
Vacation rentals with a pool in Drakenstein
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Quick stats about vacation rentals with a pool in Drakenstein

Total vacation rentals
Explore 760 vacation rentals in Drakenstein

Nightly prices starting at
Drakenstein vacation rentals start at G$4,183 GYD per night before taxes and fees

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Over 15,340 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 110 rentals that welcome pets

Rentals with dedicated workspaces
310 properties have a dedicated workspace

Wi-Fi availability
740 of Drakenstein vacation rentals include wi-fi access

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

4.8 Average rating
Drakenstein stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Drakenstein
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Olifantskop Cottage - Cosy Farm Stay
Enjoy the best of the Cape Winelands in this cosy 2 bedroom (4 people) farm cottage. Situated between two big dams, the cottage offers beautiful views stretching as far as Table Mountain on a sunny day. We allow catch-and-release Bass fishing and you are welcome to take a stroll around the farm to see the cows and many calves that roams next to the dams. The farm is 75 km from Cape Town International Airport and 6 km outside Wellington - the closest town. We'd love to host you on our farm!

Obiekwa Country House
Obiekwa Country House is located in the picturesque, quaint village of Riebeek Kasteel; with its wine estates and gourmet restaurants. It is set in a quiet cul-de-sac and overlooking an adjoining vineyard. Although it is set in peaceful, rural surroundings, It is a fifteen minute walk to the village square. NO LOADSHEDDING A solar energy system is in place. Please note that advertised prices are for 2 persons sharing a bedroom. If 2 guests would like 2 bedrooms, please book for 3 people.
DecorAmenitiesHospitality

360° Design Villa with sunset, whirlpool & privacy
With views for almost 360 degrees, there is a perfect blend of the high life together with tranquility as you move through the home. This stylish and spacious villa is situated high on the slopes of the Table Mountain Nature Reserve with its own garden gate leading straight into the reserve. The en-suite bedrooms are spacious and luxurious. The upper deck and lounge adjoin the kitchen have incredible views of the Twelve Apostles and Camp's Bay, the perfect place for sundowners in the jacuzzi !

Table Mountain Villa
Set on the slopes of Table Mountain bordering the national park, this spectacular property offers panoramic views of the mountain, forest and city. Guests have a private entrance to mountain trails. A short walk from Kirstenbosch Botanical Gardens. 5-10 min drive to Constantia Wine Estates; Newlands Cricket, Rugby Stadiums; 1 traffic light to the city centre ; 15-20 min to the city's iconic beaches. Comprehensive security; unlimited WIFI, basement parking. A perfect base to explore Cape Town.

Private Villa & Heated Pool, Steps Away from Beach
Part of the YOLO Spaces Collection. Clifton is Cape Town’s jewel, no matter how many sunsets you have seen, it’s simply different here. The Private Villa is located near the promenade, in a wind free pocket, in the heart of energetic Clifton. Less than 2 minutes walking distance to the famous 4 Clifton Beaches. It is +/- 5 min drive from restaurants, shopping, entertainment & nightlife; 10 to 15 min drive to city centre; 25 to 30 min to the airport & is central to nearby tourist attractions.

Blueberry Hill Cottages - Lavender - Franschhoek
Lavender Cottage is a modern three bedroom self catering cottage with three bedrooms, main ensuite and the other two bedrooms share a full bathroom. There is a fully equipped kitchen with cooker, microwave and Nespresso coffee maker. The cottage has its own private terrace overlooking the large rim flow pool. The pool is situated on it's own large terrace and is shared with Olive cottage. We are ideal for guests who enjoy wine tours, the outdoors, hiking and biking plus horse riding.

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.

Rust du Stal
Nestled in the magnificent Slanghoek Valley. Surrounded by majestic mountains enchanted by peaceful surrounds, you will find Rust Du Stal. The valley offers adventures filled walks, horse riding and mountain bike trails. The valley can be visited throughout the year as each season reveals its own secret beauty. We offer comfortable, fully equipped, self-catering accommodations for your family. With outdoor and enclosed braai areas as well as Wi-Fi access and DSTV

Bains Kloof log cabin on the riverbank #BainsBosch
#Bainsbosch A spacious tranquil rustic cabin on the banks of the Wit River at the base of Bains Kloof Pass. The cabin is surrounded by 2 hectares of fynbos and the Limietberg mountains. There is a full kitchen and 3 bedrooms. Mount Bain is a protected nature reserve . The Wit River flows down Bains Kloof. Guests can swim in pristine mountain water, hike into the surrounding mountains or visit several Wine estates nearby.". Backup power is provided for loadshedding.

Mitre's Edge Pool House
Luxuriously appointed self-catering house near the manor house. Perfect for honeymooners and small families. Large swimming pool and Jacuzzi with splendid mountain and vineyard views. A big warm fireplace for the colder months! We offer, by appointment, complimentary cheese and wine pairings at our own boutique cellar. Please note: We will be discontinuing our breakfast offering as of April 2027. Any bookings made prior to then will still receive breakfast.

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.

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

Paloma Villa, Franschhoek | Pool & Fireplace

Newly renovated, dreamy 3 bedroom house with Solar
LocationNearbyHospitality

Magnificent views / luxurious setting- Sérendipité

Nooks Pied-a-Terre | Architecturally Stunning Home

Spacious Elandsrivier Farmhouse

Akademie House - your home from home

Bellevlei Estate | The Rock House

The heart of Franschhoek
Condo rentals with a pool

Shades of Africa - The Studio

Camps Bay The View Villa Gdn apt & Pvt Pool

Penthouse w/ Infinity Pool / Bar / BBQ / Balcony

Parker’s Park Lagoon

Cape Town Calling | Stylish Stay | Rooftop Pool

Spectacular Beachfront Apartment

Signature Home @ Waterfront Canals

Mountain View Penthouse | Secure 2BR, Views & Pool
Home rentals with a private pool
Solar-Powered Mountain Retreat with Natural Pool

Hillside Penthouse with Spectacular Table Mountain Views

Clifton Sunset - Superhost & Guest Favorite

Villa Claybrook - Camps Bay

Table Mountain Home with Ocean View
Contemporary Farmhouse with Garden and Pool

Camps Bay Family Beach home with great views.

Your Dream Home in Sunny Camps Bay
When is the best time to visit Drakenstein?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$25,519 GYD | G$24,473 GYD | G$24,055 GYD | G$23,218 GYD | G$20,290 GYD | G$20,290 GYD | G$19,034 GYD | G$19,244 GYD | G$20,917 GYD | G$21,126 GYD | G$21,126 GYD | G$26,355 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
- Cape Town Vacation rentals
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- 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
- Cape Town International Convention Centre
- Boulders Beach
- Green Point Park
- Cbd
- Bloubergstrand Beach
- Glencairn Beach
- Cape Town Stadium
- Hout Bay Beach
- Stellenbosch University
- Atlantic Seaboard Community
- Muizenberg Beach
- Clifton 4th
- Canal Walk Shopping Centre
- St James Beach
- Noordhoek Beach
- Jonkershoek Nature Reserve
- Glen Beach
- Cavalli Estate
- District Six Museum
- Long Beach
- Newlands Forest
- Table Mountain
- Things to do Drakenstein
- 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
- Water sports South Africa
- Food tours South Africa
- Cultural tours South Africa
- Outdoors South Africa
- Workouts South Africa
- Art workshops South Africa
- Tastings South Africa
- Landmarks South Africa
- Wildlife South Africa







