Vacation rentals with a pool in Oudtshoorn

Guest suite in Oudtshoorn

A light and airy bedroom features a spacious bed with white linens and decorative pillows. Wooden furniture includes a bedside table and a dresser adorned with framed artwork. Natural light floods the room, highlighting the warm tones of the wooden floor and furnishings.

Karoo Country Style Guest suite

We would love you to stay in our Country Style guest suite, which is situated in a large leafy garden with a swimming pool, which guests are welcome to relax in and use. Secure parking is available on property. Our property has an inverter, which makes loadshedding less of a problem. The guest suit is attached to the main house but not shared with the main house. It has its own outdoor entrance and covered living area, so privacy is ensured. The light and airy rooms are decorated with love.

4.95 out of 5 average rating, 281 reviews

Farm stay in South Cape DC

A figure is seen practicing yoga on the edge of a natural pool, with a serene reflection on the water. Lush greenery and rolling mountains form the backdrop, under a sky featuring soft clouds and blue hues.

Numbi Valley, a magical Permaculture Oasis

Numbi Valley is a wonderful example of off-grid sustainable living. There is one private guest cottage on the farm and Kath and Ross welcome you to enjoy their uniquely created space. There are abundant organic gardens, a spring fed fresh water plunge pool with amazing views, all in a very beautiful and peaceful valley in the klein karoo countryside. There are scenic walks, cycling routes, fresh produce , excellent massage, delicious pizza, stargazing and wi-fi. We would love to have you stay!

4.96 out of 5 average rating, 308 reviews

4.97 out of 5 average rating, 238 reviews

An inviting deck overlooks the ocean, featuring a heated pool and comfortable loungers. Glass railings provide unobstructed views of the coastline and surrounding landscape. The serene space offers a tranquil setting for relaxation and enjoyment of natural beauty.

Home in Wilderness

Villa with sea & lagoon view, gym and heated pool

Overlooking the ocean and the lagoon, nestled in a bird conservancy against a forested hill and 5 minute drive from pristine beaches and the center of Wilderness, this stylish self-catering house offers spacious living and dining spaces, a deck with a heated pool, 3 bedrooms with en-suite bathrooms and private terraces with views on the sea and the forest. Amenities include a home gym, Pilates equipment, Weber braai, smart TV 75”, full DSTV, Play Station 4, fussball table, and uncapped Wi-Fi.

Cabin in Wilderness Heights

A wooden lodge nestled among lush greenery, showcasing a combination of textured wood and natural foliage. Large windows allow natural light to fill the interior, while vibrant flowers add color to the surroundings, creating a serene and tranquil environment.

Lodge in the heart of the Wilderness Forest

Rustic charm in the heart of the Wilderness 3km from Wilderness. A cozy forest Lodge which sleeps a total of 6, 2-4 adult guests as well as 2 children or adults in the loft. A third en suite bedroom is accessed via stairs below the Lodge should 4+ adult guests book. This beautiful wooden lodge nestled amongst the treetops is peaceful & private. Cozy living spaces with small open plan kitchen and private deck with views of the ocean and forest. Communal rock pool and bbq area on the property.

4.98 out of 5 average rating, 180 reviews

4.9 out of 5 average rating, 263 reviews

A modern living area is depicted, featuring a comfortable sofa and coffee table positioned on a dark rug. The kitchenette is visible in the background, with sleek cabinetry and modern appliances. Natural light enters through large sliding doors, which enhance the welcoming ambiance.

Apartment in Mossel Bay

Tip Top Guesthouse

Welcome! Your Home Away from Home! Located in central Mossel Bay, our spacious new upgraded apartment boasts stunning sea and mountain views, perfect for families of four (2 adults, 2 children). Enjoy a large bedroom ( queen size bed) cozy living area with comfortable double sofa bed, and fully equipped kitchen. Relax by the pool and enjoy in/outdoor braai. Unlimited WiFi, Netflix, and DSTV, all you need for a perfect stay. Just 2.5 km from the beach and shopping, it’s the ideal getaway!

Home in Oubaai Golf Estate

1248 Oubaai, Picturesque Sea-view, Herolds Bay

Stunning unobstructed, sea-view property. Custom designed and located on the exclusive Oubaai Golf Estate in Herolds Bay, with a signature Ernie Els golf course. This house is an entertainer's dream, with all the cooking amenities you can wish for. Enough space to socialize and enjoy the views & sunsets, designed to accommodate 12 ppl, with 5 private en-suite bedrooms, and a separate guest bathroom, everybody will enjoy the comfort and privacy that comes with this luxury property.

