House holiday rentals in Simon's Town

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Top-rated house rentals in Simon's Town

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Top guest favourite
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.
Home in Simon's Town
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.
Home in Simon's Town
4.89 out of 5 average rating, 143 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.

Guest favourite
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.
Home in Simon's Town
4.92 out of 5 average rating, 145 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.

Guest favourite
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
4.93 out of 5 average rating, 122 reviews

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.

Top guest favourite
A spacious outdoor deck features a wooden seating area with plush cushions, overlooking the ocean waves. A small round table holds potted plants, and the backdrop consists of rugged cliffs under a clear blue sky, creating a serene coastal environment.
Home in Misty Cliffs
4.99 out of 5 average rating, 147 reviews

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.

Guest favourite
An open-plan dining area features a large wooden table surrounded by metal chairs, with panoramic views of the ocean through floor-to-ceiling windows. A kitchen counter with a stove and minimal décor complements the spacious layout, creating a relaxing ambiance with natural light.
Home in Saint James
4.93 out of 5 average rating, 114 reviews

The Lookout

Although there is no direct road access, the views from the house are exceptional. Parking on Boyes Dr or Capri Rd. A modern, casual two-storey house in St James with panoramic views of False Bay. Enjoy close proximity to Danger Beach, surf spots and the St James & Dalebrook tidal pools. Walk from the house up the mountain or to Kalk Bay harbour, shops & restaurants - or stay at home and enjoy the pool, hot tub & fireplaces. It is private and secluded, ideal for those seeking a getaway.

Top guest favourite
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.
Home in Simon's Town
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.

Guest favourite
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
4.91 out of 5 average rating, 199 reviews

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.

Guest favourite
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
4.94 out of 5 average rating, 122 reviews

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.

Guest favourite
A private veranda features a striped tablecloth on a dining table, accompanied by a vase of flowers. Double doors open to reveal scenic views of nature and the ocean beyond. Sunlight filters through the overhead slats, creating a dappled effect on the floor.
Home
4.89 out of 5 average rating, 127 reviews

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.

Guest favourite
A welcoming living area features a soft-colored sofa and light chairs, arranged around a low table. Natural light filters through sheer curtains, highlighting a decorative painting on the wall. A vase of fresh flowers adds a touch of warmth, creating a comfortable space for relaxation.
Home in Simon's Town
4.83 out of 5 average rating, 139 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.

Guest favourite
A wooden cabin is nestled among lush greenery and tall trees, showcasing a welcoming exterior with a covered deck. Large windows reflect the surrounding natural landscape, with the sun casting a warm light on the structure. The adjacent mountains provide a scenic backdrop.
Home in Hout Bay
4.85 out of 5 average rating, 382 reviews

Blackwood Log Cabin

A tranquil and private mountain retreat where water, forest and mountains will re-awaken the soul. Set high on the mountain slopes of Constantia Nek, Blackwood Log Cabin has panoramic views across the lush valley to the mountains beyond. The 2 bedroomed house sleeps 4 with 2 bathrooms. Power outages are being experienced by SA - the oven/stove is gas, the hot water is gas, the internet is solar driven and we have 2 battery lights for guests use.

Popular amenities for house rentals in Simon's Town

Quick stats about house rentals in Simon's Town

  • Total rentals

    150 properties

  • Nightly prices starting at

    € 17 before taxes and fees

  • Total number of reviews

    3.8K reviews

  • Family-friendly rentals

    110 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    30 properties have a pool

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