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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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Guest favorite
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

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.

4.94 out of 5 average rating, 129 reviews
Guest favorite
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

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.

4.76 out of 5 average rating, 106 reviews
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

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 …

4.97 out of 5 average rating, 139 reviews
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

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.

4.99 out of 5 average rating, 176 reviews
Guest favorite
Home in Stellenbosch

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.

4.89 out of 5 average rating, 111 reviews
Guest favorite
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

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.

4.91 out of 5 average rating, 102 reviews
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

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.

4.93 out of 5 average rating, 147 reviews
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

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.

4.92 out of 5 average rating, 210 reviews
Top guest favorite
An outside deck features an umbrella-shaded table surrounded by chairs. The rooftop area is embellished with artificial grass, enhancing comfort. A glimpse of the loft's pitched roof is visible in the background, alongside greenery and neighboring buildings.
Loft in Stellenbosch

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.

4.96 out of 5 average rating, 196 reviews
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

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.

4.99 out of 5 average rating, 182 reviews
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

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.

4.83 out of 5 average rating, 115 reviews
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

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.

4.98 out of 5 average rating, 531 reviews

Popular amenities for Stellenbosch rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favorite
Home in Franschhoek

Newly renovated, dreamy 3 bedroom house with Solar

4.96 out of 5 average rating, 172 reviews
Top guest favorite
Home in Franschhoek

Paloma Villa, Franschhoek | Pool & Fireplace

4.98 out of 5 average rating, 145 reviews
Top guest favorite
A rustic wooden table is set outdoors, featuring a loaf of bread, a selection of olives, and two glasses of white wine. A scenic backdrop of lush greenery and mountains is visible, creating an inviting atmosphere for outdoor dining.
Home in Franschhoek

Magnificent views / luxurious setting- Sérendipité

5.0 out of 5 average rating, 122 reviews
Top guest favorite
An open-plan living area features wooden beams and brick walls, with a spacious dining table surrounded by upholstered chairs. Natural light floods the space through large windows, highlighting the relaxed atmosphere. A staircase leads to a loft area, and a view of the pool can be seen outside.
Home in Franschhoek

Nooks Pied-a-Terre | Architecturally Stunning Home

4.92 out of 5 average rating, 156 reviews
Guest favorite
A spacious bedroom features a large bed with soft linens and light blue accents. The room is complemented by built-in cabinetry and a stylish red desk. Natural light filters through two windows, and a decorative chandelier enhances the ceiling's wood texture.
Home in Franschhoek

Luxury 2 bed Villa & pool, Sandstone, Franschhoek

4.94 out of 5 average rating, 112 reviews
Guest favorite
An outdoor area features a rectangular pool surrounded by a wooden deck. Comfortable loungers are arranged nearby, complemented by decorative cushions. Sliding glass doors lead to the indoor living space, with greenery visible in the background.
Home in Somerset West

Beautiful, kid-friendly home with views and pool

4.87 out of 5 average rating, 112 reviews
Top guest favorite
A spacious outdoor area features a sparkling pool surrounded by wooden decking. The house displays an inviting open patio with comfortable seating. Large glass doors provide a view from inside, allowing natural light to fill the space. Lush greenery borders the area.
Home in Franschhoek

De Villiers House

4.97 out of 5 average rating, 323 reviews
Guest favorite
A contemporary residence presents a blend of modern architecture and natural surroundings. Walls are adorned in neutral tones, framed by lush gardens and mature trees. The backdrop features the gently sloping Stellenbosch mountains, creating a serene atmosphere in the outdoor space.
Home in Stellenbosch

Farm Keerweer Manor House

5.0 out of 5 average rating, 34 reviews

Condo rentals with a pool

Guest favorite
A contemporary studio apartment showcases a spacious bed with dark green decorative pillows. A compact kitchen is visible in the background, along with a dining table and chairs. Towels are neatly arranged on the bed, enhancing the clean and organized appearance of the space.
Condo in Stellenbosch

Unique Stay at The Den Stellenbosch

4.99 out of 5 average rating, 103 reviews
Guest favorite
The spacious bedroom features a thatched roof with wooden beams, a large bed dressed in crisp linen, and a decorative throw. Natural light floods the room through large windows, illuminating a small desk and seating area. A cozy rug enhances the warm atmosphere.
Condo in Paarl

Shades of Africa - The Studio

4.87 out of 5 average rating, 255 reviews
Guest favorite
A spacious outdoor swimming pool is surrounded by lounge chairs and bordered by neatly landscaped greenery. The complex features modern buildings, with large windows that allow natural light to brighten the shared spaces. A tranquil atmosphere is created by the combination of water and greenery.
Condo in Cape Town

J Spot • Safe & Convenient • Backup Power

4.93 out of 5 average rating, 123 reviews
Guest favorite
Condo in Johannesdal

Villa Verde, farm stay with views for days.

5.0 out of 5 average rating, 24 reviews
Top guest favorite
Condo in Stellenbosch

Avemore Vineyard View

4.88 out of 5 average rating, 88 reviews
Superhost
A metallic vase with a textured finish holds a bouquet of eucalyptus branches. The arrangement is placed on a wooden surface beside a framed mirror and a television, adding a natural touch to the room.
Condo in Stellenbosch

Vino Self Catering Aparment

4.73 out of 5 average rating, 48 reviews
Top guest favorite
A welcoming living area is designed with a plush couch and a flat-screen television mounted on a unit with wood accents. Large windows allow natural light to enter, offering views of greenery. A bookshelf is filled with various volumes, enhancing the cozy ambiance.
Condo in Cape Town

Serenity Haven - Two Bedroom

5.0 out of 5 average rating, 23 reviews
Top guest favorite
The outdoor space features a sparkling pool surrounded by lush greenery and a patio area. The house, with warm-toned brick walls, offers a spacious deck with seating. Palm trees and garden plants create a serene atmosphere, highlighting the inviting environment during twilight.
Condo in Somerset West

Thyme Out - Private Apartment

4.91 out of 5 average rating, 81 reviews

Home rentals with a private pool

Top guest favorite
An outdoor area is presented with a swimming pool and several sun loungers arranged around it. A covered dining space is visible alongside the house, which features multiple windows and a balcony on the upper floor. Lush greenery complements the patio area.
Home in Somerset West

Eclectic Family Home near Wineries

5.0 out of 5 average rating, 42 reviews
Superhost
An outdoor area features a private pool framed by a wooden deck and surrounded by lush green lawns. A shaded dining area sits adjacent to the pool, inviting relaxation and outdoor meals, with views of the rolling hills in the background.
Villa in Sir Lowry's Pass Village

Villa in the Vineyard near Somerset West

5.0 out of 5 average rating, 36 reviews
Top guest favorite
A private entertainment area is featured, highlighting a splash pool surrounded by wooden decking. An outdoor living space includes a pizza oven and braai, with a lounge area visible in the background. The structure showcases a modern design complemented by scenic views.
Guest suite in Strand

The Salt Box Villa - Self catering - Strand

5.0 out of 5 average rating, 51 reviews
Guest favorite
A serene poolside patio is featured with two sun loungers positioned under a large umbrella. Lush greenery is visible in the background, along with a clear view of False Bay. The pool area is surrounded by wooden decking, adding to the inviting outdoor space.
Apartment in Gordon's Bay

Harbour Studio

4.92 out of 5 average rating, 135 reviews

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
Avg. temp22°C22°C21°C18°C15°C13°C13°C13°C15°C17°C19°C21°C

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