
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$2,093 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.
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Magnificent views / luxurious setting- Sérendipité
SOLAR Powered Enjoy breathtaking mountain views from one of the two balconies or curl up next to the indoor fireplace in this spacious open-plan apartment. French doors lead to both balconies that overlook the garden and olive orchard where you can enjoy a barbecue in your own private space. This tastefully furnished with stylish en-suite bathrooms is yours to make home away from home, whilst you enjoy the picturesque winelands and elegant restaurants. Seven minutes walk to the centre of town.
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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.
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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 …
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Blueberry Hill Cottages - Lavender - Franschhoek
Lavender Cottage is a modern three bedroom self catering cottage with three bedrooms, main ensuite and the other two bedrooms share a full bathroom. There is a fully equipped kitchen with cooker, microwave and Nespresso coffee maker. The cottage has its own private terrace overlooking the large rim flow pool. The pool is situated on it's own large terrace and is shared with Olive cottage. We are ideal for guests who enjoy wine tours, the outdoors, hiking and biking plus horse riding.
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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.
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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.
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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.
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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.
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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.
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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.
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Newly renovated, dreamy 3 bedroom house with Solar
Enjoy a beautiful artistic home full of character and carefully curated interiors. Don’t worry about loadshedding with the solar and inverter system. All rooms have en-suite bathrooms. The main bedroom has a super king bed, the second room has a queen bed and the third room has a 3/4 bed as well as a bunk bed (2 singles) We really love catering to easy-going guests.
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Popular amenities for Stellenbosch rentals with a pool
House rentals with a pool

Beautiful, kid-friendly home with views and pool
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Syrah Family Home
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De Villiers House
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Luxury 2 bed Villa & pool, Sandstone, Franschhoek
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Mongoose Manor by Steadfast Collection
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Paloma Villa, Franschhoek | Pool & Fireplace
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The heart of Franschhoek
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Farm Keerweer Manor House
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Condo rentals with a pool

Unique Stay at The Den Stellenbosch
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Shades of Africa - The Studio
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J Spot • Safe & Convenient • Backup Power
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Villa Verde, farm stay with views for days.
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Avemore Vineyard View Le Verger
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Serenity Haven - Two Bedroom
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The Den @ 41- Parking & Rooftop Pool
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Thyme Out - Private Apartment
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Home rentals with a private pool

The Salt Box Villa - Self catering - Strand
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Eclectic Family Home near Wineries
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Villa in the Vineyard near Somerset West
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Harbour Studio
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When is the best time to visit Stellenbosch?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$38,301 GYD | G$35,162 GYD | G$34,743 GYD | G$30,348 GYD | G$24,906 GYD | G$24,069 GYD | G$23,232 GYD | G$24,906 GYD | G$25,953 GYD | G$28,883 GYD | G$30,348 GYD | G$38,720 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 pools Cape Winelands District Municipality
- Rentals with pools Western Cape
- Rentals with pools South Africa
- V & A Waterfront
- Fish Hoek Beach
- GrandWest Casino and Entertainment World
- Cape Town International Convention Centre
- Boulders Beach
- Green Point Park
- Bloubergstrand Beach
- Cape Town Stadium
- Cbd
- Glencairn Beach
- Stellenbosch University
- Muizenberg Beach
- Hout Bay Beach
- Atlantic Seaboard Community
- Clifton 4th
- Canal Walk Shopping Centre
- St James Beach
- Babylonstoren
- Noordhoek Beach
- Jonkershoek Nature Reserve
- District Six Museum
- Glen Beach
- Cavalli Estate
- Tyger Waterfront Apartments Deck
- Things to do Stellenbosch
- Food and drink Stellenbosch
- Art and culture Stellenbosch
- Things to do Cape Winelands District Municipality
- Food and drink Cape Winelands District Municipality
- Things to do Western Cape
- Food and drink Western Cape
- Sightseeing Western Cape
- Sports activities Western Cape
- Tastings Western Cape
- Landmarks Western Cape
- Cooking Western Cape
- Art and culture Western Cape
- Dining Western Cape
- Art workshops Western Cape
- Tours Western Cape
- Food tours Western Cape
- Wildlife Western Cape
- Outdoors Western Cape
- Water sports Western Cape
- Workouts Western Cape
- Nature and outdoors Western Cape
- Cultural tours Western Cape
- Things to do South Africa
- Art and culture South Africa
- Cooking South Africa
- Sports activities South Africa
- Dining South Africa
- Food tours South Africa
- Water sports South Africa
- Food and drink South Africa
- Cultural tours South Africa
- Outdoors South Africa
- Sightseeing South Africa
- Nature and outdoors South Africa
- Workouts South Africa
- Art workshops South Africa
- Tours South Africa
- Tastings South Africa
- Landmarks South Africa
- Wildlife South Africa







