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
Lido Key

Lido Key

Traverse a winding woodland path and spend the afternoon on this island’s secluded beaches before ending at a beachside bar to enjoy a spectacular sunset.

Find hotels in Lido Key

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$88 per night from 24 June to 25 June
AU$88
24 June - 25 June
includes taxes & fees
9.2/10 Wonderful! (5,557 reviews)
"Best hotel shower ever! Water pressure was amazing! Rain style shower head. Full size pillows were great."

Reviewed on 22 June 2026

Kompose Boutique Hotel
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$285 per night from 2 July to 3 July
AU$285
2 July - 3 July
includes taxes & fees
9.4/10 Exceptional! (2,276 reviews)
"Very clean rooms and beautiful views. Amazing costumer service."

Reviewed on 22 June 2026

Compass Hotel by Margaritaville Anna Maria Sound
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
4675 N Tamiami Trl Sarasota FL
Fully refundable
The price is AU$120 per night from 28 June to 29 June
AU$120
28 June - 29 June
includes taxes & fees
8.6/10 Excellent! (2,568 reviews)
"What a wonderful surprise when we entered our room. Everything was spotless, with amenities like shampoo, lotion, soap that were first class! The public area with the pool was also very clean, with tons of tiki huts around to make you feel like you are on an island vacation. Great place to stay with ..."

Reviewed on 22 June 2026

Golden Host Resort - Sarasota
See all 13,242 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
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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 , 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

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

Mangroves, Manatees & a Hidden Beach Kayak Tour

Mangrove Tunnel & Manatee Kayak Eco-Tour

AU$82
per adult
94% of travellers recommend
Mangrove Tunnel & Manatee Kayak Eco-Tour
Sarasota Guided Mangrove Tunnel Kayak Tour

Sarasota Guided Mangrove Tunnel Kayak Tour

AU$82
per adult
96% of travellers recommend
Sarasota Guided Mangrove Tunnel Kayak Tour
Picture 4 for Activity Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

AU$77
per adult
100% of travellers recommend
Bradenton: Anna Maria Island Guided Kayaking Manatee 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.