Vacation rentals with a pool in Simon's Town

+ Sunset Villa for 2 (Apartment) +

This is the most beautiful village I have been to. And this is the house with the most beautiful position in this village. 5mins walk to the beach. Slightly higher positioned, to have the most amazing views of the ocean and mountains. The apartment was recently renovated with complete new furniture, you will love it! You are close to everything: Cape Point national park, a handful of beautiful cafés/restaurants within walking distance, a beautiful mountain side, wildlife & the penguin colony.

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.

Amazing home on the beach in Klein Slangkop

Modern wood and glass home with solar-heated pool on the beach in Klein Slangkop private security estate. Step from the front deck onto beautiful beach sand and direct access to some of the most pristine beaches in the Cape. Breathtaking views. Great surfing. Nature. Stunning sunsets. Situated on the west coast of the Peninsular 50 minutes to Cape Town City Center one way and 25 mins to Cape Point gate the other way. Noordhoek beach is to the right and Long Beach to the left of the house.

"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.

Boulders seaside home with pool and views!

Coppers is just 100m to the entrance to Boulders Beach. The enormous deck lends itself to entertaining with uninterrupted views over Boulders and False Bay. With views from every bedroom, sunrise is not to be missed, nor the night skies and moonlit water. From Simonstown scan 180 degrees around False Bay to Hangklip and the southern ocean swells and fishing boats coming in from Cape Point. Walk across the golf course before the tourists arrive and swim at Windmill Beach.

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

28 Break-Away, Castle Rock Cape Town Luxury Villa

Located in the Castle Rock marine nature reserve just past Miller’s Point in False Bay. This beautiful seaside home boasts the best of luxury living, giving you a direct connection with the ocean. Peace and tranquility are in abundance as the ocean caresses every space in the house with her sounds , smells and sights. There is a local baboon troop in the area . please be vigilant.

Boulders Beach,Honeymoon suite, Panoramic Sea View

This is our 'Honeymoon Suite'! It has stunning 180 degree views across False Bay, and a fabulous sunny deck with barbeque facilities. Lie in your King size bed and watch the waves! Fitted with all essentials, kitchenette, dining area and large walk in shower. It has a private entrance, and access to a shared pool. Watch the Penguins from the deck!