4.97 out of 5 average rating, 101 reviews

4.98 out of 5 average rating, 262 reviews

Home in George

Clifftop Ocean View in Nature | Heated Pool

Wake to ocean, fynbos and wildlife from your private clifftop home, 60 metres above the Indian Ocean. Ocean Spirit sits in the secure 94-hectare Ballots Bay Nature Reserve on South Africa’s Garden Route. With panoramic sea views, a private, generously family sized heated pool , backup power and hiking from the front door. Enjoy exceptional privacy, wildlife, seasonal whale and dolphin sightings, star-filled skies and the sound of the ocean. Sleeps 6. Just 20km from George Airport.

4.98 out of 5 average rating, 231 reviews

A spacious bedroom features a large glass wall providing unobstructed ocean views. A modern freestanding bathtub is positioned near the floor-to-ceiling windows, overlooking the sea. The space is designed with natural materials, enhancing the serene atmosphere.

Home in George

Luxury in nature. Solar Powered. Endless sea views

Experience the ultimate coastal lifestyle in our luxury cliff-top home with stunning ocean views from every room. Our organic modern design features natural wood and designer soft furnishings. Dip in our semi heated pool, or enjoy our yoga & chill deck or cook a meal in our designer kitchen. Complete with solar power system & set in a private nature reserve. Just 25 mins from George Airport, 15 mins from the Garden Route Mall and Wilderness. Come unwind in comfort & style.

4.89 out of 5 average rating, 198 reviews

A cozy bedroom is highlighted by a double bed dressed in crisp white linens. Large glass doors open to a spectacular sea view, allowing natural light to fill the space. A modern bathtub and potted plant are visible in the background.

Apartment in Mossel Bay

Tranquillo Seaview Self Catering Apartment

Tranquillo Self Catering Apartment is situated in MosselBay golf estate. It is a 24 hou security estate with the slogan "see the sea from every tee." Every golfers' dream! Sprinboks roam free in the estate and we are on the edge of the nature reserve overlooking the sea, so birds are abundant. Whale watchers will also be delighted as they compete with the dolphins in passing by. We are close by a few restaurants and the beach.

Villa in Wilderness Heights

Tranquility at Its Finest - Kaaimans Kloof Villa

Kaaimans Kloof is a modern and charming Luxury Villa perched high up on the mountain side within a private nature reserve at the Map of Africa, Wilderness. This lovely holiday home is ideal for anyone looking for a peaceful break in the Garden Route, just 10 minutes from Wilderness Village and the beach. With no neighbors in sight, enjoy privacy as well as stunning views of the Kaaimans gorge and river below.

4.88 out of 5 average rating, 115 reviews

Guest suite in Oudtshoorn

Hartland Garden Suite

Privacy and space is important to some extinguished guests..... The doors open onto your own garden where you can relax under the trees or enjoy the hot Karoo sun on the pool lounger. In winter the fireplace heats up the entire suite right to your bath when you feel like floating in the water with the crackle of wood to complete a romantic breakaway.

4.98 out of 5 average rating, 132 reviews

4.94 out of 5 average rating, 186 reviews

A charming freestanding unit stands surrounded by a well-maintained garden filled with white roses. The facade showcases stonework and green shutters, complemented by a green roof. A decorative fountain adds a serene focus point, while paths lead to the inviting entrance.

Guesthouse in Oudtshoorn

Selfcatering Family Unit with 4 Bedrooms - sleep 7

Spacious self-catering freestanding unit with four bedrooms - Ideal for family's or small groups - sleeps seven - kitchen, pot, pans & braai facilities, lounge and dining area - balcony, garden and easy access to the swimming pool area. Secure off street parking.

Popular amenities for Oudtshoorn rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Oubaai Golf Estate

The exterior of the house is showcased, featuring a modern design with large windows and a stone-clad façade. A spacious terrace overlooks the surrounding landscape, complemented by outdoor seating and a large umbrella for shade. Lush greenery surrounds the property, enhancing the tranquil setting.

PelserPlesier @Oubaai (Full Inverter)

4.8 out of 5 average rating, 143 reviews

4.86 out of 5 average rating, 121 reviews

A double-story blue home stands against a clear sky, featuring a fenced swimming pool at the foreground. A barbecue area is visible next to the pool, surrounded by a well-maintained garden. Outdoor seating is arranged near the house, emphasizing a relaxed outdoor atmosphere.

Home in Sedgefield

Sedgefield Holiday Accommodation

4.81 out of 5 average rating, 122 reviews

Home in Mossel Bay

Ama Villa - Mossel Bay

4.89 out of 5 average rating, 27 reviews

Porctia’s Place

The classic sandstone house features a bright red roof and is surrounded by well-maintained gardens. A small splash pool is located on a green lawn, with a stone braai nearby. The outdoor seating area is enhanced by a spacious deck and scenic views.

