Family-friendly vacation rentals in Simon's Town

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Top-rated family-friendly rentals in Simon's Town

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Top guest favorite

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, 180 reviews

Amakhaya 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 favorite

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, 289 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 favorite

A modern apartment interior is visible with large windows offering a view of the ocean. A spacious bed is adorned with colorful pillows. A small dining area contains a table and chairs, and a cozy seating arrangement features two wicker chairs near the window.

Apartment in Glencairn

5 out of 5 average rating, 114 reviews

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.

Top guest favorite

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.

Apartment in Simon's Town

4.92 out of 5 average rating, 228 reviews

Unbelievable Sea Views from balcony in Simonstown!

Views, Views, Views is what this beautiful, comfortable apartment offers. The uninterrupted sunrise views are out of this world! Fully equipped, spacious, light & bright. Being high up, this holiday apartment gives a feeling of space. 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-surfers corner and so much more.

Guest favorite

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, 228 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.

Guest favorite

A clear view of the private pool is framed by large glass windows, showcasing its inviting turquoise water. Surrounding greenery and the ocean can be seen in the background, creating a serene atmosphere, with sunlight reflecting off the water's surface.

Apartment in Simon's Town

4.92 out of 5 average rating, 128 reviews

Whale Rock Apartment. A true Cape Town holiday.

WHALE ROCK Apartment is named after the imposing granite boulder standing in the ocean below, where "My Octopus Teacher" was filmed. A stunning patio provides your entrance, and your pool deck leads off the patio. Views across False Bay can be enjoyed from every angle. While being able to enjoy the beautiful accommodation, guests will also be within walking distance of world famous beaches, as well as being a short drive away from Cape Point, and from the quaint centre of Simons Town.

Top guest favorite

A dining table with several chairs is positioned on a deck, overlooking a calm bay. In the distance, mountains are visible along the shoreline, while a singular ship floats on the water. The scene is bathed in soft light, suggesting dawn or dusk.

Home in Glencairn

4.94 out of 5 average rating, 180 reviews

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.

Guest favorite

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

4.92 out of 5 average rating, 155 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 favorite

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, 295 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 favorite

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, 134 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 favorite

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.

Apartment in Simon's Town

4.88 out of 5 average rating, 312 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.

Guest favorite

An elevated view from the sun deck showcases sweeping ocean vistas, framed by gentle mountain contours. The wooden deck is complemented by greenery, enhancing the serene atmosphere. The clear sky allows for ample natural light, creating an inviting outdoor space for relaxation.

Home in Simon's Town

4.81 out of 5 average rating, 242 reviews

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. Walking distance to the village and a choice of beaches. If you are looking for a beautiful and quiet place to relax, refresh and renew, then this is the home for you! Regret no parties or excessive drinking. No smoking. Noize needs to be controlled as it is a quiet neighbourhood with permanent residents.