Beachfront holiday rental in Simon's Town

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Top-rated beachfront accommodation in Simon's Town

Guests agree: These beachfront homes are highly rated for location, cleanliness and more.

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Guest favourite
Tiny home in Hout Bay
4.85 out of 5 average rating, 279 reviews

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

Guest favourite
Apartment in Simon's Town
4.98 out of 5 average rating, 123 reviews

"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.

Top Guest favourite
Apartment in Kalk Bay
4.99 out of 5 average rating, 141 reviews

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.

Top Guest favourite
Cottage in Simon's Town
4.9 out of 5 average rating, 233 reviews

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.

Guest favourite
Home in Kommetjie
4.93 out of 5 average rating, 122 reviews

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.

Top Guest favourite
Condo in Kalk Bay
4.95 out of 5 average rating, 110 reviews

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.

Guest favourite
Home in Misty Cliffs
4.99 out of 5 average rating, 146 reviews

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.

Top Guest favourite
Guest suite in Simon's Town
4.94 out of 5 average rating, 108 reviews

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.

Guest favourite
Bungalow in Cape Town
4.94 out of 5 average rating, 183 reviews

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!

Guest favourite
Home in Saint James
4.93 out of 5 average rating, 114 reviews

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.

Top Guest favourite
Home in Misty Cliffs
4.92 out of 5 average rating, 198 reviews

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.

Guest favourite
Loft in Scarborough
4.91 out of 5 average rating, 163 reviews

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.

Popular amenities for Simon's Town beachfront rentals

Quick stats about beachfront rentals in Simon's Town

  • Total rentals

    60 properties

  • Nightly prices starting at

    $17 NZD before taxes and fees

  • Total number of reviews

    2.9K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace