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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 ﺩ.ﺇ 37 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.

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Superhost
A bright living area features large windows inviting natural light. A comfortable grey sofa is positioned opposite a light wooden coffee table, while a TV console is set against the wall. Subtle decorative accents add visual interest, and a mirror enhances the sense of space.
Apartment in Stellenbosch
4.94 out of 5 average rating, 128 reviews

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.

LocationValueOutdoor spaces

Superhost
An outdoor dining setup is featured, showcasing a wooden table adorned with plates and glasses. A salad bowl sits at the center, accompanied by wine bottles. A gas braai grill is visible in the background, surrounded by lush greenery and distant mountains.
Home in Stellenbosch
4.76 out of 5 average rating, 106 reviews

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.

LocationFamilyOutdoor spaces

Top guest favorite
Two elegant glasses of sparkling wine are set on a stone surface, accompanied by a straw hat. Lush green foliage serves as a backdrop, adding a refreshing touch to the scene.
Apartment in Stellenbosch
4.97 out of 5 average rating, 139 reviews

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 …

FamilyValueCheckout

Top guest favorite
A rustic exterior view of a cottage features large wooden sliding doors surrounded by vibrant greenery. A stone path leads to the entrance, with well-maintained flower beds flanking the sides, complemented by a modern roof and solar panels overhead.
Cottage in Cape Winelands District Municipality
4.99 out of 5 average rating, 175 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.

LocationValueHospitality

Top guest favorite
Home in Stellenbosch
4.89 out of 5 average rating, 109 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.

ValueLocationHospitality

Superhost
Vibrant red and orange aloes frame a view of a white-washed annex and a large tree in the background. The landscape features a gently sloping pathway leading to the annex, with rolling hills visible in the distance under a soft overcast sky.
Farm stay in Stellenbosch
4.92 out of 5 average rating, 101 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 (Mid Sep–Apr, 8am–4pm). Surrounded by top wine farms and restaurants, with Uber available right to your doorstep.

ValueFamilyBreakfast

Top guest favorite
An expansive self-catering home is set against a mountain backdrop, featuring a well-kept lawn and a swimming pool. The architectural design incorporates natural wood elements, and light spills from large windows, indicating a bright, inviting interior.
Home in Stellenbosch
4.93 out of 5 average rating, 146 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.

FamilyValueBiking

Top guest favorite
A vibrant garden view showcases lush greenery and blooming pink flowers in the foreground, contrasting with the backdrop of imposing mountain peaks under a clear sky. The landscape is enriched by various plants, creating a serene and scenic environment.
Guest suite in Stellenbosch
4.98 out of 5 average rating, 251 reviews

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.

ValueLocationBeach

Top guest favorite
An outdoor dining area features a wooden table set with fresh fruits and drinks, overlooking a splash pool. Lush green grass and a wooden deck frame the scene, while majestic mountains rise in the background, enhancing the tranquil atmosphere.
Villa in Paradyskloof
4.92 out of 5 average rating, 210 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

Top guest favorite
A spacious living area is featured with large glass panels offering views of the mountains and sea. A comfortable sofa and armchair are arranged around a coffee table. A dining table is set for four, complemented by decorative plants and fresh flowers.
Apartment in Somerset West
4.99 out of 5 average rating, 181 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.

ValueLocationCheckout

Superhost
The aerial view reveals a spacious villa surrounded by lush greenery and vineyards, with mountains in the backdrop. A central swimming pool is framed by palm trees, enhancing the inviting outdoor space. Several separate structures can be seen on the property, contributing to a serene environment.
Villa in Cape Winelands District Municipality
4.83 out of 5 average rating, 115 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.

LocationValueBiking

Top guest favorite
The cottage features a modern design with a sturdy grey exterior and a sloped roof. A covered porch with comfortable seating invites relaxation. Lush green grass surrounds the structure, complemented by neatly trimmed bushes. A warm sunset casts a gentle glow over the setting.
Farm stay in Stellenbosch
4.98 out of 5 average rating, 529 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.

ValueLocationQuiet

Popular amenities for Stellenbosch rentals with a pool

When is the best time to visit Stellenbosch?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 672ﺩ.ﺇ 617ﺩ.ﺇ 610ﺩ.ﺇ 533ﺩ.ﺇ 437ﺩ.ﺇ 422ﺩ.ﺇ 408ﺩ.ﺇ 437ﺩ.ﺇ 455ﺩ.ﺇ 507ﺩ.ﺇ 533ﺩ.ﺇ 679
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