
Holiday rentals with a pool in Stellenbosch
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Stellenbosch

Total holiday rentals
Explore 100 holiday rentals in Stellenbosch

Nightly prices starting at
Stellenbosch holiday rentals start at $51 NZD per night before taxes and fees

Verified guest reviews
Over 2,080 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
100 of Stellenbosch holiday 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.

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. 🏡

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.

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 …

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!

@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.

Bellevlei Estate | Protea Cottage
Welcome to our cosy, independent and stylish 1-bedroom retreat, located on the Blauwklippen road just minutes from Stellenbosch. Protea Cottage is perfect for taking in the sights of our historical town , mountain biking trails or a quick round of golf. Although shops and world class restaurants are only a five-minute drive away, the area feels peaceful and secluded. Whether you're here for a round of golf, a weekend away or a longer stay, the Protea Cottage has all that you need.

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.

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.

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.

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.

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.
Popular amenities for Stellenbosch rentals with a pool
House rentals with a pool

De Villiers House

Bungalow 21 - Clifton 3rd by Steadfast Collection

The heart of Franschhoek

Luxury 2 bed Villa & pool, Sandstone, Franschhoek

Blackwood Log Cabin

Magnificent views / luxurious setting- Sérendipité

Newly renovated, dreamy 3 bedroom house with Solar

Nooks Pied-a-Terre | Architecturally Stunning Home
Condo rentals with a pool

Stylish 1Bed - Large Balcony/Seaview & Heated Pool

On the Rocks in Bantry Bay

Mountain View Penthouse | Secure 2BR, Views & Pool

Amazing Ocean & Mountain Views From Trendy Condo

Modern Ocean View Retreat in Camps Bay

Parker’s Park Lagoon

Modern luxurious sea view apartment

Camps Bay Apartment - Panoramic View
Home rentals with a private pool

Camps Bay Family Beach home with great views.

180• Sea Views from a Hillside Villa, Solar Power

Chic Penthouse with Private Pool & Breathtaking Views

Glen Beach Penthouse A on Glen Beach in Camps Bay

Constantia Klein 4 Bedroom Villa on the Vineyards
Solar-Powered Mountain Retreat with Natural Pool

Clifton Sunset - Superhost & Guest Favorite

Spacious Garden Apartment with View of Table Mountain
When is the best time to visit Stellenbosch?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $226 NZD | $208 NZD | $214 NZD | $209 NZD | $213 NZD | $223 NZD | $220 NZD | $256 NZD | $230 NZD | $223 NZD | $240 NZD | $285 NZD |
| 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
- House rentals Stellenbosch
- Rentals with outdoor seating Stellenbosch
- Guesthouse rentals Stellenbosch
- Bed and breakfasts Stellenbosch
- Rentals with breakfast Stellenbosch
- Rentals with a fireplace Stellenbosch
- Family-friendly rentals Stellenbosch
- Condo rentals Stellenbosch
- Serviced apartment rentals Stellenbosch
- Apartment rentals Stellenbosch
- Rentals with a washing machine and dryer Stellenbosch
- Rentals with a patio Stellenbosch
- Rentals with pools 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
- V & A Waterfront
- Boulders Beach
- Cape Town International Convention Centre
- Green Point Park
- Glencairn Beach
- Bloubergstrand Beach
- Cbd
- Cape Town Stadium
- Muizenberg Beach
- Stellenbosch University
- Hout Bay Beach
- Clifton 4th
- St James Beach
- Babylonstoren
- Canal Walk Shopping Centre
- Atlantic Seaboard Community
- Noordhoek Beach
- District Six Museum
- Jonkershoek Nature Reserve
- Tyger Waterfront Apartments Deck
- Long Beach
- Glen Beach





