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Vacation rentals with a pool in Overstrand Local Municipality

Find and book unique homes with a pool on Airbnb

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, 509 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

Top guest favorite
The outdoor pool area features a rectangular pool surrounded by a wooden deck and lounge chairs. A fenced lawn area offers a view of the distant mountains and ocean under a clear blue sky.
Vacation home in Gansbaai
4.9 out of 5 average rating, 106 reviews

Stunning 6 Bedroom Seaside Family Home with Pool

Have fun & relax at this stylish seaside home. Our 16 sleeper includes 4 upstairs bedrooms, all en suite with walk-in showers & double basins, plus 2 family rooms downstairs. All bedrooms offer King Sized beds with stunning views of the bay or mountains. The open plan kitchen leads to a dining room & outdoor pool deck with breathtaking views. The home is steps away from the cliff path which leads to beautiful Stanfords Cove beach. BACK UP POWER AT THE HOUSE FOR ‘ESSENTIALS’ WHEN LOAD SHEDDING

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
4.93 out of 5 average rating, 123 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 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, 119 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 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
4.87 out of 5 average rating, 130 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 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, 123 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
4.93 out of 5 average rating, 102 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!!

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
4.91 out of 5 average rating, 164 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 favorite
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, 122 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.

Superhost
A sparkling swimming pool is surrounded by a well-maintained garden, featuring lounge chairs for relaxation. Paved paths lead through lush greenery, with a backdrop of mountains and clear blue skies. The area is thoughtfully designed for peaceful outdoor enjoyment.
Apartment in Vermont
4.85 out of 5 average rating, 331 reviews

57 on VERMONT #2 - Sea, Mountains and Lake

Facilities in all 3 chalets include: • FREE WiFi • Black Tea, Rooibos Tea, Coffee, Milk & Biscuits • Sanitizer, Hand Wash, Shampoo, Shower Gel, Hand & Nail Cream • Fridge, Microwave, Kitchen Essentials • Cable Television • FREE Safe & Secure Parking • Sparkling Swimming Pool • Barbecue Area & Fire Pit with spectacular mountain view • Outside wash-up area with a double sink and a 2 plate gas stove for cooking

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, 111 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

Top guest favorite
Cottage in Hermanus
4.99 out of 5 average rating, 233 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, 5minutes from Grotto Beach. It is designed to celebrate the outdoor lifestyle of Voëlklip, the beach suburb of Hermanus and its beautiful sea and mountain landscape.

Popular amenities for Overstrand Local Municipality rentals with a pool

When is the best time to visit Overstrand Local Municipality?

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Avg. price€ 116€ 107€ 107€ 107€ 94€ 96€ 97€ 102€ 112€ 108€ 105€ 119
Avg. temp22°C22°C21°C18°C15°C13°C13°C13°C15°C17°C19°C21°C

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 € 17 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