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The Lookout - dream, hide, explore

Calling all explorers, dreamers and creatives! Come for a quick retreat or stay to write that book. The lookout was built by owner Rob himself over ten years. There is thought and love behind every little detail. The house isn't perfect, there is raw wood, some things aren't finished, the furniture is vintage and may appear worn but if you look past that, you will find that everything there has its own story and that this house is made for the big things: sunrises, ocean dreaming and full-moons

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!

Kelp House. Amazing sea, breaker and boulder views

Looking over beautiful False Bay, peaceful Kelp House has direct views of breakers, boulders and kelp beds. Quiet neighborhood. Amazing sea-views from 2 bedrooms and a spacious open plan lounge, kitchen and dining area, with Hangklip visible across the Bay . Enjoy beautiful sunrises, sunsets and moon risings on big deck with outdoor dining area, firepit and barbecue. Only 5 minutes to walk down to the shoreline, 15 min walk to a swimming beach and 5 minute walk up the road to a mountain path.

Boulders Beach Lookout Apartment

Boulders Beach Lookout is a light and spacious penthouse apartment with a wrap-around deck, 2 bedrooms, 2 bathrooms, an equipped kitchen and a stylish, open-plan living space. You will feel on top of the world as you experience magnificent ocean views from every room (even the bathroom!) and a relaxed ambience. And we are only 3 minutes' walk down the hill to Boulders Beach with its nearby penguin colony. Although there is a holiday home below the apartment, your space is completely private.

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.

Penguin Haven . Luxury 2 bedroom, Boulders Beach.

Kick back and relax in this calm, stylish space. 100m from Seaforth Beach and Boulders Penguin Colony. Walking distance to restaurants and shops. Enjoy the rich history and naval base experience that Simonstown has to offer. A short drive to Cape Point and close enough to Cape Town. Loads of spectacular wine tastings are just a 20-minute drive away. The apartment is well equipped, enjoy a BBQ with a sea view. Splash in the pool on a hot day. Sleeps 4 adults and two young children.

Sea view home unit in self-contained house

Our Rock House is something special! It has been recently built from stone found on the property. Watch spectacular sunrises over False Bay and the beach and tidal pool are a short walk away. Lovely and cosy in winter as well, with a wood-burning stove. The Rockery apartment consists of an open plan living room and kitchen leading out onto a wooden deck and two en suite bedrooms. There is secure off-street parking for one car and a braai area with a view.

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.

Terns Rest, by Steadfast Collection

Overlooking False Bay, enjoying magnificent sunrises, sea and mountain views, this large family home offers five suites. It's spacious and bright with a welcoming living room and well-equipped kitchen. A large dining area comfortably seats 10, great for long dinners and lunches. Watch whales from the balcony or take a light stroll to Fisherman's Beach for a swim or short two-minute drive to the famous Boulders Beach.

Charming seaside house near penguin reserve

Amberley house was built in the 1940’s it is comfortable, sunny and spacious with a beautiful sea view and only three minutes walk from waters edge beach and six minutes from boulders penguin colony. Beautiful snorkelling, diving, hiking ,sailing and cycling all right on your doorstep! A front garden for the morning sun and a back garden for afternoon shade make it easy to find a spot to relax.