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, 76 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

Apartment in Glencairn

4.89 out of 5 average rating, 38 reviews

"Beachfront Bliss: Ocean Views, Serene Getaway"

Welcome to our contemporary beachfront apartment with stunning ocean views. Enjoy a stylish self-catering space, tastefully furnished for your comfort. Step onto the wooden deck and access Glencairn Beach just 15 minutes away. Explore vibrant Kalk Bay for unique dining and shopping. Discover Simons Town's rich history with the Naval Museum and Arts and Crafts stores. Don't miss the famous penguins at Boulders Beach. Staying in then the nearby Harbour Bay Mall offers dine-in or take-away options.

Top Guest favourite

Tiny home in Glencairn

5 out of 5 average rating, 17 reviews

Sunset Haven iconic beaces await Glencairn Heights

Enjoy the lovely setting of this romantic spot in nature. Sunset Haven boasts sea and mountain views, swimming pool, private garden, and last but not least, the most awe-inspiring sunsets. Sunset Haven is a gem waiting to be discovered!! We live in a peaceful and safe residential neighborhood, 700 meters from Glencairn Beach, 7km from from Boulders Beach and historical Simonstown and within walking distance from superb restaurants and trendy Kalk Bay with Chapmans Peak less then 2 km away

Guest favourite

Home in Simon's Town

4.92 out of 5 average rating, 133 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, 90 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, 48 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, 42 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.

Guest favourite

Guesthouse in Fish Hoek

4.89 out of 5 average rating, 75 reviews

Entire apartment unit with cozy rocky interior

With it's contemporary design, rock-rustic features incorporated with stunning elevated views of the Fish Hoek area and modern amenities, the Carved rock provides a tranquil, earthy grounding sensation that brings about comfort and relaxation to all guests. Special thought had gone into the process of accommodating each guest for either business or leisure. This listing is located on a quiet secluded gravel road on a mountain and not ideal for those who demand fast conveniences.

Guest favourite

Apartment in Kalk Bay

4.88 out of 5 average rating, 279 reviews

Kalk Bay Coastal Stay Steps from Tidal Pool & Deli

This stylish and modern apartment offers a comfortable retreat in the heart of Kalk Bay, perfectly positioned to explore the charm of this vibrant seaside village. Ideal for couples or solo travelers, the space is designed with relaxation in mind, featuring contemporary furnishings, natural light, and thoughtful amenities to ensure a memorable stay. With the beach, tidal pools, and a variety of shops and restaurants just a short stroll away, this is the perfect coastal getaway.

Top Guest favourite

Home in Fish Hoek

5 out of 5 average rating, 12 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.

Top Guest favourite

Home in Simon's Town

5 out of 5 average rating, 10 reviews

Paradise Cottage Simon's Town

Forget your worries in this spacious and serene space with spectacular all round sea views across False Bay. Situated on a quiet and safe road. It has a beautiful fynbos garden at the back and a trickling fountain at the entrance, with a sheltered patio where you can sit and relax or have a meal and enjoy the views. Large spacious open plan living space with further views over the bay and Simon's Town harbour.. All the bedrooms are ensuite. Close to the town and beaches.

Guest favourite

Apartment in Scarborough

4.91 out of 5 average rating, 244 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.