House vacation rentals in Simon&#x27;s Town

A table crafted from stone features two glasses and a bottle of sparkling wine, set against a backdrop of expansive ocean views. The serene water stretches to the horizon, visible from a balcony that enhances the coastal atmosphere.

4.95 out of 5 average rating, 120 reviews

Luxury Home Views Fine Fittings & Mod Cons - Meryl

Stunning home in Seaforth. Beautiful views & holiday feel. 10 minutes walk to Seaforth beach, the world famous penguins at Boulders beach. Swim with the Penguins. Walk back is steep. Sleep 6. 4 adults & 2 kids. 2 bathrooms. Rooms very light and bright even on dull days. Every room has access to a balconies with wonderful views. 2 new bathrooms, renovated kitchen, is fully furnished: high standard with all mod cons. Not ideal for loud people. Be warned. The neighbour is sensitive to noise.

Superhost

An outdoor deck features a wooden dining table surrounded by six chairs, overlooking expansive sea views. The clear blue sky enhances the serene atmosphere, while the palm trees at the edge of the deck provide a touch of greenery.

4.89 out of 5 average rating, 141 reviews

Perfect holiday location with stunning sea views

Holiday house just outside Simonstown on the Cape Peninsula, close to the "penguin beach". Sleeps four in two bedrooms. Open plan kitchen/lounge flows onto a large deck with expansive sea views. Within easy reach of Cape Point Reserve, and the delightful shops & restaurants of Simonstown, Kalk Bay & Muizenberg. Easy walking distance to swimming spots. Tasteful decor with modern appliances and pure cotton linen. Minimum stay is two nights, and seven nights between 15 December and 14 January.

An outdoor deck features a dining table with intricate metalwork, surrounded by several chairs. Comfortable seating arrangements are positioned nearby, overlooking expansive sea views. The ocean sparkles in the sunlight, while a distant horizon is framed by rolling waves.

4.92 out of 5 average rating, 143 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.

4.93 out of 5 average rating, 121 reviews

An outdoor balcony features a round table with four intricately designed chairs, overlooking a scenic view of the ocean and rocky coastline. The expansive sea stretches into the distance, framed by a clear sky and distant mountains.

Home in Kommetjie

Sunset Apartment, Arum Place Kommetjie Beach House

Sunset Apartment is a stunning beach retreat in Kommetjie, nestled in a serene cul-de-sac. This beautifully furnished getaway offers everything you could desire—air-conditioning, a covered deck, and breathtaking ocean and mountain views. Just steps away from the beach, the soothing sound of crashing waves can be enjoyed from the balcony and bedrooms. It’s the perfect escape for couples seeking a romantic getaway, with a seamless power backup system ensuring comfort even during load shedding.

4.99 out of 5 average rating, 146 reviews

A retreat-style deck overlooks the ocean, featuring a detailed swimming pool surrounded by tropical plants. Sun loungers and a small table are positioned nearby, inviting relaxation and enjoying seaside views. Waves gently lap at the shore, enhancing the serene atmosphere.

Home in Misty Cliffs

Seaside Mountain Retreat in Misty Cliffs w/ Sauna

Seaside mountain retreat in exclusive Misty Cliffs nature reserve with endless views, pool and large fynbos garden with private path down to the beach. This architect designed wooden bungalow is perfect for exploring Cape Point and the Southern Peninsula or just switching off and relaxing in the verdant immersion of a conservation village. Featuring 2 large en-suite bedrooms as well as a cosy loft and additional bunkbeds for the kids. The house is just 45 minutes from Cape Town city centre.

A dining table with several chairs is positioned on a deck, overlooking a calm bay. In the distance, mountains are visible along the shoreline, while a singular ship floats on the water. The scene is bathed in soft light, suggesting dawn or dusk.

