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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 240 holiday rentals in Simon's Town

  • Nightly prices starting at

    Simon's Town holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 6,980 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 20 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

    230 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.

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Guest favourite
A well-maintained garden area surrounds a brick firepit with wooden benches. Sunbeds are positioned nearby, and a covered seating area is visible, creating a relaxed outdoor environment. Clear skies provide ample light, enhancing the inviting space for gatherings.
Farm stay in Noordhoek
4.94 out of 5 average rating, 140 reviews

Faraway Cottage with Animal Farmyard & Hot Tub

Situated on a unique 5-acre family property, this cottage is perfect for a couple/small family. Main bedroom (King) with desk, kids bedroom (with double + 3/4 bunk bed), campcot on request, 1 bathroom with shower + bath, TV room & open-plan kitchen/lounge/dining & fireplace. A tranquil outdoor setting with hot tub, firepit, trampoline & astro football pitch/tennis court. Horses, pigs, dwarf goats, bunnies, family dogs & cats make Camp Faraway a true paradise for families who love space & nature.

Superhost
An open living area features sliding glass doors that lead to a patio with a scenic view of the ocean. A playful sun sail provides shade, while a lounge chair and a unique outdoor game surface enhance the relaxing atmosphere.
Flat in Glencairn
4.91 out of 5 average rating, 108 reviews

The Lookout - dream, hide, explore!

Calling all explorers, dreamers and creatives! Come for a quick retreat or stay to write that book. The lookout was built by owner Rob himself over ten years. There is thought and love behind every little detail. The house isn't perfect, there is raw wood, some things aren't finished, the furniture is vintage and may appear worn but if you look past that, you will find that everything there has its own story and that this house is made for the big things: sunrises, ocean dreaming and full-moons

Top guest favourite
An enclosed balcony features a round table set for two, surrounded by white chairs. A stunning view of the ocean and distant mountains is visible through the glass sliding door, with soft hues of orange and pink from the sunset casting a warm glow.
Flat in Simon's Town
4.93 out of 5 average rating, 286 reviews

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)

Top guest favourite
Villa in Simon's Town
4.92 out of 5 average rating, 284 reviews

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.

Guest favourite
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, 163 reviews

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.

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, 167 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
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, 215 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
Large windows with modern frames provide stunning views of the water and mountains. A cozy seating area features a light-colored sofa adorned with soft cushions, while a small table is decorated with a plant and a vase of flowers, adding a touch of nature to the interior.
Loft in Simon's Town
4.86 out of 5 average rating, 324 reviews

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.

Top guest favourite
The open-plan living area features large windows allowing natural light to fill the space. A comfortable sofa arrangement includes cushions in soft colors, and a wooden coffee table centers the room. A piece of art decorates the wall, complemented by a small potted plant.
Cottage in Simon's Town
4.98 out of 5 average rating, 196 reviews

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.

Guest favourite
A serene sunset is showcased over the calm ocean, with warm orange and yellow hues blending into the horizon. Lush foliage and vibrant flowers are visible in the foreground, and a simple home can be seen in the background, nestled among the greenery.
Cottage in Simon's Town
4.91 out of 5 average rating, 201 reviews

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.

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, 173 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.

Top guest favourite
A private patio offers sweeping views of the ocean and surrounding landscape. Light-colored outdoor furniture provides a comfortable space for relaxation. The horizon showcases a clear blue sky, extending above the tranquil water, while the distant coastal town is visible beneath the hills.
Flat in Cape Town
4.97 out of 5 average rating, 505 reviews

(1 ) Sun Sea Sleep - Simon's Town, Cape Town

ONLY TWO PEOPLE ALLOWED. Private self-catering apartment with one bedroom and on suite bathroom, open plan lounge, kitchen and dining area. Fridge/freezer, induction stove and microwave oven. Complementary shampoo, body lotion, coffee, tea sugar and biscuits. Own Patio. We are situated in picturesque Simon's town, home of the SA navy, 10 minutes drive from the famous Boulders beach, where the African Penguins swim among bathers in the sheltered beach.

Popular amenities for Simon's Town family-friendly rentals

When is the best time to visit Simon's Town?

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Avg. price$206 SGD$187 SGD$172 SGD$140 SGD$132 SGD$124 SGD$123 SGD$127 SGD$138 SGD$163 SGD$154 SGD$228 SGD
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