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.

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Guest favourite
A bright and spacious sleeping area features a queen-sized bed with soft bedding and decorative pillows. Large glass doors open to a deck with ocean views. Colorful artwork adorns the walls, complemented by natural light and neutral furnishings.
Flat in Simon's Town
4.98 out of 5 average rating, 128 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.

Guest favourite
A tranquil outdoor patio features three large terracotta pots filled with colorful flowers, set against a backdrop of calm sea waters. A light green table and chairs are positioned to enjoy the scenic views of the mountains across the bay.
Guest suite in Kalk Bay
4.9 out of 5 average rating, 223 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.

Guest favourite
A comfortable living area features a light-coloured sofa with decorative pillows, complemented by a round coffee table. Wall decor includes woven baskets and framed art. Natural light enters through the window, highlighting the greenery of a potted plant in the corner.
Flat in Kalk Bay
4.99 out of 5 average rating, 145 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
A cozy living area features large windows offering uninterrupted views of Kalk Bay Harbour and False Bay. Comfortable seating arrangements include a woven chair beside a round wooden table, while a spacious couch is adorned with decorative cushions. Natural light fills the room, highlighting the elegant decor.
Flat in Kalk Bay
4.94 out of 5 average rating, 101 reviews

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!

Top guest favourite
An outdoor balcony features a round table with four intricately designed chairs, overlooking a scenic view of the ocean and rocky coastline. The expansive sea stretches into the distance, framed by a clear sky and distant mountains.
Home in Kommetjie
4.94 out of 5 average rating, 126 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
A modern kitchen features wooden cabinetry and a stylish rug, providing warmth and character. Ample natural light enters through windows and a glass door, illuminating the cooking space. A collection of utensils and vibrant decor adds a touch of eclectic charm to the room.
Apartment in Kalk Bay
4.96 out of 5 average rating, 116 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
A well-lit studio space features large glass sliding doors that open to a balcony overlooking the shimmering waters of False Bay. A cozy lounge area with a TV and a comfortable sofa is visible, complemented by soft curtains that frame the view.
Flat in Simon's Town
4.97 out of 5 average rating, 115 reviews

Cairnside Studio Apartment

This new studio apartment is situated in the quiet exclusive suburb of Cairnside Simon's Town and enjoys stunning views over False Bay. The apartment has a fully equipped kitchenette with a 2-plate stove with mini oven, along with a combination microwave and Nespresso coffee machine (pods included). Free WiFi (40mps) and 50'' TV with Netflix, Spotify and a sound system. The apartment is SOLAR POWERED so NO ELECTRICITY BLACKOUTS. Close to some excellent eateries, beaches and a tidal pool.

Guest favourite
The image features a rocky shoreline with large boulders in the foreground, leading to a tranquil sea. Smooth, flat rocks are visible, and the ocean reflects the blue sky scattered with white clouds. In the distance, a rocky islet emerges from the water.
Bungalow in Cape Town
4.94 out of 5 average rating, 186 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!

Superhost
Cottage in Fish Hoek
4.8 out of 5 average rating, 162 reviews

Bird's Nest - Epic Escape above False Bay

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!

Top guest favourite
The outdoor area features a private swimming pool framed by lush greenery and vibrant pink bougainvillea. The pool reflects clear blue skies, enhancing the serene ambiance. Sunlight filters through the leaves, creating dappled patterns on the patio, which invites relaxation.
Flat in Simon's Town
4.98 out of 5 average rating, 105 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
An open-plan living area features sliding glass doors opening onto a wooden deck with scenic ocean views. A gray sofa and a small coffee table are positioned on a light-colored floor, while a wood-burning fireplace adds warmth. The sea glimmers in the background.
Home in Simon's Town
4.95 out of 5 average rating, 103 reviews

Sea view home unit in self-contained house

Our Rock House is something special! It has been recently built from stone found on the property. Watch spectacular sunrises over False Bay and the beach and tidal pool are a short walk away. Lovely and cosy in winter as well, with a wood-burning stove. The Rockery apartment consists of an open plan living room and kitchen leading out onto a wooden deck and two en suite bedrooms. There is secure off-street parking for one car and a braai area with a view.

Top guest favourite
A welcoming living area features large sliding glass doors that open to a serene water view. Cozy seating arrangements invite relaxation, with soft cushions on a spacious sofa. Natural light fills the room, complemented by neutral wall colors and light curtains.
Guest suite in Muizenberg
4.96 out of 5 average rating, 340 reviews

Marina Oasis near Beach and Mountains

A private and peaceful retreat right on the water with abundant birdlife and an occasional otter. The home is beautifully appointed with everything you need for a comfortable and relaxing stay. Freely explore the estuary by pedal boat and kayak right from the private deck or drive to the nearest beach (2.8km) or the famous Surfer's Corner (3.9km). Self-check in and secure parking right at the front door. Solar generation and 30 KWh power backup.

Popular amenities for waterfront rentals in Simon's Town

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Avg. price£62£56£57£52£47£50£44£50£55£49£54£62
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Quick stats about waterfront rentals in Simon's Town

  • Total holiday rentals

    Explore 60 holiday rentals in Simon's Town

  • Nightly prices starting at

    Simon's Town holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 2,810 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    60 of Simon's Town holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Simon's Town rentals

  • 4.9 Average rating

    Simon's Town stays are highly rated by guests – averaging 4.9 out of 5!