
Condo holiday rentals in Simon's Town
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Top-rated condo rentals in Simon's Town
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Terrace Suite - own pool, jacuzzi bath, fireplace
On your deck is tumbling waters of the private infinity pool looking towards the distant horizon of the Atlantic, the Terrace Honeymoon Suite is perfect for that special occasion celebration. Jacuzzi bath, gas fire plus fabulous indoor/outdoor living. DSTV with SuperSport, Wifi, BBQ. African Violet is 10 minutes drive to beaches of your choice, and close to Boulder's penguins, Cape Point, Table Mountain, V&A Waterfront, wine routes, shops, banks, top restaurants, quaint working-harbours etc There is a private entrance to this apartment. The setting is really special, as the view over the infinity pool, of the ocean is framed by greenery. There is indoor/outdoor living for summer and a fire-place for the chill of winter nights. Off street parking is provided We are here is assist with any queries, plans for the day, restaurant reservations etc. The home is located in a quiet neighbourhood close to beaches, Boulder's penguins, Cape Point, Table Mountain, V&A Waterfront, shopping, wine routes, award-winning restaurants, and quaint harbours. Most guests hire a car - but recently more and more are using Uber taxi We are registered with the local paramedics organization who can assist swiftly in any medical emergency.

Mountain View Penthouse
Light, bright and spacious top floor apartment featuring two spacious (en suite) bedrooms. The penthouse is within walking distance to the beach and has incredible mountain and sea views from its two balconies. It is Superbly positioned in a tranquil setting. The block has a fantastic and well-maintained pool and garden area and 24 hours security so its very safe and secure. Please note that this is strictly a non smoking block. This apartment has a back up power source to combat load shedding.

Luxury Penthouse with Exceptional Views
A magical home for exploring Cape Town. This centrally located penthouse is the perfect base for an unforgettable trip; fully furnished with all the comforts you could wish for - an antique bath, XL King-size bed, automated blinds, 55inch Smart TV with Netflix, a fully equipped kitchen, bathroom and wardrobes. Spectacular 270 degrees views of Table Mountain, Lions Head, Signal Hill, Company's Gardens and the idyllic City skyline. From sunset to sunrise you will be spoilt with movie backdrops.

Elevated Tamboerskloof’s Flatlet
Lofted into the air, this bachelor-style flatlet has Table Mountain starring at you in your face. With glass windows almost right around, one gets ample natural light and a front-row seat to the beautiful city we get to call home. Situated above the main house in the quiet neighbourhood of Tamboerskloof, you get a suburban feel with quick access to hiking routes & the bustling Kloof street. The space has a clean design to it with a simple layout & all the amenities we believe you’d need.

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.

Kalk Bay - SeaViews. Patio. Pool. Fireplace. Braai
Welcome to our newly renovated, spacious, light and elegant apartment with wonderful sea views of False Bay. Wake up to the sunrise and sounds of the sea in this beautiful space. The 'lock up 'n go' apartment is a stroll away from the eclectic Kalk Bay Village, which boasts a variety of restaurants and boutique shops. There are numerous lovely beaches, St James, Dalebrook, Dangers and Muizenberg all within walking distance. Situated in security complex with communal pool and parking bay.

City Center Penthouse with private rooftop terrace
In Cape Town's vibrant de Waterkant, you will find this high rise Penthouse apartment offering a private rooftop terrace with the best views in Cape Town. This city Oasis is surrounded by top class restaurants and cafes within walking distance and only 5 minutes from the V&A Waterfront and Green point Stadium. Amenities in the building include private parking, a Planet Fitness gym and 24h security desk. The apartment is secure and secluded, giving you the privacy to unwind on a getaway.

Newlands Peak
Fully furnished studio apartment with a leafy mountain view in the highly sought-out Newlands Peak luxury apartment building. With a rooftop deck, swimming pool, indoor and outdoor gyms, barbecue facilities, laundromat, coffee shop, and 24-hour security: there’s really no reason to leave! Centrally located - close to University of Cape Town, Newlands Forest, Kirstenbosch Botanical Gardens, Newlands Cricket Ground, Cavendish Square Mall, and only a 20-minute drive from Table Mountain.

