
Holiday rentals with a pool in Cape Winelands District Municipality
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Cape Winelands District Municipality
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.

VillaFortyTwo - quiet & spacious. Sleeps 4-10.
This hidden gem is situated in the centre of Franschhoek within walking distance of shops, market, galleries and superb restaurants. It's the ideal place to escape to, year-round, with family and friends. This lovely and very spacious solar-powered family home offers a large garden with magnificent views from the veranda, a 15m pool at the Poolhouse and enough fireplaces🔥🔥to keep you warm in winter. For outdoor sports & nature lovers, our "backyard" has abundant trails for hiking and cycling.

Peace and Quiet Stone Cottages
Rust en Vrede means rest and peace in Afrikaans which describes the experience of staying in these these two stone cottages. They are 20m apart and are ONLY offered as a pair, and have exclusive use of a rock pool. Each cottage has two 3/4 beds, bathroom, kitchenette and patio. The pair of cottages accommodate a MAX of 4 people in TOTAL in a private setting, with expansive views. These new cottages are in the same format as the other four on the farm which have received hundreds of 5* reviews.

SUGARBIRD HOUSE EDENVELDT FARM
I have decided to rent out my personal farm house\ guest house to happy road trippers seeking solitude and a peaceful surrounding. The house is within a valley surrounded by 48 hectares of open land,beautiful mountain (cederberg) backdrops and a river with three natural swimming areas within walking distance of the guest house and the place include a 25m lap pool right in front of the veranda! Oh and plenty of clean breathable air :). There is one full sized bed so its best suited for couples.

Lily Pond
Lily Pond, is a luxurious guest house just an hour and a half from Cape Town. Lily Pond is set on a natural pond brimming with incredible bird life, creating a serene atmosphere unmatched anywhere else. With no other cottages in sight and located on a picturesque wine farm, it offers a rare blend of privacy and luxury. The indulgent outdoor bath overlooking the pond, combined with the beautiful walking trails, enhances the sense of peace and seclusion, making this retreat truly one of a kind.

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.

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.

Vineyard Cottage at Bosman Wines
A serene, beautifully styled cottage with layered textures, soft neutral tones, and thoughtful finishes throughout. It features a cosy lounge, a well-appointed kitchen, and a dreamy en-suite bedroom designed for restful comfort. Set on the 8th generation Bosman Family Vineyards, the cottage offers sweeping vineyard views and an authentic sense of countryside living. A scenic 10-minute walk leads to the cellar, where a complimentary tasting awaits.

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.

Trendy private container home! Riverstone House.
Super trendy, double shipping container conversion. Modern, eco& stylish. Perfectly positioned on the dam for afternoon swims &amazing sunset views! Featuring SMEG gas stove, brass fixtures, and Victorian claw foot bath. 2 bedrooms, both ensuite. One with private outside shower. Enjoy a deep shaded patio with built in Bbq, inside and outside dining and lounge. Super cosy for winter with a wood burning closed combustion stove.

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.

Newly renovated, dreamy 3 bedroom house with Solar
Enjoy a beautiful artistic home full of character and carefully curated interiors. Don’t worry about loadshedding with the solar and inverter system. All rooms have en-suite bathrooms. The main bedroom has a super king bed, the second room has a queen bed and the third room has a 3/4 bed as well as a bunk bed (2 singles) We really love catering to easy-going guests.
Popular amenities for Cape Winelands District Municipality rentals with a pool
House rentals with a pool

Nooks Pied-a-Terre | Architecturally Stunning Home

Luxury 2 bed Villa & pool, Sandstone, Franschhoek

Camphor House

Magnificent views / luxurious setting- Sérendipité

Contemporary Barn style house

Exclusive Poolside Cottage in Prime Location

Spacious Elandsrivier Farmhouse

The heart of Franschhoek
Condo rentals with a pool

Shades of Africa - The Studio

Unique Stay at The Den Stellenbosch

J Spot • Safe & Convenient • Backup Power

Villa Verde, farm stay with views for days.

Avemore Vineyard View Le Verger

Serenity Haven - Two Bedroom

Gemsbok House - Drie Kuilen Nature Reserve

Thyme Out - Private Apartment
Other holiday rentals with a pool

Potato Patch Self Catering Cottage

Blueberry Hill Cottages - Lavender - Franschhoek

Tango - Luxury Honeymoon Suite with Hot Tub

Obiekwa Country House

The FAIRY FLYCATCHER (Lucky Crane Villas)

Gorgeous Cottage in the ❤️ of Town

Cottage in private game reserve, Little Karoo

The Pod Robertson
Destinations to explore
- Rentals with a kayak Cape Winelands District Municipality
- Apartment rentals Cape Winelands District Municipality
- Loft rentals Cape Winelands District Municipality
- Boutique hotels Cape Winelands District Municipality
- Pet-friendly rentals Cape Winelands District Municipality
- Nature eco lodge rentals Cape Winelands District Municipality
- Hotel rooms Cape Winelands District Municipality
- Cottage rentals Cape Winelands District Municipality
- Townhouse rentals Cape Winelands District Municipality
- Cabin rentals Cape Winelands District Municipality
- Holiday home rentals Cape Winelands District Municipality
- Chalet rentals Cape Winelands District Municipality
- Campsite rentals Cape Winelands District Municipality
- Rentals with a hot tub Cape Winelands District Municipality
- Rentals with lake access Cape Winelands District Municipality
- Farmstay rentals Cape Winelands District Municipality
- Rentals with a sauna Cape Winelands District Municipality
- Guesthouse rentals Cape Winelands District Municipality
- Tiny house rentals Cape Winelands District Municipality
- Serviced apartment rentals Cape Winelands District Municipality
- Family-friendly rentals Cape Winelands District Municipality
- Luxury rentals Cape Winelands District Municipality
- Condo rentals Cape Winelands District Municipality
- House rentals Cape Winelands District Municipality
- Waterfront rentals Cape Winelands District Municipality
- Villa rentals Cape Winelands District Municipality
- Bed and breakfasts Cape Winelands District Municipality
- Beachfront rentals Cape Winelands District Municipality
- Tent rentals Cape Winelands District Municipality
- Rentals with beach access Cape Winelands District Municipality
- Rentals with breakfast Cape Winelands District Municipality
- Private suite rentals Cape Winelands District Municipality
- Rentals with pools Western Cape
- Rentals with pools South Africa
- Things to do Cape Winelands District Municipality
- Things to do Western Cape
- Tastings Western Cape
- Landmarks Western Cape
- Cooking Western Cape
- Dining Western Cape
- Art workshops Western Cape
- Food tours Western Cape
- Wildlife Western Cape
- Outdoors Western Cape
- Water sports Western Cape
- Workouts Western Cape
- Cultural tours Western Cape
- Things to do South Africa
- Cooking South Africa
- Dining South Africa
- Food tours South Africa
- Water sports South Africa
- Cultural tours South Africa
- Outdoors South Africa
- Workouts South Africa
- Art workshops South Africa
- Landmarks South Africa
- Tastings South Africa
- Wildlife South Africa





