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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 Wavecrest
5 out of 5 average rating, 206 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.

Guest favourite
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
4.9 out of 5 average rating, 114 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 favourite
Home in Paradise Beach
4.95 out of 5 average rating, 65 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 favourite
A spacious open-plan living area features high ceilings and large windows allowing ample natural light. A comfortable lounge area with two sofas faces a wall-mounted TV. A dining table is positioned near the fireplace, enhancing the cozy ambiance of the space.
Home in Sea View
4.94 out of 5 average rating, 142 reviews

Directly on the Sea- Main house

Directly on the edge of the Indian Ocean, the main house offers incredible views of the ocean from almost every window. A large space with 3 bedrooms, and private swimming pool with large wooden deck overlooking the ocean. Just steps from a private rocky beach, perfect for nature lovers, families, and couples. Enjoy marine life, the sound of waves, and sightings of dolphins and whales.. Nearby a Supermarket, a liquor store, and restaurants. Backup Solar power, and a double garage for parking.

Top guest favourite
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, 172 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 favourite
Flat in Jeffreys Bay
4.94 out of 5 average rating, 17 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 favourite
A wooden deck extends from the property, offering views of rugged coastal rocks and the ocean. Large glass doors line the building, allowing natural light to fill the interior. The horizon features gentle waves under a cloudy sky, enhancing the serene coastal setting.
Home in Eersterivierstrand
4.95 out of 5 average rating, 57 reviews

Blue Horizon First River Beach

Blue Horizon Tsitsikamma is a self catering property in Konkie Bay. Situated in Tsitsikamma, the garden of the Garden Route, and offers an unequalled and unique holiday experience. This little bit of paradise, a unique holiday gem. Blue Horizon is situated on the rocks next to the sea, the sounds of the ocean and waves breaking on the shore will soothe your soul. Guests can unwind, relax and explore. Please Note: There is a 10km gravel road before you reach Eersterivierstrand.

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, 114 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 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 Wavecrest
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 :)

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, 103 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.

Guest favourite
A bright living area features vaulted ceilings with exposed beams. Large sliding glass doors open to a view of the outdoors, while a cozy sofa is arranged around a central coffee table. Soft, neutral tones and plants create a calm ambiance.
Home in Cape Saint Francis
4.84 out of 5 average rating, 67 reviews

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.

Top guest favourite
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, 664 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.

Popular amenities for Oyster Bay holiday rentals