Apartment holiday rentals in Simon's Town

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Top-rated apartment rentals in Simon's Town

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Top guest favourite
A modern apartment interior is visible with large windows offering a view of the ocean. A spacious bed is adorned with colorful pillows. A small dining area contains a table and chairs, and a cozy seating arrangement features two wicker chairs near the window.
Flat in Glencairn
5 out of 5 average rating, 115 reviews

Chic Studio in Cairnside Simonstown with Sea Views

Modern, spacious, self catering apartment on mountain side overlooking False Bay, Glencairn beach and tidal pool. Facing East and enjoying spectacular sunrises over sea and mountain this two person apartment is situated near top rated restaurants, shopping malls, scenic drives and world renown tourists attractions within easy reach. Away from busy city life, this luxurious unit based in Cairnside, Simon's Town is close enough to enjoy peace and tranquility in a modern and secure environment.

Top guest favourite
A spacious living area features large windows offering views of the ocean. A round wooden table sits center, complemented by a decorative bowl. A chandelier hangs above, while blue and white patterned armchairs provide seating. The room is enhanced by soft lighting from the curtains.
Flat in Fish Hoek
4.92 out of 5 average rating, 156 reviews

Apartment with panoramic ocean and mountain views

A minute walk from the beach, this space is ideal for you to recharge and reset. Grab a bit to eat in the picturesque fishing village of Kalk Bay before taking a sunset stroll along the catwalk. With no shortage of activities from a round of golf at the Clovelly Golf Course, spying on the penguins residing at Boulder’s Beach as they go about their business to catching a wave at Muizenberg surfer’s corner. You are perfectly located to take advantage of all the Southern Penisula has to offer.

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.

Top guest favourite
A bright living area is visible, featuring a dark ottoman and large French doors that open to a patio with ocean views. A white chair is positioned nearby, and greenery can be seen through the open doors, enhancing the spacious feel of the room.
Flat in Simon's Town
4.99 out of 5 average rating, 109 reviews

Plumbago Cottage

A beautiful , separate entrance flatlet with magnificent views of the ocean over False Bay. Spacious, light and stylish , with quirky touches to make you feel at home. Situated within walking distance of beautiful beaches .We are a 10 minute walk to the Boulders Beach penguin colony and 20 minutes walk from restaurants and historical sites in Simon's Town .The flatlet is attached to our home yet totally private with own entrance via a pathway flanked by plumbago and views of the mountain.

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.

Top guest favourite
An exclusive balcony offers breathtaking views of the ocean and mountains. Two white Adirondack chairs sit at the edge, overlooking a vibrant landscape with the coastline visible below. Planters with greenery line the balcony, enhancing the outdoor space.
Flat in Simon's Town
4.92 out of 5 average rating, 402 reviews

(2) Sun Sea Sleep - Simon's Town Cape Town - 1 bed

ONLY TWO PEOPLE ALLOWED. Private self-catering apartment, one bedroom, one bathroom, lounge, study, kitchen, dining area and exclusive balcony. Equipped with Fridge, induction stove, pots pans, microwave. Shampoo, lotion, coffee, tea/sugar. There is a walk way to another apartment past this apartment. We are situated in picturesque Simon's Town, 45 kilos from Cape Town international airport, 4 kilos drive from the famous Boulders beach and 21 kilos from Cape Point National park.

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 cozy seating area is showcased with two black armchairs positioned around a small table. Large windows frame sweeping views of the calm ocean and distant coastline, allowing natural light to illuminate the space.
Flat in Simon's Town
4.98 out of 5 average rating, 109 reviews

SIMONSTOWN DREAM A LITTLE SELF CATERING APARTMENT

This self-catering apartment is situated in Simon’s Town and offers outstanding views over False Bay. Boulders Beach, where you can swim with penguins, is within walking distance as are several other safe & beautiful beaches. Coffee shops and restaurants serving a range of cuisines can be found within 4 km. Cape Point is 15 mins drive away. Cape Town is 40 mins away and Groot Constantia Wine Estate is 30 km away. Cape Town International Airport is a 55 mins drive from the property.

Top guest favourite
A cozy sleeping area features a comfortable double bed with soft linens and two bedside lamps for soft illumination. Artwork adorns the walls, and a small desk is positioned nearby. A window allows natural light to fill the space, with garden views visible outside.
Flat in Simon's Town
4.88 out of 5 average rating, 323 reviews

Swim (and walk) with the penguins

Walk to safe swimming beaches and to the penguins in 3 minutes, or wander into historic Simonstown village. Our guest suite is small (6m X 2m), but offers everything you need, plus a view of the sea: wi-fi, a comfortable double bed, the means to make breakfast, place to eat or check emails – and privacy from the main house. It has a separate entrance and a private bathroom. A small garden for your exclusive use offers a table, chairs and Weber.

Guest favourite
A private patio area features a round table with four chairs, overlooking a tranquil pool. Lush greenery surrounds the space, while panoramic ocean views set a serene backdrop under a clear blue sky. A Weber barbecue is visible, adding to outdoor dining options.
Flat in Simon's Town
4.92 out of 5 average rating, 121 reviews

Penguin Apartment. Pool. Stunning sea views

Spacious beautiful modern apartment with amazing wide sea view, and a private patio and pool. In short walking distance to mountain (5 min up the road through guinea fowl sanctuary), a minutes walk to the shore, 1km from Fisherman's beach (with penguin viewing nearby), just 5 minutes from Simonstown centre, 15 minutes drive to Cape Point Nature reserve. Peaceful refuge for both business and holiday visits. Great location for divers too.

Guest favourite
A spacious studio apartment features large windows that open to stunning views of the Atlantic Ocean. A comfortable bed is complemented by a plush blanket. A cozy seating area includes a round table and black chairs, blending seamlessly with stylish decor and an elegant rug.
Flat in Misty Cliffs
4.9 out of 5 average rating, 288 reviews

Dream View Studio

Dream View Studio is a dreamy 1 bedroom Misty Cliffs hideaway, located on a beautifully preserved mountainside, this studio apartment offers magical views of the Atlantic Ocean and the Baskloof Nature Reserve, perfect for those looking to relax in a private space surrounded by exquisite nature and enjoy the wide range of activities the area has to offer. A beautiful space for a sneaky weekend away or over night stays exploring the area.

Guest favourite
A balcony is presented with a round outdoor table and four white chairs, overlooking a scenic view of the coastline. Nearby palm trees frame the view, while beach access is indicated by the road visible in the distance. The glass doors lead into a brightly lit indoor space.
Flat in Simon's Town
4.79 out of 5 average rating, 129 reviews

Penguin and Beach Paradise

Comfortable, spacious, airy and bright, newly decorated large first floor apartment fully equipped including beach towels and deck chairs. This apartment is ideally located within a few metres from Seaforth Beach, Restaurant and the penguin world. A friendly family of penguins pass by the apartment each evening to spend the night in the drain opposite our balcony. An extremely safe location.

Popular amenities for Simon's Town apartment rentals

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Avg. price$94 SGD$91 SGD$88 SGD$86 SGD$73 SGD$74 SGD$73 SGD$83 SGD$90 SGD$78 SGD$79 SGD$96 SGD
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Quick stats about flat rentals in Simon's Town

  • Total holiday rentals

    Explore 120 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 4,740 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    120 of Simon's Town holiday rentals include wifi access

  • Popular amenities for guests

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

  • 4.8 Average rating

    Simon's Town stays are highly rated by guests – averaging 4.8 out of 5!

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