Oyster Bay, Sarasota holiday accommodation: short-term house rentals & properties

Discover a selection of holiday rentals in Oyster Bay that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the amenities that you expect for your stay, including air conditioning and cable TV. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Find the best place to stay - Oyster Bay

Shell-Abrate Good Times - By Siesta Key Luxury Rental Properties

New Luxury Home with Private Pool and Waterslide: 1 Minute Walk to the Beach!

Sleeps 14 · 6 bedrooms · 6+ bathrooms

Beach Cottage Steps to Siesta Beach and Siesta Village Shops and Restaurants

Sleeps 4 · 1 bedroom · 1 bathroom

Find spaces that suit your style

Top rated rentals - Oyster Bay

Premier Host

Great place

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to rent a holiday home in Oyster Bay?

Property type, length of stay and time of year are some things that can determine the price of a holiday home. Simply enter your travel dates to find your perfect escape. From comfy cottages to expansive villas, all Stayz holiday homes provide amazing value.

How much does it cost to rent a beach house in Oyster Bay?

Prices for beach houses in Oyster Bay will vary depending on the size and type of the property and when you plan to travel. Just enter your travel dates into Stayz and how many guests to see your options and prices. From there you can use our filter tool to narrow your search results by nearby activities, amenities, ratings and more.

What are the top attractions for families in Oyster Bay?

You'll find lots of awesome things to do and see with the family in Oyster Bay, such as:

Lido Beach
Mote Marine Laboratory & Aquarium
Sarasota Classic Car Museum

How old do you have to be to rent a holiday home in Oyster Bay?

The minimum age is typically 16, 18 or 21. It can vary from one property to another on Stayz, so look at the rules of your chosen Oyster Bay stay before making a booking.

How long can I rent a holiday home in Oyster Bay for?

How long you can rent a holiday home in Oyster Bay is up to the property. Simply enter your preferred travel dates to look at a list of options offering extended stays. With plenty of amenities such as air conditioning and kitchens, as well as some offering weekly or monthly discounted prices, you're sure to get somewhere just right to call your home away from home in Oyster Bay.