Vacation rentals in Oyster Bay

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Top-rated vacation rentals in Oyster Bay

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Top guest favorite
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.
Condo 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 favorite
A modern living area showcases large glass doors that open to sweeping ocean views. A comfortable blue sofa sits beside a coffee table, and light flows in through the windows, complementing the minimalist decor. The tranquil coastline can be seen from this inviting space.
Tiny home in Jeffreys Bay
4.92 out of 5 average rating, 124 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.

Guest favorite
Apartment in Jeffreys Bay
4.95 out of 5 average rating, 19 reviews

Surfers Escape

Wake up to waves. Fall asleep to the ocean. Welcome to Surfer’s Escape, just 30 seconds’ walk to the beach—no driving, just barefoot steps to the sand. With multiple ocean-facing decks and panoramic views it’s just 50m from SuperTubes bottom channel and 200m to The Point. Inside is an open-plan lounge, dining area and fully equipped kitchen, with thatch and unique wooden beams it’s like being in a tree house on the beach! With private access and parking, Surfer’s Escape is waiting for you.

Top guest favorite
The outdoor area features a heated plunge pool beside wooden decking, with sun loungers positioned nearby. A fire pit is located on a stone patio, while the house showcases a modern design with large glass doors and clear blue skies in the background.
Home in Cape Saint Francis
4.98 out of 5 average rating, 48 reviews

SWEL - a Cape St Francis gem, steps from the beach

SWEL is a stunning two bedroom house, situated just a few steps from the iconic Seal Point surf break and beautiful Cape St Francis beach. Enjoy modern comforts with a fully equipped kitchen, luxurious king-size beds and spacious bathrooms. Unwind in the peaceful outdoor area with ocean views, a plunge pool and sun loungers. Enjoy starry skies alongside the fire pit. Within walking distance are coffee shops, a grocery store and the renowned Nevermind restaurant at Seal Point Lighthouse.

Guest favorite
The lighthouse stands tall against the evening sky, illuminated by soft lights. Its white exterior contrasts with the deep blue hues of the dusk. Nearby outdoor seating areas are visible, providing a space for relaxation and enjoying the coastal atmosphere.
Lighthouse in Cape Saint Francis
5 out of 5 average rating, 15 reviews

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.

Guest favorite
A spacious outdoor seating area features comfortable cushioned chairs and a wooden coffee table, overlooking the serene canal. The heated swimming pool is visible in the background, surrounded by a wooden deck and lush greenery, under a clear blue sky.
Home in Saint Francis Bay
4.95 out of 5 average rating, 37 reviews

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!

Guest favorite
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 in Jeffreys Bay
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 favorite
A spacious living area features large panoramic windows offering views of the beach and ocean. Natural light brightens the room, enhanced by a stained glass window above. Comfortable seating arrangements create a welcoming environment, while the outdoor terrace is visible in the background.
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 dining area features a large wooden table surrounded by transparent chairs. Natural light pours in through large stacking doors that open to the outdoor space, where greenery and a braai area are visible. Textured walls and wooden beams enhance the modern design.
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 favorite
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 favorite
A cozy living area is highlighted by two wooden chairs with patterned cushions. A bookshelf lined with books is positioned against the wall. A doorway leads to another room, while soft lighting from a lamp creates a warm ambiance in the space.
Home in MELON
4.91 out of 5 average rating, 81 reviews

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.

Guest favorite
Home in Jeffreys Bay
4.95 out of 5 average rating, 74 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!

Popular amenities for Oyster Bay vacation rentals