African Chic with Incredible Views & Pool Deck
Welcome to the greatest views imaginable from a stylish, brand new & tastefully decorated apartment high up in the Cape Town sky. Enjoy the 'sunsational' pool deck and outdoor gym on the 27th floor or simply step out onto your very own large wrap around balcony for breakfast while enjoying the finest views of Table Mountain, The sparkling azure of the Atlantic Ocean or the Robben Island & The Cape Town Stadium. *Zero power cuts in this builidng.

Old World Art Deco Luxury Penthouse on the Ocean
The Art Deco Penthouse is an exclusive, hidden secret with totally uninhibited ocean views. It overlooks the ocean and the famous Sea Point Promenade. You can hear the waves and look across the bay all the way to Robben Island. This little piece of old world luxury includes a beautiful luxury bedroom suite, a relaxing Observatory Lounge sun room with fireplace and plunge pool. This is the ultimate central location in Cape Town, close to the City.

Modern Ocean View Retreat in Camps Bay
Wake up to breathtaking views of the ocean in this large, luxury Camps Bay apartment. Enjoy stunning sunsets you’ll never forget from a wind sheltered private terrace in a safe & peaceful block. Just a 10 minute walk or 2 minute drive down to Camps Bay Beach & Cape Town’s top restaurants, with the Clifton beaches just around the corner. Bed is KING XL for extra comfort. An inverter ensures minimal impact during load shedding.

Condo Carolina - Sea. Sky. Seabreeze.
Escape to Condo Carolina Sea. Sky. Seabreeze ☀️ where every sunrise, sunset, and salty breeze reminds you that you’ve arrived somewhere special - a serene, sophisticated escape above the buzz of Camps Bay. Whether you’re unwinding on the terrace with a glass of wine or wandering down to the beach for a seaside stroll among chic cafés and restaurants, this is where luxury and romance meet the rhythm of the sea.
Popular amenities for Simon's Town condo rentals
Weekly condo rentals

Tide’s Edge - Holiday apartment on the sea

Breathtaking Ocean views, Nature surrounds

Sunny golf & beach vibes Garden Condo for Two

SideSeaview -Fish Hoek 90m > sea

Seaside splendor - relaxing views

Mountain view apartment with pool

Stylish & Sunny 1Bed - Patio, Sea & Mountain Views

Artists’ seaside apartment. Inspiration is here!
Pet-friendly condo rentals

Seaside Retreat Under The Milkwoods

The Only ONE @ Eden on the Bay/Back Up Battery.

Camps Bay The View Villa Gdn apt & Pvt Pool

Haven - Contemporary 2 Bedroom Apartment Houtbay.

Bright, spacious apartment on Camps Bay beach!

Boho

Sea View, half price bookings longer than 28 days

Stunning Ocean Experience - views and sound
Condo rentals with a pool

Stylish 1BR - Large Balcony & Breathtaking Views

The Annex in Kalk Bay

Amazing Sunsets in Llandudno

Canal and palm views apartment

Breathtaking city and harbour views

Luxury Suite at the Beautiful Cape Royale

Luxury secure V&A Marina apartment; best location!

Parker’s Park Lagoon
Quick stats about condo rentals in Simon's Town

Total holiday rentals
Explore 20 holiday rentals in Simon's Town

Nightly prices starting at
Simon's Town holiday rentals start at $72 NZD per night before taxes and fees

Verified guest reviews
Over 870 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Simon's Town holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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!
Destinations to explore
- Smoking-friendly rentals Simon's Town
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- Condo rentals Cape Town
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- Glencairn Beach
- Fish Hoek Beach
- Muizenberg Beach
- Long Beach
- Big Bay Beach
- Boulders Beach
- Clifton 4th
- GrandWest Casino and Entertainment World
- Woodbridge Island Beach
- Green Point Park
- Hout Bay Beach
- Sandy Bay, Cape Town
- St James Beach
- Babylonstoren
- District Six Museum
- Two Oceans Aquarium
- Durbanville Golf Club
- Noordhoek Beach
- Mojo Market
- Jonkershoek Nature Reserve
- Erinvale Estate Hotel and Spa
- Waterkloof Wine Tasting Lounge
- Steenberg Tasting Room
- Newlands Forest




