Vacation rentals in Simon's Town

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

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.

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)

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.

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.

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.

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.

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.

(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.

Dream View Studio

Dream View Studio is a dreamy 1 bedroom Misty Cliffs hideaway, located on a beautifully preserved mountainside, this studio apartment offers magical views of the Atlantic Ocean and the Baskloof Nature Reserve, perfect for those looking to relax in a private space surrounded by exquisite nature and enjoy the wide range of activities the area has to offer. A beautiful space for a sneaky weekend away or over night stays exploring the area.

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

Shamayim Katan (Little Heaven)

Welcome to our tranquil haven in the sky. Nestled at an elevated vantage point, our charming cabin presents sweeping ocean views for an exceptional Scarborough experience. Ideally located for both surfers and nature enthusiasts, this peaceful retreat is only moments away from pristine beaches and the remarkable Cape Point Nature Reserve. Drift off under a canopy of stars and awaken to the clouds at your window.