Holiday Rentals in Oyster Bay

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Oyster Bay

Sugar Beach Condominiums
2.0 star property
7.2 out of 10, Good, (95)
"Great location. "
The price is €168
includes taxes & fees
29 Oct - 30 Oct
Sugar Beach Condominiums
Phoenix All Suites West Hotel
3.5 star property
8.6 out of 10, Excellent, (793)
"Clean room and staff we great view was great "
The price is €158
includes taxes & fees
4 Nov - 5 Nov
Phoenix All Suites West Hotel
Avocet- Beachfront, Private Pool
10.0 out of 10, Exceptional, (21)
"Overall great place! We will be returning! "
Avocet- Beachfront, Private Pool
Lighthouse Condos by Hosteeva
3.5 star property
9.0 out of 10, Wonderful, (16)
"Our family had a great time here. We would definitely recommend and return here! We didnt have any issues. Was very easy to check in. The communication was great. Our condo was very clean and exactly as we imagined. View was beautiful. The pools and hot tubs were amazing! The beach is very close and easily accessible. Our only tiny complaint was the bed in the master bedroom was very hard and cheap. The frame wasn't sturdy and was very uncomfortable. Other than that we had a great time. "
Lighthouse Condos by Hosteeva
Caribe Resort by Hosteeva
3.0 star property
8.6 out of 10, Excellent, (257)
"Loved the water and wildlife. "
The price is €601
includes taxes & fees
6 Nov - 7 Nov
Caribe Resort by Hosteeva
Gulf Front house, Private Heated Pool, 5 Ensuites, Never Crowded Beach, Fire Pit
10.0 out of 10, Exceptional, (125)
"This property was accurately advertised, unlike many properties on VRBO. The owner communicated and was available to answer any questions, although there were no issues. All the mechanical systems and appliances were working and the pool was clean and ready. This is a very nice beach property for larger groups. "
Gulf Front house, Private Heated Pool, 5 Ensuites, Never Crowded Beach, Fire Pit
Plantation West Condos
3.5 star property
8.4 out of 10, Very good, (7)
"I love the quiet and the proximity to the beach and pool. "
The price is €336
includes taxes & fees
4 Nov - 5 Nov
Plantation West Condos
Direct Gulfront Family friendly Modern Home!
10.0 out of 10, Exceptional, (169)
"The house was beachfront so we had an amazing view of the Gulf. Most days we saw 1-3 dolphins. The downstairs was open plan and spacious. Everything we need for cooking was provided. The towels were plush and soft. The beds were comfortable."
Direct Gulfront Family friendly Modern Home!
Quiet Beach, Pool Access, Pets Welcome
9.6 out of 10, Exceptional, (18)
"A nice, quiet, and open floor plan property. It had plenty of room for 8 adults. A very short walk to the beach. We had a great time!"
Quiet Beach, Pool Access, Pets Welcome
Phoenix All Suites
3.5 star property
8.4 out of 10, Very good, (503)
"We stay here every year and love it!"
The price is €150
includes taxes & fees
3 Nov - 4 Nov
Phoenix All Suites
Best bargain on the beach! Traditional beach house with ocean views.
9.4 out of 10, Exceptional, (134)
"We loved it and can't wait to go back!"
The price is €456
includes taxes & fees
20 Oct - 21 Oct
Best bargain on the beach! Traditional beach house with ocean views.
Plantation East
3.5 star property
9.0 out of 10, Wonderful, (19)
"It was wonderful, we stay here twice a year and love it every time "
The price is €298
includes taxes & fees
31 Oct - 1 Nov
Plantation East
Coastal beach cottage steps away from the white sand beaches!
10.0 out of 10, Exceptional, (78)
"Nice place! All of our crews liked this place and the host is very kind."
The price is €748
includes taxes & fees
8 Nov - 9 Nov
Coastal beach cottage steps away from the white sand beaches!
Mariner Lakes Condos
4.0 star property
10.0 out of 10, Exceptional, (6)
"location was great if ur going to the beach "
The price is €602
includes taxes & fees
23 Oct - 24 Oct
Mariner Lakes Condos
Beach House | Sleeps 18 | Sunwatch Cottages
7.4 out of 10, Good, (6)
"Perfect house and location for a large group vacation. Located just a few steps from the private beach. "
Beach House | Sleeps 18 | Sunwatch Cottages
Seabatical at The Gulf Tower, Beautiful Beachfront Condo
9.8 out of 10, Exceptional, (184)
"We always enjoy our stay here! "
Seabatical at The Gulf Tower, Beautiful Beachfront Condo
Sunsets and Relaxation await - Spot of Sun Bay Cottage
9.6 out of 10, Exceptional, (175)
"Great private getaway"
Sunsets and Relaxation await - Spot of Sun Bay Cottage
On The Beach. Perfect for offseason beach lovers! weekly/ monthly rates Nov.-Feb
9.8 out of 10, Exceptional, (315)
"It was a great location and great stay. The condo was very clean and nice and just steps from the beach which was perfect. Will definitely book again to bring the kids."
On The Beach. Perfect for offseason beach lovers! weekly/ monthly rates Nov.-Feb
Sanibel Condos
4.0 star property
9.4 out of 10, Exceptional, (12)
"The property was great, nice and clean! We enjoyed our stay! "
The price is €471
includes taxes & fees
23 Oct - 24 Oct
Sanibel Condos
Best hidden location on paradise island. Pool & Spa.
2.0 star property
10.0 out of 10, Exceptional, (7)
"House was in a perfect location! Walking distance to the beach, shops, restaurants, and more. The pool and hot tub next to the house were an extra bonus! Would love to come back here!"
Best hidden location on paradise island. Pool & Spa.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Oyster Bay Hotel Reviews

Find out more about Oyster Bay

Everything you need to know about Oyster Bay holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oyster Bay holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oyster Bay holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oyster Bay holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oyster Bay holiday rentals we have selected for you start as low as €150 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oyster Bay rentals

At Expedia, we put the best Oyster Bay holiday 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 holiday.

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 holiday rentals in Oyster Bay?

Yes, there are holiday rentals close to the most popular sights in Oyster Bay, or you can select a more secluded option if you're looking for a relaxing stay.

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

Summer House on Romar Beach: This holiday home rental outside Oyster Bay is situated on the beach, and has an outdoor pool and free WiFi to help you feel content during your stay. It has 3 bedrooms and a kitchen with kitchenware.

What can I see and do in Oyster Bay?

Explore the area and family-friendly sights such as Waterville USA, or get out into nature at a spot like Gulf Shores Beach. In the wider area, you’ll find Gulf Shores Golf Club and West Beach.

What’s a holiday rental in Oyster Bay like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oyster Bay. Holiday rentals feature amenities 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 holiday rental can provide a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a family getaway.