Vacation rentals with a pool in Drakenstein Local Municipality

4.96 out of 5 average rating, 135 reviews

A charming white cottage is set against a clear blue sky, surrounded by greenery. Wooden windows and a pergola enhance the rustic design. A fence encloses the property, providing an inviting space for outdoor enjoyment.

Cottage in Wellington

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!

4.95 out of 5 average rating, 100 reviews

A central pool surrounded by umbrellas and seating invites relaxation. The area is enclosed by glass doors, offering views of the lush surroundings. The space is designed for both enjoyment and socializing, complementing the natural beauty of the environment.

Farm stay in Tulbagh

Connect with friends Farmhouse in Nature near Lake

Reconnect with nature at this unforgettable escape ideal for families and friends gatherings. Forage from our veg garden and enjoy making your own pizzas or a braai by the pool. Dogs welcome. Nestled in the abundant Tulbagh valley, with wine tasting, hiking, mountain biking trails and trail running. We kept the aesthetic simple, as a reminder that the true beauty lies outdoors - an invitation to get out there and explore. Swim in the pool or dam on the farm, or chill on the lawn for a picnic.

Guesthouse in Riebeek-Kasteel

A scenic view showcases Obiekwa Country House surrounded by a well-established indigenous garden. The property features a covered patio and swimming pool, with mountains providing a tranquil backdrop. The image captures the serene rural setting and proximity to vineyards.

4.85 out of 5 average rating, 145 reviews

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.

4.94 out of 5 average rating, 174 reviews

A private pool reflects the clear sky, surrounded by a wooden deck and lush greenery. The two-story building is partially visible, featuring large windows that allow natural light. Outdoor seating is arranged under the shade of trees, creating a serene environment.

Guest suite in Courtrai

Aloe Suite surrounded by mountains

The Aloe Suite is nestled in the leafy neighbourhood of Courtrai in Southern Paarl. The double story space includes a kitchen, lounge and dining area on the lower level.Upstairs you’ll find a bedroom, en suite bathroom and a balcony overlooking the pool. Guests have a private entrance,patio and barbeque area and shared use of the pool . There is parking on the premises, TV (with netflix ) and Wi-Fi. Laundry can be arranged at a fee. Bed for a minor /child can be arranged on request too

4.97 out of 5 average rating, 210 reviews

A secluded cottage features a stone base with white columns and a dark metal roof. Vines grow over the front porch, which includes two chairs and small tables. Lush green grass surrounds the entrance, enhancing the natural surroundings of vineyards and mountains.

Cottage in Wellington

Vineyard Cottage at Bosman Wines

Secluded cottage surrounded by vineyards and mountains with romantic, farm-style décor, open-plan kitchen, vineyard-covered front and back porch overlooking the beautiful Wellington wine valley. Fresh white linen bedding, private bathroom and a room with a view of the vineyards and the nursery vines. Small splash pool (cold water) in the backyard, private garage for parking, wine cellar on the farm, we include a complimentary wine tasting. Home to world renowned mountain bike trails.

Cottage in Cape Winelands District Municipality

A rustic exterior view of a cottage features large wooden sliding doors surrounded by vibrant greenery. A stone path leads to the entrance, with well-maintained flower beds flanking the sides, complemented by a modern roof and solar panels overhead.

4.99 out of 5 average rating, 112 reviews

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.

4.87 out of 5 average rating, 295 reviews

A grassy area is populated with trees and a variety of plants, showcasing a peaceful rural landscape. In the foreground, a dog is seen exploring, while a flock of sheep grazes peacefully in a fenced section. The backdrop features majestic mountains under a clear blue sky.

Home in Western Cape

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.

4.86 out of 5 average rating, 218 reviews

The spacious bedroom features a thatched roof with wooden beams, a large bed dressed in crisp linen, and a decorative throw. Natural light floods the room through large windows, illuminating a small desk and seating area. A cozy rug enhances the warm atmosphere.

Condo in Paarl

Shades of Africa - The Studio

Shades of Africa Guesthouse Paarl is a tranquil Cape Dutch styled house set amongst lush gardens offering a private studio apartment with views of surrounding mountains and famous Paarl Rock. Positioned on the Bergrivier within walking distance from the Paarl arboretum and central Paarl the 3rd oldest city in South Africa. Paarl is rich in culture and heritage offering a large variety of culinary experiences and wine farms to choose from.

4.96 out of 5 average rating, 143 reviews

A modern outdoor seating area is visible beside a spacious pool, featuring a large umbrella for shade. The glass-fronted building showcases an inviting kitchen and dining space. Cozy seating arrangements with cushions are positioned around a wooden table, providing a relaxed atmosphere for gatherings.

