Oyster Bay vacation rentals

We found 306 vacation rentals — enter your dates for availability

Discover a selection of 7 homes and other vacation rentals in Oyster Bay that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation rentals have the best amenities for hanging out with the people that matter most, which might include WiFi and a pool. No matter what you're looking for, you'll be sure to find a rental for everyone's needs, including a place that is accessible or non-smoking.
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Frequently asked questions

What is the most popular type of vacation rental in Oyster Bay?
In Oyster Bay, condos are the most popular vacation rental option, with around 21 available in charming neighborhoods close to local parks and the waterfront. These condos typically feature modern amenities such as fully equipped kitchens, comfortable living areas, and some even have private balconies for enjoying views of the surrounding area. For those seeking more space, there are about 10 vacation houses that provide additional room, often including multiple bedrooms, private yards, and outdoor seating areas, making them suitable for families or larger groups.
Are there any beach house rentals in Oyster Bay?
In Oyster Bay, there are about 88 beach house rentals available, offering a variety of accommodations for travelers. These properties are typically located near the waterfront, allowing guests to enjoy picturesque views and easy access to the beach. Most beach houses feature multiple bedrooms, fully equipped kitchens, spacious living areas, and outdoor patios or decks—great for relaxing after a day of sun and surf. The area is known for its charming neighborhoods, making it a great choice for families or groups seeking a tranquil coastal getaway.
How much does it cost to rent a vacation home in Oyster Bay?
Prices for vacation rentals in Oyster Bay vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Oyster Bay to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Oyster Bay vacation house rentals?
You can find great discounts on house rentals in Oyster Bay on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Oyster Bay?
In Oyster Bay, popular vacation rental amenities include fully equipped kitchens, which allow travelers to prepare their own meals during their stay. Many rentals also feature decks or patios, providing outdoor spaces to relax and enjoy the pleasant Florida weather. Onsite parking is commonly available, making it convenient for guests with vehicles. Additionally, many properties boast balconies, offering scenic views of the surroundings, and coffee or tea makers are standard, ensuring guests can enjoy their morning beverages with ease.
Can I find family house rentals in Oyster Bay?
In Oyster Bay, Florida, there are some family-friendly house rentals available, with about 14 options to choose from. This charming coastal area offers spacious homes that cater well to families, featuring amenities such as full kitchens for preparing family meals, comfortable living areas for relaxation, and outdoor spaces where children can play. Many properties are conveniently located near local parks and scenic waterfronts, making it easy for families to enjoy outdoor activities together.

Visitors can explore the beautiful surroundings, with nearby attractions such as the Oyster Bay National Wildlife Refuge, great for nature walks and birdwatching. The quaint downtown area provides access to shops and restaurants, ensuring that families have plenty of dining and entertainment options.
Can I rent a vacation home with a pool or hot tub in Oyster Bay?
In Oyster Bay, there are several vacation homes available for rent that feature pools and hot tubs, with around 19 options to choose from. This charming area on Long Island offers a blend of scenic beauty and tranquility, making it an excellent choice for relaxation. Many of these properties come equipped with private pools, hot tubs, spacious outdoor decks, and fully stocked kitchens, providing a superb setup for both leisure and entertaining. Additionally, travelers can expect amenities such as Wi-Fi, air conditioning, and comfortable living spaces, ensuring a pleasant stay.
Are there any Oyster Bay vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Oyster Bay with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I book pet-friendly vacation rentals in Oyster Bay?
In Oyster Bay, there are several pet-friendly vacation rentals available, offering a comfortable stay for travelers accompanied by their furry friends. Many of these rentals come equipped with essential amenities such as fully furnished kitchens, spacious living areas, and outdoor spaces like patios or yards, making them ideal for families or groups.

The charming neighborhoods of Oyster Bay provide easy access to local parks where pets can enjoy walks and playtime. Nearby, the Oyster Bay Nature Preserve offers trails and scenic views, superb for a leisurely stroll with pets. In addition to the natural beauty, the area features pet-friendly cafes and shops, ideal for those traveling with animals.
Can I find long-stay vacation rentals in Oyster Bay?
A long-stay vacation rental in Oyster Bay is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Oyster Bay for a vacation rental?
January marks the beginning of the peak season in Oyster Bay, drawing visitors eager to bask in the warm Floridian sun. This time of year, extending through March, is superb for those looking to escape colder climates and enjoy the area's stunning outdoor scenery. With average temperatures ranging from the mid-50s to the low 70s Fahrenheit, it's an ideal climate for beach activities, nature walks, and sightseeing.

During these months, Oyster Bay becomes a hub for tourists, with plenty of opportunities to explore the nearby beaches, engage in water sports, or simply relax by the shore. The vibrant setting is enhanced by local events and festivals that showcase the community's charm and hospitality.

For travelers looking for a more budget-friendly option, October is a wonderful time to visit. While the crowds have thinned, the weather remains pleasant, allowing for enjoyable outdoor excursions and local experiences. This quieter season is superb for those who appreciate a more relaxed pace while still soaking in the beauty of Oyster Bay.

Ultimately, your choice of when to visit Oyster Bay will depend on whether you prefer the lively energy of peak season or the tranquil ambiance of the shoulder months.
Are there any remote work vacation rentals in Oyster Bay?
In Oyster Bay, Florida, there are several options for remote work vacation rentals, with around 28 properties available that cater to travelers looking for a productive environment. Many of these rentals come equipped with essential amenities such as high-speed internet and dedicated workspaces, including desks and comfortable chairs, ensuring a conducive atmosphere for working remotely.

The charming neighborhoods of Oyster Bay provide a peaceful setting, with proximity to local parks and waterfront views that can be enjoyed during breaks. Additionally, many properties feature comfortable living areas and fully equipped kitchens, allowing guests to unwind with home-cooked meals after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Oyster Bay vacation rental?
Book your Oyster Bay vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Oyster Bay, Florida, United States of America?
In Oyster Bay, visitors can explore a variety of attractions that highlight the area's natural beauty and rich history. The picturesque Oyster Bay Harbor offers scenic views and opportunities for boating and fishing. Nearby, the Theodore Roosevelt Sanctuary and Audubon Center provides a chance to observe local wildlife and enjoy walking trails in a tranquil setting.

The historic Raynham Hall Museum showcases the area's historic past and is located in the charming downtown area, where visitors can also find quaint shops and local restaurants. For those interested in nature, the nearby Planting Fields Arboretum State Historic Park features expansive gardens and walking paths, superb for leisurely strolls.

Additionally, the beautiful beaches along the North Shore, such as those in nearby towns like Cold Spring Harbor and Bayville, are great spots for relaxation and recreation.
Can I change or cancel my Oyster Bay home rental booking on Vrbo?
To find Oyster Bay vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Oyster Bay vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.