Waterfront holiday rentals in Simon's Town

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Simon's Town

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Cottage in Fish Hoek

4.86 out of 5 average rating, 312 reviews

Whale Cove Cottage -Oceans, Whales, Sunrises

Our Seaside cottage must be very high up for the best views in Cape Town. The place is simple, sweet& cozy but with BBQ & veranda for summer. Endless ocean views (whales and dolphins in winter), always a cooling breeze in summer (or the famous South Easter). The cottage is perfectly located so you can escape the hustle but at the same time are close enough to all attractions that Cape Town has to offer! Please note: there are 50 stairs down to the house and read full description before booking

Guest favourite

Flat in Glencairn

4.98 out of 5 average rating, 112 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

Guest suite in Kalk Bay

4.9 out of 5 average rating, 217 reviews

Spectacular sea views in quaint Kalk Bay

The sea views from our airbnb suite (2 bedrooms and a lounge) are fabulous. Behind us is the mountain reserve and in front lies the wide expanse of False Bay. Down below on the rocks is a natural tidal pool, safe for swimming. We are close to Kalk Bay fishing harbour, the quaint Kalk Bay village, several other tidal pools (perfect for cold swimmers!) and Fishhoek & Muizenberg beaches. We have newly renovated and enlarged our Airbnb space which is now separate from our living space and private.

Top guest favourite

Flat in Kalk Bay

4.99 out of 5 average rating, 139 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.

Guest favourite

Home in Kommetjie

4.94 out of 5 average rating, 116 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.

Guest favourite

Apartment in Kalk Bay

4.95 out of 5 average rating, 106 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.

Top guest favourite

Guest house in Noordhoek

4.96 out of 5 average rating, 195 reviews

Sea Holly Cottage in Noordhoek

Sea Holly cottage is located 2 minutes walk from the 6km long, white sands of Noordhoek beach on the Cape Peninsula, and within 2km of a range of acclaimed pubs and restaurants. Cape Town city centre, with its renowned V&A Waterfront, shops, theatres and Table Mountain cableway is a mere 45 minute drive away, while the multiple attractions of the southern peninsula such as Boulders Beach penguins, historic Simon's Town and the Cape Point National Park all lie within a scenic one hour drive.

Top guest favourite

Villa

4.99 out of 5 average rating, 167 reviews

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.

Guest favourite

Bungalow in Cape Town

4.94 out of 5 average rating, 177 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!

Top guest favourite

Flat in Kalk Bay

4.94 out of 5 average rating, 201 reviews

Windsor House

Windsor House, recently restored by Genevieve and Peter, on the first floor of the building, is an exquisite 19th century apartment situated in the absolute heart of Kalk Bay village, overlooking the lively and historic Kalk Bay Harbour. With grand views across the azure sea of False Bay to the magnificent Hottentots Holland mountain range, Windsor House is a treat. We have just added a strong inverter and batteries to the establishment. This provides power back up during load shedding.

Guest favourite

Flat in Simon's Town

4.98 out of 5 average rating, 102 reviews

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.

Guest favourite

Flat in Glencairn

4.94 out of 5 average rating, 320 reviews

Upmarket Beach Road sea views cozy gem

DIRECTLY ON BEACH ROAD (can be noisy). Incredible unobstructed ocean views. Fresh sea air beach-front aromas. Airconditioned. Private off-street parking. 100% cotton linen. Superb comfy bed. Dishwasher. Free internet. Big screen TV. Open-plan mini Lounge, Kitchenette, large fridge/Freezer. Dishwasher. Induction plate. Airfryer. Microwave oven. Nespresso machine. 10 minutes' walk to Harbour Bay Mall. Restaurants, ATMs, salon, Woolies PicknPay Liquor, Pharmacy.