Cottage in Koringberg

The Red House

The Red House is a charming, rustic cottage nestled in the heart of the small village of Koringberg. Surrounded by wheat farms, this retreat offers the best of countryside living - stargazing, farmland scenery, and the area’s largest swimming pool! Ideal for families or a small group of friends. Our house is not perfect, but we love it to bits, and we hope you'll enjoy it just as much as we do!

Farm stay in Stellenbosch

The cottage features a modern design with a sturdy grey exterior and a sloped roof. A covered porch with comfortable seating invites relaxation. Lush green grass surrounds the structure, complemented by neatly trimmed bushes. A warm sunset casts a gentle glow over the setting.

4.97 out of 5 average rating, 434 reviews

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.

4.99 out of 5 average rating, 106 reviews

A spacious lawn extends from a modern garden annex, bordered by neatly trimmed hedges. Large windows reflect the sky, while a wooden bench under a leafy tree offers a serene spot to relax. The backdrop features rolling hills and distant mountains.

Farm stay in Elgin

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.

Vacation home in Wolseley

A modern guesthouse is mirrored in the serene water of a pond, surrounded by green lawns and trees. The structure features a spacious terrace with outdoor seating, inviting relaxation and views of the clear blue sky and distant mountains.

4.98 out of 5 average rating, 139 reviews

Orchard Stay

We offer country living at its best. A self-catering guesthouse nestled between pear orchards, Orchard Stay offers you space and freedom inside and out. Comfort is a priority in this two bedroom farm house with both rooms having en-suite bathrooms and wow factor views of the orchards and Mostertshoek Mountain.

Popular amenities for Drakenstein Local Municipality rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.94 out of 5 average rating, 119 reviews

An expansive self-catering home is set against a mountain backdrop, featuring a well-kept lawn and a swimming pool. The architectural design incorporates natural wood elements, and light spills from large windows, indicating a bright, inviting interior.

Home in Stellenbosch

X Lanzerac - Luxurious 4 bedroom house with solar

4.85 out of 5 average rating, 385 reviews

A wooden cabin is nestled among lush greenery and tall trees, showcasing a welcoming exterior with a covered deck. Large windows reflect the surrounding natural landscape, with the sun casting a warm light on the structure. The adjacent mountains provide a scenic backdrop.

Home in Hout Bay

Blackwood Log Cabin

Superhost

A spacious dining area features a large wooden table surrounded by metal chairs. The kitchen island is designed with a sleek white finish and includes modern appliances. Natural light floods the space through expansive glass doors that open to a green outdoor area.

Home in Greyton

4.84 out of 5 average rating, 219 reviews

Contemporary Barn style house

A rustic wooden table is set outdoors, featuring a loaf of bread, a selection of olives, and two glasses of white wine. A scenic backdrop of lush greenery and mountains is visible, creating an inviting atmosphere for outdoor dining.

5 out of 5 average rating, 108 reviews

Magnificent views / luxurious setting- Sérendipité

4.96 out of 5 average rating, 120 reviews

Newly renovated, dreamy 3 bedroom house with Solar

An outdoor area features a swimming pool surrounded by a spacious patio. Comfortable loungers are positioned nearby under an umbrella. The two-story villa is visible in the background, with a large balcony and outdoor dining table offering a view of the garden.

4.95 out of 5 average rating, 146 reviews

Luxury 5 Bed House in the Heart of Franschhoek

An open-plan living area features wooden beams and brick walls, with a spacious dining table surrounded by upholstered chairs. Natural light floods the space through large windows, highlighting the relaxed atmosphere. A staircase leads to a loft area, and a view of the pool can be seen outside.

4.92 out of 5 average rating, 142 reviews

Nooks Pied-a-Terre | Architecturally Stunning Home

A modern two-story house is showcased with a sunny blue sky overhead. Solar panels are installed on the roof, while landscaped gardens with various plants and greenery surround the property. A pathway leads up to the entrance, framed by neatly trimmed bushes.

4.97 out of 5 average rating, 116 reviews

Akademie House - your home from home

Condo rentals with a pool

4.91 out of 5 average rating, 286 reviews

A comfortable lounge area is depicted, featuring woven furniture with soft blue cushions. A wooden coffee table is centered in the space, and glass doors lead to an outdoor patio area. Light-colored walls and a ceiling fan enhance the bright atmosphere.

Condo in Big Bay

Peace and Serenity near the Beach at Blue Amanzi

Condo in Cape Town City Centre

An open-plan living area is highlighted by a modern round dining table surrounded by four chairs. A stylish seating arrangement with plush cushions is visible, complemented by indoor plants and contemporary decor. Large windows frame the sweeping views of the surrounding landscape.

