Oyster Bay Holidays

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Your Oyster Bay Holiday

Book an Oyster Bay holiday package and immerse yourself in the way of life and rhythm of this fascinating neighbourhood. With all your travel plans worked out, the only thing you need to concentrate on here is having a great time. Not sure where to go during your trip to Oyster Bay? Nearby attractions such as Siesta Key Beach, Marie Selby Botanical Gardens and Lido Beach are excellent places to start. Expedia can help you turn your ideal Oyster Bay holiday into reality, whatever your travel plans or budget.

Our guide on where to stay in Oyster Bay

Find the best Oyster Bay areas and neighborhoods for the activities you enjoy most. Learn more about Oyster Bay
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Central Sarasota

Gardens, art galleries and theatres highlight some of the noteworthy features of Central Sarasota. Make a stop by Sarasota Opera House or Marina Jack while you're exploring the neighbourhood.

Find hotel + flight trips in Central Sarasota

Our pick of the best Oyster Bay Hotel Deals

Kompose Boutique Hotel
Kompose Boutique Hotel
3 out of 5
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
The price is AU$127 per night from 8 Jul to 9 Jul
AU$127
per night
8 Jul - 9 Jul
8.8/10 Excellent! (3,423 reviews)
"Friendly Staff!"

Reviewed on 25 Jun. 2024

Kompose Boutique Hotel
Perfectly Located Home with Pool and Spa
Perfectly Located Home with Pool and Spa
Bradenton Beach
9.6/10 Exceptional! (22 reviews)
Good location
"Good location we had a ok stay. We wanted some rest and were not aware of the new construction behind this home. We were woken every morning at 630 to 7 am by heavy equipment moving dirt. And a beep beep beep all day long even while sitting by pool. I wish they would let you know of this happening ..."

Reviewed on 24 Jun. 2024

Get rates
Perfectly Located Home with Pool and Spa
Sandcastle Resort at Lido Beach
Sandcastle Resort at Lido Beach
3 out of 5
1540 Ben Franklin Dr, Sarasota, FL
Fully refundableReserve now, pay when you stay
The price is AU$304 per night from 1 Jul to 2 Jul
AU$304
per night
1 Jul - 2 Jul
7/10 Good! (1,292 reviews)
Great place to go for couples or families.
"The staff here are super friendly and helpful. The choice of 2 pools was very nice. The rooms were cleaned every day and the property was also very clean. The resort fee covered towels, bottled water, beach chairs and umbrellas and some outdoor activities. The drink prices were reasonable. The beach ..."

Reviewed on 24 Jun. 2024

Sandcastle Resort at Lido Beach
See all 12,999 properties in Oyster Bay
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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
beach holidays

Beach Holidays

Beach Holidays
family friendly holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does an Oyster Bay holiday package cost?
Much less than you might think — from a tempting , actually! By combining flights, hotels and car rentals into your own custom-made package, your Oyster Bay escape is just clicks away.
How do I get a cheap travel package to Oyster Bay?
Browse and lock in everything in the one place with our Oyster Bay holiday packages. You’ll find bargains on flights, hotels and more that’ll keep your travel budget happy and your spirit of adventure alive. And, with more than 550 air carriers and 1 000 000 hotel options across the globe to pick from, you’ll have endless opportunities to mix and match however you please.
Where should I stay in Oyster Bay?
Take the hassle out of sightseeing by staying in a hotel right around the corner from Oyster Bay’s biggest attractions. St. Armands Circle and Mote Marine Laboratory & Aquarium are two which top many visitors’ bucket lists.
How far in advance should I book my Oyster Bay holiday?
Savvy travellers often book as early as possible. You can normally look up international airfares on Expedia up to 12 months before your intended flight. If you’re booking last minute, don’t worry. Bargain prices occasionally become available just weeks prior to departure.
What does an Expedia Oyster Bay travel package include?
With Expedia, you can choose any combination of hotels, flights and car rentals to build your perfect Oyster Bay package. Once you’ve made your booking, you can add on the fun stuff like sightseeing tours and activities. Don’t forget — the more you bundle, the more cash you’ll save!
What should I know before booking an Oyster Bay travel package?
Bundling your bookings into an Oyster Bay holiday package is the easiest way to organise your trip. Not only that, you’ll get great discounts just for combining your hotels, flights and car rentals. Once you’ve booked, why not add on a day tour or an activity?
Can I choose my airline with an Oyster Bay Expedia holiday package?
Yes, you’re in charge. Expedia has access to more than 550 airlines across the globe, so you can design your Oyster Bay trip according to your style and budget.
If I'm not able to travel, can I cancel my Oyster Bay holiday package?
Because we know life can throw you a few curveballs, the answer is yes. For further details, visit our Customer Service Portal. But generally speaking, if you’ve booked your Oyster Bay holiday package in the last 24 hours, you may be able to change or cancel it free of charge. Your hotel, airline or car rental company may impose a fee if your booking is older than that.

Discover the most popular places to visit in Oyster Bay

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Lido Beach

Nothing says holiday like spending a lazy day at Lido Beach, a popular beach in Sarasota. Wander the picturesque gardens or discover the area's beautiful sunsets.

Lido Beach
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St. Armands Circle

Consider this area as a circular outdoor mall. Like any mall, you can shop, dine, browse or just people-watch. Unlike most malls, this one never closes to walkers.

St. Armands Circle
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Mall at University Town Center

You can find the perfect gifts to bring home at Mall at University Town Center during your trip to Sarasota. Attend a sporting event or discover the beautiful sunsets in this family-friendly area.

Mall at University Town Center

Activities

Image for Mangroves, Manatees, and a Hidden Beach: Kayak Tour

Mangroves, Manatees, and a Hidden Beach: Kayak Tour

AU$83
Per adult
84% of travellers recommend
Mangroves, Manatees, and a Hidden Beach: Kayak Tour
Image for Taste of Winter Park (Greater Orlando area)

Taste of Winter Park (Greater Orlando area)

AU$174
Per adult
Taste of Winter Park (Greater Orlando area)
Image for Sarasota Kayak and Food Tour

Sarasota Kayak and Food Tour

AU$249
Per adult
Sarasota Kayak and Food Tour
See all activities in Sarasota

More holiday ideas

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.