Holiday rentals with a pool in Somerset West

4.94 out of 5 average rating, 122 reviews

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.

Flat in Gordon's Bay

Harbour Studio

Kick back on a sun lounger while taking in sweeping views of False Bay from the poolside patio of this peaceful retreat. Fix breakfast in a kitchen with black granite counters and dine alfresco on a leafy deck patio. Open plan kitchen, lounge and dining area with walk through TV room and large bedroom with bathroom (shower only). 2 minutes walk from Bikini Beach, the Old Harbour, scenic walk ways, various restaurants and boutique shops Secure parking via a private road Hosts are available 24/7 via phone. Guests are left to enjoy their privacy undisturbed during their stay The home is set on a slope overlooking the Gordon’s Bay Harbour in False Bay, steps away from Bikini Beach. Take a stroll to the seaside Harbour Lights restaurant for seafood fare, then head to The Thirsty Oyster Tavern for a cocktail. Guests are advised to make use of car rental/uber for longer trips in and out of Gordon’s Bay, but may also enjoy walking or cycling exploring the village. Bicycles can be rented on main beach.

Guest suite in Sir Lowry's Pass

A private boma area features a fire pit surrounded by colorful rock formations and shrubs. Two lounge chairs with striped cushions face a small table set with wine glasses, offering a scenic view of the distant mountains under a softly lit sky.

5 out of 5 average rating, 258 reviews

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.

4.94 out of 5 average rating, 153 reviews

A serene outdoor space features a saltwater swimming pool surrounded by landscaped pebbles and vegetation. A wooden deck with seating overlooks the pool, offering a tranquil view of the lush greenery beyond. Pathways lead through the garden, enhancing the natural setting.

Flat in Spanish Farms

Forest View Studio Apartment

Studio apartment (±30m²) situated in Spanish Farm in a quiet upmarket and safe area with tranquil surroundings. Live in another world in the heart of suburbia in privacy with the natural wonders of a forest at your doorstep. We have backup power during load shedding Pure uncapped fiber 300 Mbps 24/7 Fully equipped kitchen Salt, pepper and cooking oil Complimentary coffee, tea, milk, sugar and rusks on arrival Self check-in available Washing (for your cost). Collect and deliver for free

4.93 out of 5 average rating, 109 reviews

A modern living area features a leather sofa and a coffee table, complemented by decorative cushions. A wall-mounted television is positioned above a sleek white storage unit. Large windows offer unobstructed views of the beach, while a dining table is visible on the balcony.

Flat in Strand

Seas the Day |Beach Front |Wi-Fi

You’ll be staying in a 145 square meter space with a private balcony right on the beach! A fully equipped kitchen with LG and Smeg appliances is ready for your use and a dishwasher is available for when you’re done. You’re on holiday after all! A washer and dryer is also available should you need it. Fast WiFi is also included. One on-site, secure parking is available for your vehicle. Please note noise disturbance to our neighbours is not permitted within the rules of the building.

5 out of 5 average rating, 14 reviews

A modern living area is highlighted by a large round mirror and a light wood console table, which holds decorative vases. Baskets on the floor provide additional storage. Soft grey and yellow furnishings complement the warm wood tones, while natural light filters through the windows.

Home in Land en Zeezicht

The Writer’s Nook

Seeking sanctuary and inspiration? Escape to the serene tranquility of the Writer's Nook, nestled beneath the trees at the foot of the majestic Helderberg. This modern 2-bedroom, 2-bathroom haven boasts a fully equipped kitchen and its own standalone pool house. Whether you're seeking inspiration or simply a peaceful retreat, the Nook invites you to unwind, recharge, and let your creative juices flow. Here you’ll experience the perfect blend of comfort, convenience, and natural beauty."

A bright and airy bedroom features a spacious bed dressed in soft gray and adorned with yellow pillows. Natural light floods the room through triangular windows, highlighting a minimalist design complemented by a wooden nightstand and a potted plant.

4.95 out of 5 average rating, 200 reviews

EersteBosch One Bedroom Cottage - 3 Units

Eerstebosch Family Farm and self-catering cottages are more than a destination—it’s a unique luxury experience. Our property features four thoughtfully designed cottages. One-Bedroom Cottages (3 units): • A private patio with braai (BBQ) facilities • Wood-burning fireplace • Fully equipped kitchen with a dishwasher • Separate bathroom with a shower • Smart TV and free WiFi • Ceiling fans in the living area and air conditioning in the bedroom • Stylish, minimalist modern décor

A sweeping view of rolling vineyards stretches towards the horizon, with mountains rising majestically in the background. A charming white house sits among the lush greenery, overlooking the valley and distant coastline beneath a soft morning light.

