
Vacation rentals in Oyster Bay
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Top-rated vacation rentals in Oyster Bay
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Adventure ON the Beach
This 2 bedroomed private apartment is on the beach - there is some local vegetation in front of you that provides some privacy. This is a light and airy space - The Living room and bedroom sliding doors open onto the garden overlooking the ocean. A garden gate leads you to the beach and our well known local surfspot Point. The space is perfect for adventurous, outdoorsy people who love the beach and enjoys surfing and the ocean. It is very peaceful with the constant sound of the waves around u.
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At Lowerpoint - Loft Style Studio
A spacious, open plan, loft style studio, that sleeps 2 guests. Perfect for a couple or single traveler. Peacefully set back from the main road and within walking distance to the beach, it is the perfect location for a getaway, surf strike mission or business stay. Separate entrance onto a patio with a straight on view of Lowerpoint. Savor spectacular sunrises while enjoying a morning cuppa or enjoy a braai on the patio with evening sundowners all while wave watching and dolphin spotting.
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Surfstar 2 en suite bedroom condo with large patio
Surfstars 2 bedroom (sleeps 4) Garden House is the perfect blend of social and private space. It has an open-plan lounge & kitchen, spacious patio with incredible sea views and built in stainless steel braai. This condo is booked as a self contained unit or combined with our Pool House or Tree Penthouse. We are a 1.45hr (155km) drive on the Garden Route N2 from Plettenberg Bay. Gqeberha airport is a 1hr drive. Addo Elephant Park and other Game Reserves are a 1.15hr (113km) drive away.
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Driftwoods * Ocean Whisper * Nature’s Secret
Located in a privately-owned nature reserve, Driftwoods is within very short walking distance of a beautiful, secluded beach. The house has an open-plan design, with bedrooms that are set aside, making it easy to gather socially and retreat for some quiet time. The location is as exclusive as it gets. Access to an unspoilt beach, that stretches to Paradise beach and the Kromme river. Days are spent walking, swimming, eating, playing board games, reading a book and hearing owls at night.
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Stay in Seal Point Lighthouse East Wing
A truly unique Eastern Cape experience. Looking for something truly unforgettable? The East wing is a one-of-a-kind stay attached to a historic lighthouse on the Eastern Cape coastline. This heritage-rich space blends vintage charm with modern comforts, offering guests a rare opportunity to stay in a piece of South African history. Whether you're a couple seeking a romantic getaway, a history buff, or a traveller chasing an off-the-beaten-path experience, this is your perfect escape.
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Laid back luxury canal house
Kick back and relax in this calm, stylish space. Newly renovated family holiday house on the fantastic St Francis Bay Canals! Laid back luxury with great spaces to relax, enjoy the sun and entertain! Heated swimming pool (in summer) with large deck overlooking the canal. Huge family couch to relax on and enough beds to accommodate the whole family with indoor and outdoor dining and seating spaces. Right on the canal with private jetty and beach. Boats available separately!
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127 da Gama Road, Beach Front House
The first time we walked up the stairs and saw Jeffrey's Bay stretching in front of us, our hearts sang. After ten years of dreaming and two years of planning we finally created a modern beach front house by the surf. 127 de Gamma is built with a European style but an African heart. Whilst the bedrooms are downstairs, the open plan upstairs is all about the view. 2 guests may also stay in the unattached annex at the bottom of the garden. They have a totally separate area.
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Tranquil Fully Equipped 3BR Home + Ocean View
This peaceful 3-bedroom house has everything you need for your Cape St Francis trip. The home comes with off-road private parking, a coffee maker, and a Netflix enabled smart TV (no DSTV). During your stay, you can also enjoy using a convenient kitchen, fully equipped scullery and living room. Our Airbnb is within walking distance to several popular restaurants, shops, and hikes and a mere 250m from the beach. An ideal base to explore Cape St Francis.
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Sandwater Cottage
Welcome to our restored, freestanding cottage on a peaceful working farm just 5 minutes from St Francis Bay. Set well apart from the main house, it offers privacy, secure parking and a beautifully decorated interior. Fully off-grid, so mindful power use is appreciated. The farm is very safe, with horses occasionally roaming freely. Relax in serene natural surroundings or explore the beaches, surf and restaurants nearby – a calm, stylish escape.
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M E L O N
An old, converted General Dealer and Postal Agency , built in the 1930's, recently renovated and turned into a two bedroom , two bathroom house with a large open plan living and kitchen space. It is situated on the Loerie River in the picturesque Gamtoos Vallei, only 22km from Jeffreys Bay. It is perfectly situated to explore the Baviaanskloof, the Addo National park and the incredibly beauty of the unspoilt Eastern Cape coastline.
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Shack on Supers Beachfront house
Experience the laid-back charm of Shack House, a rustic wooden beachfront home nestled among the milkwood trees on the famous Supertubes in Jeffreys Bay. Wake up to the sound of the waves, enjoy breathtaking ocean views, and step straight onto the beach. Whether you're surfing, relaxing on the deck, or sharing a braai with family, Shack offers an authentic coastal escape full of character and beach-house charm.
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Paradise Beach Sky Cove
A new, two-bedroom retreat with open-plan living, ocean views at sunrise, and farmland/mountain views at sunset. A wrap-around deck and indoor/outdoor spaces keep you connected to nature. The beach is just a 5min walk away. Enjoy spotting birds, bushbuck, mongoose, and more right from the deck. A perfect spot to relax and soak in coastal beauty!
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Popular amenities for Oyster Bay vacation rentals
Other great vacation rentals in Oyster Bay

SWEL - a Cape St Francis gem, steps from the beach
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Waterfront living at The Marina
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Paradise Found, Paradise Beach, Jeffreys Bay
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Amazing waterfront villa - own pool & tennis court
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Best views from beautiful home
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Oyster Bay Hideaway
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DIE GROENHUISIE
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Oyster on the Rocks
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