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Holiday houses in Herolds Bay Beach

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Top-rated holiday rentals in Herolds Bay Beach

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
An open living area showcases a spacious sectional sofa with decorative pillows, complemented by a coffee table. A modern fireplace is visible, surrounded by natural light streaming through expansive glass doors. A kitchen area with sleek finishes and overhead lighting can also be observed.
Cabin in George
5.0 out of 5 average rating, 42 reviews

Buff and Fellow: Safari Villa 9 (4 Adults, 4 Kids)

Set on a game farm, the 2 bedroom villa overlooks a waterhole frequented by buffalo. The open living area features a indoor fireplace. The living space flows into a kitchen equipped with top-of-the-line appliances and a pizza oven. The patio area is perfect for entertaining. Guests can unwind in a wood-fired hot tub. An outdoor braai (barbecue) and fire pit create a perfect ambiance. Both bedrooms feature king-sized beds, with an ensuite bathroom, bathtub and a outdoor shower and a kids loft.

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Top Guest favourite
An inviting deck overlooks the ocean, featuring a heated pool and comfortable loungers. Glass railings provide unobstructed views of the coastline and surrounding landscape. The serene space offers a tranquil setting for relaxation and enjoyment of natural beauty.
Home in Wilderness
4.97 out of 5 average rating, 238 reviews

Villa with sea & lagoon view, gym and heated pool

Overlooking the ocean and the lagoon, nestled in a bird conservancy against a forested hill and 5 minute drive from pristine beaches and the center of Wilderness, this stylish self-catering house offers spacious living and dining spaces, a deck with a heated pool, 3 bedrooms with en-suite bathrooms and private terraces with views on the sea and the forest. Amenities include a home gym, Pilates equipment, Weber braai, smart TV 75”, full DSTV, Play Station 4, fussball table, and uncapped Wi-Fi.

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Top Guest favourite
Home in Oubaai Golf Estate
4.97 out of 5 average rating, 101 reviews

1248 Oubaai, Picturesque Sea-view, Herolds Bay

Stunning unobstructed, sea-view property. Custom designed and located on the exclusive Oubaai Golf Estate in Herolds Bay, with a signature Ernie Els golf course. This house is an entertainer's dream, with all the cooking amenities you can wish for. Enough space to socialize and enjoy the views & sunsets, designed to accommodate 12 ppl, with 5 private en-suite bedrooms, and a separate guest bathroom, everybody will enjoy the comfort and privacy that comes with this luxury property.

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Guest favourite
A sunlit room features large glass doors providing panoramic views of the ocean. A wooden dining table with several chairs occupies the space, complemented by comfortable seating areas. Natural light fills the room, enhancing the connection to the outdoor landscape.
Apartment in Herolds Bay
4.96 out of 5 average rating, 25 reviews

Oppiesee Selfcatering Apartments-JanSePlek 1bedroom

Oppiesee offers guest a fun, relaxing holiday right on the beach, with all the necessities you will find at home and more. Oppiesee offers only the best in Self Catering Accommodation. It’s well equip apartments range from 1-bedroom to a 5-bedroom apartment ideal for travelers, honeymoon couples, families or groups and can accommodate up to 26 adults sharing. With it’s amazing views, beautiful beach, walking trail, and other activities close by, Oppiesee is the ideal holiday destination.

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Guest favourite
The logo features the letters 'RR' elegantly intertwined above the text 'RUST N REEF', all presented in a minimalist design with a contemporary font. A black background accentuates the clean lines and modern aesthetic of the branding.
Condo in Herolds Bay
4.91 out of 5 average rating, 11 reviews

Rust n Reef

Sophisticated coastal getaway. Rust n Reef was founded by Theunis Visser, an entrepreneur with a deep love for global travel, gastronomy and wine. A creation with a simplistic yet sophisticated feel for easy and stylish breaks on the South African coast line. Rust n Reef epitomizes simplistic sophistication and a like for the finer things in life. With a discerning eye for individuality, Rust n Reef merges the beautiful South African coast line with seasoned industrial styled living.

