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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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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, 141 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
Villa in Simon's Town
4.92 out of 5 average rating, 285 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
A spacious living area features large windows offering views of the ocean. A round wooden table sits center, complemented by a decorative bowl. A chandelier hangs above, while blue and white patterned armchairs provide seating. The room is enhanced by soft lighting from the curtains.
Flat in Fish Hoek
4.92 out of 5 average rating, 186 reviews

Apartment with panoramic ocean and mountain views

A minute walk from the beach, this space is ideal for you to recharge and reset. Grab a bit to eat in the picturesque fishing village of Kalk Bay before taking a sunset stroll along the catwalk. With no shortage of activities from a round of golf at the Clovelly Golf Course, spying on the penguins residing at Boulder’s Beach as they go about their business to catching a wave at Muizenberg surfer’s corner. You are perfectly located to take advantage of all the Southern Penisula has to offer.

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, 168 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
The exterior of a modern home features a pool surrounded by a wooden deck, with a view of the ocean in the background. Large windows reflect sunlight, and various potted plants add a touch of greenery. Clear skies and sailboats can be seen on the tranquil water.
Home in Simon's Town
4.92 out of 5 average rating, 119 reviews

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.

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, 216 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.

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 cozy sleeping area features a comfortable double bed with soft linens and two bedside lamps for soft illumination. Artwork adorns the walls, and a small desk is positioned nearby. A window allows natural light to fill the space, with garden views visible outside.
Flat in Simon's Town
4.89 out of 5 average rating, 349 reviews

Swim (and walk) with the penguins

Walk to safe swimming beaches and to the penguins in 3 minutes, or wander into historic Simonstown village. Our guest suite is small (6m X 2m), but offers everything you need, plus a view of the sea: wi-fi, a comfortable double bed, the means to make breakfast, place to eat or check emails – and privacy from the main house. It has a separate entrance and a private bathroom. A small garden for your exclusive use offers a table, chairs and Weber.

Top guest favourite
A tranquil outdoor space features a pool with clear water, surrounded by stone tiles. Two sun loungers are positioned near the edge, offering a view of the nearby mountain and bay. Natural light enhances the serene atmosphere, with greenery framing the area.
Villa in Simon's Town
4.84 out of 5 average rating, 209 reviews

180• Sea Views from a Hillside Villa, Solar Power

180 degree fantastic view of False bay Guests have access to all area's of the house If a guest needs any help or information I am there to assist The house is in a quiet, safe, and beautiful area surrounded by beaches. Penguin Beach is five minutes away, and the excellent Lighthouse restaurant in Simonstown is a must-do. Trendy Kalk Bay is a 10-minute drive, and has shops and restaurants. The train is a 10minute walk

Popular amenities for Simon's Town family-friendly rentals

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

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$208 SGD$189 SGD$173 SGD$141 SGD$133 SGD$125 SGD$124 SGD$128 SGD$140 SGD$164 SGD$155 SGD$230 SGD
Avg. temp22°C22°C21°C18°C15°C13°C13°C13°C15°C17°C19°C21°C

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 $52 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!