Oyster Bay Holidays

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to S$120 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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

Top hotels in Oyster Bay

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 S$120 per night from 8 Jul to 9 Jul
S$120
per night
8 Jul - 9 Jul
8.8/10 Excellent! (3,435 reviews)
"Everything was fantastic and easy. Check in and check out was quick and efficient. The room was modern and clean. The staff was very friendly and helpful. I’ll definitely re book when re visiting."

Reviewed on 27 Jun,2024

Kompose Boutique Hotel
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 S$313 per night from 1 Jul to 2 Jul
S$313
per night
1 Jul - 2 Jul
7/10 Good! (1,294 reviews)
"Out dated room decor, but the ocean view fantastic!!! 2 pools, tiki bar!!! And breakfast buffet!!!"

Reviewed on 28 Jun,2024

Sandcastle Resort at Lido Beach
Spark by Hilton Sarasota Siesta Key Gateway
Spark by Hilton Sarasota Siesta Key Gateway
3 out of 5
6600 S Tamiami Trl, Sarasota, FL
Fully refundableReserve now, pay when you stay
The price is S$168 per night from 22 Jul to 23 Jul
S$168
per night
22 Jul - 23 Jul
8.2/10 Very Good! (1,008 reviews)
"Great stay"

Reviewed on 27 Jun,2024

Spark by Hilton Sarasota Siesta Key Gateway
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.

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.

Popular places to visit

Things to do

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