Holiday rentals with a patio in Simon's Town

Glencairn Beach Bungalo

Reconnect with nature at this unforgettable escape. Surf and swim at this safe beach or snorkel in the African Kelp forest below the surface. Hike the iconic Elsie's Peak with its incredibly diverse flora and of course the stunning views of False Bay. In winter you can hear the Southern Right whales breathe on a still night or watch in awe as they breach playfully once the calving season is over. A stay at the Glencairn Beach Bungalo will revive your connection to the natural world. Soulfood.

180° Exclusive Coastal Splendor

Escape to Villa Sama Sama, your perfect getaway in the heart of Simon's Town. Nestled just a 10-minute walk from the iconic Boulder's Beach, home to the famous African penguins, our guest house offers a serene retreat where comfort meets coastal charm. Whether you're looking for a relaxing break by the sea, an adventure exploring the Cape Peninsula, or simply a cozy hideaway with breathtaking views, our villa is ready to welcome you. Come stay with us and experience the beauty of Simon’s Town!

Nightjar cottage

A brand new eco cottage in sleepy Scarborough, a conservation village bordering Cape Point National Park, a UNESCO World Heritage Site at the tip of the continent. One of the first tiny homes constructed with South African hemp and timber, this minimalistic sanctuary is nestled in a wild indigenous fynbos garden at the end of a cul-de-sac dirt road, a 10 min stroll from a gorgeous surfing beach. Unwind to the birdsong, and if you are lucky passing herds of eland or the distant blow of a whale.

Plumbago Cottage

A beautiful , separate entrance flatlet with magnificent views of the ocean over False Bay. Spacious, light and stylish , with quirky touches to make you feel at home. Situated within walking distance of beautiful beaches .We are a 10 minute walk to the Boulders Beach penguin colony and 20 minutes walk from restaurants and historical sites in Simon's Town .The flatlet is attached to our home yet totally private with own entrance via a pathway flanked by plumbago and views of the mountain.

Coastal tranquility

Escape to our spacious romantic cottage, “Casa Tranquilla,” perched high against the mountain in Simonstown, Cape Town, bordering Table Mountain National Park. Breathtaking views of False Bay await you. From the comfort of your bed, watch yachts sail by and, if you're lucky, catch a glimpse of whales and dolphins playing in the bay. Walking distance to many stunning beaches and the charming historical Simonstown village. Perfect base from which to explore the world renowned Cape Peninsula.

Luxury Apartment with Unobstructed Sea Views

This is the perfect place to relax and rejuvenate. Our luxury apartment boasts unparalleled 180-degree views of False Bay, stretching from Kalk Bay Harbour to Simon’s Town. Experience daily sunrises that are nothing short of inspirational! Minutes away from the vibrant restaurants and atmosphere of Kalk Bay to the North, and the serene nature of Simon’s Town to the South, our location offers the best of both worlds. The CBD is just 35 km away and solar power ensures a seamless stay.

Bay Vista Spectacular

Spacious self catering house with spectacular sea views and within walking distance of the beach. Situated conveniently in SunnyCove, Fish Hoek, between Kalk Bay and Simonstown. Family friendly beach, safe swimming and great for water sports. Secure off street parking behind remote controlled gates. Alarm linked to armed response and a panic button. There are steps from the parking to the house. Unfortunately this property is not safe for small children due to the high balcony.

Terns Rest, by Steadfast Africa

Relax and enjoy stunning sunrises, sea and mountain views of False Bay. This large family home offers 5 spacious ensuite bedrooms. It's spacious and bright with a welcoming living room and well-equipped kitchen. A large dining area that comfortably seats 10 people. Watch the whales from the balcony or take a light stroll to Fisherman's Beach for a swim or short 2 minute drive to the famous Boulders Beach. Full back-up power to ensure you are not inconvenienced by loadshedding.

Dream View Studio

Dream View Studio is a dreamy 1 bedroom Misty Cliffs hideaway, located on a beautifully preserved mountainside, this studio apartment offers magical views of the Atlantic Ocean and the Baskloof Nature Reserve, perfect for those looking to relax in a private space surrounded by exquisite nature and enjoy the wide range of activities the area has to offer. A beautiful space for a sneaky weekend away or over night stays exploring the area.