Beachfront vacation rentals in Simon's Town

The Reservoir Pod, Cyphia Close Cabins, Hout Bay

Stay at Cyphia Close Cabins in Hout Bay, in a unique, micro wooden cabin with magnificent outdoor spaces, sea & mountain views, surrounded by beaches & sanddunes while still close to town/CBD Features a queen sized bed, en suite bathroom, kitchen, work-from-home, deck & open firepit. On street parking Internet: upto 500MB down/200M up. Loadshedding backup Not secluded; we have other cabins & animals onsite Really small & no space for large luggage. Good for a few nights and limited cooking

5newkings: take a break, relax, explore!

This luxury, secure apartment is situated in the fully refurbished New Kings Hotel (dating back to 1882) within the prestigious Majestic Village and in the heart of Kalk Bay. It boasts beautiful furnishings ,with uninterrupted sea and quaint harbour views and is a short walk from multiple popular destinations like Dangers Beach and Dalebrook Tidal Pool, surf spots, art galleries, and iconic restaurants. There is no better place from which to relax and explore this beloved Cape fishing village.

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.

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.

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.

The Lookout

Although there is no direct road access, the views from the house are exceptional. Parking on Boyes Dr or Capri Rd. A modern, casual two-storey house in St James with panoramic views of False Bay. Enjoy close proximity to Danger Beach, surf spots and the St James & Dalebrook tidal pools. Walk from the house up the mountain or to Kalk Bay harbour, shops & restaurants - or stay at home and enjoy the pool, hot tub & fireplaces. It is private and secluded, ideal for those seeking a getaway.

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.

Scarborough Loft

The Scarborough Loft is a stylish, light-filled self-catering apartment with breathtaking sea and mountain views. Ideal for a couple and one child, it features a queen bed and a cozy 3/4 bed in a den. The kitchen is fully equipped with Smeg and Siemens appliances, plus fiber internet and backup battery. Enjoy two balconies—one facing the ocean, the other the mountains, with stunning views throughout. Beaches, restaurants, and hiking trails are all within a short walk.