
Family-friendly holiday rentals in Simon's Town
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Simon's Town

Total holiday rentals
Explore 250 holiday rentals in Simon's Town

Nightly prices starting at
Simon's Town holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 7,310 verified reviews to help you choose

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

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

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

4.9 Average rating
Simon's Town stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated family-friendly rentals in Simon's Town
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Whale Cove Cottage -Oceans, Whales, Sunrises!
Our Seaside cottage must be very high up for the best views in Cape Town. The place is simple, sweet& cozy but with BBQ & veranda for summer. Endless ocean views (whales and dolphins in winter), always a cooling breeze in summer (or the famous South Easter). The cottage is perfectly located so you can escape the hustle but at the same time are close enough to all attractions that Cape Town has to offer! Please note: there are 50 stairs down to the house and read full description before booking

Glencairn Beach Bungalo
Reconnect with nature at this unforgettable escape. Surf and swim at this safe beach or snorkel in the African Kelp forest below the surface. Hike the iconic Elsie's Peak with its incredibly diverse flora and of course the stunning views of False Bay. In winter you can hear the Southern Right whales breathe on a still night or watch in awe as they breach playfully once the calving season is over. A stay at the Glencairn Beach Bungalo will revive your connection to the natural world. Soulfood.

Cape Point Mountain Getaway - Oceanside Villa
A magnificent historical home surrounded by fynbos, overlooking False Bay with stunning sea views and an imposing mountain backdrop. The villa is located in a nature conservancy. It is completely off the grid: solar energy, water from a mountain stream. This place is for people who want beauty and tranquillity and a getaway experience in a 100% environmentally friendly place right on the urban edge - 8kms from Simonstown. Fully equipped open plan kitchen, exquisite bedrooms and awesome decks.

180°SeaViews•Big Villa• Beaches•Penguins
Price include Airbnb 15.5% fee. Wake up to sweeping ocean views. Villa perched on hillside in Simon’s Town. Easy, well marked, walks to many penguin colonies, & secret wind free beaches. Chef’s kitchen fully equipped. A big balcony with big BBQ. Indoor built-in BBQ fireplace for heating areas/cooking. Gas heaters in all bedrooms. Back up Inverter & solar geyser if electricity disruption. Stable fiber& mesh system. Smart TV in bedrooms. High quality beds & linen Lots activities to suit all ages

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.

3 Bedroom Cottage in the heart of Simon’s Town
A beautiful cottage situated in the heart of historic Simon's Town. Perfect for exploring the Southern Peninsula. Watch the sunrise over False Bay from the balcony. A short walk down the historical Drostdy Steps to Jubilee Square, you will find great restaurants with idyllic views of the yacht basin. Stand-up paddle boarding, kayaking and ferries are available right there. The famous Boulders Beach with its colony of penguins is nearby, as are the beaches. Cape Point is a short drive away.

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.

Lantern Tides beach bungalow Smitswinkel Bay
This is the newest and best kitted out beach bungalow out of the 26 in the private nature reserve of Smitswinkel Bay, near Cape Point. A perfect barefoot holiday spot for reconnecting. Off grid, with solar powered fridge, gas appliances and candles and solar lamps at night. Built in braai on the deck and cozy wood stove inside. The architect-designed bungalow is spectacular with views from every angle and is beautifully decorated and kitted out. Great swimming and snorkelling!

Breathtaking Mountain & Ocean views in Simons Town
The Loft is situated in Simons Town on the Cape Peninsula, an area of incredible natural beauty & gateway to the Marine Big 5. This spacious loft apartment offers beautiful light accommodation with folding doors leading onto a large private balcony & spectacular views of False Bay. The loft includes an open plan bedroom area, sitting room, fitted kitchen & separate bathroom. Private entrance & parking & is only 5 minutes walk to Simons Town amenities, harbour & beaches close by.

Homes by the sea
Amakhaya by the sea is an entire self contained cottage with its own garden overlooking the shores of False Bay, with picturesque views, whales, penguins & seals it is the perfect place to unwind. Close by are the world renowned Boulder's Beach penguin colony; mountain climbing behind the cottage, access to deep sea fishing, diving and kayaking at Simon's Town Waterfront & Harbor; as well as scenic Cape Point Nature Reserve. Quaint coffee shops & restaurants line the streets.

The Lookout at Froggy Farm
Just a few minutes walk from the beautiful False Bay beaches, The Lookout is a mezzanine level house with breathtaking views sitting in a quiet part of Simon's Town. Next to the iconic Froggy Farm, it is just the place for a relaxing stay away from the crowds. With a dedicated work area and 100mbps fibre, it is also perfect for escaping the city yet remaining connected for a peaceful remote working experience. Ideally suited for couples or families with children.

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.
Popular amenities for Simon's Town family-friendly rentals
Family-friendly home rentals with a hot tub

The Lookout

Sunbird cottage

Watersmeet On the beach at Klein Slangkop, Kommetjie

Romantic Cape Town Cottage with Mountain Views

View, beach, comfy accommodation = Perfection
Terrace Suite - own pool, jacuzzi bath, fireplace

Shamayim Katan (Little Heaven)

Stones Throw/Haven Bay
Family- and pet-friendly home rentals

Mountain and Sea view apartment 1

Fabulous Beach House

Flamingo View

creative VIEW in coolest neighborhood kalkbay

The Lobster Pot - Simons Town Holiday Cottage

Beachball B&B

Stunning Ocean View and Sound

Shangri La in Misty Cliffs
Family-friendly home rentals with a pool

Sunny 3 Bedroom House with Mountain Views

Stylish home with sea views & pool in Scarborough

Famous Designed Home: Pool & Amazing Views

Bay View - Self Catering Apartment

"Westmore" Self-catering Holiday Flat

Penguin Apartment. Pool. Stunning sea views

28 Break-Away Castle Rock. Cape Town Luxury Villa

Spacious poolside Studio
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 | £119 | £108 | £99 | £99 | £87 | £80 | £71 | £73 | £80 | £94 | £89 | £132 |
| 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
- Rentals with breakfast Simon's Town
- Rentals with a beach view Simon's Town
- Guest house rentals Simon's Town
- Private suite rentals Simon's Town
- Villa rentals Simon's Town
- Pet-friendly rentals Simon's Town
- Rentals with pools Simon's Town
- Flat rentals Simon's Town
- Bed and breakfasts Simon's Town
- House rentals Simon's Town
- Beachfront rentals Simon's Town
- Apartment rentals Simon's Town
- Waterfront rentals Simon's Town
- Rentals with beach access Simon's Town
- Family-friendly rentals Cape Town
- Family-friendly rentals Western Cape
- Family-friendly rentals South Africa
- V & A Waterfront
- Fish Hoek Beach
- GrandWest Casino and Entertainment World
- Cape Town International Convention Centre
- Boulders Beach
- Green Point Park
- Bloubergstrand Beach
- Cape Town Stadium
- Cbd
- Glencairn Beach
- Stellenbosch University
- Muizenberg Beach
- Hout Bay Beach
- Atlantic Seaboard Community
- Clifton 4th
- Canal Walk Shopping Centre
- St James Beach
- Babylonstoren
- Noordhoek Beach
- Jonkershoek Nature Reserve
- District Six Museum
- Glen Beach
- Cavalli Estate
- Tyger Waterfront Apartments Deck





