Holiday rentals in Oyster Bay

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Top-rated holiday rentals in Oyster Bay

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Top guest favourite
The image showcases rolling ocean waves beneath a clear sky, with the shoreline visible in the foreground. A beach house stands to the right, harmoniously integrated into the coastal landscape, reflecting the vibrant colors of the ocean. The scene conveys a serene beach environment.
Apartment in Jeffreys Bay
5 out of 5 average rating, 208 reviews

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.

Top guest favourite
A modern residence is set against a backdrop of the sandy beach and turquoise sea. The structure features large glass doors opening to a spacious deck, with lounge chairs positioned to enjoy the ocean view. Lush green grass complements the coastal scenery.
Tiny home
4.92 out of 5 average rating, 123 reviews

The Beach House

The Beach House is a small, but beautifully proportioned residence which sits in an enviable location, just metres from the golden sands of Jeffrey’s Bay. Be woken in the morning with the sunlight flooding in, have breakfast on the deck watching dancing dolphins, spend the day surfing or exploring and end the day watching the sky turn scarlet in front of the fire pit. Please also see 127 da Gama if you want to rent the whole property. Please note it is a Japanese style bed and relatively hard.

Superhost
Home in Saint Francis Bay
5 out of 5 average rating, 3 reviews

Light filled luxury in peaceful St Francis Links

A gem - for anyone who appreciates the feeling of luxury created by an abundance of space, lounging in comfort, panoramic views and breathtaking sunrises. Nested in a quiet cul-de-sac on the secure and prestigious St Francis Links Golf Estate, from its understated entrance, this is a villa that delivers that wow factor as you ascend to its elevated living space with its mesmerising views. This is a place where time stands still and guests can truly unplug and embrace 'the moment'.

Top guest favourite
A scenic view of a coastline featuring gentle waves lapping against the shore. A lighthouse stands prominently, surrounded by a few buildings. The clear blue sky enhances the tranquility of the landscape, while the rocky shorelines provide a natural contrast to the sandy beach.
Guest suite in Cape Saint Francis
4.97 out of 5 average rating, 184 reviews

Stonesthrow Self Catering Beach Getaway

Only a stonesthrow from the most magnificent beach and infamous seals surfing point, our fully equipped garden flatlet is a mere two minute walk away. Enjoy walks on the beach to the lighthouse the wild side and our nature reserves. Great fishing and snorkeling in the many gullies on the wild side only a 10 min walk away. Watch the sunrise and sunset over the sea. Two golf courses, the Kromme river and canal system, shops and restaurants are a ten minute drive to St Francis Bay.

Guest favourite
A spacious outdoor area features wooden sun loungers and a small table, offering a view of the ocean. The expansive blue sky contrasts with the surrounding greenery. Glass railings provide unobstructed sightlines to the beach, while the tiled flooring emphasizes the modern design.
Home
4.91 out of 5 average rating, 119 reviews

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.

Top guest favourite
A spacious terrace offers views of the sandy beach and ocean, with comfortable seating areas arranged for relaxation. Light streams in from large windows on the left, highlighting the inviting interior. The serene blue sky complements the coastal scenery.
Home in Jeffreys Bay
5 out of 5 average rating, 16 reviews

Family Home (#2) On the Beach

SOLAR & BATTERY BACKUP (NO LOAD SHEDDING :) Escape to our beachfront haven! Immerse yourself in tranquillity as you savour breathtaking ocean sunrises from the terrace. This spacious retreat features four bedrooms, each with ensuite bathrooms, an open-plan kitchen, dining and lounge area, with a separate cosy TV lounge adjacent to the pool. Your perfect sanctuary for relaxation and family beach fun awaits! Walking distance to surf spots like Albies, point and supers :)

Superhost
An open-plan living area features high wooden beams and a staircase leading to a loft. A modern kitchen with pendant lighting can be seen across from a spacious dining table surrounded by clear chairs. A fireplace is situated next to the kitchen, adding functionality.
Home in Paradise Beach
4.75 out of 5 average rating, 16 reviews

Juaqies Island @ Paradise Beach 4 Bedroom House

Welcome to our Peaceful retreat at the picturesque Paradise Beach, this home is the perfect base for your coastel getaway. Paradise Beach is known for its pristine beaches that are peaceful throughout the year and next to a semi-nature reserve with plenty of birds and wildlife to be seen. Paradise Beach is a short 15 minute drive to Jeffrey's Bay where you will find shopping centres, restuarants, pubs and the world renowned surfing beach and surfing village.

Top guest favourite
An aerial view of a luxury modern house located by the canals, featuring a private swimming pool and tennis court. A wooden jetty with three kayaks is visible alongside canal water. The image captures the serene environment at sunset, highlighting the expansive property layout.
Home in Saint Francis Bay
4.98 out of 5 average rating, 105 reviews

Amazing waterfront villa - own pool & tennis court

Luxury modern, 10 sleeper house on the canals in a prime location with a private swimming pool, tennis court, cricket net & gym on the property. The house is located on 2 stands with 50m of canal frontage with a boat mooring & Jet ski dock. It has everything required for a fantastic relaxing holiday including free unlimited wi-fi. For loadshedding we have a battery backup system for all the Lights, the Fridge, the Wi-Fi, the Decoders & the lounge TV.

Top guest favourite
Farm stay in Saint Francis Bay
5 out of 5 average rating, 17 reviews

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.

Guest favourite
Home in Jeffreys Bay
4.94 out of 5 average rating, 72 reviews

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!

Top guest favourite
A spacious upstairs room is highlighted by wooden ceilings and large windows that allow natural light to illuminate the interior. A comfortable sofa and a small dining table are positioned near the windows, offering views of the surrounding greenery.
Guest suite in Saint Francis Bay
4.93 out of 5 average rating, 677 reviews

Big bright flatlet on the canals amongst the trees

A large bright upstairs room above a double garage with a private balcony. The room looks out over trees and the garden. Private, equipped, self-catering with a small kitchen area. It’s a short walk to the Krom river. Guests have access to the garden, jetty and canal. There is a canoe to use. We live in the main house a few metres away.

Top guest favourite
A view of rolling waves meets the horizon, showcasing the ocean's movement under a partly cloudy sky. Rooftops of residential buildings are visible in the foreground, highlighting the coastal setting of the area.
Guest suite in Jeffreys Bay
4.96 out of 5 average rating, 250 reviews

Lower Point Surf Studio

Private studio with a relaxed coastal feel, your own veranda with daybed & braai, plus access to a shared rooftop lookout. Only 2 min walk to Lower Point beach Safe parking, Smart TV & free WiFi. One of two units — perfect for a laid-back JBay stay.

Popular amenities for Oyster Bay holiday rentals