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Top Guest favourite
Home in George
4.98 out of 5 average rating, 262 reviews

Clifftop Ocean View in Nature | Heated Pool

Wake to ocean, fynbos and wildlife from your private clifftop home, 60 metres above the Indian Ocean. Ocean Spirit sits in the secure 94-hectare Ballots Bay Nature Reserve on South Africa’s Garden Route. With panoramic sea views, a private, generously family sized heated pool , backup power and hiking from the front door. Enjoy exceptional privacy, wildlife, seasonal whale and dolphin sightings, star-filled skies and the sound of the ocean. Sleeps 6. Just 20km from George Airport.

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Top Guest favourite
A spacious bedroom features a large glass wall providing unobstructed ocean views. A modern freestanding bathtub is positioned near the floor-to-ceiling windows, overlooking the sea. The space is designed with natural materials, enhancing the serene atmosphere.
Home in George
4.98 out of 5 average rating, 231 reviews

Luxury in nature. Solar Powered. Endless sea views

Experience the ultimate coastal lifestyle in our luxury cliff-top home with stunning ocean views from every room. Our organic modern design features natural wood and designer soft furnishings. Dip in our semi heated pool, or enjoy our yoga & chill deck or cook a meal in our designer kitchen. Complete with solar power system & set in a private nature reserve. Just 25 mins from George Airport, 15 mins from the Garden Route Mall and Wilderness. Come unwind in comfort & style.

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Guest favourite
Place to stay in Herolds Bay
5.0 out of 5 average rating, 5 reviews

RROAR Luxury Home on the Rocks

Architect-designed holiday home perched on the rocks with breathtaking 270-degree sea views. Wake to the sunrise over the ocean, and enjoy 3 en-suite bedrooms, a heated pool, underfloor heating, and luxury finishes. Walk to the beach and local restaurant or explore CapeNature trails right from your doorstep. Close to top golf courses, wine farms, and iconic Garden Route attractions. Watch dolphins and whales from the deck and unwind in total tranquility.

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Guest favourite
The exterior of the villa is showcased against a dramatic sky, featuring wooden structures that blend with the landscape. Lush greenery surrounds the building, leading to an unobstructed view of the ocean, where the water reflects the soft colors of the clouds above.
Cabin in Ballots Bay
4.96 out of 5 average rating, 176 reviews

Cliff Top Houses no 8 - Endless sea & forest views

Cliff Top Houses are situated in a protected nature reserve perched high on the cliffs and surrounded by forest, fynbos and ocean. These secret hideaways are for those seeking peace, tranquility and that special magic. “The Bee’s Knees” is our spectacular newest secret escape sleeping 4 adults. Situated directly on the cliff edge, enjoy magnificent ocean views, waves crashing on the rocks below and whales so close you can touch them.

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Guest favourite
The exterior of the house is showcased, featuring a modern design with large windows and a stone-clad façade. A spacious terrace overlooks the surrounding landscape, complemented by outdoor seating and a large umbrella for shade. Lush greenery surrounds the property, enhancing the tranquil setting.
Home in Oubaai Golf Estate
4.8 out of 5 average rating, 143 reviews

PelserPlesier @Oubaai (Full Inverter)

Pure bliss. That’s the feeling that will strike you at PelserPlesier. Want to get away with the family? Planning a weekend of golf with the boys? Dreaming of unwinding with a good book and your favourite wine? Outeniqua Mountains, Indian Ocean, Oubaai Golf Course — everything you need around you! Stop making excuses. Life is short. We look forward to hosting you at PelserPlesier! PS: Installed inverter system to cover LS!

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Guest favourite
Home in Herolds Bay
4.89 out of 5 average rating, 9 reviews

Dasklip - Ocean Views of Herolds Bay

Beachfront getaway in Herolds Bay just 100m from the beach! This 4-bedroom home sleeps up to 9 guests and offers stunning sea views, an indoor braai, and an outdoor dining area. Perfect for families or groups, enjoy spacious living, a fully equipped kitchen, and a cozy lounge. Relax to the sound of the waves and enjoy the best of the Garden Route from this peaceful coastal escape. Wi-Fi and secure parking included.

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Top Guest favourite
Villa in George
5.0 out of 5 average rating, 27 reviews

Stunning Luxury Home | Hot Tub Pool Aircon

Salt & Sky is luxury, fully equipped designer kitchen. Stunning thoughtful decor 180 degree Ocean views Pool and hot tub. Three double bedrooms with inverter air conditioning. Roaring oversized fire Design led luxuryfinishes throughout the house, Solar powered with batteries WiFi

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Popular amenities for Herolds Bay Beach holiday rentals