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Holiday rentals with a pool in Overstrand Local Municipality

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Top-rated rentals with a pool in Overstrand Local Municipality

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite
A small balcony features a round table with a yellow mug and a jar. Two wooden chairs are nearby, and a blanket is draped over one. The scene includes a view of the sea through a wide opening, enhancing the relaxing atmosphere.
Apartment in Hermanus
4.95 out of 5 average rating, 505 reviews

Westcliff Balcony Room

Welcome to this serene and spacious upstairs apartment - with a pool on the one side and a balcony with amazing sea view on the other side. The room itself is warm, cosy and arty. There is plenty of storage, places to sit and relax, access to the pool and safe off street parking. What I love about the room is the feeling you get when you're there... it seems to say 'you're on holiday.. relaaaaxx'. Other 2 apts on the property: /h/westcliff-pool-room-hermanus /h/westcliff-garden-room-hermanus

Guest favourite
A person with long hair stands barefoot on a wooden deck beside a turquoise pool, holding a glass of wine. Striped towels and a hat are hung on the wall, enhancing the relaxed ambiance.
Home in Hermanus
4.93 out of 5 average rating, 102 reviews

5 Bed Beach Bungalow w/ pool, fire-pit & solar

Winter Special 👇🏼 This stylish 5 bedroom, 5 en-suite bathroom beach bungalow provides the ideal setting for a relaxed vacation at the majestic Hermanus coast. While away the hours pool-side, or enjoy the mountain glow at sun-set around the fire-pit with loved ones. Just a short walk to the beach, The Bungalow is what holiday dreams are made of. Enjoy the fire-place & local wine-farms in the winter, or enjoy the outdoor chill areas in the summer-time. Hello poolside barbecues! Solar-powered ☀️

Guest favourite
The villa is situated on a hillside surrounded by lush greenery, offering expansive ocean views. Its architectural design features a thatched roof and spacious deck area, which includes a private pool. The surrounding landscape creates a serene coastal atmosphere.
Home in De Kelders
4.93 out of 5 average rating, 121 reviews

Oceanfront Villa 4br/4ba pool wifi, solar power

Whale Huys is a Self-catering, direct oceanfront villa with panoramic views of Walker Bay and the Klein Rivier Mountains. Perfect for a relaxing holiday away, just 2 hours from Cape Town. With its stunning views and just the sounds of nature, Whale Huys seems far removed from the busy hustle and bustle of our daily lives. but is close to the wineries and renowned country restaurants the area is famous for. Outdoor and cultural activities abound. Just 5 min. from Gansbaai for shopping.

Top Guest favourite
A secluded garden area features a small white metal table and chair set, surrounded by lush greenery and flowerbeds. Stone pathways lead through the garden, with potted plants adding a touch of nature to the serene space. A wall of foliage provides privacy.
Guesthouse in Hermanus
4.97 out of 5 average rating, 113 reviews

Alannah's

Welcome to my little place of peace in wonderful Hermanus, or as it is better known "Whale Capital of South Africa." I invite you to come and stay in my tastefully furnished fully equipped cottage not far from all the amenities of Hermanus but also close to the famous Southern Right Whales. Walk the scenic cliff paths with spectacular views and visit our famous restaurants, with great food and wines to be enjoyed . I look forward to welcoming you on your next journey. Sincerely Eileen.

Guest favourite
The spacious exterior of the home is presented, showcasing a modern architectural design with multiple levels. A swimming pool is visible in the foreground, complemented by a deck area. Lush greenery surrounds the property, and mountains provide a scenic backdrop, enhancing the tranquil setting.
Home in Onrus
4.91 out of 5 average rating, 127 reviews

The Haven Luxury Home - Hermanus/Onrus

No load shedding in this luxurious home which has all the creature comforts needed to enjoy a comfortable holiday by the beach. Located in a quiet cul-de-sac in Onrus only 3 mins drive from the beach and 5 mins from town center, with beautiful views. The living area opens up onto the decking and is perfect for nice relaxing atmosphere with a lovely view of the conservation area and Onrus River. Fitted with Wi-Fi, DSTV and Netflix along with all other basic amenities needed.

Guest favourite
A dining area is positioned beside expansive glass windows, offering direct views of rocky coastal scenery and distant mountains. A modern table set with fresh fruit enhances the inviting atmosphere, while sunlight brightens the open space.
Apartment in Hermanus
4.87 out of 5 average rating, 126 reviews

Ocean Rhythm Hermanus Premier sea-front apartment

It has a prime position in Hermanus at the waters edge, with uninterrupted panoramic view of Walker Bay through its floor to ceiling frameless windows. This allows fantastic whale watching opportunity in season. It is opposite a Spar store, and a 18 hole golf course. It has been newly designed and renovated by John Greenfield FRSA and had high end finishes and equipment. This is set within its own beautiful gardens, with leisure area. A new heated pool will be built in 2026

Guest favourite
A spacious living area features a large flat-screen television on a wooden console. A cozy brown ottoman complements the room. Floor-to-ceiling glass doors provide a view of the ocean, while a small outdoor table is seen on the balcony. Soft natural light filters through the curtains.
Apartment in Hermanus
4.9 out of 5 average rating, 119 reviews

Sea view apartment in Whale Rock Estate Hermanus.

