Waterfront vacation 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.

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Guest favorite

Apartment in Cape Town

4.91 out of 5 average rating, 356 reviews

Modern & Luxurious Apartment in St James, Kalkbay⭐️

Dalebrook Apartment 8 is situated in the picturesque fishing village of Kalk Bay. Our newly renovated apartment offers sea views, two bedrooms, two bathrooms, a kitchen, lounge and dining area. Kalk Bay is known for its raw beauty, interesting shops and vast selection of restaurants and stunning views. Dalebrook Cafe is in the same block as apartment 8. The cafe is a rustic restaurant and farmstall open everyday from 7am until 6pm where you can enjoy breakfast, lunch, cakes, coffee and juices.

Aug 19 – 26

R975 ZAR per night

Guest favorite

Home in Kalk Bay, Cape Town

4.89 out of 5 average rating, 185 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.

Oct 9 – 16

R1,235 ZAR per night

Guest favorite

Apartment in Hout Bay

4.96 out of 5 average rating, 272 reviews

SeaView Townhouse. Beach, steps away. Spectacular!

A beautifully presented townhouse in a glorious beach location. Offering majestic sea, harbour & mountain views from all spaces. Top finishings & fittings throughout as well as a cosy fireplace. A sparkling pool completes the picture. Walking distance to a gym, restaurants & shops. Secure parking is provided within the private complex parking. The ultimate Cape Town holiday/ remote-working spot: Strong WIFI, Satellite TV, Netflix Loaded - loadshedding assisted with an electrical back-up unit.

Jun 6 – 13

R2,306 ZAR per night

Guest favorite

Apartment in Cape Town

4.91 out of 5 average rating, 206 reviews

Lorelei On The Beach

Beautiful historical beachfront accommodation with a private entrance. Lorelei is part of the owner's Main House comprising a Master Bedroom with a queen-size bed, a Second twin bedroom, both with stunning sea views; there is a single bed, with another pull-out single bed underneath, so sleeps up to 6. Large deck with deck room, plunge pool overlooking the sea, plus sunken outdoor fireplace. Private sunny indoor dining area, cozy sitting room, & well-equipped kitchen with 2 ring hob and oven.

Nov 17 – 24

R2,940 ZAR per night

Guest favorite

Guesthouse in Cape Town

4.96 out of 5 average rating, 164 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.

Oct 5 – 12

R898 ZAR per night

Guest favorite

Cabin in Kommetjie

4.99 out of 5 average rating, 148 reviews

Amazing home on the beach in Klein Slangkop Estate

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.

Aug 22 – 29

R8,126 ZAR per night

Guest favorite

Apartment in Cape Town

4.99 out of 5 average rating, 111 reviews

5newkings: take a break, relax, explore!

This luxury apartment is the perfect place to unwind in. Nestled in a secure estate with 24hr security in the heart of Kalk Bay, it is a short walk from multiple popular destinations like Dangers Beach and Dalebrook tidal pool, surf spots, art galleries, and iconic restaurants. A short drive away are Simon's Town and St James, gems steeped in history. With beautiful furnishings and uninterrupted views, 5 New Kings is the place to enjoy yourself and explore this beloved Cape fishing village.

Sep 21 – 28

R3,151 ZAR per night

Guest favorite

Bungalow in Cape Town

4.94 out of 5 average rating, 148 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!

Jun 4 – 11

R2,625 ZAR per night

Superhost

Cottage in Cape Town

4.78 out of 5 average rating, 145 reviews

Bird's Nest - Whales, Wi-fi & the Best Sunrises

It is quite impossible to describe how special this place is. You can spend days here just watching the bay change, spot a whale or the dolphins&breathe in the view Cozy and warm in winter&airy in summer its the perfect hide away all year round. Behind you is just the mountain with fantastic walking trails but the centre with all its attractions is also only 30 min away. Please note that you need to climb 180 stairs & read full description before booking to make sure this house is for you!

Jun 13 – 20

R1,964 ZAR per night

Guest favorite

Apartment in Cape Town

4.93 out of 5 average rating, 166 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.

Dec 3 – 10

R2,231 ZAR per night

Guest favorite

Apartment in Sea Point

4.96 out of 5 average rating, 210 reviews

Seacliffe on Two - 10 Seacliffe Road - Bantry Bay

Recently renovated Seacliffe on Two is nestled on a quiet road between Seapoint and Camps Bay with stunning views of the Bay. The luxury Bantry Bay apartment is known as a wind-free location and properties in the area is considered premium with the most spectacular ocean views. This 3 bedroom, 3.5 bathroom apartment offers FREE secured parking for up to 2 vehicles, FREE uncapped WiFi, and full DSTV in lounge and Netflix in the bedrooms - and BACKUP POWER during power outages.

May 16 – 23

R3,713 ZAR per night

Guest favorite

Apartment in Cape Town

4.97 out of 5 average rating, 138 reviews

'Lewatle' - luxury apartment with sea views

Stunning, self-catering apartment, a 10-minute drive from the famous penguins at Boulders Beach in Simonstown. The apartment is on the second floor of a secure mixed-use complex. Supermarkets, restaurants, coffee shops, pharmacy, gym and beauty spa are an elevator-ride away. The modern layout is complemented by superb unobstructed views over False Bay; the beach is across the road. Ideally situated - 20 minutes from Cape Point and 1 hour from Cape Town CBD.

Aug 27 – Sep 3

R1,721 ZAR per night