Vacation rentals with a patio in Simon&#x27;s Town

4.96 out of 5 average rating, 82 reviews

Apartment in Glencairn

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

5 out of 5 average rating, 66 reviews

Tiny homes in Glencairn

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.

5 out of 5 average rating, 24 reviews

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!

4.92 out of 5 average rating, 142 reviews

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.

Apartment in Simon's Town

4.99 out of 5 average rating, 96 reviews

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.

Apartment in Simon's Town

4.95 out of 5 average rating, 56 reviews

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.

5 out of 5 average rating, 54 reviews

Apartment in Fish Hoek

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.

Townhouse in Simon's Town

4.89 out of 5 average rating, 28 reviews

3 BR Simons Town. Panoramic views! With inverter.

Tranquility on Harbour Heights boasts panoramic views of the Simons Town Harbour and false bay. The townhouse is situated in a serene and tranquil complex and borders the Cape Point nature reserve at the rear. The 3 bedroom, 2.5 bathroom spacious townhouse with wind sheltered entertainers balcony is fully equipped for your holiday to remember. With 5 beaches, the boulders penguin colony, interesting museums and the historic village to explore there’s something for the whole family.

4.93 out of 5 average rating, 67 reviews

Stunning Simons Town Ocean View Cottage w Inverter

Enjoy beautiful Simons Town from our peaceful sea cottage with breathtaking ocean views of False Bay. Our cottage is the perfect tranquil getaway and comes well equipped with 3 bedrooms and 2 bathrooms. Take in the views from the deck or get out and explore one of South Africa’s most historic towns. If you’re working we’ve got you covered with a 100mb fibre line that’s setup with a range extender ensuring connectivity from the bedroom to the deck.

4.9 out of 5 average rating, 263 reviews

Apartment in Scarborough

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.

4.93 out of 5 average rating, 15 reviews

House on the Hill

Our house is situated half way up Forest Hill Road in Simons Town so you have a panoramic view across False Bay from the balcony. Our beautiful house has been converted into 2 apartments and the full renovation was completed in March 2023. We offer you a comfortable home and warm hospitality from our family. Combine this with the nature and beauty all around the house and you will have a true South African experience.