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Holiday houses 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.
Condo in Wavecrest
5 out of 5 average rating, 191 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
An outdoor living area features a large dining table complemented by dark chairs, while a cozy seating arrangement with plush cushions is positioned nearby. The covered patio offers shade, and vibrant greenery surrounds the space, creating a relaxed atmosphere. Clear skies are visible above.
Villa in Saint Francis Bay
5 out of 5 average rating, 31 reviews

Panoramic views over St Francis-Entertainers dream

This gorgeous north facing home with a pool, large garden and solar power is an entertainers dream. The home has sweeping views of the ocean & mountains, but at the same time it is super private making you feel like you are on your own island. The house is modern, bright & all bedrooms are ensuite. Watch the sunrise from the comfort of your bed in the mornings as well as the moon rise over the ocean in the evening. This home is centrally located, just a few minutes walk to the beach or village

Guest favourite
Home in Paradise Beach
4.98 out of 5 average rating, 48 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
The modern house is perched on elevated stilts, showcasing a spacious deck and large windows illuminated by warm light. Surrounded by lush greenery, the structure offers a serene ambiance against a clear night sky filled with stars.
Home in Paradise Beach
4.92 out of 5 average rating, 485 reviews

Blue Dragonfly, Paradise Beach, Jeffreys Bay

The Blue Dragonfly a newly built property hovering high up in the sky. Enjoy the beauty and wonder of our natural miraculous surroundings in Paradise Beach, Jeffreys Bay, Eastern Cape in luxurious laid back comfort! Take a short 200m stroll to the most beautiful white beaches. Realising my true potential as your host in a way that also benefits other people is the ultimate expression of the power of the Blue Dragonfly. My hope for you to enjoy a time of peace and harmony in our labour of love.

Top Guest favourite
Apartment in Saint Francis Bay
4.95 out of 5 average rating, 20 reviews

Baytime - Beachfront Apt with Pool & Sea Views

Baytime – where every moment is a seaside escape! Wake up to the sound of waves and step straight onto the beach with your own private access. Just 200m from the vibrant village centre, you’ll find everything from gourmet delis and cozy cafés to boutique shops and restaurants. Whether you're here to unwind, explore, or indulge in local flavors, Baytime offers the perfect blend of relaxation and convenience. Come for the views, stay for the vibe – it’s always the right time for Baytime.

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, 173 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 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
4.97 out of 5 average rating, 30 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!

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
4.99 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 favourite
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
4.95 out of 5 average rating, 234 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

Top Guest favourite
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 favourite
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, 169 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.

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, 628 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

Quick stats about holiday rentals in Oyster Bay

  • Total holiday rentals

    Explore 10 holiday rentals in Oyster Bay

  • Nightly prices starting at

    Oyster Bay holiday rentals start at $104 NZD per night before taxes and fees

  • Verified guest reviews

    Over 70 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Wi-Fi availability

    10 of Oyster Bay holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Oyster Bay rentals

  • 4.7 Average rating

    Oyster Bay stays receive an average rating of 4.7 out of 5 from guests