4.94 out of 5 average rating, 157 reviews

African Chic with Incredible Views & Pool Deck

Superhost

The studio apartment features a spacious bed with a tufted headboard, complemented by decorative pillows. A sliding glass door leads to a balcony with mountain views. Natural light fills the room, highlighting the wooden flooring and minimalistic furnishings, including a bedside table and decorative plant.

Condo in Newlands

4.78 out of 5 average rating, 104 reviews

Newlands Peak

4.88 out of 5 average rating, 193 reviews

A sunlit outdoor living area features comfortable seating amidst lush greenery. An infinity pool extends towards distant ocean views, enhancing the tranquil setting. Smooth wooden decking complements the natural stone structure, providing a seamless transition between indoor and outdoor spaces.

Condo in Noordhoek

Terrace Suite - own pool, jacuzzi bath, fireplace

4.77 out of 5 average rating, 344 reviews

A scenic beach walkway is depicted, leading towards the expansive ocean. Table Mountain and its surrounding peaks stand majestically in the background, while the clear blue sky enhances the tranquil setting. Smooth rocks and sandy shores frame the pathway, inviting leisurely strolls.

Condo in Lagoon Beach

(3) Beachfront views of Table Mountain

4.94 out of 5 average rating, 106 reviews

A spacious outdoor swimming pool is surrounded by lounge chairs and bordered by neatly landscaped greenery. The complex features modern buildings, with large windows that allow natural light to brighten the shared spaces. A tranquil atmosphere is created by the combination of water and greenery.

Condo in Somerset West

J Spot • Safe & Convenient • Backup Power

4.96 out of 5 average rating, 164 reviews

A modern living area is showcased, featuring a spacious gray sectional sofa and a wooden coffee table. Large glass doors provide seamless access to a balcony, offering views of a vibrant sunset. Soft lighting complements the warm tones of the decor.

Condo in Camps Bay

Modern Ocean View Retreat in Camps Bay

Superhost

A serene view of the canal flows in the foreground, lined with lush palm trees. Modern apartment buildings with varied architectural styles rise in the background under a clear blue sky, reflecting the vibrancy of the surrounding environment.

Condo in Century City

4.79 out of 5 average rating, 209 reviews

Canal and palm views apartment

Home rentals with a private pool

4.93 out of 5 average rating, 128 reviews

A panoramic view captures the serene ocean with shades of turquoise and deep blue, contrasting with the sandy beach below. The image showcases a clear sky, allowing natural light to filter through the open space, while rocky outcrops can be seen along the shoreline.

Apartment in Camps Bay

Glen Beach Bungalow Penthouse

4.91 out of 5 average rating, 372 reviews

An inviting pool area features smooth stone surfaces and a shaded umbrella. Two lounge chairs are positioned beside the pool, which reflects the surrounding mountains and greenery, offering a serene view of the Hout Bay Valley.

Guest suite in Hout Bay

Watch the Sunrise in a Home with a Mountain View

4.86 out of 5 average rating, 140 reviews

A modern villa exterior is showcased, featuring a blend of timber cladding and large sliding glass doors. A spacious lawn area is visible in the foreground, flanked by tropical greenery and outdoor loungers positioned for relaxation.

Home in Gardens

Modern Contemporary Zen Tree Sparkling Pool

Apartment in Gordon's Bay

A serene poolside patio is featured with two sun loungers positioned under a large umbrella. Lush greenery is visible in the background, along with a clear view of False Bay. The pool area is surrounded by wooden decking, adding to the inviting outdoor space.

4.94 out of 5 average rating, 122 reviews

Harbour Studio

4.86 out of 5 average rating, 540 reviews

A spacious living area features floor-to-ceiling glass doors that offer expansive views of the surrounding landscape. Natural light floods the space, highlighting the modern furnishings, including a comfortable sofa and an elegant glass dining table. A small outdoor terrace is visible, overlooking the hills.

Loft in Vredehoek

Chic Penthouse with Private Pool & Breathtaking Views

4.95 out of 5 average rating, 100 reviews

A sunlit terrace features a wooden lounge chair with light fabric cushioning, positioned beside a small table. A bottle of champagne and two fluted glasses are placed on the table, with the ocean and palm trees visible in the background.

Home in Camps Bay

Villa Claybrook - Sun. Sea. Serenity.

4.95 out of 5 average rating, 132 reviews

A single-level guesthouse is presented with a large wooden deck surrounding a private swimming pool. The outdoor area includes loungers for relaxation, and a covered patio offering a space for dining and socializing. Lush greenery provides a natural backdrop.

Villa in Constantia

Upper Constantia Guest House