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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Top guest favorite
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.
Apartment in Simon's Town
4.98 out of 5 average rating, 133 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 favorite
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, 227 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 favorite
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.
Apartment in Kalk Bay
4.99 out of 5 average rating, 146 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 favorite
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.
Apartment in Kalk Bay
4.94 out of 5 average rating, 105 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!

Guest favorite
The exterior of a charming historical cottage is bathed in warm light from a sunset, highlighting its unique architectural features. The surrounding landscape includes lush greenery and rocky coastline, with the sea visible in the background, creating a serene ambiance.
Apartment in Kommetjie
4.91 out of 5 average rating, 227 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.

Top guest favorite
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, 129 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 favorite
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.
Condo in Kalk Bay
4.96 out of 5 average rating, 119 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 favorite
A modern wood and glass home is positioned directly on the beach, with expansive outdoor decking. Loungers are arranged on one side, while a dining area is visible toward the indoor space. Lush greenery lines the perimeter, contrasting with the sandy surroundings.
Villa in Kommetjie
4.99 out of 5 average rating, 175 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.

Top guest favorite
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.
Apartment in Simon's Town
4.97 out of 5 average rating, 119 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 favorite
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, 187 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, 167 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 favorite
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.
Apartment in Simon's Town
4.97 out of 5 average rating, 108 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.

Popular amenities for Simon's Town waterfront rentals

When is the best time to visit Simon's Town?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$17,364 GYDG$15,690 GYDG$15,900 GYDG$14,435 GYDG$13,180 GYDG$14,017 GYDG$12,343 GYDG$14,017 GYDG$15,481 GYDG$13,598 GYDG$15,063 GYDG$17,364 GYD
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Quick stats about waterfront rentals in Simon's Town

  • Total vacation rentals

    Explore 60 vacation rentals in Simon's Town

  • Nightly prices starting at

    Simon's Town vacation rentals start at G$6,276 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,810 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Simon's Town vacation rentals include wi-fi 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!