
Holiday rentals with a pool in Stellenbosch
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Stellenbosch
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

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. 🏡

Nooks Pied-a-Terre | Architecturally Stunning Home
Our stunning home is a 5 min walk into the village and its award winning restaurants, shops and galleries. Black Elephant, Chamonix, Dieu Donne winery's and the famous Winetram are just a short walk away. Nooks is sumptuous, private, cosy, relaxing, full of original art, high ceilings, log fires, beautiful generous spaces and mountain views. Nooks comes alive at night and is great for couples, solo adventurers, who want to be near the soul of this beautiful village. We take up to 4 adults max.

Cozy Family Flat at 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.

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 …

@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.

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

Heidi's Barn, Franschhoek
Situated on a small holding 5km outside Franschhoek, opposite the exquisite La Motte Wine Estate, Heidi’s Barn offers the perfect self-catering base from which to explore the Winelands. A fire pit, outdoor dining area and a large swimming pool (shared with one other cottage) are perfect for summertime relaxation while an indoor wood-burning fireplace and wooden floors throughout make for a cosy winter escape. The barn runs on mains power with solar back up for load shedding.

X Lanzerac - Luxurious 4 bedroom house with solar
Escape to a luxurious 4-bedroom, 4-bathroom self-catering home in Stellenbosch, nestled below Stellenbosch Mountain. Perfect for families, it sleeps 8 comfortably. Enjoy aircon in all bedrooms and the living area, a cozy fireplace, 75" TV with Netflix, fast Wi-Fi, and full solar power. Outside offers a sparkling pool, BBQ at the pool, a pizza oven, and dining for 8. Just a 2-minute walk from Lanzerac Wine Estate, it’s the ideal retreat to relax and revive.

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.

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.

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.
Popular amenities for Stellenbosch rentals with a pool
House rentals with a pool

The heart of Franschhoek

Central Stellenbosch Home (4 bed, pool pizza oven)

Luxury 2 bed Villa & pool, Sandstone, Franschhoek

Magnificent views / luxurious setting- Sérendipité

Avemore Le Verger Manor House

Akademie House - your home from home

Kings Kloof Country House.

Garden Lodge
Apartment rentals with a pool
Vino Self Catering Aparment

Newlands Peak

(3) Beachfront views of Table Mountain

Stunning 3-Bed on the Strand Beachfront

J Spot • Safe & Convenient • Backup Power

Serenity Haven - Two Bedroom

Parker’s Park Lagoon

Kiter’s Dream Villa with garden & garage
Home rentals with a private pool

The Salt Box Villa - Self catering - Strand

Elegant guest wing with own private garden & pool.

Eclectic Family Home near Wineries

PingusHouse in Simons Town, Private Pool & Garden

Beginnings—New Townhouse in Welcoming Heart of Newlands

Harbour Studio
Villa in the Vineyard near Somerset West

Modern, Fun, Family Home in the Heart of Cape Town
When is the best time to visit Stellenbosch?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $169 SGD | $155 SGD | $160 SGD | $156 SGD | $159 SGD | $166 SGD | $164 SGD | $191 SGD | $171 SGD | $166 SGD | $179 SGD | $212 SGD |
| Avg. temp | 22°C | 22°C | 21°C | 18°C | 15°C | 13°C | 13°C | 13°C | 15°C | 17°C | 19°C | 21°C |
Quick stats about holiday rentals with a pool in Stellenbosch

Total holiday rentals
Explore 100 holiday rentals in Stellenbosch

Nightly prices starting at
Stellenbosch holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 2,080 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
100 of Stellenbosch holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Stellenbosch rentals

4.9 Average rating
Stellenbosch stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Rentals with breakfast Stellenbosch
- Flat rentals Stellenbosch
- Apartment rentals Stellenbosch
- Rentals with a fireplace Stellenbosch
- Family-friendly rentals Stellenbosch
- Serviced apartment rentals Stellenbosch
- Guest house rentals Stellenbosch
- Bed and breakfasts Stellenbosch
- Rentals with a washing machine and dryer Stellenbosch
- House rentals Stellenbosch
- Rentals with outdoor seating Stellenbosch
- Rentals with a patio Stellenbosch
- Rentals with pools Stellenbosch
- Rentals with pools Cape Winelands District Municipality
- Rentals with pools Western Cape
- Rentals with pools South Africa
- Cbd
- Cape Town Stadium
- Fish Hoek Beach
- Bloubergstrand Beach
- V & A Waterfront
- GrandWest Casino and Entertainment World
- Muizenberg Beach
- Boulders Beach
- Glencairn Beach
- Green Point Park
- Long Beach
- Cape Town International Convention Centre
- St James Beach
- Clifton 4th
- Hout Bay Beach
- Stellenbosch University
- District Six Museum
- Babylonstoren
- Tyger Waterfront Apartments Deck
- Noordhoek Beach
- Big Bay Beach
- Jonkershoek Nature Reserve
- Grotto Beach (Blue Flag)
- Cavalli Estate