5 out of 5 average rating, 43 reviews

Kings Kloof Country House.

Kings Kloof Country House is located on the Kings Kloof Wine Farm. The country house is a luxury home away from home, a place for you to while your days away, either watching the eagles above playing chase with the birds, or washing the heat of the day with a dip in the sparkling pool. A stay with us is more than just a holiday – it’s a place to decompress and be mesmerized by the magic of this luxury self-catering home in the Cape Winelands.

4.99 out of 5 average rating, 170 reviews

A spacious living area is featured with large glass panels offering views of the mountains and sea. A comfortable sofa and armchair are arranged around a coffee table. A dining table is set for four, complemented by decorative plants and fresh flowers.

Flat in Spanish Farms

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.

Apartment in Somerset West

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.

4.94 out of 5 average rating, 108 reviews

J Spot • Safe & Convenient • Backup Power

Charming apartment in Paardevlei, Somerset West, within walking distance of Paardevlei Shopping Sentrum, Busamed Private Hospital, and Strand beach. Enjoy local attractions, including coffee shops, restaurants, a cheetah sanctuary, and a beautiful wetland. The apartment features high-speed fibre internet, backup power, and a dedicated work desk. Access to a gym, pool, and more. Safe and secure environment for a comfortable stay.

4.93 out of 5 average rating, 137 reviews

A bright kitchen and living area are featured, with a round dining table surrounded by white chairs. A cozy seating area is set near a wood-burning stove, and a modern kitchen equipped with appliances is showcased. Natural light streams through the open door leading to the deck.

Bungalow in La Sandra

Hillside Cottage

Come and stay in our peaceful studio cottage high up on Helderberg Mountain surrounded by trees and hear the owls hooting as you fall asleep! Beautiful new cottage, with it's own deck and garden and stylishly furnished to meet your every need. And now with solar installed (April 2023) we have NO LOAD-SHEDDING! We've replaced the oven and hob with a fully gas stove so all appliances can be used during load shedding!

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.

4.98 out of 5 average rating, 440 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.

5 out of 5 average rating, 28 reviews

An aerial view captures a spacious home with a solar panel roof, surrounded by a lush garden. A clear swimming pool is visible in the yard, complemented by patio seating. The landscape includes various trees and colorful plants, creating a serene outdoor environment.

Villa in Golden Acre

Amelie's Secret Hideaway

Escape from the hussle and relax in the absolute privacy of our home and garden. Listen to the owls at night,walk or cycle to Lourensford, Vergelegen and Morgenster wine farms for wine and olive tasting, dinner or possibly the Lourensford night market

Popular amenities for Somerset West rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 149 reviews

A swimming pool is surrounded by stone paving and landscaped greenery. Large potted plants are positioned at the pool's edge. A circular pool cover is partially visible in the water, and lounge chairs are placed nearby under a large umbrella.

Home in Stellenbosch

Lynette's place

4.94 out of 5 average rating, 120 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

4.92 out of 5 average rating, 117 reviews

A landscaped garden area features a lush green lawn and various plants, including succulents and palms. An earthy-toned large pot sits beside a circular water feature, enhancing the natural ambiance. Wooden decking provides a seamless transition to the outdoor space.

Home in Ridgeworth

Bonne Esperance AirBNB

4.87 out of 5 average rating, 297 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

4.91 out of 5 average rating, 172 reviews

A spacious two-story house with a clean white exterior is framed by green shrubs and a low wall. The structure features characteristic architectural details, including black window shutters and a decorative gable, under a bright blue sky.

Home in Paradyskloof

ANESTA HOUSE

4.92 out of 5 average rating, 12 reviews

Home in Heldervue

Sea, wine and mountains

An outdoor area features a rectangular pool surrounded by a wooden deck. Comfortable loungers are arranged nearby, complemented by decorative cushions. Sliding glass doors lead to the indoor living space, with greenery visible in the background.

4.87 out of 5 average rating, 89 reviews

Beautiful, kid-friendly home with views and pool

A sleek outdoor setting is featured with a modern chair and side table beside a refreshing pool. A glass pitcher and two glasses sit on the table, while a soft throw drapes over the chair. The vibrant view includes distant mountains and a clear blue sky.

4.86 out of 5 average rating, 7 reviews

Ocean View

Apartment rentals with a pool

4.96 out of 5 average rating, 23 reviews

A spacious balcony is shown with a hanging chair and a sun lounger, offering sweeping views of the ocean and coastline. The surrounding area features modern buildings and distant mountains, all bathed in natural light under a clear blue sky.

