Family-friendly holiday rentals in Simon&#x27;s Town

4.92 out of 5 average rating, 293 reviews

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

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)

5.0 out of 5 average rating, 129 reviews

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.

Flat in Glencairn

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.

4.95 out of 5 average rating, 106 reviews

Villa in Simon's Town

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

4.92 out of 5 average rating, 288 reviews

Villa in Simon's Town

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.

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.

4.89 out of 5 average rating, 166 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.

4.95 out of 5 average rating, 102 reviews

A charming cottage with a dual-level design is framed by vibrant pink flowering plants and lush greenery. The white exterior is complemented by wooden shutters, and the balcony features white railings that overlook the entrance. The mountain backdrop adds to the serene setting.

Cottage in Simon's Town

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.

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.

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.

4.95 out of 5 average rating, 195 reviews

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 Cape Town

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.

4.86 out of 5 average rating, 331 reviews

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

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.

4.97 out of 5 average rating, 199 reviews

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

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.

Superhost

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.

4.81 out of 5 average rating, 273 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. 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!

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.