized beds with stunning views of the bay or mountains. The open plan kitchen leads to a dining room & outdoor pool deck with breathtaking views. The home is steps away from the cliff path which leads to beautiful Stanfords Cove beach. BACK UP POWER AT THE HOUSE FOR ‘ESSENTIALS’ WHEN LOAD SHEDDING

Oceanfront Villa 4br/4ba pool wifi, solar power

Whale Huys is a Self-catering, direct oceanfront villa with panoramic views of Walker Bay and the Klein Rivier Mountains. Perfect for a relaxing holiday away, just 2 hours from Cape Town. With its stunning views and just the sounds of nature, Whale Huys seems far removed from the busy hustle and bustle of our daily lives. but is close to the wineries and renowned country restaurants the area is famous for. Outdoor and cultural activities abound. Just 5 min. from Gansbaai for shopping.

EcoTreehouse luxury off-grid cabin

Tucked into the lush Hermitage Valley just outside Swellendam, the EcoTreehouse is a peaceful off-grid cabin designed for comfort, simplicity, and connection to nature. It’s perfect for couples, solo travellers, or small families wanting to unplug without compromising on comfort. Wake to mountain views, fall asleep to frog-song, and soak under the stars in your private wood-fired hot tub. Swim, stargaze, wander the trails, or meet the horses — this land invites you to slow down.

Potato Patch Self Catering Cottage

This versatile thatched roofed cottage is centrally located in a private setting offering contemporary country comfort with a dash of history. It is one of the two cottages located on the owners property with its own entrance and secluded garden. The cottage consists of 3 en suite bedrooms furnished with king sized beds. The rates are based on 2 people sharing a room. Using additional rooms comes with an additional charge. Pets are permitted on request at an additional charge.

Rosehaven Cottage

“A true home away from home” – that’s what guests say about Rosehaven. This 1900s cottage has something rare: it feels genuinely welcoming. Fresh flowers in every room, a garden alive with birdsong, that stoep where you’ll find yourself just sitting, watching the light change across roses to distant wheatfields. Wood fires crackling in winter, walking distance to excellent restaurants, and the Faerie Sanctuary literally around the corner. The garden welcomes furry family too.

Spacious Greyton Home with Pool & Mountain Views

Oak Lodge is a classic Greyton country house set in a landscaped garden with mountain views, featuring an airy deck, swimming pool and braai for summer, and a cosy fireplace for winter. It’s a relaxed place to unwind year-round, ideal for couples, families, or small groups (maximum 6 adults, or 8 guests when children are included). The house works equally well for weekend getaways or longer stays, offering a calm base from which to enjoy Greyton and the surrounding Overberg.

Hermitage Huisies: Rose Cottage

Rose Cottage is a stand alone century old farm cottage made postcard-perfect by the milieu of flowers, horses, green fields, dramatic mountains and adjacent farm dam. Newly redecorated, featuring a luxury double bed, two single beds and a sofa bed. Fireplace in the open plan living/kitchen area. Wi-Fi, TV with FIRESTICK prime video, netflix! Outside Braai and seating. Saltwater swimming pool for summer free to all guests. Please enquire about private hot tubs for hire.

PROTEA Loft Cottage @ Grotto Beach

Protea Loft Cottage nestles under the branches of an old tree. Protea is the top unit of two cottages in a large garden. An airy open plan space, stylishly decorated with your comfort in mind. Open the sliding doors, sit back onto the comfy couch, and look out over the garden and swimming pool. My place is close to mountain contour paths, cliff paths, and beaches. You’ll love my place because it is peaceful, comfortable, has a beautiful sea view and is safe.

Exclusive Poolside Cottage in Prime Location

The best location in town with complete privacy. Our charming cottage combines timeless character with modern comforts, featuring luxury bedding, a cozy fireplace, and backup power. Outside, enjoy a secluded garden oasis with a sparkling pool and spacious patio — perfect for couples seeking exclusivity or families wanting a private retreat just steps from cafés and shops.

Aerial view of the Witpeer cottage farm

Witpeer cottage is a charming one bedroom cottage, decorated with a bit of French flair. It is set in a tranquil location on the farm, with verandas on both sides offering views of the majestic Sonderend mountains. The wood burning stove and an electric blanket will ensure that you stay cozy during those chilly winter evenings. 8km from the charming village of Greyton.

COSY Kaleidoscope cottage, near beach and trials

Welcome to freestanding Kaleidoscope Cottage, nestled among the Hibiscus trees with a private varandah overlooking a 25 m pool. It is part of Wil Ahhh - a private property, 5minutes from Grotto Beach. It is designed to celebrate the outdoor lifestyle of Voëlklip, the beach suburb of Hermanus and its beautiful sea and mountain landscape.