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Holiday rentals with a pool in Stellenbosch

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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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A private wood deck is shown with two wicker chairs overlooking a swimming pool surrounded by lush greenery. An umbrella provides shade to two green chairs on the patio. A stone path leads through the garden, enhancing the serene atmosphere.
Flat in Brandwacht
4.86 out of 5 average rating, 185 reviews

Pecan Tree Studio 1 (with Pool & Forest View)

Our studio is a separate self catering unit in a forest garden with it's own entrance and off street parking.. We are in an upmarket quiet neighbourhood and 5 min. drive from the historic town centre. It has a king bed, couch {converting into a wide single bed for a child} , kitchenette, private bathroom (en suite), terrace and a swimming pool. The 5 schools and MediClinic hospital is 5min. drive away. We're at the start of the famous Stellenbosch mountain for hiking and mountain bikes....

Top guest favourite
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.
Flat in Stellenbosch
4.97 out of 5 average rating, 119 reviews

Arch Window garden apartment (Spring 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 …

Guest favourite
A spacious two-story house with a clean white exterior is framed by green shrubs and a low wall. The structure features characteristic architectural details, including black window shutters and a decorative gable, under a bright blue sky.
Home in Paradyskloof
4.91 out of 5 average rating, 172 reviews

ANESTA HOUSE

Anesta House is a fully equipped self-catering home, a private garden and swimming pool in the heart of the Stellenbosch. Two major golf courses, award winning vineyards and the historical town of Stellenbosch all within a 5 minutes drive. Walk to Forest & many hiking trails , mountain bike trails at the foothills of the mountains. A perfect house to accommodation families, business executives or a group of friends. There are 3 upstairs bedrooms with air-conditioning. DSTV channels available

Guest favourite
Two unique light fixtures are displayed against an artistic backdrop of a mural. The left features a wire design with an exposed bulb, while the right showcases a fringed shade that adds texture. A simple bowl of apples rests on a white table in the foreground.
Flat in Dalsig
4.9 out of 5 average rating, 183 reviews

Stellenbosch mtn: compact family friendly flat

Small family-friendly flat at the foot of Stellenbosch Mountain—just 1.3 km from town. The mountain begins almost across the street, with direct access to walking trails and the wide open scenic “Butterfly Fields” right on our doorstep. The space is compact, with 2 small en suite bedrooms, a kitchenette, and a comfortable lounge. Perfect for young families: toys, books, trampoline, treehouse, and shared garden. Please note: the rooms are small and we have 2 very friendly dogs on the property.

Guest favourite
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
4.94 out of 5 average rating, 117 reviews

X Lanzerac - Luxurious 4 bedroom house with solar

X Lanzerac, is a luxurious, fully equipped self-catering home, surrounded by mountains. Cosy in winter with an amazing fireplace. Situated in a prime quiet area in Stellenbosch, it is a mere 2 minute walk to the prestigious Lanzerac wine estate, with close proximity to town, and access to various walking and mountain trails. X Lanzerac is a place for you and your family to retreat, relax, reset and revive. The house has solar power so that power interruptions do not ruin your holiday!

Top guest favourite
Guest suite in Stellenbosch
4.88 out of 5 average rating, 107 reviews

Little Protea @ Stellenbosch

Kick back and relax in this modern Studio apartment for 2 people, with remote access, allocated parking for 1 vehicle, private outside area and use of the communal swimming pool. Situated in a quiet neighbourhood with 2 parks and ample birdlife, within walking distance from Middelvlei Wine Farm and Restaurant, next to Devon Valley Road that leads to several winefarms ending at JC le Roux Sparkling Wines. 3km from centre town. Nala, our doggy will welcome you and keep you company.

Top guest favourite
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, 108 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.

Guest favourite
A grassy area is populated with trees and a variety of plants, showcasing a peaceful rural landscape. In the foreground, a dog is seen exploring, while a flock of sheep grazes peacefully in a fenced section. The backdrop features majestic mountains under a clear blue sky.
Home in Western Cape
4.88 out of 5 average rating, 293 reviews

Tranquil poolhouse in the Winelands

Relax, sip on local wines, and take in the spectacular mountain views from the poolside deck. Neighbor to award winning wine farms, situated in the pristine Banhoek Valley. 8 minutes drive to central Stellenbosch, 25 minutes to Franschhoek. Complimentary Tokara wine on arrival with cheese, local nuts and fruits. Basic breakfast supplies provided: coffee, milk, eggs, bread, yogurt, muesli, rusks, orange juice. Bathroom: Soap, shower gel, shampoo, body lotion provided.

Top guest favourite
A light-filled room features large windows with views of greenery. A comfortable green sofa and small table are positioned beside the spacious bed. Soft lighting is provided by pendant lights overhead, creating a relaxed and inviting living space.
Guest suite in Paradyskloof
4.97 out of 5 average rating, 515 reviews

"Die Buitekamer" in scenic Stellenbosch

Self-contained space with lock box access and contactless check in. Die Buitekamer is situated in the heart of the mountains, forests and vineyards. The small university town of Stellenbosch is a wonderful place to visit and is 3km down the road from us. All guests are welcome to stay in this relaxing, quiet and cosy room with its own separate entrance. Nestled below the beautiful Stellenbosch mountain range and surrounded by neighbouring vineyards.

Top guest favourite
A decorative stone fountain is centrally positioned in a lush garden setting. Surrounding greenery softens the appearance of the stone, while a patterned wall art piece complements the serene atmosphere. The path is lined with square pavers, leading to the tranquil focal point.
Flat in Dalsig
4.9 out of 5 average rating, 193 reviews

Private guest suite with Breakfast SBosch Central

Quiet, safe and comfortable Room En-suite bathroom with shower and bath Kitchenette Private entrance Own security/alarm On-site parking Breakfast included. Large pool and serene garden available for use by guests Approximately 1.5 kilometres from the centre of town with many restaurants Approximately 2.4 kilometres from Stellenbosch University Campus Uber readily available Hosts available for local travel, entertainment and tourist guidance

Top guest favourite
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
4.97 out of 5 average rating, 431 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.

Guest favourite
The exterior of the Polomino room is showcased, featuring a light blue building with a red metal roof. A stone barbecue area is visible, along with a small patio set of two chairs and a table. Lush greenery surrounds the entrance, enhancing the outdoor space.
Farm stay in Stellenbosch
4.89 out of 5 average rating, 397 reviews

Polomino Suite

Polomino is a cosy , rustic room with a queen size bed, and a bathroom with a door. Private entrance , 4 km from town. Enjoy the tranquility of the farm life and surroundings, yet close enough to experience the diversity Stellenbosch town has to offer. If you want to find your soul , ideal for a weekend stay.

Popular amenities for Stellenbosch rentals with a pool

Quick stats about holiday rentals with a pool in Stellenbosch

  • Total rentals

    110 properties

  • Nightly prices starting at

    £30 before taxes and fees

  • Total number of reviews

    2K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    110 properties include access to wifi