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. Off 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

"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.

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.

Stones Throw/Haven Bay

Many rave reviews & happy tenants... this stunning secure apartment with uninterrupted views over Kalk Bay Harbour and False Bay. Situated in the charming Majestic village close to a great selection of restaurants and coffee shops.. We also boast some of the worlds best beaches, a number of child-friendly tidal pools and numerous hiking trails - all within walking distance. The spacious and elegant rooms will enchant. Top floor, lift access and communal pool & gym with with 24 hour security!

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.

Sunset Apartment, Arum Place Kommetjie Beach House

Sunset Apartment is a stunning beach retreat in Kommetjie, nestled in a serene cul-de-sac. This beautifully furnished getaway offers everything you could desire—air-conditioning, a covered deck, and breathtaking ocean and mountain views. Just steps away from the beach, the soothing sound of crashing waves can be enjoyed from the balcony and bedrooms. It’s the perfect escape for couples seeking a romantic getaway, with a seamless power backup system ensuring comfort even during load shedding.

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.

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.

Magnificent Clifton Retreat with Unparalleled Ocean Views

A perfect haven for couples or individuals seeking a holiday that will be truly memorable. Ezulwini is set in central Clifton, an exclusive area 5 minutes from Town and the V&A Waterfront. The apartment offers unrivalled sea and beach views. The interior is flooded with natural light, beautifully curated in a rich beachside palette of sandy hues with a touch of something nautical. Safety wise, the apartment is a lock up and go and there is battery Back with solar to deal with load shedding.

The Lobster Pot - Simons Town Holiday Cottage

The Lobster Pot is an old family cottage that has been the location of many a memorable holidays down at the sea, snorkeling in the marine reserve, paddling around the rocky islands and going for hikes up the mountain. The Lobster Pot is a cosy little wooden cottage that is perfect for summer and winter, boasting beautiful views of False Bay and surrounding Cape point vista. The Lobster Pot is 5 Km out of Simonstown, between Bolders beach,penguin colony, and Cape Point. Come make memories!

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+Solar

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.