Holiday rentals with a pool in Raithby

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, 263 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, 154 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

4.91 out of 5 average rating, 99 reviews

A spacious living area features curved seating, inviting relaxation. Floor-to-ceiling windows provide panoramic views of the city and mountains. A sleek television is mounted on the wall, with minimalist decor enhancing the open layout. Natural light illuminates the room, creating a calm environment.

Flat in Strand

3 Bed Beachfront Paradise!

If you're looking to unwind with family or friends, our sea side apartment offers the perfect spot to do so. Book now! and let us share our little piece of paradise with you. Features: 2.4 KVA battery backup to run TV, lights etc Fast 5G WiFI Smart TV, Netflix, Disney, Showmax etc Large open living spaces Full Kitchen - 5 Burner Gas Hob Swimming Pool Please reach out if you have any special requirements! 25min CT Int Airport 20min Stellenbosch 40min Cape Town CBD 60min Hermanus

Farm stay in Stellenbosch

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 available)

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

Guest suite in Paradyskloof

A light-filled room features large windows with views of greenery. A comfortable green sofa and small table are positioned beside the spacious bed. Soft lighting is provided by pendant lights overhead, creating a relaxed and inviting living space.

4.97 out of 5 average rating, 543 reviews

"Die Buitekamer" in scenic Stellenbosch

Self-contained space with lock box access and contactless check in. Die Buitekamer is situated in the heart of the mountains, forests and vineyards. The small university town of Stellenbosch is a wonderful place to visit and is 3km down the road from us. All guests are welcome to stay in this relaxing, quiet and cosy room with its own separate entrance. Nestled below the beautiful Stellenbosch mountain range and surrounded by neighbouring vineyards.

4.99 out of 5 average rating, 172 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.

4.95 out of 5 average rating, 111 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.

4.94 out of 5 average rating, 139 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!

4.89 out of 5 average rating, 191 reviews

A clear view of a swimming pool surrounded by lush greenery, with a large inflatable swan floating on the water. In the background, a sunny landscape features manicured trees and a tennis court, with a mountain visible in the distance.

Flat in Somerset West

Homely cottage in best location in Winelands

Comfortable cottage set in a large garden with tennis court and swimming pool in Somerset West in the Winelands. 20 minutes from Cape Town airport, 10 minutes from the beach, 5 minutes from the best wine farms, 10 minutes from Stellenbosch. Safe leafy neighborhood. Clean, fully equipped private cottage with two bedrooms, living area and full kitchen. 200mb fast WiFi. DSTV included. Private braai area.

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.

4.98 out of 5 average rating, 463 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.

Guest house in Paradyskloof

A vibrant blue door features a wooden sign inscribed with 'The Blue Gypsy.' The entrance opens into a bright hallway, with a wooden cabinet, a green plant, and warm lighting visible in the background.

4.85 out of 5 average rating, 192 reviews

The Blue Gypsy

The Blue Gypsy is perfect for two guests, close to Stellenbosch central and all the neighboring towns. Located in a peaceful residence, with amazing mountain views! Come take a swim and enjoy your glass of wine while working remotely.

Guest house in Bishopscourt

A sleek glass house is illuminated at night, featuring a spacious wraparound terrace. Steps lead down to a tranquil lap pool, bordered by lounge chairs and a parasol. Lush greenery surrounds the property, enhancing the serene outdoor environment.

4.98 out of 5 average rating, 132 reviews

The Magical Glass House

Set on a beautiful property in Bishopscourt, it is walking distance to the Kirstenbosch Botanical Gardens and so close to all the Constantia vineyards,this exquisite Glass house is in a setting not to be missed and enjoyed.

Popular amenities for Raithby rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.93 out of 5 average rating, 120 reviews

An open-plan dining area features a large wooden table surrounded by metal chairs, with panoramic views of the ocean through floor-to-ceiling windows. A kitchen counter with a stove and minimal décor complements the spacious layout, creating a relaxing ambiance with natural light.

Home in Saint James

The Lookout

4.94 out of 5 average rating, 151 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

4.91 out of 5 average rating, 115 reviews

The exterior of a modern home features a pool surrounded by a wooden deck, with a view of the ocean in the background. Large windows reflect sunlight, and various potted plants add a touch of greenery. Clear skies and sailboats can be seen on the tranquil water.

