Holiday rentals in Philadelphia

Farmstay for nature lovers Jonkershoek

A tranquil farm stay set against Jonkershoek’s breathtaking mountains, ideal for a couple seeking peace and nature. Relax in a spacious, comfortable furnished home with a wood‑burning stove and outdoor space tucked between old oaks. Explore trails, swim in the farm dam, or unwind with wine on the deck. Minutes drive from Stellenbosch’s vibrant food and wine scene and University campus, yet feels worlds apart. Perfect for a peaceful escape or longer stay for a creative and mindful work retreat.

Penthouse – 100,000 Gemstones on display, All Ensuite

There are over 100 000 precious and semi precious gemstones on display in this penthouse as it overlooks the famous Cape Town Kitebeach. With the biggest balcony-deck along this beachfront, this 12th floor, double volumed, serviced Penthouse is luxury living (back up power to lifts and apartment). All 3 bedrooms have their own ensuite bathrooms. The unit boasts an extensive enclosed patio and a spacious outside balcony over looking the sea, making your inside and outside living truly unique.

Private Villa & Heated Pool, Steps Away from Beach

Part of the YOLO Spaces Collection. Clifton is Cape Town’s jewel, no matter how many sunsets you have seen, it’s simply different here. The Private Villa is located near the promenade, in a wind free pocket, in the heart of energetic Clifton. Less than 2 minutes walking distance to the famous 4 Clifton Beaches. It is +/- 5 min drive from restaurants, shopping, entertainment & nightlife; 10 to 15 min drive to city centre; 25 to 30 min to the airport & is central to nearby tourist attractions.

Hidden gem in the heart of the winelands..

A little forest in the heart of the Winelands cuddles this secret gem #jangroentjiecottage close to a dam fed by the fynbos covered Helderberg. a Selfcatering hideaway that sleeps two with a fireplace, braai and a woodfired hottub. Within walking distance from Taaibosch, Pink Valley and Avontuur Wine and stud farm. Just across the R44 Ken Forrester Wines is luring. For the outdoor enthusiasts Helderberg provide trails for hiking and mtbiking and our dam covers swimming, rowing and sundowners.

The Fynbos Pod, Cyphia Close Cabins, Hout Bay

Stay at Cyphia Close Cabins in Hout Bay, in a unique, architect designed pod with magnificent outdoor spaces, sea & mountain views, surrounded by beaches, sand dunes, mountains & fynbos, while still close to town & CBD Featuring a twin/king bed(s), bathroom, living area, kitchen, deck & wood-fired outdoor bath Internet:500MB down/250MB up. Inverter for loadshedding Not secluded; we have other cabins and we have animals onsite No free stays for social media posts Please read full listing

Magnificent Clifton Retreat with Unparalleled Ocean Views

A perfect haven for couples or individuals seeking a holiday that will be truly memorable. Ezulwini is set in central Clifton, an exclusive area 5 minutes from Town and the V&A Waterfront. The apartment offers unrivalled sea and beach views. The interior is flooded with natural light, beautifully curated in a rich beachside palette of sandy hues with a touch of something nautical. Safety wise, the apartment is a lock up and go and there is battery Back with solar to deal with load shedding.

Endless Views & Privacy

Our studio apartment opens up onto a 40sq meter balcony with a panoramic view of the Hout Bay Valley and the Helderberg mountains beyond. Large sliding doors disappear into the walls creating an unimpeded indoor/outdoor flow while the elevated position protects your privacy. The open plan bathroom faces onto an enclosed secret garden which includes a frame-less glass shower. The unit has a fully equipped kitchenette and is serviced daily except weekends and public holidays.

Boutique Wellness Cabin - Sauna, Plunge, Hot Tub.

Asana Treehouse is private, design-led wellness retreat on the foothills of Signal Hill, created for rest, reset, and exceptional sleep. This boutique cabin combines panoramic views with a full private at-home spa experience, including sauna, hot tub/jacuzzi, cold plunge, and a hotel-grade Coco-Mat king bed designed for deep, uninterrupted rest. Fully heated for winter and completely private, it’s a rare escape just minutes from Kloof Street, but a world away from it.

Mountain House

Mountain House is perched at the top of Camps Bay . The house has three bedrooms two with queen size beds, one with a double bed . It has two bathroom areas, two showers one bath , two toilets. A fully equipped kitchen. A fireplace for those chilly nights. It has all the bells and whistles in terms of internet,wi fi , cable TV , webber gas braai, great outdoor areas to chill and of course a pool . There is a battery inverter for the property to mitigate power outages .

Blackwood Log Cabin

A tranquil and private mountain retreat where water, forest and mountains will re-awaken the soul. Set high on the mountain slopes of Constantia Nek, Blackwood Log Cabin has panoramic views across the lush valley to the mountains beyond. The 2 bedroomed house sleeps 4 with 2 bathrooms. Power outages are being experienced by SA - the oven/stove is gas, the hot water is gas, the internet is solar driven and we have 2 battery lights for guests use.

Luxurious Guest Suite with Stunning Ocean Views

Luxurious Italian-style suite in Bantry Bay with breathtaking ocean views from every room. Features a spacious lounge, elegant bedroom, and sleek walk-in shower. Stylish décor blends comfort and sophistication. Step onto the private terrace to enjoy spectacular sunsets with dining and seating areas. A serene, exclusive escape above the Atlantic in one of Cape Town’s most prestigious neighborhoods. Perfect for romance, rest, or pure indulgence.

Bungalow 21 - Clifton 3rd by Steadfast Collection

Bungalow 21 feels like a hidden gem amongst Cape Town’s most prestigious coastline. Nestled above Clifton 3rd beach, the bungalow offers sweeping ocean views while you listen to the waves tumble in the bay. Within easy walking distance or a short drive to nearby shops, restaurants and bars, yet secluded enough to unwind to in peace, with its private swimming pool, which is a rare find within Clifton’s prestigious bungalows.