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Vacation 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 favorite
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, 517 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 favorite
A log cabin is set among green foliage, featuring a spacious wooden deck with a large picnic table and benches. The front porch has comfortable seating and large windows, allowing natural light to flow in. Warm, earthy tones are prominent in the cabin's exterior.
Vacation home in Mereenbosch
4.87 out of 5 average rating, 130 reviews

BushBaby Cabin

BushBaby Cabin is perfect for a romantic get-away. A log cabin beautifully nestled in the milkwood forest, just 20mins from Hermanus - secluded from the busyness of life. Situated by the Botriver lagoon, with a private path for access, this hidden gem brings you to nature's doorstep. Look out for the roaming wild horses and a variety of bird-life. BushBaby is in Meerenbosch with communal pool, tennis courts and table tennis access. Ideal to catch summer sun or a warm, cozy fire in winter.

Top guest favorite
The garden cottage is framed by neatly manicured greenery, with a sparkling swimming pool in the foreground. Sun loungers and an umbrella provide shaded seating. Large glass doors open to a spacious patio area, enhancing the connection between indoor and outdoor living.
Guesthouse in Hermanus
4.99 out of 5 average rating, 260 reviews

Cottage on Fir Hermanus

Superb non-smoking garden cottage at the back of the main house. It sleeps 4 guests in two very luxurious en-suite double bedrooms (Air conditioned) with spacious TV- lounge and small kitchenette. (Well equipped). Expect good quality linen and fluffy towels and unexpected little luxuries. A sparkling pool, free parking and Fibre Wi-Fi on the premises. Guests can enjoy the garden and pool at leisure. It is completely separate and private as only one other person resides in the main house.

Guest favorite
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
4.94 out of 5 average rating, 126 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 favorite
A spacious bedroom features a large bed with decorative pillows and a colorful throw. A cozy yellow chair is positioned nearby, and a round table rests in the corner. Natural light filters through the window, enhanced by operable shutters, creating a bright environment.
Apartment in Hermanus
4.92 out of 5 average rating, 128 reviews

Whale Watchers studio @ Waterfront & pool access.

Centrally located in lovely Hermanus at the Old Harbour Hermanus Waterfront. Walking distance from everything. A 2min walk to a variety of restaurants (inc Vegetarian/Vegan options) the famous Cliff paths, Marine Hotel Spa, Whale watching points ie Gearings point, Art galleries and shops. A 4min drive to Fernkloof Nature Reserve (hiking) A 6min drive to Grotto's swimming beach. This modern minimalist apartment is clean, private and comfortable within the Hermanus Waterfront complex.

Guest favorite
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
4.92 out of 5 average rating, 107 reviews

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

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 ☀️

Top guest favorite
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, 134 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

Top guest favorite
Guesthouse in Betty's Bay
4.98 out of 5 average rating, 149 reviews

Kalliste’s Misty Shores Cottage

Located on the seafront and in a biosphere reserve, Kalliste’s Misty Shores Cottage is the private and freestanding cottage of Kalliste Beach House (owner's accommodation). Misty Shores Cottage offers magnificent views of the mountain on the one side and the ocean on the other side. The property is surrounded by indigenous gardens, making the cottage ideally suited to those seeking a connection with nature, and a space in which to relax and recharge.

Guest favorite
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, 127 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 favorite
An expansive wooden deck offers sweeping views of the coastline and mountains. Lounge chairs and a small table create a space for relaxation, complemented by clear balcony railings that enhance the panoramic scenery. The early morning light casts a serene ambiance over the area.
Apartment in Hermanus
4.94 out of 5 average rating, 109 reviews

*Central - Whale Watching Paradise -Self check in*

In the Central hub of Hermanus opposite the old harbor, close to all activities & amenities, the local market, restaurants & shops all in walking distance, this apartment's location is key! Free parking space, art galleries, whale museum and the whale coast walking path boast all views for whale watching, convenience is right at your doorstep. Wi-Fi, Netflix and many more offers this stunning spacious apartment offers!!

Top guest favorite
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, 177 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.

Top guest favorite
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, 114 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

Popular amenities for Overstrand Local Municipality rentals with a pool

When is the best time to visit Overstrand Local Municipality?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ492ﺩ.ﺇ455ﺩ.ﺇ455ﺩ.ﺇ455ﺩ.ﺇ400ﺩ.ﺇ408ﺩ.ﺇ415ﺩ.ﺇ433ﺩ.ﺇ477ﺩ.ﺇ459ﺩ.ﺇ448ﺩ.ﺇ507
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Quick stats about vacation rentals with a pool in Overstrand Local Municipality

  • Total vacation rentals

    Explore 950 vacation rentals in Overstrand Local Municipality

  • Nightly prices starting at

    Overstrand Local Municipality vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

  • Verified guest reviews

    Over 24,740 verified reviews to help you choose

  • Family-friendly vacation rentals

    610 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 150 rentals that welcome pets

  • Rentals with dedicated workspaces

    460 properties have a dedicated workspace

  • Wi-Fi availability

    870 of Overstrand Local Municipality vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Overstrand Local Municipality rentals

  • 4.8 Average rating

    Overstrand Local Municipality stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Overstrand Local Municipality's top spots, include Fernkloof Nature Reserve, Betty's Bay Main Beach, and Benguela Cove Lagoon Wine Estate

Destinations to explore