Oyster Bay Holidays from AU$4,530

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$703 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.

Top Holiday Package Deals in Oyster Bay

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express St. Petersburg North (I-275) by IHG

Holiday Inn Express St. Petersburg North (I-275) by IHG

2.5 out of 5
Lealman
Price was AU$4,844, price is now AU$4,530 per person
AU$4,530
per person
7 Jan - 12 Jan
found 1 day ago
Return flight included
Perth (PER) to Tampa (TPA)
8.6/10 Excellent! (1,003 reviews)
Staff was polite and accommodating we had to switch rooms and were helped immediately. The complimentary breakfast was abundant and all the food was hot. Overall great experience.

Reviewed on 4 Dec 2025

The Don CeSar

The Don CeSar

4 out of 5
Price was AU$6,738, price is now AU$5,979 per person
AU$5,979
per person
7 Jan - 12 Jan
found 1 day ago
Return flight included
Perth (PER) to Tampa (TPA)
9/10 Wonderful! (1,044 reviews)
The room was spotless, the staff went above and beyond and everyone was friendly and helpful. We were there Thanksgiving week and the Christmas tree and all the decorations were Amazing!!! The shops had something for everyone and the gelato omg!!!! My favorite was the guava and strawberry. The Society food was delicious. We had breakfast, lunch and dinner. Thank you for a great Thanksgiving week!

Reviewed on 26 Nov 2025

The Birchwood

The Birchwood

3 out of 5
Downtown St. Petersburg
Price was AU$5,589, price is now AU$5,230 per person
AU$5,230
per person
7 Jan - 12 Jan
found 1 day ago
Return flight included
Perth (PER) to Tampa (TPA)
9/10 Wonderful! (730 reviews)
Great location. Adequate breakfast but would prefer more varieties.

Reviewed on 7 Dec 2025

Stay Where St Pete Works Plays 3BR New Home

Stay Where St Pete Works Plays 3BR New Home

2 out of 5
Bartlett Park
Price was AU$5,919, price is now AU$5,572 per person
AU$5,572
per person
7 Jan - 12 Jan
found 1 day ago
Return flight included
Perth (PER) to Tampa (TPA)
No reviews
Hilton St. Petersburg Bayfront

Hilton St. Petersburg Bayfront

4 out of 5
Downtown St. Petersburg
Price was AU$5,079, price is now AU$4,810 per person
AU$4,810
per person
7 Jan - 12 Jan
found 1 day ago
Return flight included
Perth (PER) to Tampa (TPA)
7.8/10 Good! (1,002 reviews)
The Hilton was nice. The room and bathroom were a little small for our liking but it was clean and neat. The beds didn’t feel like they were a Queen size. My husband and I felt squished. I had to sleep on the opposite side just to feel comfortable. He’s 6’4 and I’m 5’11. It felt like we were sleeping on a full and not a queen. But other than that it was a pleasant stay.

Reviewed on 6 Dec 2025

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
Default Image

South Sarasota

While visiting South Sarasota, you might make a stop by sights like The Landings and Coconuts Family Entertainment Center.

Find hotels in South 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
9/10 Wonderful! (4,749 reviews)
Beautiful hotel with well kept rooms. Immaculate pool and hot tub area with ping pong, fire, and other activities. Great breakfast, friendly staff. WELL worth your money.

Reviewed on 2 Dec 2025

Get rates
Kompose Boutique Hotel
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle Siesta Key FL
Fully refundableReserve now, pay when you stay
The price is AU$264 per night from 9 Dec to 10 Dec
AU$264
9 Dec - 10 Dec
includes taxes & fees
9.2/10 Wonderful! (5,129 reviews)
Courteous staff. Nice room, short stroll to beach for sunset.

Reviewed on 3 Dec 2025

Tropical Beach Resorts
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
12324 Manatee Avenue West Bradenton FL
Fully refundableReserve now, pay when you stay
The price is AU$318 per night from 14 Dec to 15 Dec
AU$318
14 Dec - 15 Dec
includes taxes & fees
9.4/10 Exceptional! (1,879 reviews)
Nice

Reviewed on 3 Dec 2025

Compass Hotel by Margaritaville Anna Maria Sound
See all 13,218 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
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does an Oyster Bay holiday package cost?
Much less than you might think — from a tempting AU$4,530, 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

Lido Beach

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
St. Armands Circle which includes a statue or sculpture

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
Mote Marine Laboratory & Aquarium

Mote Marine Laboratory & Aquarium

See hungry sharks and delicate seahorses at this research aquarium that specializes in the sea life that flourishes on Florida’s central west coastline.

Mote Marine Laboratory & Aquarium

Activities

Anna Maria Island and Bradenton Beach: Parasailing Tour

Anna Maria Island & Bradenton Beach Parasailing Tour

AU$153
per adult
Anna Maria Island & Bradenton Beach Parasailing Tour
HydroCats

HydroCats - 2 Hour CraigCat Sightseeing Tour

AU$223
per adult
100% of travellers recommend
HydroCats - 2 Hour CraigCat Sightseeing Tour
Anna Maria Island: The Island Kayak Tour

Anna Maria Island: The Island Kayak Tour

AU$100
per adult
100% of travellers recommend
Anna Maria Island: The Island Kayak Tour
See all activities in Sarasota
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.