Holiday rentals in Oyster Bay

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Top-rated holiday rentals in Oyster Bay

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Top guest favourite
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
4.99 out of 5 average rating, 136 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 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, 200 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 in Ferreira Town
4.9 out of 5 average rating, 99 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
A cozy seating area features a wooden bench with colorful cushions and a round ottoman. Large windows allow for ocean views, complemented by a decorative mirror and coastal-themed art. A television and vibrant blue rug complete the inviting space.
Cabin in Jeffreys Bay
4.89 out of 5 average rating, 140 reviews

Paradise Found, Paradise Beach, Jeffreys Bay

A good place to start is to define Paradise. Heavenly, blissful, a place of extreme beauty, delight and happiness. Now all that's left for you to do is experience a sigh of relief as you take in the breathtaking surrounds, while making yourself home and proclaiming PARADISE FOUND! Brand new home, built high up in the sky (yes we enjoy a good bird's-eye view), of the mountains and ocean, inspired by our flock of flamingos entering Paradise Beach. Greets you to have a safe and unforgettable stay!

Guest favourite
Home in Jeffreys Bay
4.98 out of 5 average rating, 58 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 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, 169 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
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, 180 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 favourite
An aerial view captures the coastal layout, showcasing ALOJbay's proximity to the beach. The surrounding areas include residential structures and greenery, with designated arrows pointing to notable surf spots: Point to the left and Super Tubes to the right. The ocean waves are visible in the background.
Guest house in Wavecrest
4.95 out of 5 average rating, 105 reviews

AloJbay Surf Cottage

Enjoy your stay in our easy-going surfers cottage where the lights and fibre wi-fi are always on :-) A few steps from the beach & main surf spots. Take a walk or bicycle ride to wave check; take a swim or snorkel in our rock pools; catch some waves; have a drink on the deck while you light up the fire & discover what epic JBay surf paradise is all about. The house, a 2 bed/2 bath gem, is located in a quiet neighbourhood just a short walking distance from shops & restaurants.

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 in Ferreira Town
4.91 out of 5 average rating, 110 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
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, 102 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 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
4.91 out of 5 average rating, 181 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 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, 653 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

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Oyster Bay?

    Oyster Bay has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Oyster Bay?

    Experience the best of Oyster Bay with our house rentals, starting at about $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Oyster Bay have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Oyster Bay. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Oyster Bay have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Oyster Bay. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Oyster Bay have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Oyster Bay. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Oyster Bay?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 $77 SGD 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 & child-friendly amenities

  • Wifi availability

    10 of Oyster Bay holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi 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