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Cape Town holiday rentals for the trendy set

Be a trendsetter while enjoying your vacation using your Cape Town holiday rental as base camp.

The streets where it is all happening in and around Cape Town include Kloof Street (Tamboerskloof); Long Street; Longmarket and Shortmarket Street; Bree Street, De Waterkant Street (City Centre); Beach Road (Granger Bay and Camps Bay); Albert Street (Woodstock) and Harrington Street (District Six).

Hang out at any of a number of tremendously trendy places where you should be seen morning, noon or night.

Early bird catches the worm

There’s nothing better than a good start. Trendoits leave their self-catering spot early to saunter over to Jason Bakery or to the trendy Skinny Legs & All. Superette is uber cool and has almost reached cult-status amongst Capetonians. While waiting, broaden your mind with visual arts at the “What if the World Gallery”. If you focus on locally sourced and responsibly farmed food, find your breakfast fry-up at spasie]: Cape Town’s underground restaurant.

Daytime hangouts

The Old Biscuit Mill in Woodstock is host to the Neighbourgoods Market every Saturday. Apart from the market, this trendy shopping complex offers interesting and arty shops and galleries that are open all week. The Cape Quarter in De Waterkant – an area with avant garde self-catering apartments – offers some of the best restaurants, clothing stores and lifestyle shops.

If you’re looking for deluxe coffees and sandwiches, go straight to Yourstruly where you can also view a variety of local art works exhibited on their walls. Field Office is a creative hub where you can indulge in excellent coffee, pastries and sandwiches while making use of the free Wi-Fi.

The House of Machines offers everything from a coffee shop to a custom bike workshop. The bar opens at 5pm and stays open till late so you can enjoy live music and cool drinks. Start early and stay the night!

Sunset spots

Leave your luxury self-catering villa and find your way to Victoria Road in Camps Bay for sunset. Join classy young professionals, models and celebrities for sundowners at Café Caprice, or any other establishment on the strip. The VIP Sky Bar on the roof of the Cape Royale in Green Point is the place to unwind and relax while drinking in the awesome Atlantic Ocean views.

When you arrive at Shimmy Beach Club for sundowners, chances are that you will stay at this seaside complex for sushi with your feet in the beach sand next to the pool and end up dancing the night away. The Grand Café and Beach in Granger Bay is a super spot for sundowners and good enough to stay for dinner. Just up the road, Wakame in Beach Road, Mouille Point is a vibey old favourite with superb sea views and an Asian inspired menu.

Dinner delights

Sevruga is a celebrity favourite and promises a feast for the senses. Become part of The Power and the Glory and join Cape Town’s arty set for craft beers and artisan ciders and wines. &Union is a restaurant and bar combination, which is set in what used to be a church in Bree Street.

Combine people-watching with some of the best burgers in town at Royale Eatery or if you’re hanging for Mexican fare, head to El Burro. Finally, find some trendy Japanese-style décor and tapas at the Tjing Tjing Rooftop Bar.

Late night haunts

Party the night away at Asoka, where you can listen to the best musical talent in Cape Town. Club ThirtyOne, situated on top of the Absa Building in the City Centre, is all about city views and late night partying. For slick music, Assembly is the place to get together. Electronic music is an institution at The Bullion Bar, which is found deep in a basement in the City Centre.

Browse our Cape Town holiday rentals to secure your luxury villa or apartment, from which you can discover Cape Town’s chic spots.