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Family-friendly holiday rentals in Simon's Town

Find and book unique family-friendly homes on Airbnb

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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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, 187 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 of this historic Simon's Town.

Top guest favourite
A balcony provides an unobstructed view of the sea and coastline, with clear blue waters stretching into the horizon. The surrounding greenery frames the scenery, while the homes below are visible, showcasing a mix of roofs and vegetation.
Guest suite in Simon's Town
4.99 out of 5 average rating, 302 reviews

FROGGIES - self contained - 2 bedroom - seaview

The accommodation is self-contained and has a stunning sea-view. The main bedroom leads to a patio with full table and chairs. Two single beds in the second bedroom. The lounge has a flat screen TV with Netflix and You Tube. Fully fitted self catering kitchen, with eye-level oven and microwave. Separate private entrance, only 5/10 minutes walk from the beach and close to the penguin sanctuary. Our nearest shops and restuarants are in Simons Town about 4 klm away. Own transport is reccommended.

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, 246 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
A rustic cottage is nestled among vibrant, blooming flora, featuring distinct red and yellow flowers. Sunlight casts a warm glow on the stone path leading up to the cottage, which is surrounded by lush greenery and towering mountain scenery in the background.
Cottage in Simon's Town
4.9 out of 5 average rating, 238 reviews

Cape Point Mountain Getaway - Cottage

This is one of Cape Town's environmental and historic treasures. It is a candle-lit hideaway with stunning views of mountain and sea. The Cottage is completely off grid, with fresh water coming off the mountain and energy from the sun. The cottage is built from local materials - stone walls, reed ceilings, blue gum supports. There are glass doors and windows throughout the cottage. The cottage has a beautiful open-plan bedroom and bathroom. The bathroom includes a tub, a toilet and a basin.

Top guest favourite
A bright living area is visible, featuring a dark ottoman and large French doors that open to a patio with ocean views. A white chair is positioned nearby, and greenery can be seen through the open doors, enhancing the spacious feel of the room.
Flat in Simon's Town
4.99 out of 5 average rating, 109 reviews

Plumbago Cottage

A beautiful , separate entrance flatlet with magnificent views of the ocean over False Bay. Spacious, light and stylish , with quirky touches to make you feel at home. Situated within walking distance of beautiful beaches .We are a 10 minute walk to the Boulders Beach penguin colony and 20 minutes walk from restaurants and historical sites in Simon's Town .The flatlet is attached to our home yet totally private with own entrance via a pathway flanked by plumbago and views of the mountain.

Top guest favourite
A spacious studio room features a queen bed, accented by bedside wall lights. A dining area for two is positioned nearby, along with a comfortable armchair. A vibrant artwork adorns the wall, enhancing the neutral tones of the decor, while natural light fills the space.
Guest suite in Simon's Town
4.94 out of 5 average rating, 108 reviews

Spacious poolside Studio

Glencairn, tucked away between Fish Hoek and Simons Town you will find Sea Holly. With decor inspired by the blue mussel shell makes for a tranquil setting. A super practical linear kitchen with a cute dinning area. A Queen bed flanked by wall lights opening up the space on the bedside tables. The arm chairs are great for relaxing after a fun filled day. Attractions: Glencairn beach and Tidal pool only 7min walk, amazing local restaurants and shops with fresh produce and chemist 5min walk.

Top guest favourite
An exclusive balcony offers breathtaking views of the ocean and mountains. Two white Adirondack chairs sit at the edge, overlooking a vibrant landscape with the coastline visible below. Planters with greenery line the balcony, enhancing the outdoor space.
Flat in Simon's Town
4.92 out of 5 average rating, 402 reviews

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

ONLY TWO PEOPLE ALLOWED. Private self-catering apartment, one bedroom, one bathroom, lounge, study, kitchen, dining area and exclusive balcony. Equipped with Fridge, induction stove, pots pans, microwave. Shampoo, lotion, coffee, tea/sugar. There is a walk way to another apartment past this apartment. We are situated in picturesque Simon's Town, 45 kilos from Cape Town international airport, 4 kilos drive from the famous Boulders beach and 21 kilos from Cape Point National park.

Guest favourite
The outdoor area features a private swimming pool framed by lush greenery and vibrant pink bougainvillea. The pool reflects clear blue skies, enhancing the serene ambiance. Sunlight filters through the leaves, creating dappled patterns on the patio, which invites relaxation.
Flat in Simon's Town
4.98 out of 5 average rating, 103 reviews

Private poolside luxury studio with sea view

Wake up in Blue Skies Studio and look across your private swimming pool to see the sun rise over the ocean. This 72 square meter studio with its outdoor lifestyle has private access, parking on the property and excellent security. It is in the mountains, sheltered from the wind and walking distance from Boulders Beach and the penguins. There's lots to do, but you may not want to leave. It is a perfect haven for a short escape, longer-term retreat or the ideal “Work-from-Home” location.

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, 164 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 and with access 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
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, 302 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.

Guest favourite
A bedroom features exposed brick walls and a spacious bed with white linens. A flat-screen TV is mounted on the wall, and a small shelf holds decorative items. Natural light enters through a window with unobtrusive curtains, and a sleek mirror enhances the room's depth.
Guest suite in Fish Hoek
4.86 out of 5 average rating, 111 reviews

The Carved Rock-Entire studio

With it's contemporary design, rock-rustic features incorporated with stunning elevated views of the Fish Hoek area and modern amenities, the Carved rock provides a tranquil, earthy grounding sensation that brings about comfort and relaxation to all guests. Special thought had gone into the process of accommodating each guest for either business or leisure. This listing is located on a quiet secluded gravel road on a mountain and not ideal for those who demand fast conveniences.

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
4.84 out of 5 average rating, 142 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.

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$169 SGD$167 SGD$150 SGD$142 SGD$134 SGD$126 SGD$125 SGD$129 SGD$141 SGD$138 SGD$145 SGD$178 SGD
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Quick stats about holiday rentals that are family-friendly in Simon's Town

  • Total holiday rentals

    Explore 230 holiday rentals in Simon's Town

  • Nightly prices starting at

    Simon's Town holiday rentals start at $52 SGD per night before taxes and fees

  • Verified guest reviews

    Over 6,560 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

    220 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!