4.92 out of 5 average rating, 86 reviews

HighTea

An inviting swimming pool is set within a stone-paved area, surrounded by well-maintained grass and greenery. A peaceful backyard is visible in the background, featuring a patio area and glimpses of trees, offering a serene outdoor environment.

5.0 out of 5 average rating, 41 reviews

Mirari

4.95 out of 5 average rating, 78 reviews

Large sliding glass doors open to stunning views of the lagoon and ocean. A comfortable seating area features neutral-toned furniture and a glass coffee table, inviting relaxation. Outdoor dining is visible on the spacious patio, enhancing the connection to the serene natural surroundings.

Home in Wilderness

The Grey House - Main

The entrance of the house is lined with carefully placed stones and lush greenery, creating a welcoming approach. The exterior of the home is painted in a muted tone, with large windows allowing natural light to fill the spaces inside.

4.74 out of 5 average rating, 66 reviews

8 Sleeper House with Jacuzzi 6km from Cango Caves

Condo rentals with a pool

4.93 out of 5 average rating, 115 reviews

A bright bedroom is equipped with two spacious beds adorned with decorative pillows. Natural light enters through large glass doors, leading to a private outdoor area. The wooden flooring complements the serene ambiance, while colorful garden foliage is visible through the windows.

Condo in George

Deluxe 4 pax apartment with stunning Mountain View

4.84 out of 5 average rating, 171 reviews

Condo in George

Cozy two-bedroom apartment close to town and Gym

4.91 out of 5 average rating, 11 reviews

Condo in Herold's Bay

Rust n Reef

5.0 out of 5 average rating, 13 reviews

Condo in George

The Upper Flat at The Georgian

5.0 out of 5 average rating, 3 reviews

Condo in Mossel Bay

Penthouse Luxury at Pinnacle

4.89 out of 5 average rating, 65 reviews

An outdoor area is seen, featuring a small enclosed garden with a circular table and white chairs on a brick patio. A gate leads to the garden, and a braai area is positioned nearby against a brick wall.

Condo in Sedgefield

Seaside Apartment, Shearwater on Sea 124

4.71 out of 5 average rating, 7 reviews

An open-plan studio features a king-size bed covered with soft linens and a cozy sofa. A complimentary wall-mounted TV is visible alongside a dining table. A large mirror and wall art add to the modern decor, with sunlight filtered through window treatments.

Condo in Sedgefield

Shearwater Studio Apartment Sedgefield

Condo in Mossel Bay

Ocean View Villa in Pinnacle Point Golf Estate

4.75 out of 5 average rating, 61 reviews

Other vacation rentals with a pool

4.93 out of 5 average rating, 149 reviews

An elegantly designed beach house rests among lush vegetation, with a distinctive architectural style. The structure features sweeping lines and large windows that offer panoramic views of the ocean. The expansive blue sea is visible in the background, enhancing the sense of peaceful seclusion.

Villa in Boggomsbaai

Candlewood Beach House

4.94 out of 5 average rating, 269 reviews

A bright and airy room features a minimalist design with white walls and a high ceiling. A decorative pendant light hangs above a simple daybed, complemented by soft textiles. Natural light filters through two tall windows, and a slender tree adds an organic touch to the space.

Apartment in Wilderness

Sky Light Apt 3

4.82 out of 5 average rating, 171 reviews

A spacious, modern villa is showcased with multiple levels and expansive glass balconies. The clean white exterior contrasts with the lush greenery in the foreground. The structure allows for abundant natural light, creating an airy and open ambiance.

Villa in Mossel Bay

Luxury Villa with breaker views on Pinnacle Point

4.94 out of 5 average rating, 172 reviews

A clear swimming pool is framed by a brick patio, surrounded by lush greenery and flowering plants. Comfortable seating areas are visible on the deck, offering a serene outdoor space that enhances the natural beauty of the setting.

Apartment in George

Camphersdrift - The Secret Garden Cottage

4.83 out of 5 average rating, 259 reviews

A spacious bedroom features large windows framing the ocean view. The bed is adorned with a soft, dark throw and neatly placed decorative pillows. A television is positioned on a wooden cabinet, while bedside lamps offer gentle lighting. The room is brightly lit by natural light.

Apartment in Wilderness

Shanalulu Sands (full inverter)

5.0 out of 5 average rating, 27 reviews

Villa in George

Stunning Luxury Home | Hot Tub Pool Aircon

4.77 out of 5 average rating, 71 reviews

A charming white cottage with green shutters is positioned against a rocky hillside. The thatched roof complements the natural surroundings. A small outdoor table and chairs are visible beside the cottage, offering a quiet space to enjoy the scenery.

Cottage in Buffelskloof

Redstone Hills - Birds Nest