
House holiday rentals in Simon's Town
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Top-rated house rentals in Simon's Town
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Misty Cliffs Work and Surf
Please inquire for available dates! Enjoy stunning sea views, peaceful nature and a refined yet homely interior. Watch glowing sunsets or whales and dolphins and the romantic mist over the cliffs with the sound of waves as your constant backdrop. Relax by the fireplace in the spacious double‑storey lounge, cook in the fully equipped open‑plan kitchen and work with fast fibre and a “ready‑to‑plug‑in” office setup. Please do read the info about steep stairs to the house + additional points below.

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.

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.

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.

Enjoy sea-front sunrises, sea-life and cosy fires
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.

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.

Shangri La in Misty Cliffs
Shanglira is set on 3 levels with 4 bedrooms and 4 bathrooms ! The fourth bedroom and bathroom being a separate flatlet ! Pool decks , sunsets , barbecues etc are what you want here! Fully equipped kitchen with coffee machines washing machine tumble dryer dishwasher ! Bathrooms all have shower gels etc for you also free unlimited purified water! Pl remember we have doggie beds as well xx NO pets live on the property! But yours are welcome
Popular amenities for house rentals in Simon's Town
House rentals with a pool

The Lookout

Villa Ondine: Cape Town Beach House

Honeymoon Lighthouse Cottage - sea view, pool, BBQ

Dream Family Villa CapeTown-StunningSeaView

Glen Beach Penthouse A on Glen Beach in Camps Bay

Peaceful Green Oasis with Sea View

Ocean Song | Seafront Escape with Epic Views!

Bantry Bay Home with Atlantic Ocean Views
Weekly house rentals

Fabulous Beach House

Glen Eden garden cottage with seaview patio.

Serene Oceanview Retreat in Simon’s Town

Spacious family home | 5-min stroll to the beach

180 Ocean view • Penguins * Whale view • Fireplace

Chic Heritage Hideaway near the penguins

Central Simons Town Cottage

Villa Seaforth - Luxury by the sea
Private house rentals

Heaven on Earth

Charming seaside house near penguin reserve

‘By The Sea’ - Ocean Edge in Kalk Bay

Stunning Simons Town Ocean View Cottage w Inverter

Sapphire Sunset. Panoramic Views. Solar backup

Home in Simon's Town | Indoor fireplace | Outdoor

Noordhoek Hideaway

Luxe Retreat in Simons Town with a Pool
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 | $226 SGD | $207 SGD | $194 SGD | $158 SGD | $157 SGD | $139 SGD | $146 SGD | $151 SGD | $154 SGD | $169 SGD | $168 SGD | $245 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 |
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!
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- Cbd
- Cape Town Stadium
- Bloubergstrand Beach
- Fish Hoek Beach
- V & A Waterfront
- GrandWest Casino and Entertainment World
- Muizenberg Beach
- Glencairn Beach
- Green Point Park
- Long Beach
- Boulders Beach
- Cape Town International Convention Centre
- Clifton 4th
- St James Beach
- Hout Bay Beach
- Stellenbosch University
- Babylonstoren
- District Six Museum
- Noordhoek Beach
- Tyger Waterfront Apartments Deck
- Jonkershoek Nature Reserve
- Cavalli Estate
- Glen Beach
- Mojo Market





