Vacation rentals with outdoor seating in Simon's Town

"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.

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.

Kalk Bay Hamster House

A beautiful one-bedroom apartment in the picturesque town of Kalk Bay. An amazing space if you are on holiday or a business trip. Situated 25m from the main road and walking distance from many delicious restaurants. This apartment has its own fully functioning kitchen with everything you will need to cook up a storm or you could order food and sit by the fire for an evening in. It also has its own private courtyard with shutter doors that can be opened all the way to invite the outside in.

Private poolside luxury studio with sea view

Wake up in Blue Skies Studio and look across your private swimming pool to see the sun rise over the ocean. This 72 square meter studio with its outdoor lifestyle has private access, parking on the property and excellent security. It is in the mountains, sheltered from the wind and walking distance from Boulders Beach and the penguins. There's lots to do, but you may not want to leave. It is a perfect haven for a short escape, longer-term retreat or the ideal “Work-from-Home” location.

"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.

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.

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.

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