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, 110 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, 176 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 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, 147 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.

Top 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, 120 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 sunlit living area features large glass doors that open to a private terrace, presenting expansive views of the water. Stylish white sofas are positioned around a light table, complemented by natural tones in decor and greenery from potted plants near the windows.

Apartment in Saint Francis Bay

5 out of 5 average rating, 16 reviews

Seafront Penthouse

Welcome to our penthouse, perched on the edge of the harbour with panoramic views of St Francis Bay. Enjoy the scene of yachts and boats bobbing in the tranquil waters of Port St Francis. This modern, open-concept penthouse,with elevator access, features a private terrace, where you can unwind with a glass of wine or fire up the BBQ for a relaxed evening while watching the boats sail by. Perfect getaway to experience the beauty of the bay, the harbour, and everything in between.

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

4.96 out of 5 average rating, 168 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

The exterior of a modern building is surrounded by neatly landscaped gardens featuring various plants and palm trees. A stone driveway leads to a wooden gate, while a light-colored wall encloses the property, providing a sense of privacy and security.

Guesthouse in Jeffreys Bay

4.91 out of 5 average rating, 139 reviews

Private Unit Close to Beach and Town Center

Bachelor apartment on same premises as main dwelling 150m from Dolphin Beach (main beach) 100m from Town Center Close to bars, restaurants, and shops FREE Wi-Fi Safe Parking CCTV securely monitored Parking and Common areas Outside Shower available for rinsing sand, surfboards, and wetsuits Relaxing table, near the Koi Pond and Bird Feeders. 1x Bedroom 1x Bathroom (Toilet, Basin, Shower) Equipped Mini Kitchen Workspace TV (open view decoder)

Top guest favorite

A serene sunset view is captured over the ocean, with gentle waves reflecting golden hues. Silhouetted plants in the foreground frame the scene, creating a calming atmosphere. The distant shoreline is softly visible against the horizon, adding depth to the tranquil setting.

Apartment in Wavecrest

4.9 out of 5 average rating, 221 reviews

Garden Flat near Point (Solar Power)

This garden flat is situated on the ground floor of our family home. The waves at the Point are visible from the top of the garden and its just a few minutes walk down a green belt to Point and a few more minutes along the beach to Supers. Casual and spacious studio room perfect for surfers, a cozy couple’s retreat, those who work remotely, weekenders or holiday makers. Fibre and TV included Solar powered so no black outs.

Top guest favorite

Home in Paradise Beach

5 out of 5 average rating, 31 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. Enjoy spotting birds, bushbuck, mongoose, and more right from the deck. A perfect spot to relax and soak in coastal beauty!

Top guest favorite

An outdoor patio area is shown featuring a wooden picnic table surrounded by several striped bean bags. A staircase leads to a higher level, while a surfboard leans against the wall. Nearby, greenery adds a touch of nature to the space.

Guest suite in Wavecrest

4.96 out of 5 average rating, 225 reviews

Lower Point Surf Studio

Modern and comfortable! 2 min walk from Lower Point and close to World Class Surfing Beaches! Safe parking. Private Entertainment Veranda with Day Bed and Barbecue. The Rooftop Look out is communal space for both studios. Smart tv and Free WIFI! Most guests are disappointed they only booked 2 nights as J Bay has too much to offer for only 1 full day and 2 nights. We recommend at least 3 nights. ONE OF TWO UNITS

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, 144 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, 604 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.