Smoking friendly vacation rentals in Rondebosch

Chic Penthouse with Private Pool & Breathtaking Views

This light, airy penthouse apartment offers breathtaking views of the city, ocean, Signal Hill, Lions Head and Table Mountain. The private roof-deck offers sensational 360° views, a braai/barbecue and a plunge pool to cool off in and enjoy the wonderful views. The apartment is in a truly wonderful and centrally located City Bowl neighbourhood - Vredehoek. The area is safe, clean, and beautifully situated on the slopes of the famous Table Mountain. It's the perfect base for exploring the city.

Amazing penthouse - private pool & stunning views

Newly renovated in 2025 with a private pool (heated mid October to mid May) with a big terrace and views for life! 100 mbps Internet. 3 bedrooms, 3 bathrooms. Work on remote or enjoy a vacation, this spot is ideal for both! Located on top of Bree Street this penthouse is one of a kind. It boasts an amazing terrace and a private pool overlooking Table Mountain. Close to all trendy restaurants and Waterfront/ the beaches just 10 min away. 24 h security and 2 private garage parkings included.

Spacious Apartmnt. Private entrance /Bathurst Mews

A large comfortable two bedroom anex to main house with x2 bathrooms, (with full premium DSTV and uncapped fibre WiFi ) plus a pool.(salt warer). Centrally located, half way between Table Mountain and Cape Point. Perfectly located to make the most of your stay in Cape Town. Close to world famous Kirstenbosch Gardens & all popular shopping centres. Kingsbury Hospital 2,6km and Kenilworth Race Course is a 5 min walk we are only a 12 minutes drive from the V&A Waterfront and CBD city bowl.

Fairfield Cottage

Peaceful and secure self-catering cottage with separate garden flat offering fully equipped family accommodation in a leafy suburb of Newlands adjacent to Keurboom Park. There are views of the mountain from the terrace, secure parking and a private walled garden with swimming pool. The main house sleep 4-5 (double, twin and single bedrooms) and the garden flat sleep 2-4 (double bedroom and sofa-bed in living room). For off season longer winter lets - do contact us for availability.

Rose Garden Cottage - Newlands, Cape Town

Perfect long-term retreat, newly maintained in a serene, tree-lined neighborhood with a large discount for month-long stays. Weekly cleaning of our fully equipped cottage is included. Near Cape Town’s top attractions. Walk to coffee shops, restaurants, and shops. Explore Newlands Forest Trail. Uninterrupted Wi-Fi. Close to Constantia vineyards, Kingsbury Hospital, UCT, & Newlands Stadiums. Smoking is allowed outside. We have pets but the patio area is dog free. Full fridge/freezer.

⭐Central | Security | Wifi | Parking | Pool | Gym⭐

Upmarket 1 Bed 1 Bath in high-security development. All the modern conveniences with a homey feel: o Luxury finishes & appliances o Walking distance to trendy taprooms, cafes o SPAR grocer, CLICKS retailer and Bootlegger coffee shop on the ground floor. o 5min drive to the CBD, waterfront, beaches or even drive/hike up table mountain. o Live/work inside or from the large courtyard, lounge at the rooftop pools, exercise in the gym, take a culture tour, you are spoilt for choice!

BoKaap Penthouse with Table Mountain & City views

Located above a heritage house in historic Bo-Kaap, our bespoke penthouse apartment offers privacy, parking, solar backup, and panoramic views of Table Mountain, Lion’s Head and the City. On the expansive deck, there are couches, a hammock and a dining table. Fast internet and multiple work stations for remote work. Our flat is in a quiet area, yet in walking distance to some of the City’s finest restaurants, sites and markets, the Waterfront and hiking trails on Signal Hill.

Cozy living in a boutique heritage Woodstock home

Modern living in this neat Pinterest style home in upper woodstock. The two cozy bedrooms are bright and have a queen and a double sized bed and workspace areas. The entire space has recently been renovated so expect a beautiful modern bathroom, kitchen and lounge. This entire space is perfect for those who like houses with lots of sunshine and and a ton of greenery. Ideal for a small family travelling or a group of friends looking for a nice, stylish space close to the city.

Quirky Courtyard Studio with Deck

This well-equipped, cottage-style studio opens onto a sheltered courtyard and offers access to a rooftop deck — ideal for relaxing or working outdoors. Set in leafy Rosebank, known for its Victorian homes and views of Table Mountain, the studio is within walking distance of UCT and close to the city centre and attractions. Perfect for short or longer stays, with all essentials included and optional weekly cleaning and laundry services. Pets are welcome if well supervised.

Riverside

Enjoy a peaceful stay surrounded by a green belt and mountains. Central to lots of activities such as hikes/walks, wine farms, local restaurants and shops. We have many pets on the property, 4 friendly dogs which is, 1 ridgeback, 1 Labrador and 2 medium mixed breeds, 3 cats and 2 bunnies. It is very family friendly, but also perfect for a relaxing getaway. There is parking on the premises. Regarding safety, we have a security guard on our road.

Central stay - secure parking, 5 min to mall/eats

Enjoy a peaceful and centrally located stay in Claremont. Perfect for couples or professionals, this cozy space is within walking distance of restaurants, grocery stores, and Cavendish Square mall. It features a private courtyard, secure parking, fast WiFi, TV, and an en-suite bathroom. Whether you’re here for work or leisure, this spot offers comfort and convenience in a quiet setting while keeping you close to everything you need.

Washington Suite 2 (kingsize bed or 2 single beds)

Washington Suites consists of 2 luxurious, self-catering suites. Washington Suites is located in the upper lanes of Boston, Bellville which is in the northern residential suburbs of the City of Cape Town. The Boston area is popular because it is close to major road transport routes and central in the greater Cape Town region. Both Washington Suites offer a quiet and safe space to spend quality time away from home.