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, 127 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, 221 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 balcony space features a small table set for two, with wooden chairs positioned to overlook a tranquil water channel. Lush greenery is visible in the background, complementing the serene setting and providing a picturesque view of the surroundings.
Place to stay in Muizenberg
4.97 out of 5 average rating, 109 reviews

Modern apartment on waterways with Kolkol Hot tub

Well designed relaxing upstairs apartment on waterways, spacious balcony to sit, enjoy braai and drinks. Pedalo to use! Great surrounds for walks! Enjoy a complimentary Kolkol Hot Tub experience arranged by me your host. On waters edge large wooden deck to relax and enjoy good vibes Battery backup for lights and devices. Lovely kitchen 5 mins to Surfers Corner Muizenberg, learn to surf! Great eating spots. local shops if needed. 30 mins to the City . Central to local wine farms .

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, 112 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, 112 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, 184 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
4.79 out of 5 average rating, 157 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!

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, 103 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.

Top guest favourite
A collection of charming white houses is nestled alongside a tranquil waterway, flanked by palm trees. Behind the houses, a mountain rises under a partly cloudy sky. Gentle greenery enhances the peaceful setting, providing a harmonious blend of nature and architecture.
Guest suite in Muizenberg
4.9 out of 5 average rating, 115 reviews

On the water! Romantic and stylish!

Close to the M5 and Muizenberg this room in a quiet and peaceful suburb offers you the perfect base to explore Cape Town. Waking up in nature, surrounded by birdlife, will make you think twice if you should leave home to explore more of the beautiful Cape. Marina da Gama is close to the famous surfer beach of Muizenberg , the pittoresk Kalkbay , on the way to Cape Point or the Winelands driving along the ocean beaches of False Bay. Driving to Town is uncomplicated and takes 20 min.

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, 101 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, 335 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$108 SGD$98 SGD$99 SGD$90 SGD$82 SGD$87 SGD$77 SGD$87 SGD$96 SGD$85 SGD$94 SGD$108 SGD
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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 $39 SGD 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!