4.94 out of 5 average rating, 180 reviews

Modern home with breathtaking ocean views

Nestled in the exclusive area of Cairnside, this semi-detached house offers the perfect place to enjoy beautiful views of False Bay and is less than 5 mins from the local beach and tidal pool. One of our favourite past times is watching the water activities from the sheltered deck. Whale spotting, kite surfers jumping in the bay, sailing regattas and flocks of birds migrating along the coast. The sun rises across this side of the bay, if you're up early you'll be mesmerised by the view.

4.92 out of 5 average rating, 197 reviews

A spacious deck features a round dining table surrounded by four white chairs. Behind, large glass doors provide an unobstructed view of the ocean. The serene surroundings are enhanced by greenery and coastal scenery, with sunlight illuminating the area.

Home in Misty Cliffs

The Sky Cabin Misty Cliffs

Experience one of the most pristine stretches of the south peninsula coastline from our laidback house.     The upstairs offers spectacular ocean views with a big open plan bathroom. Downstairs is the perfect setting for dinners around the dining table leading onto the open plan kitchen. The downstairs double bedrooms share a bathroom and the front bedroom has beautiful sea views. While the downstairs deck is great for sundowners. Situated 45 minutes from Cape Town’s city centre.

4.94 out of 5 average rating, 122 reviews

A coastal view is captured, showcasing a modern multi-level house nestled among green vegetation. The ocean stretches to the horizon, with rocky formations visible in the water. Mountains rise gently in the background, creating a picturesque natural setting.

Home in Boulders

Boulders seaside home by Steadfast Collection

Coppers is just 100m to the entrance to Boulders Beach. The enormous deck lends itself to entertaining with uninterrupted views over Boulders and False Bay. With views from every bedroom, sunrise is not to be missed, nor the night skies and moonlit water. From Simonstown scan 180 degrees around False Bay to Hangklip and the southern ocean swells and fishing boats coming in from Cape Point. Walk across the golf course before the tourists arrive and swim at Windmill Beach.

4.89 out of 5 average rating, 127 reviews

An open-plan living area features a light wooden desk with a small television and decorative items displayed on wooden shelves. Soft tones of beige and white adorn the space, while the warm wooden staircase adds a natural element. Towels are hung neatly nearby.

Home in Kommetjie

Honeymoon Lighthouse Cottage - sea view, pool, BBQ

This gorgeous hideout situated next to a nature reserve on historical premises is the perfect romantic getaway. The open-plan, spacious cottage, furnished with a beach style, king-size bed in the loft bedroom, a fully equipped kitchen, dining, and lounge area. The private veranda is a perfect spot for whale watching or home office, with fast WIFI, to be productive with a holiday feel. An indigenous garden with pool, lounge, and BBQ area all overlooking the ocean.

4.83 out of 5 average rating, 136 reviews

Seaview Cottage. Walk to Beach and Penguins

This 3 bedroomed, all ensuite, home is located a short 5 minute walk to Windmill Beach. Windmill Beach was recently voted by as one of the top 10 beaches in Cape Town. You can walk a short distance to see the penguins at Boulders Beach. This home is perfect for those who are looking for tranquility but still centrally located for exploring the South Peninsula. This home perfect for the Cape Town staycationers and loved by local and international travellers.

An elevated view from the sun deck showcases sweeping ocean vistas, framed by gentle mountain contours. The wooden deck is complemented by greenery, enhancing the serene atmosphere. The clear sky allows for ample natural light, creating an inviting outdoor space for relaxation.

4.81 out of 5 average rating, 243 reviews

Beautiful home, fantastic sea views in Simonstown

Light and airy, spacious, Christian-owned home. Large and sheltered sun deck with sweeping views of the ocean and surrounding mountains. Walking distance to the village and a choice of beaches. If you are looking for a beautiful and quiet place to relax, refresh and renew, then this is the home for you! Regret no parties or excessive drinking. No smoking. Noize needs to be controlled as it is a quiet neighbourhood with permanent residents.