Home in Simon's Town

WhaleDance

4.94 out of 5 average rating, 126 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

4.94 out of 5 average rating, 47 reviews

A modern house is showcased with a large covered seating area and expansive glass doors, enhancing the connection with the outdoors. The property is surrounded by a well-maintained lawn, and mountains rise in the background under a clear blue sky.

Home in Somerset West

Somerset West Retreat

4.73 out of 5 average rating, 107 reviews

A spacious self-catering home is shown with a well-maintained pool surrounded by a wooden deck. The exterior features a blend of light-colored bricks and a metal roof. Mountains rise in the background under a clear blue sky, adding to the tranquil ambiance.

Home in Paradyskloof

A Touch of Country - Pets welcome

5 out of 5 average rating, 18 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

4.87 out of 5 average rating, 301 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

Apartment rentals with a pool

4.91 out of 5 average rating, 296 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.

Apartment in Big Bay

Peace and Serenity near the Beach at Blue Amanzi

A studio apartment features a spacious bed with decorative pillows and a stylish bench in front. A comfortable sofa is placed adjacent to the bed, illuminated by warm lighting. Light filters in through large windows, highlighting the green accent wall and modern decor.

4.89 out of 5 average rating, 257 reviews

Tropical Madness - 3105 - 16 On Bree

A spacious living area is highlighted by large windows allowing natural light to fill the room. A modern white sectional sofa is complemented by decorative pillows. A unique wooden coffee table sits on a light-colored rug, while a dining table with matching chairs is visible in the background.

4.89 out of 5 average rating, 142 reviews

A magical home on the Cape Town Waterfront Canals

A spacious bedroom is shown, featuring a large bed with neutral-toned linens. Decorative pillows enhance the bed's look. A cozy seating area includes a blue sofa and a small coffee table. Large windows offer views of the cityscape, allowing natural light to fill the room.

4.84 out of 5 average rating, 139 reviews

Over The Clouds - 3003 - 16 On Bree

4.78 out of 5 average rating, 112 reviews

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.

Apartment in Newlands

Newlands Peak

A modern living area features large glass windows providing expansive views of the surrounding landscape. A comfortable sofa adorned with cushions faces a sleek coffee table, while a decorative plant adds a touch of greenery. A flat-screen TV is mounted on a light wood console.

4.94 out of 5 average rating, 216 reviews

Perfect Views Of Table Mountain and Atlantic Ocean

Apartment in Century City

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.

4.8 out of 5 average rating, 216 reviews

Canal and palm views apartment

4.95 out of 5 average rating, 154 reviews

A cozy living space features a dark sofa and a white media console, with a flat-screen TV positioned nearby. Double doors open to a balcony, offering views of the surroundings. Natural light enters through the doors, illuminating the elegant decor and plush area rug.

Apartment in Green Point

Luxury Suite at the Beautiful Cape Royale

Home rentals with a private pool

4.84 out of 5 average rating, 205 reviews

A tranquil outdoor space features a pool with clear water, surrounded by stone tiles. Two sun loungers are positioned near the edge, offering a view of the nearby mountain and bay. Natural light enhances the serene atmosphere, with greenery framing the area.

Villa in Simon's Town

180• Sea Views from a Hillside Villa, Solar Power

Guest suite in Rondebosch

The historic Mount Pleasant manor is surrounded by lush greenery and flowering plants. Its impressive white façade features arched windows and climbing vines, merging harmoniously with the natural landscape. Table Mountain can be seen in the background, enhancing the picturesque setting.

4.97 out of 5 average rating, 164 reviews

Elegant guest wing with own private garden & pool.

4.87 out of 5 average rating, 146 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 House Sparkling Pool

4.86 out of 5 average rating, 551 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

Serviced 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, 125 reviews

Harbour Studio

4.96 out of 5 average rating, 150 reviews

A large covered patio features comfortable seating with gray wicker chairs and a black-and-white tiled floor. The view extends to the lush garden, showcasing a private swimming pool and well-maintained greenery, with sun loungers positioned for relaxation.

Home in Constantia

Constantia Klein 4 Bedroom Villa on the Vineyards

4.96 out of 5 average rating, 137 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