Vacation rentals with a pool in Stellenbosch

Winelands Apartment

A very nice and affordable place to stay. Have fun with the whole family or friends at this stylish place 3 minutes drive from the beautiful and historical town of Stellenbosch! Sleep in comfort on luxury mattresses with electric blankets in winter and cool off in the swimming pool during summer. Dine in one of the many exquisite restaurants in town or explore the many wine farms nearby or whip up something in the fully equipped kitchen or braai. Enjoy uncapped fast speed WiFi plus a smart TV.

Location · Value · Comfort

Cozy Family Flat on Stellenbosch Mountain Base

Wake up to mountain views - cozy flat 1.3km to Stellenbosch CBD, tucked in a quiet cul-de-sac with scenic Butterfly Fields & trails on the doorstep. Two en suite bedrooms, coffee station with clay espresso cups & a thoughtfully stocked tea tray. Kids love the trampoline, sand pit, bikes, tree house, garden and pool. Hosts Louis & Elsje go above and beyond - warm arrivals, local restaurant + wine farm tips, and genuine hospitality. Two large friendly dogs on site. Picnic & play across the road.

Value · Location · Accuracy

Arch Window garden apartment (Winter special!)

For us this venture is a dream come true. We have designed every inch of the double-volume space with its spectacular arch window ourselves and enjoyed every minute of it! The interior is modern and quirky, with whites and greys forming the backdrop to an eclectic ensemble of furniture and finishes in chrome, glass, wood, and plain and printed fabrics. We started building in January 2019 and opened for business 7 months later! Now it is over to you to make the most of this special space …

Value · Location · Nearby

Syrah Family Home

Our home is not just a house. It is a place to feel wanted & cared for. It has a feeling of peace & in a quiet neighbourhood. The living spaces are comfy & cozy. With a pool & lots of space to relax in summer. It is enclosed & completely private. For long cold winter nights we have a wood log fire place in the lounge. Have a glass of wine & put your feet up. A wood & gas braai is also available. And an 8 seater dining room table for those decadent holiday feasts. Kick off your shoes & relax.

Location · Value · Decor

Unique Stay at The Den Stellenbosch

We welcome you to our contemporary studio apartment situated in Stellenbosch. It comes fully equipped and furnished and includes a compact kitchen and private balcony with a braai (BBQ). We provide a comfortable bed with high quality linens, and all the essential amenities. The building boasts an upper terrace pool area with magnificent views. Secure off-street parking is offered for one vehicle and a security guard is on site 24/7. Our mission is to make your stay a five-star experience!

Location · Value · Cleanliness

@Leisure guest suite/apartment in Stellenbosch

The guest suite/apartment is situated in a tranquil suburb of Stellenbosch. It is on the banks of the well known Eerste River and within walking distance from the historical town centre. There are two 2 bedrooms, 1.5 bathrooms, kitchen, living room and 2 patio's. It can sleep up to 4 people. Other amenities include satellite TV, Wifi, swimming pool, solar panels (uninterrupted power supply) and secure parking. It is an ideal place to stay for families or friends touring the country.

Family · Value · Wifi

Bellevlei Estate | The Rock House

Welcome to our spacious, independent and stylish 1-bedroom retreat, located on the Blauwklippen road just minutes from Stellenbosch. The Rock House is perfect for taking in the sights of the historical town of Stellenbosch, mountain biking trails or a quick round of golf. Although shops and restaurants are only a five-minute drive away, the area feels peaceful and secluded. Whether you're here for a weekend getaway or a longer stay, the Rock House has all that you need.

Value · Family · Checkout

Quiet, yet central: Stellenbosch top location

Beautiful quiet and self-catered studio apartment in the serene, exclusive and safe neighbourhood of Upper Brandwacht, located in the hills above Stellenbosch, around 6 minutes’ drive from the centre of town. The house is nestled between vineyards and mountains, and is just a few minutes’ walk away from a beautiful forest, nature reserve and mountain biking tracks. There is a wonderful sense of peace to this neighbourhood and the views are spectacular.

Value · Location · Beach

Charming Villa - Mountain Views

Charming Villa is a luxurious fully equipped, self-catering home. A unique, spacious accommodation, the ideal choice, intimate and romantic. Situated in the heart of the Cape Winelands, with two major golf courses, award winning vineyards, restaurants and the historical town of Stellenbosch, all within a 5 minute drive. Create lifelong memories with your family and friends in Charming Villa. Unspoilt views of the vineyards and the exquisite mountains.

Family · Value · Walkability

Luxury garden studio in a lush tropical garden

Relax in our spacious garden studio, thoughtfully designed to offer comfort and convenience with private entrance en-suit bath and shower and well equipped kitchenette. Enjoy the tranquile garden with birds and squirrels after visiting Stellenbosch famous wine estates or after a lunch at one of many well known restaurants. Shiraz offers free Wi-Fi, full satellite TV, a work-friendly space and printing services - perfect for business and leisure.

Location · Family · Comfort

The Loft Stellenbosch

This charming loft apartment in Stellenbosch offers a private, air-conditioned self-catering space with excellent security and a secluded outdoor deck. Guests are welcome to make use of the swimming pool on request, as this is a shared area. Ideally suited for both business and leisure stays, the loft provides a comfortable base whether you're visiting for work, holiday, university events, sporting activities, golf or medical appointments.

Family · Value · Outdoor spaces

Romantic cottage with a pool AND an open air tub!

RiverStone Cottage lies at the foot of the majestic Simonsberg mountain with panoramic views in all directions. Whether you are relaxing under vast oaks or at the plunge pool and watching the sunset turn the mountains pink or are an early bird and watching the sun rise behind cheeky, pointed Botmanskop, there are moments aplenty to ooh and aah at the majesty that surrounds this very special place.

Value · Location · Condition