Vacation rentals in Oyster Bay

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Top-rated vacation rentals in Oyster Bay

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Top guest favorite
A private garden area is depicted, featuring a rustic picnic table and benches positioned on gravel. Native plants and small shrubs create a natural environment, while potted flowers add a touch of color. The cottage entrance is visible through sheer curtains, framed by a stone pathway.
Home in Wavecrest
4.98 out of 5 average rating, 122 reviews

Homely Stay JBay Garden Cottage

A quiet escape located in a lovely residential area in Jeffreys Bay. Our garden cottage has an open plan layout with a kitchenette and lounge. The bedroom offers a queen bed and has an ensuite bathroom with a shower and toilet. The outside area has a picnic bench where you can enjoy the afternoon sun. 10 min walk from popular beaches and a 5 minute drive from Supertubes beach. Off-road parking available for this unit and secure parking is also available on request (subject to availability).

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 Wavecrest
5 out of 5 average rating, 188 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
Home in Paradise Beach
5 out of 5 average rating, 43 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. At the end of the property is a beautiful bush path that will take you through the milkwoods and to the beach. Please note that due to erosion the beach access is currently very steep. Enjoy spotting birds, bushbuck, mongoose, and more right from the deck. A perfect spot to relax and soak in coastal beauty!

Top guest favorite
A panoramic view showcases the ocean with gentle waves rolling onto the shore. Lush greenery extends toward the beachfront, with a mix of modern and traditional homes bordering the landscape. The clear sky reflects the serene atmosphere, ideal for relaxation and ocean observation.
Loft in Wavecrest
4.99 out of 5 average rating, 162 reviews

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.

Guest favorite
An aerial view captures the nearby beach and coastline, showcasing a cluster of homes nestled in greenery. Access paths are visible, leading to sandy shores. The layout demonstrates proximity to surf spots, with clear demarcation of the surrounding area and well-defined routes towards the beach.
Guesthouse in Ferreira Town
4.93 out of 5 average rating, 127 reviews

AloJBay Surf Studio

Enjoy your stay in our easy-going surfers studio where the lights and fibre wi-fi are always on :-) , a few steps from the beach & main surf spots – Supertubes & Point. Take a walk to check the waves waves; take a swim or snorkel in our many beautiful rock pools; catch some waves; have a drink at the fire pit while you light up the fire & discover what epic JBay surf paradise is all about. Located perfectly in a quiet neighbourhood, just a short walking distance from shops & restaurants.

Top guest favorite
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, 172 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.

Top guest favorite
A spacious living area features high vaulted ceilings with wooden beams. A light-colored sofa with decorative cushions is positioned facing a round dining table, surrounded by wooden chairs. Modern kitchen cabinetry and pendant lighting add to the elegance, while large windows invite natural light.
Home in Saint Francis Bay
5 out of 5 average rating, 18 reviews

An elegant gem in the serenity of St Francis Links

An understated gem, with an elegant and modern design aesthetic that exudes calm. Its stylish simplicity creates an immediate feeling of relaxation from the moment you arrive. Located on the peaceful and secure St Francis Links Golf Estate, unwind in the serenity of this spacious home with all its modern comforts or explore the nearby coffee shops, village and the spectacular coastline, all within five minutes drive. With easy check-in, your peaceful retreat awaits.

Top guest favorite
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
4.99 out of 5 average rating, 100 reviews

39 Canal Rd waterfront villa - 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 favorite
An aerial view showcases a modern house with a shingle roof and large glass doors. A spacious wooden deck with seating and dining areas is positioned in front of the home, while kayaks are visible on the ground, surrounded by lush greenery.
Home in Saint Francis Bay
4.84 out of 5 average rating, 118 reviews

Beautiful House on canals

Our beautiful canal-side home away from home. This family friendly home is an oasis of peace and relaxation on the stunning St Francis Bay canals. Please note we recently renovated and the house no longer has a thatch roof. It’s now a modern shingle roof with aluminum windows and doors. We have updated some photos with the new roof and the white internal ceilings.

Guest favorite
A spacious bedroom features a comfortable queen size bed adorned with neutral-toned bedding. Large windows allow natural light to fill the room, and a cozy seating area includes an upholstered chair beside a small table. A stylish light fixture hangs from the sloped ceiling.
Home in Saint Francis Bay
4.92 out of 5 average rating, 165 reviews

Summer Bay Cottage

Dale & Caroline are excited to welcome you to their cosy and comfortable garden cottage situated in the quiet Poivre Crescent. We are centrally situated and only a short walk from our beautiful beaches and canals, top class restaurants, shopping centres and golf courses. At Summer Bay Cottage, you can kick back and relax in this calm and stylish space.

Top guest favorite
A spacious room with sloping wood-paneled ceilings features a cozy seating area. Natural light floods in through multiple windows, illuminating a comfortable sofa and a small dining table. A side table holds a vase with fresh flowers, enhancing the room's inviting design.
Guest suite in Saint Francis Bay
4.93 out of 5 average rating, 625 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.

Superhost
A cozy sleeping area features a spacious bed dressed in soft linens, complemented by decorative pillows. Large glass doors allow for a view of the water and natural light. A round dining table is positioned nearby, with gentle lighting from bedside lamps creating a restful ambiance.
Loft in Saint Francis Bay
4.8 out of 5 average rating, 168 reviews

Luxurious Studio Flat with Stunning Views

Experience the ultimate escape in a stunning waterfront apartment along the Kromme River, boasting breathtaking views of the ocean and the Baviaanskloof mountain range. Located on the famous st francis bay canals, create unforgettable memories while admiring the panoramic vistas from your very own slice of paradise.

Popular amenities for Oyster Bay vacation rentals