
Vacation rentals with a pool in Stellenbosch
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Stellenbosch

Total vacation rentals
Explore 780 vacation rentals in Stellenbosch

Nightly prices starting at
Stellenbosch vacation rentals start at G$2,092 GYD per night before taxes and fees

Verified guest reviews
Over 19,390 verified reviews to help you choose

Family-friendly vacation rentals
380 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
490 properties have a dedicated workspace

Wi-Fi availability
770 of Stellenbosch vacation rentals include wi-fi access

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

4.8 Average rating
Stellenbosch stays are highly rated by guests—averaging 4.8 out of 5!
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.

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 …

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.

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.

2 Bedroom Annex on a Stellenbosch Farm near town
Escape to a charming 2-bedroom annex on a working Stellenbosch wine farm, attached to our historic 1822 Cape Dutch farmhouse on the scenic Stellenbosch Kloof Road. Private, comfortable and rich in old-world charm, the space includes a lounge, kitchen and bathroom. Enjoy birdlife, hiking, fishing, mountain biking and lazy summer days at the giant pool (Mid Sep–Apr, 8am–4pm). Surrounded by top wine farms and restaurants, with Uber available right to your doorstep.

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.

Luxury apartment Kandinsky with panoramic views
High-quality luxury apartment for 2 people in Somerset West, prime location. 10 m long panoramic glass front overlooking mountains and sea. The apartment has a living area with kitchen, bathroom and one bedroom. A Nespresso machine, toaster, kettle, hair dryer, towels and linens are available. Extra long king size bed and TV. Pool and outdoor area are available for shared use and sauna and jacuzzi can also be offered by arrangement.

Pool Villa Stellenbosch CapeTown Hot Tub
In this spacious and special villa you will feel at home. Centrally located in the heart of Stellenbosch, this villa is the perfect place to explore the wine country. Just a few minutes' drive from numerous restaurants, wine lands, shopping and only 30 minutes from Cape Town Airport. We are a pure overnight stay. No place for parties, weddings or other celebrations. All bedrooms have air conditioning.

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

Nooks Pied-a-Terre | Architecturally Stunning Home

Luxury 2 bed Villa & pool, Sandstone, Franschhoek

Magnificent views / luxurious setting- Sérendipité

Beautiful, kid-friendly home with views and pool

Akademie House - your home from home

Farm Keerweer Manor House

Family fun in Stellenbosch (with solar power)

Central Stellenbosch Luxury Villa (4 bed & pool)
Condo rentals with a pool

Unique Stay at The Den Stellenbosch

Shades of Africa - The Studio

J Spot • Safe & Convenient • Backup Power

Villa Verde, farm stay with views for days.

Avemore Vineyard View Le Verger

Serenity Haven - Two Bedroom
Vino Self Catering Aparment

The Ship in Strand
Home rentals with a private pool
Villa in the Vineyard near Somerset West

The Salt Box Villa - Self catering - Strand

Eclectic Family Home near Wineries

Harbour Studio
When is the best time to visit Stellenbosch?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$38,278 GYD | G$35,140 GYD | G$34,722 GYD | G$30,329 GYD | G$24,891 GYD | G$24,054 GYD | G$23,218 GYD | G$24,891 GYD | G$25,937 GYD | G$28,865 GYD | G$30,329 GYD | G$38,696 GYD |
| 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 |
Destinations to explore
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- Rentals with breakfast Stellenbosch
- Apartment rentals Stellenbosch
- Cottage rentals Stellenbosch
- Rentals with pools Cape Winelands District Municipality
- Rentals with pools Western Cape
- Rentals with pools South Africa
- Fish Hoek Beach
- GrandWest Casino and Entertainment World
- Cape Town International Convention Centre
- Boulders Beach
- Green Point Park
- Bloubergstrand Beach
- Cbd
- Glencairn Beach
- Cape Town Stadium
- Hout Bay Beach
- Stellenbosch University
- Muizenberg Beach
- Atlantic Seaboard Community
- Clifton 4th
- Canal Walk Shopping Centre
- St James Beach
- Noordhoek Beach
- Jonkershoek Nature Reserve
- Glen Beach
- District Six Museum
- Cavalli Estate
- Long Beach
- Grotto Beach (Blue Flag)
- Newlands Forest
- Things to do Stellenbosch
- Things to do Cape Winelands District Municipality
- Things to do Western Cape
- Tastings Western Cape
- Cooking Western Cape
- Landmarks Western Cape
- Dining Western Cape
- Art workshops Western Cape
- Food tours Western Cape
- Wildlife Western Cape
- Outdoors Western Cape
- Water sports Western Cape
- Workouts Western Cape
- Cultural tours Western Cape
- Things to do South Africa
- Cooking South Africa
- Dining South Africa
- Food tours South Africa
- Water sports South Africa
- Cultural tours South Africa
- Outdoors South Africa
- Workouts South Africa
- Art workshops South Africa
- Landmarks South Africa
- Tastings South Africa
- Wildlife South Africa







