
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.

Unbelievable Sea Views from balcony in Simonstown!
Views, Views, Views is what this beautiful, comfortable apartment offers. Uninterrupted sunrise views are out of this world! Up on a hill, fully equipped, light & bright. The balcony is enclosed with a glass sliding door, so you can sit and enjoy the view irrespective of the weather. Close enough to beaches, restaurants, shops, harbor, penguins, hikes, tidal pools, Cape Point, Kalk bay, Muizenberg & much more. (Not suitable for loud parties, we are in a complex & must consider our neighbors)

Chic Studio in Cairnside Simonstown with Sea Views
Modern, spacious, self catering apartment on mountain side overlooking False Bay, Glencairn beach and tidal pool. Facing East and enjoying spectacular sunrises over sea and mountain this two person apartment is situated near top rated restaurants, shopping malls, scenic drives and world renown tourists attractions within easy reach. Away from busy city life, this luxurious unit based in Cairnside, Simon's Town is close enough to enjoy peace and tranquility in a modern and secure environment.

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

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.

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.

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.

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.

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.

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. Twenty minutes walking distance to the village shops and restaurants. Seven to ten minutes walk to the choice of beaches and penguins. The house can accommodate 6 guests in 3 bedrooms, each with an ensuite bathroom. If you are looking for a beautiful place to relax, refresh and renew, then this is the home for you!

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

Sunbird cottage

Watersmeet On the beach at Klein Slangkop, Kommetjie

Faraway Cottage with Animal Farmyard & Hot Tub

Bungalow with spectacular views.

Shamayim Katan (Little Heaven)

Stones Throw/Haven Bay

Scarborough Beach House | Jacuzzi, Garden & Solar

The Lookout
Family- and pet-friendly home rentals

Lantern Tides beach bungalow Smitswinkel Bay

Whale Cove Cottage -Oceans, Whales, Sunrises!

Private poolside luxury studio with sea view

The Lobster Pot - Simons Town Holiday Cottage

The Lookout at Froggy Farm

Fabulous Beach House

Stunning Ocean View and Sound

Mountain and Sea view apartment 1
Family-friendly home rentals with a pool

WHALE ROCK - Pavilion Suite - A true Cape holiday!

28 Break-Away. Castle Rock Cape Town Luxury Villa

Seaside Mountain Retreat in Misty Cliffs w/ Sauna

Famous Designed Home: Pool & Amazing Views

Dream Family Villa CapeTown-StunningSeaView

Bay View - Self Catering Apartment

"Westmore" Self-catering Holiday Flat

Sea Views Oceans Echo Luxury villa
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 | £98 | £87 | £80 | £71 | £73 | £80 | £94 | £89 | £131 |
| 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
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- Fish Hoek Beach
- GrandWest Casino and Entertainment World
- Cape Town International Convention Centre
- Boulders Beach
- Green Point Park
- Bloubergstrand Beach
- Cbd
- Glencairn Beach
- Cape Town Stadium
- Hout Bay Beach
- Stellenbosch University
- Muizenberg Beach
- Atlantic Seaboard Community
- Clifton 4th
- Canal Walk Shopping Centre
- St James Beach
- Noordhoek Beach
- Jonkershoek Nature Reserve
- Glen Beach
- District Six Museum
- Cavalli Estate
- Long Beach
- Newlands Forest
- Table Mountain