Apartment in Strand

Beachfront Apartment with sea- and mountain views

5 out of 5 average rating, 8 reviews

A cozy lounge area features a brown leather sofa and armchair, designed for relaxation. A wooden coffee table occupies the center, topped with a small plant. Sheer curtains frame large windows, allowing natural light and offering a view of the outside. Tiled flooring adds a clean, spacious feel.

Apartment in Strand

Penthouse view @ Strand

Apartment in Stellenbosch

A spacious studio apartment features a comfortable bed adorned with colorful cushions and a soft throw blanket. Storage cabinetry is visible along the walls, while a small dining table and chair are positioned nearby. Modern artwork adds a vibrant touch to the decor.

4.75 out of 5 average rating, 60 reviews

Modern Apartment in Stellenbosch, Rooftop Pool

Apartment in Stellenbosch

A metallic vase with a textured finish holds a bouquet of eucalyptus branches. The arrangement is placed on a wooden surface beside a framed mirror and a television, adding a natural touch to the room.

4.72 out of 5 average rating, 46 reviews

Vino Self Catering Aparment

4.84 out of 5 average rating, 113 reviews

A spacious living area features a gray sofa with accent pillows, complemented by a woven rug. Large sliding glass doors lead to a balcony with water views, while a low coffee table displays reading materials. Natural light filters through the floor-to-ceiling curtains.

Apartment in Welgemoed

Luxury apartment on the water - Tyger Waterfront

4.81 out of 5 average rating, 62 reviews

A modern high-rise building stands along a sandy beach, showcasing its curved facade and large glass windows. The expansive shoreline is visible in the foreground, leading towards a distant cityscape under a clear blue sky.

Apartment in Strand

Stunning 3-Bed on the Strand Beachfront

4.91 out of 5 average rating, 74 reviews

The outdoor space features a sparkling pool surrounded by lush greenery and a patio area. The house, with warm-toned brick walls, offers a spacious deck with seating. Palm trees and garden plants create a serene atmosphere, highlighting the inviting environment during twilight.

Apartment in Heldervue

Thyme Out - Private Apartment

4.86 out of 5 average rating, 59 reviews

A light-filled living area displays a comfortable chair and small table, with a view of the outdoor patio through glass doors. A cozy bed is visible in the adjacent room, adding to the inviting layout. Green plants and decorative elements provide subtle charm.

Apartment in Bellville

Tygervalley self catering apartment, D'Urban Ridge

Other holiday rentals with a pool

The exterior of the farmhouse is showcased with a white façade and a gabled roof under a clear sky. Vibrant flowering plants in shades of red and yellow are in the foreground, surrounded by well-maintained lawns and tall trees, contributing to the serene landscape.

5 out of 5 average rating, 55 reviews

Keermont Vineyards Farmhouse

4.84 out of 5 average rating, 93 reviews

A cozy lounge area is highlighted by a leather sofa adorned with decorative cushions. A small wooden table sits in front, featuring a potted plant. The walls are decorated with artwork depicting natural landscapes, and light green curtains frame a window, creating a serene atmosphere.

Flat in Somerset West

Somerset West near Strand beach-Luxury Apartment

An outdoor area is presented with a swimming pool and several sun loungers arranged around it. A covered dining space is visible alongside the house, which features multiple windows and a balcony on the upper floor. Lush greenery complements the patio area.

5 out of 5 average rating, 35 reviews

Eclectic Family Home near Wineries

4.9 out of 5 average rating, 21 reviews

The exterior of the holiday apartment features a well-maintained garden with various plants and pathways. A spacious patio is complemented by a dining set. Large windows provide ample natural light, while stairs lead to the entrance, framed by palm and tropical foliage.

Flat in Rome Glen

Schapenberg Holiday Apartment

4.75 out of 5 average rating, 8 reviews

A cozy lounge corner features a small table with wine glasses and a bowl of snacks. The bedroom showcases a well-made bed with decorative pillows and a window framing mountain views. A modern kitchen area is highlighted with kitchen appliances and plants. The outdoor space includes a swimming pool surrounded by lounge chairs and greenery.

Flat in Somerset West

Jade View, 188 | Somerset West

Vibrant red and orange aloes frame a view of a white-washed annex and a large tree in the background. The landscape features a gently sloping pathway leading to the annex, with rolling hills visible in the distance under a soft overcast sky.

4.91 out of 5 average rating, 56 reviews

2 Bedroom Stellenbosch Wine Farm Stay near town

4.87 out of 5 average rating, 45 reviews

A serene outdoor view showcases a large swimming pool surrounded by lush gardens. The tranquil scene features a distant ocean view, with mountains gently framing the horizon under a clear blue sky. Unique trees add character to the vibrant landscape.

Farm stay in Strand

Luxury Family Retreat with Ocean Views and Pool