
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.

Off Grid Getaway with Breathtaking Mountain Views
Greet the day with breakfast before marvelous mountains and countryside views from the sunny balcony. From its vaulted, wood-beam ceilings and country-chic decoration, to its brick-fronted fireplace, this placid hideaway glows with idyllic charm. Set on 2 hectares of beautiful gardens, with fruit trees, vineyards & surrounded by mountains. Sip a glass of chilled wine and enjoy the beautiful sunsets from the large balcony with one of the best views! Cool off in the dipping pool and relax in the tree shaded pool area or on those wet winter days curl up next to the indoor fireplace. Property is gated, guest have there own access and free to roam the property. We like to give guest there own space, however either myself or a staff member are always available and happy to help. Nestled between towering mountainscapes and enduring vineyards, this property is situated in Franschhoek, a town known for its world-class dining, wine tasting, and natural beauty. Visit the Huguenot Memorial Museum to learn about local history. Uber is recently available in Franschhoek but does have a limited presence (after 11pm/12pm). There is also a tuk tuk taxi available, please view enclosed information for contact. Please note there is a friendly young rescue dog that roams freely on the property. Nestled between towering mountainscapes and enduring vineyards, this property is situated in Franschhoek, a town known for its world-class dining, wine tasting, and natural beauty.

Intaba Studio Tranquil Getaway w/style & character
An ideal escape, our Studio is a private, self-catering garden unit located on the mountainside on a 300 Ha farm , with a pool (shared), & beaches closeby (15 min). Off the Grid - own power supply & fresh spring water extracted high in the mountains. Panoramic views over sea and mountain landscapes , surrounded by fynbos and wild birdlife , close to Capetown (55 km), airport, (40km) shopping amenities (7km) . Unwind after a busy day and relax at your private boma or around the pool.

EersteBosch One Bedroom Cottage - 3 Units
Eerstebosch Family Farm and self-catering cottages are more than a destination—it’s a unique luxury experience. Our property features four thoughtfully designed cottages. One-Bedroom Cottages (3 units): • A private patio with braai (BBQ) facilities • Wood-burning fireplace • Fully equipped kitchen with a dishwasher • Separate bathroom with a shower • Smart TV and free WiFi • Ceiling fans in the living area and air conditioning in the bedroom • Stylish, minimalist modern décor

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.

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.

"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.

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

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.

Hillside Cottage
Come and stay in our peaceful studio cottage high up on Helderberg Mountain surrounded by trees and hear the owls hooting as you fall asleep! Beautiful new cottage, with it's own deck and garden and stylishly furnished to meet your every need. And now with solar installed (April 2023) we have NO LOAD-SHEDDING! We've replaced the oven and hob with a fully gas stove so all appliances can be used during load shedding!

Little Fynbos, Stellenbosch
This Room, with onsuite bathroom, is separate from the main House with secure automated parking. Keypad door entry. Small, but cosy and sunny. Kitchen nook for reheating etc.. Includes electric blanket, heater, ceiling fan, etc. Surrounded by Wine Farms with the closest (200m) away, walking distance to parks. 2 Min Drive to Historic Dorp Street and its Restaurants. Very friendly dog to welcome you.

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.

Best Elgin views in serene setting with pool
The Annex at Tree Tops, is a spacious and well-appointed garden annex with incredible views, adjoining the main homestead. This is the perfect couples’ retreat in which to recharge your batteries while overlooking the magnificent Elgin valley. Offering a wood-burning fireplace (free wood provided) for winter and a plunge pool for summer.
Popular amenities for Stellenbosch rentals with a pool
House rentals with a pool

Lynette's place

Sage Cottage

Central Stellenbosch Home (4 bed, pool & inverter)

Cook's Cottage : Charming cottage in the village

Modern Scandi Villa with back-up Solar

Magnificent views / luxurious setting- Sérendipité

Newly renovated, dreamy 3 bedroom house with Solar

Luxury 5 Bed House in the Heart of Franschhoek
Condo rentals with a pool

Beachfront Apartment with sea- and mountain views

Modern Apartment in Stellenbosch, Rooftop Pool
Vino Self Catering Aparment

Stunning 3-Bed on the Strand Beachfront

Thyme Out - Private Apartment

Tygervalley self catering apartment, D'Urban Ridge

Avemore Vineyard View with full backup power

J Spot • Safe & Convenient • Backup Power
Other holiday rentals with a pool

Mountain View Home In security Estate. Incl Pool!

Stellenbosch Pool Villa central

Never thought Guest Farm Cottage 2

Family fun in Stellenbosch (with solar power)

Private Entrance Apartment - 10 Alexander

Hoopoe Cottage: Unique Family Home & Private Pool

Sauvignon Blanc luxury suite

Trengove Manor
When is the best time to visit Stellenbosch?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $218 NZD | $202 NZD | $209 NZD | $225 NZD | $204 NZD | $195 NZD | $199 NZD | $213 NZD | $222 NZD | $218 NZD | $195 NZD | $240 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 |
Quick stats about holiday rentals with a pool in Stellenbosch

Total holiday rentals
Explore 710 holiday rentals in Stellenbosch

Verified guest reviews
Over 17,000 verified reviews to help you choose

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

Pet-friendly accommodation
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
450 properties have a dedicated workspace

Wi-Fi availability
700 of Stellenbosch holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Stellenbosch rentals

4.8 Average rating
Stellenbosch stays are highly rated by guests—averaging 4.8 out of 5!
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- Glencairn Beach
- Fish Hoek Beach
- Muizenberg Beach
- Long Beach
- Big Bay Beach
- Boulders Beach
- Clifton 4th
- GrandWest Casino and Entertainment World
- Woodbridge Island Beach
- Green Point Park
- Hout Bay Beach
- Sandy Bay, Cape Town
- St James Beach
- Babylonstoren
- District Six Museum
- Two Oceans Aquarium
- Durbanville Golf Club
- Noordhoek Beach
- Mojo Market
- Jonkershoek Nature Reserve
- Erinvale Estate Hotel and Spa
- Waterkloof Wine Tasting Lounge
- Steenberg Tasting Room
- Grotto Beach (Blue Flag)
- Things to do Stellenbosch
- Art and culture Stellenbosch
- Food and drink Stellenbosch
- Things to do Cape Winelands District Municipality
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- Nature and outdoors Western Cape
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