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

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.

4.98 out of 5 average rating, 183 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.

Guest suite in Simon's Town

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.

4.99 out of 5 average rating, 291 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.

5 out of 5 average rating, 114 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.

Apartment 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.

Apartment in Simon's Town

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.

4.92 out of 5 average rating, 235 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.

Apartment in Simon's Town

4.98 out of 5 average rating, 122 reviews

"Seaside Serenity : Ocean Views, Relaxing Retreat"

Escape to our modern self-catering apartment with direct ocean views, a serene atmosphere, meticulous cleanliness, and ample natural light which create the perfect soothing retreat. Take a leisurely 15-minute stroll to unwind on Glencairn Beach or explore the eclectic charm of Kalk Bay with its bohemian vibes and abundant dining and shopping options. Immerse yourself in Simons Town's rich history at the Naval Museum and Arts and Crafts stores. Don't miss the adorable penguins at Boulders Beach.

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.

4.9 out of 5 average rating, 231 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.

4.93 out of 5 average rating, 177 reviews

The dining area is highlighted by a natural wood table surrounded by wooden chairs. A decorative bowl sits at the center, while large sliding glass doors reveal a stunning view of the valley and mountains. Natural light fills the space, enhancing the inviting atmosphere.

Guest suite in Fish Hoek

Mount Pleasant

Self-catering Fish Hoek mountainside flatlet with valley view, private entrance, and off-street parking. Fitted kitchen with microwave, stove, mini-oven, and fridge. Tiled floors with modern bathroom. Double bed, dining and lounge area with DSTV, WiFi and work desk. Outside balcony overlooking Clovelly Ridge. Undercover area to braai or relax. UPS to power WiFi during load shedding. Ten-minute walk to Fish Hoek beach and shops, or a short hike up Elsie's Peak (TMNP) with a 360 deg view.

Guest suite in Simon's Town

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.

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.

A view of False Bay is captured, featuring gently rippling water reflecting soft orange and pink hues from the sky. Small boats are visible in the water, and the surrounding landscape includes buildings and foliage, offering a serene coastal atmosphere.

4.96 out of 5 average rating, 113 reviews

"Westmore" Self-catering Holiday Flat

Visit historic Simon's Town, a very special community in the southern end of Cape Town which boasts a thriving colony of African Penguins. We offer a beautiful self-contained apartment. It is within walking distance of the beach and the town center, including False Bay Yacht Club, for access to restaurants and quirky shops. You will have sweeping views over False Bay in your own private space. The outdoor entertainment area has a large pool and fireplace to enjoy the Cape evenings.

4.91 out of 5 average rating, 160 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.

4.86 out of 5 average rating, 296 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.