
House holiday rentals in Simon's Town
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Quick stats about house rentals in Simon's Town

Total holiday rentals
Explore 160 holiday rentals in Simon's Town

Nightly prices starting at
Simon's Town holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 4,050 verified reviews to help you choose

Family-friendly holiday rentals
120 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
150 of Simon's Town holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Simon's Town rentals

4.8 Average rating
Simon's Town stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated house rentals in Simon's Town
Guests agree: these houses are highly rated for location, cleanliness and more.

Perfect holiday location with stunning sea views
Holiday home 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. Two full bathrooms (main en-suite). Within easy reach of Cape Point Reserve, and the delightful shops & restaurants of Simonstown, Kalk Bay & Muizenberg. Walking distance to swimming spots. Tasteful decor with modern appliances, a smart Google TV and pure cotton linen on the beds. Minimum stay is two nights.

Dream Family Villa CapeTown-StunningSeaView
If you dream of an unforgettable FAMILY Stay in a fantastic villa in Western Cape, in a very quiet neighborhood: indulge yourself at SummerPlace, fully equipped w/ SOLAR PANELS/INVERTERS/BATTERIES. Our stunning contemporary home is backed by a super bright mountain w/ panoramic views of False Bay. Breath taking views of the ocean are in absolutely every window, in every bedroom, living room areas, kitchen... Enjoy both pool and beach (7min walk), take a deep breath: this beauty is all yours.

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.

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.

WhaleDance
Our home is on the Historical Mile with panoramic views, just one block up from the Main Road and near all the cafes and eateries Simon's Town offers. Boulders Beach and the famous penguins are an easy 20 minute walk away and Long Beach is 10 minutes away as is the railway station. This is a high quality accommodation, All three bedrooms are en-suite, with spacious and sound-proofed rooms. A well equipped kitchen with an outside deck with South African 'Braai', pool and seating area.

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.

Beachball B&B
Beachball B&B is located in the heart of the old village of Kalkbay. Set on a cobbled road that ends in a short flight of stairs it is not a thoroughfare. It is within easy walking distance of the tidal pool, the park, numerous restaurants and coffee shops, and the mountain behind with walking trails. The house dates back to 1875 and the unit is an independent wing with its own street access. The station is also close at hand, and there are wonderful shops to explore along the main road.

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.

Boulders Seaside Home by Steadfast Collection
Charming, homey and convenient, Coppers is just 100m to the entrance to Boulders Beach. With views from every bedroom – the sunrise is not to be missed, nor the night skies and moonlit water, – and 180-degree vistas from Simonstown, around False Bay to Hangklip, the southern ocean swells and fishing boats coming in from Cape Point, it’s the textbook definition of a coastal idyll. Top tip: walk across the golf course before the tourists arrive and swim at Windmill Beach.

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.

Stunning, sea-front sunrises, whales and dolphins.
Our Rockery is something special! It has been recently built from stone found on the property. Watch spectacular sunrises over False Bay and the beach and tidal pool are a short walk away. Lovely and cosy in winter as well, with a wood-burning stove. The Rockery apartment consists of an open plan living room and kitchen leading out onto a wooden deck and two en suite bedrooms. There is secure off-street parking for one car and a braai area with a view.

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 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 neighbourhood with permanent residents.
Popular amenities for house rentals in Simon's Town
House rentals with a pool

The Lookout

Sunny 3 Bedroom House with Mountain Views

Zonnendal Family Home in charming Kalk Bay

Tranquil Waterfront Hideaway with Stunning Views

Peaceful Green Oasis with Sea View

Bantry Bay Home with Atlantic Ocean Views

Mountain House

Beachaven Kommetjie
Weekly house rentals

Heaven on Earth

Serene Oceanview Retreat in Simon’s Town

Charming seaside house near penguin reserve

Stunning Simons Town Ocean View Cottage w Inverter

Neptune Cottage - Views of False Bay Coastline

Sapphire Sunset. Panoramic Views. Solar backup

Home in Simon's Town | Indoor fireplace | Outdoor

Chic Heritage Hideaway near the penguins
Private house rentals

Tranquil waterside retreat

Brickhouse

Baxter House on Boulders Beach.

PingusHouse in Simons Town, Private Pool & Garden

‘By The Sea’ - Ocean Edge in Kalk Bay

Cheerful ocean villa -great inside outside living!

Moya Vista

Nightjar cottage
When is the best time to visit Simon's Town?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $227 SGD | $208 SGD | $195 SGD | $159 SGD | $157 SGD | $139 SGD | $147 SGD | $152 SGD | $155 SGD | $170 SGD | $169 SGD | $246 SGD |
| Avg. temp | 22°C | 22°C | 21°C | 18°C | 15°C | 13°C | 13°C | 13°C | 15°C | 17°C | 19°C | 21°C |
Destinations to explore
- Private suite rentals Simon's Town
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- Rentals with a patio Simon's Town
- Rentals with a beach view Simon's Town
- Pet-friendly rentals Simon's Town
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- Rentals with breakfast Simon's Town
- Rentals with a firepit Simon's Town
- Rentals with a fireplace Simon's Town
- Beachfront rentals Simon's Town
- Family-friendly rentals Simon's Town
- Rentals with outdoor seating Simon's Town
- Rentals with beach access Simon's Town
- Villa rentals Simon's Town
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- House rentals Cape Town
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- Cbd
- Cape Town Stadium
- Fish Hoek Beach
- Bloubergstrand Beach
- V & A Waterfront
- GrandWest Casino and Entertainment World
- Muizenberg Beach
- Glencairn Beach
- Green Point Park
- Boulders Beach
- Long Beach
- Cape Town International Convention Centre
- Clifton 4th
- St James Beach
- Hout Bay Beach
- Stellenbosch University
- District Six Museum
- Babylonstoren
- Noordhoek Beach
- Tyger Waterfront Apartments Deck
- Jonkershoek Nature Reserve
- Big Bay Beach
- Cavalli Estate
- Newlands Forest





