Holiday rentals with a patio in Simon's Town

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Top-rated Holiday Accommodation with Outdoor Verandahs in Simon's Town

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Guest favourite

Apartment in Glencairn

4.96 out of 5 average rating, 79 reviews

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

Top Guest favourite

Tiny home in Glencairn

5 out of 5 average rating, 65 reviews

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.

Guest favourite

Home in Simon's Town

5 out of 5 average rating, 21 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!

Guest favourite

Home in 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.

Top Guest favourite

Apartment in Simon's Town

4.99 out of 5 average rating, 95 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.

Guest favourite

Apartment in Simon's Town

4.94 out of 5 average rating, 52 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.

Top Guest favourite

Apartment in Fish Hoek

5 out of 5 average rating, 50 reviews

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.

Top Guest favourite

Home in Fish Hoek

5 out of 5 average rating, 14 reviews

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.

Guest favourite

Home in Simon's Town

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.

Guest favourite

Apartment in Scarborough

4.91 out of 5 average rating, 261 reviews

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.

Top Guest favourite

Cabin in Scarborough

4.98 out of 5 average rating, 42 reviews

Shamayim Katan (Little Heaven)

Welcome to our tranquil haven in the sky. Nestled at an elevated vantage point, our charming cabin presents sweeping ocean views for an exceptional Scarborough experience. Ideally located for both surfers and nature enthusiasts, this peaceful retreat is only moments away from pristine beaches and the remarkable Cape Point Nature Reserve. Drift off under a canopy of stars and awaken to the clouds at your window.

Guest favourite

Condo in Hout Bay

4.93 out of 5 average rating, 130 reviews

Sea View, Luxury Apartment near by the sea

100sqm, central located (200m to the beach) shopping in walking distance, safe area, no loadshedding ( inverter), fully equipped, luxury bedding, absolutely stunning sea views, Tv in every room, ps4 for the kids ( or for the kids who are a bit older already😉), Braai and outside furniture, stylish with a taste if Africa