Places to stay near Glencairn Beach

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Top-rated holiday rentals near Glencairn Beach

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An open living area features comfortable outdoor seating with neutral cushions, a woven coffee table, and a barbecue grill. Large sliding doors enhance the connection with the ocean view, framed by a sun sail providing shade. The coastline and mountains create a serene backdrop.
Flat in Cape Town
4.91 out of 5 average rating, 106 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
A covered balcony showcases striped lounge chairs facing a scenic view of the beach and ocean. A small table is placed in front of the seating area, with the mountains visible in the distance under a clear blue sky.
Tiny home in Cape Town
5 out of 5 average rating, 112 reviews

Glencairn Beach Bungalo

Reconnect with nature at this unforgettable escape. Surf and swim at this safe beach or snorkel in the African Kelp forest below the surface. Hike the iconic Elsie's Peak with its incredibly diverse flora and of course the stunning views of False Bay. In winter you can hear the Southern Right whales breathe on a still night or watch in awe as they breach playfully once the calving season is over. A stay at the Glencairn Beach Bungalo will revive your connection to the natural world. Soulfood.

Top guest favourite
Villa in Simon's Town
4.91 out of 5 average rating, 281 reviews

Cape Point Mountain Getaway - 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.

Top 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 Cape Town
4.92 out of 5 average rating, 180 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 terrace showcases a wooden pergola against a backdrop of expansive ocean views. The space features a wooden dining table with chairs and potted plants. Sunlight casts linear shadows on the ground, enhancing the serene setting.
Flat in Cape Town
4.97 out of 5 average rating, 143 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.

Top guest favourite
A spacious living area features large glass doors that provide stunning views of the sea. A fireplace stands in one corner, while a dining table and chairs occupy the center. Natural light fills the room, complemented by a mix of modern and rustic decor.
Home in Cape Town
4.98 out of 5 average rating, 106 reviews

Misty Cliffs Work and Surf

Stay here and enjoy stunning sea views, peaceful nature and a refined yet homely interior. Watch glowing sunsets or passing whales and dolphins and the romantic mist over the cliffs with the sound of waves as your constant backdrop. Relax by the fireplace in the spacious double‑storey lounge, cook in the fully equipped open‑plan kitchen and work with fast fibre and a “ready‑to‑plug‑in” office setup. Please do read the important info about steep stairs to the house and additional points below.

Top guest favourite
A retreat-style deck overlooks the ocean, featuring a detailed swimming pool surrounded by tropical plants. Sun loungers and a small table are positioned nearby, inviting relaxation and enjoying seaside views. Waves gently lap at the shore, enhancing the serene atmosphere.
Home in Cape Town
4.99 out of 5 average rating, 167 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.

Top guest favourite
An outdoor dining area features a large wooden table surrounded by six matching chairs. The view overlooks the coastline with gentle waves, framed by the distant mountains and a clear sky. Potted plants add a touch of greenery to the serene setting.
Home in Cape Town
4.95 out of 5 average rating, 195 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 favourite
A bright living area showcases large windows providing expansive ocean views with the sunlight streaming through. Cozy seating includes a white sofa and two wicker chairs set around a wooden coffee table. A natural fiber rug enhances the inviting ambiance, complementing the serene coastal setting.
Home in Cape Town
4.91 out of 5 average rating, 215 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.

Top guest favourite
An open balcony features a large outdoor dining table and lounging chairs. The spacious studio is visible through large glass doors that slide open, revealing modern furnishings and a panoramic view of the surrounding greenery and mountains.
Flat in Cape Town
4.93 out of 5 average rating, 442 reviews

Endless Views & Privacy

Our studio apartment opens up onto a 40sq meter balcony with a panoramic view of the Hout Bay Valley and the Helderberg mountains beyond. Large sliding doors disappear into the walls creating an unimpeded indoor/outdoor flow while the elevated position protects your privacy. The open plan bathroom faces onto an enclosed secret garden which includes a frame-less glass shower. The unit has a fully equipped kitchenette and is serviced daily except weekends and public holidays.

Top guest favourite
Home in Cape Town
4.93 out of 5 average rating, 124 reviews

Whale-watching from the Comfort of your Armchair!

Our Rockery is something special! It has been recently built from stone found on the property. Watch spectacular sunrises over False Bay and the beach and tidal pool are a short walk away. Lovely and cosy in winter as well, with a wood-burning stove. The Rockery apartment consists of an open plan living room and kitchen leading out onto a wooden deck and two en suite bedrooms. There is secure off-street parking for one car and a braai area with a view.

Top guest favourite
A private patio offers sweeping views of the ocean and surrounding landscape. Light-colored outdoor furniture provides a comfortable space for relaxation. The horizon showcases a clear blue sky, extending above the tranquil water, while the distant coastal town is visible beneath the hills.
Flat in Cape Town
4.97 out of 5 average rating, 503 reviews

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

ONLY TWO PEOPLE ALLOWED. Private self-catering apartment with one bedroom and on suite bathroom, open plan lounge, kitchen and dining area. Fridge/freezer, induction stove and microwave oven. Complementary shampoo, body lotion, coffee, tea sugar and biscuits. Own Patio. We are situated in picturesque Simon's town, home of the SA navy, 10 minutes drive from the famous Boulders beach, where the African Penguins swim among bathers in the sheltered beach.

Popular amenities for holiday rentals near Glencairn Beach