
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.
LocationValueCondition
4.93 out of 5 average rating, 131 reviews
Arch Window garden apartment
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 …
LocationValueLayout
4.97 out of 5 average rating, 140 reviews
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.
ValueFamilyOutdoor spaces
4.99 out of 5 average rating, 181 reviews
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.
LocationFamilyAccuracy
4.89 out of 5 average rating, 114 reviews
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 (Oct–Apr, 8am–4pm). Surrounded by top wine farms and restaurants, with Uber available right to your doorstep.
FamilyLocationKitchen
4.91 out of 5 average rating, 102 reviews
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.
ValueLocationCheckout
4.93 out of 5 average rating, 148 reviews
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.
LocationFamilyCondition
4.92 out of 5 average rating, 211 reviews
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.
LocationValueParking
4.96 out of 5 average rating, 197 reviews
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.
ValueFamilyBreakfast
4.99 out of 5 average rating, 183 reviews
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.
FamilyValueCleanliness
4.83 out of 5 average rating, 115 reviews
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.
FamilyValueOutdoor spaces
4.98 out of 5 average rating, 536 reviews
Syrah Family Home
Step into a home designed for comfort, connection and complete relaxation. Tucked away in a quiet neighbourhood, it offers peaceful privacy, cozy living spaces and plenty of room to unwind. Spend summer days by the pool, enjoy a relaxed braai, or curl up beside the wood-burning fireplace in winter. Pour a glass of wine, gather around the 8-seater dining table, and simply make yourself at home.
ValueLocationOutdoor spaces
4.77 out of 5 average rating, 107 reviewsPopular amenities for Stellenbosch rentals with a pool
House rentals with a pool

Newly renovated, dreamy 3 bedroom house with Solar
ValueLocationBathroom
4.96 out of 5 average rating, 173 reviews
Paloma Villa, Franschhoek | Pool & Fireplace
LocationFamilyBackyard
4.98 out of 5 average rating, 145 reviews
Magnificent views / luxurious setting- Sérendipité
FamilyLocationLong stay
5.0 out of 5 average rating, 122 reviews
Nooks Pied-a-Terre | Architecturally Stunning Home
LocationFamilyWifi
4.92 out of 5 average rating, 158 reviews
Walk to Franschhoek Village • Pool • Mountain View
LocationFamilyCheckout
4.87 out of 5 average rating, 125 reviews
Akademie House - your home from home
ValueFamilyOutdoor spaces
4.96 out of 5 average rating, 142 reviews
Beautiful, kid-friendly home with views and pool
ValueFamilyAccess
4.87 out of 5 average rating, 112 reviews
Luxury 2 bed Villa & pool, Sandstone, Franschhoek
FamilyLocationAccess
4.94 out of 5 average rating, 113 reviewsCondo rentals with a pool

Unique Stay at The Den Stellenbosch
ValueLocationGrill
4.99 out of 5 average rating, 105 reviews
Shades of Africa - The Studio
LocationValueCheck-in
4.87 out of 5 average rating, 258 reviews
J Spot • Safe & Convenient • Backup Power
ValueLocationKitchen
4.93 out of 5 average rating, 123 reviews
Villa Verde, farm stay with views for days.
FamilyLocationView
5.0 out of 5 average rating, 25 reviews
Avemore Vineyard View
LocationValueCondition
4.88 out of 5 average rating, 91 reviews
Serenity Haven - Two Bedroom
FamilyLocationBeach
5.0 out of 5 average rating, 23 reviews
Thyme Out - Private Apartment
LocationFamilyLong stay
4.91 out of 5 average rating, 81 reviews
The Den @ 41- Parking & Rooftop Pool
LocationValueIndoor spaces
4.74 out of 5 average rating, 27 reviewsHome rentals with a private pool
Villa in the Vineyard near Somerset West
FamilyLocationWifi
5.0 out of 5 average rating, 36 reviews
Eclectic Family Home near Wineries
FamilyLocationWalkability
5.0 out of 5 average rating, 42 reviews
The Salt Box Villa - Self catering - Strand
FamilyLocationAccess
5.0 out of 5 average rating, 51 reviews
Harbour Studio
LocationValueBackyard
4.92 out of 5 average rating, 135 reviewsWhen is the best time to visit Stellenbosch?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$38,287 GYD | G$35,149 GYD | G$34,731 GYD | G$30,337 GYD | G$24,897 GYD | G$24,060 GYD | G$23,224 GYD | G$24,897 GYD | G$25,943 GYD | G$28,872 GYD | G$30,337 GYD | G$38,706 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
- Cape Town Vacation rentals
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- House rentals Stellenbosch
- Villa rentals Stellenbosch
- Bed and breakfasts Stellenbosch
- Boutique hotels Stellenbosch
- Rentals with beach access Stellenbosch
- Rentals with a hot tub Stellenbosch
- Family-friendly rentals Stellenbosch
- Serviced apartment rentals Stellenbosch
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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
- Cbd
- Bloubergstrand Beach
- Cape Town Stadium
- Glencairn Beach
- Atlantic Seaboard Community
- Stellenbosch University
- Hout Bay Beach
- Muizenberg Beach
- Canal Walk Shopping Centre
- Clifton 4th
- St James Beach
- Noordhoek Beach
- Jonkershoek Nature Reserve
- Glen Beach
- Cavalli Estate
- District Six Museum
- 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
- Landmarks Western Cape
- Cooking 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
- Tastings South Africa
- Landmarks South Africa
- Wildlife South Africa







