Book Holiday Homes in Oyster Bay

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Oyster Bay

Hobbs Haven

Hobbs Haven

Cape Saint Francis
Stay at this vacation home in Cape Saint Francis. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Port St. Francis and Seal Point Lighthouse ...
Hobbs Haven
Beach Front Apartment close to the beach with magnificent sea views.

Beach Front Apartment close to the beach with magnificent sea views.

Jeffreys Bay
Stay at this vacation home in Jeffreys Bay. Enjoy laundry facilities, cable/satellite TV service, and an outdoor pool. Popular attractions Seekoei Nature Reserve ...
Beach Front Apartment close to the beach with magnificent sea views.
@The Waves beach accommodation with sea and mountain views!
7 Bedrooms

@The Waves beach accommodation with sea and mountain views! 7 Bedrooms

Jeffreys Bay
Stay at this vacation home in Jeffreys Bay. Enjoy laundry facilities and air conditioning. Popular attractions Albatross Beach and Play in JBay Adventure Centre ...
@The Waves beach accommodation with sea and mountain views! 7 Bedrooms
Save an average of 15% on thousands of hotels when you're signed in
Little View

Little View

Jeffreys Bay
Stay at this vacation home in Jeffreys Bay. Popular attractions Shell Museum and Equinox Mall are located nearby.
Little View
Holiday house Jeffreys Bay for 1 - 7 persons with 3 bedrooms - Luxury holiday home

Holiday house Jeffreys Bay for 1 - 7 persons with 3 bedrooms - Luxury holiday home

Jeffreys Bay
Stay at this vacation home in Jeffreys Bay. Enjoy a garden, laundry facilities, and horse riding on site. Popular attractions Albatross Beach and Play in JBay ...
Holiday house Jeffreys Bay for 1 - 7 persons with 3 bedrooms - Luxury holiday home
St Francis Bay House On The Canal

St Francis Bay House On The Canal

3 out of 5
26 Harley Street, Saint Francis Bay, Eastern Cape
Stay at this 3-star business-friendly vacation home in Saint Francis Bay. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions St. Francis ...
St Francis Bay House On The Canal
Modern Retreat in Jeffreys Bay

Modern Retreat in Jeffreys Bay

Jeffreys Bay
Stay at this vacation home in Jeffreys Bay. Enjoy free WiFi and laundry facilities. Popular attractions Fountains Mall and Noorsekloof Nature Reserve are located ...
Modern Retreat in Jeffreys Bay
St Francis Bay Luxury Lodge 2

St Francis Bay Luxury Lodge 2

3 out of 5
Kansies Road, St. FrancisBay, Saint Francis Bay, Eastern Cape
Stay at this 3-star vacation home in Saint Francis Bay. Enjoy free WiFi, free parking, and a garden. Popular attractions St. Francis Bay Golf Club and St. Francis ...
St Francis Bay Luxury Lodge 2
Captain's Reach St. Francis Bay

Captain's Reach St. Francis Bay

4 out of 5
Captain's Reach Road, St Francis Bay, Saint Francis Bay, Eastern Cape
Stay at this 4-star vacation home in Saint Francis Bay. Enjoy free WiFi, free parking, and a garden. Popular attractions Port St. Francis and St. Francis Bay ...
Captain's Reach St. Francis Bay
Don't see what you're looking for?
See all available properties in Oyster Bay
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Oyster Bay Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Oyster Bay vacation homes are the perfect way for you to wing it.

Holiday houses in Oyster Bay let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Oyster Bay in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Oyster Bay adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Oyster Bay with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Oyster Bay vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Oyster Bay Holiday Homes essential information

Accommodation
28 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Hobbs Haven , Beach Front Apartment close to the beach with magnificent sea views., @The Waves beach accommodation with sea and mountain views! 7 Bedrooms, Little View, Holiday house Jeffreys Bay for 1 - 7 persons with 3 bedrooms - Luxury holiday home, St Francis Bay House On The Canal, Modern Retreat in Jeffreys Bay, St Francis Bay Luxury Lodge 2, Captain's Reach St. Francis Bay

Top trending hotels in Oyster Bay

Oyster Bay Lodge

Oyster Bay Lodge

4 out of 5
2km West Of village of Oyster Bay, Between St Francis and Tsitsikamma, Oyster Bay, Eastern Cape
Stay at this 4-star beach lodge in Oyster Bay. Enjoy free breakfast, free WiFi, and free parking.
Oyster Bay Lodge
Oyster bay beach house

Oyster bay beach house

3 out of 5
Marlyn St, Oyster Bay, Eastern Cape
Stay at this 3-star vacation home in Oyster Bay. Enjoy free parking, a garden, and laundry facilities.
Oyster bay beach house
On the Beach Guesthouse

On the Beach Guesthouse

4 out of 5
32 Waterkant Street, Jeffreys Bay, Eastern Cape
Stay at this 4-star beach guesthouse in Jeffreys Bay. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Play in JBay Adventure Centre Day ...
On the Beach Guesthouse
Save an average of 15% on thousands of hotels when you're signed in
Super Tubes Guesthouse

Super Tubes Guesthouse

4 out of 5
12 Pepper Street, Jeffreys Bay, Eastern Cape
Stay at this 4-star beach guesthouse in Jeffreys Bay. Enjoy free WiFi, free parking, and 2 bars/lounges. Popular attractions Play in JBay Adventure Centre Day ...
Super Tubes Guesthouse
Don't see what you're looking for?
See all available properties in Oyster Bay
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.