
Holiday rentals in Oyster Bay
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Top-rated holiday rentals in Oyster Bay
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Palm Views @ Huletts & Bruces Surf & Granny’s Pool
Tucked away like a hidden gem, Palm Views is just a short stroll through an enchanting community garden that leads you to Granny’s Pool Beach, Bruce’s Coffee Shop and the iconic Huletts and Bruces Beauties surf spots. This Mediterranean style home is infused with a luxurious flair, light and modern, and full of holiday charm. The open-plan layout is flowing seamlessly to the outdoors. Two generous entertainment decks invites alfresco dining and breathtaking sea views. A perfect Seaside Hideaway.

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.

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.

Dwell at Point Cottage
This private space is perfect for family and friends getaway. It has all your basic and essential amenities, an enclosed private garden for your dogs. The wood fired Hot Tub can be offered to guests who stay min 2 nights. The usage has an additional cost of R500 (water and 4 bags of wood) and needs prior arrangement. Parking is off street behind a secure gate. 200m to the beach on Point Break in Jeffreys Bay and just a 2min walk up from point is the famous Supers break.

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!

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.

Surf Garden Flat · Walk to Point · Solar + Wi-Fi
A relaxed garden flat just a short walk from Surfer’s Point. Perfect for surfers, couples, and remote workers wanting to settle into Jeffreys Bay for a few weeks or a season. Solar power, fast Wi-Fi, private garden and everything you need to live comfortably near the waves. •Fibre and smart TV •Solar powered so no black outs. •Discounted weekly and monthly rates are available and are especially popular with surfers and remote workers staying for a season

Amazing waterfront villa - own 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.

The Bungalow | 2 min walk to The Point
Wake up just steps from JBay’s iconic surf scene in this fresh, coastal bungalow. Just 2 minutes walk from The Point & 10 minutes from Supertubes, shops & cafés. Located in a safe, family-friendly crescent with off-street parking, The Bungalow blends surf village charm with a little luxurious comfort. Unwind in a calm, open-plan space with natural textures & modern elements. Featuring soft linens, home comforts & original artworks from local artists.

3 Pepper House - by African Perfection
3 Pepper is a fresh, contemporary self-catering space suitable for groups of friends, couples or families, that provides privacy and location. Recently decorated and modern, with African Perfection breakfast optional across the road, this is a wonderful long stay preference. Accommodates 6 guests comfortably. Minimum of 2 nights out of season and 5 nights in season per booking.

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. The beach is just a 5min walk away. Enjoy spotting birds, bushbuck, mongoose, and more right from the deck. A perfect spot to relax and soak in coastal beauty!

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
Other great holiday rentals in Oyster Bay

Oyster Bay Hideaway

Cape st Francis Lifestyle Estate , Robins Rest

Sasha's Cottage

Mod home in secure estate in canals.

Deluxe Two-bedroom Apartment

M E L O N

Bushbuck Farm Eco-Retreat Take a Hike Cabin

Tranquil Fully Equipped 3BR Home + Ocean View
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