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Oyster Bay Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Oyster Bay vacation rentals

A balcony with wicker furniture, a wooden table, and a view of the sea and buildings.

1. Harbour Club

Harbour Club
4.0 star property
Saint Francis Bay
8.8 out of 10, Excellent, (5 reviews)
"Great apartment, great views and location. Vincent was exceptional. "
South Africa
Michael
$89 nightly
The price is $105
Oct 13 - Oct 14
Total with taxes and fees
Harbour Club
A coastal residential area with a prominent building labeled 'Cape St. Francis Resort' featuring a swimming pool, surrounded by houses with a view of the ocean.

2. Cape St Francis Resort

Cape St Francis Resort
3.0 star property
Cape Saint Francis
8.0 out of 10, Very good, (70 reviews)
"Clean room, nice pool"
United States
Risuna
$88 nightly
The price is $101
Oct 13 - Oct 14
Total with taxes and fees
Cape St Francis Resort
A coastal view with a grassy area, a bench, and a concrete wall.

3. Seaside Shalom Apartment - Ocean Views

Seaside Shalom Apartment - Ocean Views
3.0 star property
Saint Francis Bay
$81 nightly
The price is $93
Oct 13 - Oct 14
Total with taxes and fees
Seaside Shalom Apartment - Ocean Views
Beach

4. Nature Beach Cottage Jeffreys Bay

Nature Beach Cottage Jeffreys Bay
Jeffreys Bay
$89 nightly
The price is $89
Oct 13 - Oct 14
Total with taxes and fees
Nature Beach Cottage Jeffreys Bay
A wooden staircase leading to a beach with a view of the ocean.

5. Charming 2-bedroom BeachApartment in Marvellous Jeffreys Bay Main Beach.

Charming 2-bedroom BeachApartment in Marvellous Jeffreys Bay Main Beach.
Jeffreys Bay
$163 nightly
The price is $163
Oct 18 - Oct 19
Total with taxes and fees
Charming 2-bedroom BeachApartment in Marvellous Jeffreys Bay Main Beach.
A modern living room with a large TV, comfortable seating, and a view of the outdoors.

6. Complete, Modern 2 bedroom, 2 bathroom Apartment on the beach

Complete, Modern 2 bedroom, 2 bathroom Apartment on the beach
Jeffreys Bay
$165 nightly
The price is $165
Oct 15 - Oct 16
Total with taxes and fees
Complete, Modern 2 bedroom, 2 bathroom Apartment on the beach
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.
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Top Oyster Bay Hotel Reviews

On the Beach Guesthouse

On the Beach Guesthouse

10/10 Excellent
"We had an amazing stay!!! Surfs up."
John 4-night trip
Posted 3 months ago
On the Beach Guesthouse

Find out more about Oyster Bay

Everything you need to know about Oyster Bay vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oyster Bay vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oyster Bay vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oyster Bay vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oyster Bay. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oyster Bay in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $89 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oyster Bay rentals

At Expedia, we put the best Oyster Bay vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oyster Bay rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oyster Bay vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oyster Bay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Oyster Bay?

Yes, we offer vacation rentals close to well known attractions in Oyster Bay, or you can select a more remote option if you want a relaxing place to stay. Oyster Bay is known for its beaches and restaurants.

What are some of the best vacation home rentals that Oyster Bay has to offer?

Oyster bay beach house: This Oyster Bay vacation home rental offers a fireplace, a terrace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a full-sized fridge, a stovetop, and a coffee maker, so you can cook with friends or family. Make the most of the garden in this rental home to help you unwind.

What’s there to see and do in Oyster Bay?

Explore the area and family-friendly sights such as Dolphin Beach, or get out into nature at a spot like St. Francis Bay Beach. In the larger area, you’ll find St. Francis Links and Port St. Francis.

What’s a vacation rental in Oyster Bay like?

A vacation rental is a private property you can book for several days or longer in Oyster Bay. Vacation rentals offer extras like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for small groups.