
Vacation 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.

Luxury 2 bed Villa & pool, Sandstone, Franschhoek
Lovely 180m2 Villa set in the middle of a vineyard, is elegantly decorated with 2 bedrooms with full bathrooms en-suite. We have an automatic 60kva generator and water supply. The Villa is fully equipped SMEG appliances in the kitchen and laundry, 3 TV’s, Netflix, Apple TV, sound system, Nespresso facilities, air-conditioning etc. The rooms lead onto their own private gardens with sun loungers and private pool. Enjoy a swim, game of tennis, walks in the olives, vineyards and rose garden.

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..

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.

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!

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

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

Sage Cottage

Central Stellenbosch Home (4 bed, pool & inverter)

Newly renovated, dreamy 3 bedroom house with Solar

Magnificent views / luxurious setting- Sérendipité

Tockie's: An idyllic & historic 2-bedroom cottage

Luxury 5 Bed House in the Heart of Franschhoek

Nooks Pied-a-Terre | Architecturally Stunning Home

Family fun in Stellenbosch (with solar power)
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 vacation rentals with a pool

Middedorp Manor Villa

Idyllic Garden Villa in the Heart of Franschhoek

Studio in Stellenbosch - Walk to Town

Protea Garden Cottage

Private Entrance Apartment - 10 Alexander

Hoopoe Cottage: Unique Family Home & Private Pool

Sauvignon Blanc luxury suite
Feed Your Soul at a Glamorous Villa Set in a Vineyard
When is the best time to visit Stellenbosch?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$25,511 GYD | G$23,629 GYD | G$24,466 GYD | G$26,348 GYD | G$23,838 GYD | G$22,793 GYD | G$23,211 GYD | G$24,884 GYD | G$25,929 GYD | G$25,511 GYD | G$22,793 GYD | G$28,020 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 |
Quick stats about vacation rentals with a pool in Stellenbosch

Total vacation rentals
Explore 710 vacation rentals in Stellenbosch

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

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

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
450 properties have a dedicated workspace

Wi-Fi availability
700 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!
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- Rentals with pools Cape Winelands District Municipality
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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
- Hout Bay Beach
- Green Point Park
- Sandy Bay, Cape Town
- St James Beach
- Babylonstoren
- District Six Museum
- Two Oceans Aquarium
- Mojo Market
- Noordhoek Beach
- Durbanville Golf Club
- Jonkershoek Nature Reserve
- Waterkloof Wine Tasting Lounge
- Erinvale Estate Hotel and Spa
- Steenberg Tasting Room
- Grotto Beach (Blue Flag)
- Things to do Stellenbosch
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