
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 110 vacation rentals in Stellenbosch

Nightly prices starting at
Stellenbosch vacation rentals start at G$6,279 GYD per night before taxes and fees

Verified guest reviews
Over 2,200 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
110 of Stellenbosch vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Stellenbosch rentals

4.9 Average rating
Stellenbosch stays are highly rated by guests—averaging 4.9 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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Cozy Family Flat on Stellenbosch Mountain Base
Wake up to mountain views - cozy flat 1.3km to Stellenbosch CBD, tucked in a quiet cul-de-sac with scenic Butterfly Fields & trails on the doorstep. Two en suite bedrooms, coffee station with clay espresso cups & a thoughtfully stocked tea tray. Kids love the trampoline, sand pit, bikes, tree house, garden and pool. Hosts Louis & Elsje go above and beyond - warm arrivals, local restaurant + wine farm tips, and genuine hospitality. Two large friendly dogs on site. Picnic & play across the road.
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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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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.
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Unique Stay at The Den Stellenbosch
We welcome you to our contemporary studio apartment situated in Stellenbosch. It comes fully equipped and furnished and includes a compact kitchen and private balcony with a braai (BBQ). We provide a comfortable bed with high quality linens, and all the essential amenities. The building boasts an upper terrace pool area with magnificent views. Secure off-street parking is offered for one vehicle and a security guard is on site 24/7. Our mission is to make your stay a five-star experience!
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Grapevine Cottage separate 2 bedroom at Kriluki.
Kriluki is a character-filled family home that offers various accommodation options in the green and leafy area of Karindal, Stellenbosch. It is situated on the way to Jonkershoek Nature Reserve, close to wine farms and Stellenbosch Central. A small shopping centre is 300m away and is open daily from 7am to 7pm. This property offers guests a huge amount of choice in terms of accommodation. Rooms and facilities can be booked separately or as a group. Free Wi-Fi is available in all rooms.
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@Leisure guest suite/apartment in Stellenbosch
The guest suite/apartment is situated in a tranquil suburb of Stellenbosch. It is on the banks of the well known Eerste River and within walking distance from the historical town centre. There are two 2 bedrooms, 1.5 bathrooms, kitchen, living room and 2 patio's. It can sleep up to 4 people. Other amenities include satellite TV, Wifi, swimming pool, solar panels (uninterrupted power supply) and secure parking. It is an ideal place to stay for families or friends touring the country.
LocationFamilyShared spaces

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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"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.
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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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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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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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Central Stellenbosch Luxury Villa (4 bed & pool)
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Farm Keerweer Manor House
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Modern Scandi Villa with back-up Solar
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Luxury 3 bedroom home with Back-Up Solar
LocationFamilyNearby

Family fun in Stellenbosch (with solar power)
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Stellenbosch luxury home, Mountain View, log fire
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Stellenbosch Pool Villa central
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Condo rentals with a pool

Shades of Africa - The Studio
ValueFamilyQuiet

J Spot • Safe & Convenient • Backup Power
LocationFamilyKitchen

Villa Verde, farm stay with views for days.
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Avemore Vineyard View Le Verger
LocationFamilyLayout

The Den @ 41- Parking & Rooftop Pool
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Vino Self Catering Aparment
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Serenity Haven - Two Bedroom
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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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Villa in the Vineyard near Somerset West
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Eclectic Family Home near Wineries
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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$27,627 GYD | G$25,325 GYD | G$26,162 GYD | G$22,604 GYD | G$29,302 GYD | G$31,813 GYD | G$26,790 GYD | G$31,185 GYD | G$28,046 GYD | G$27,209 GYD | G$29,302 GYD | G$34,743 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
- Rentals with breakfast Stellenbosch
- Family-friendly rentals Stellenbosch
- Guesthouse rentals Stellenbosch
- Condo rentals Stellenbosch
- Apartment rentals Stellenbosch
- House rentals Stellenbosch
- Bed and breakfasts Stellenbosch
- Serviced apartment rentals Stellenbosch
- Rentals with pools Stellenbosch
- 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