2 Bedroom Self Catering luxury apartment on the top floor. Overlooks Walker Bay with wonderful whale sightings and constant sound of the sea. Situated 3 km from central town in a quiet cul-de-sac seafront complex with 24 hour onsite security. Two days stay minimum. Sleep max 4 people. No animals allowed. Property Facilities: Estate communal area with BBQ facilities, swimming pool and squash court. Safe Free undercover parking.

Guest favourite
A cozy bedroom features a spacious bed adorned with various textured pillows and a soft blanket. A nightstand stands beside the bed, with a decorative lamp. Light is filtered through a nearby window, while a folding screen adds privacy to the space.
Condo in Hermanus
4.92 out of 5 average rating, 147 reviews

Cliff Path Cottage

A charming open-plan cottage, nestled near the cliff path and whale-watching lookouts of Hermanus. The freestanding Cottage is situated at the back of a permanent private residence with its own entrance. There is a cosy living area and comfortable seating. It's the perfect spot to unwind after a day of exploring. Adjacent to the living area, you'll find a well-equipped kitchen. No need to worry about loadshedding.

Guest favourite
A spacious lounge area features a large navy sectional sofa adorned with cushions. A wooden coffee table is centered on a patterned rug, and two woven hanging light fixtures add texture. Large glass doors open to the outdoor space, enhancing natural light and connectivity.
Home in Pringle Bay
4.87 out of 5 average rating, 118 reviews

Seaside Sanctuary

Perfect home for re-connecting with friends and family, with a pool for the summer and fireplaces for the winter. The sand dunes are 15 meters from the house, and the beach a 3 minute walk Great for 1 or 2 families with up to 6 children, or 3 couples. Please note: not suitable for more than 6 adults. The house is set up with a well equipped kitchen, in- and outdoor braai, board/lawn games and a TV with Netflix.

Top Guest favourite
A scenic view of the surrounding mountains and lush landscapes is presented, featuring tall trees in the foreground and a range of hills in the distance. Soft clouds hover above the peaks, with a clear blue sky providing a serene backdrop.
Farm stay in Hermanus
4.99 out of 5 average rating, 110 reviews

Great escape with breathtaking view

# Totally off grid Farm house, Situated on a mountain side with the best views of the Babilongstoring mountains, lagoon and Arabella golf estate - only 9km's from Hermanus central. On the Karwyderskraal road off the R320- with 14 wine estates for wine tasting on your doorstep. With plenty of fresh mountain, drinking water.Maximum 6 guests Children welcome Non-smoking villa NO PETS ALLOWED

Superhost
The image captures a coastal scene featuring waves crashing against a rocky shore. The ocean water reflects shades of blue and green, with white foam produced by the waves. A distant mountainous landscape is visible under a clear sky.
Apartment in Hermanus
4.82 out of 5 average rating, 403 reviews

69 Whale Rock Estate, Hermanus

Our delightful 2 bedroom apartment situated in a security complex is a seaside haven just a 5 minute drive from the town centre. Totally renovated and upgraded, it is elegantly furnished with a panoramic view of the Indian Ocean. Only 100 metres from the sea assists restful sleep. Two days stay minimum please.

Top Guest favourite
A cozy bedroom is highlighted by two comfortable beds, each dressed in soft white linens. An antique green door adds character to the space, while whimsical lamps softly illuminate the room, creating a serene atmosphere.
Cottage in Hermanus
4.99 out of 5 average rating, 227 reviews

COSY Kaleidoscope cottage, near beach and trials

Welcome to freestanding Kaleidoscope Cottage, nestled among the Hibiscus trees with a private varandah overlooking a 25 m pool. It is part of Wil Ahhh - a private property that has been designed to celebrate the beach suburb Voelklip's beautiful sea and mountain landscape, and its outdoor lifestyle.

Popular amenities for Overstrand Local Municipality rentals with a pool

Quick stats about holiday rentals with a pool in Overstrand Local Municipality

  • Total rentals

    950 properties

  • Nightly prices starting at

    $31 AUD before taxes and fees

  • Total number of reviews

    25K reviews

  • Family-friendly rentals

    610 properties are a good fit for families

  • Pet-friendly rentals

    150 properties allow pets

  • Rentals with dedicated workspaces

    460 properties have a dedicated workspace

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