Oyster Bay Holidays

Book a Hotel + Flight or Car together to unlock savings

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
Sarasota, Florida, USA Downtown Skyline

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

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 1.871.326 ₫ per night from 1 Jul to 2 Jul
1.871.326 ₫
2.679.903 ₫ total
1 Jul - 2 Jul
includes taxes & fees
9.2/10 Wonderful! (5,530 reviews)
"Perfect place to stay . I love this place"

Reviewed on 10 Jun 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 4.455.580 ₫ per night from 16 Jun to 17 Jun
4.455.580 ₫
5.778.940 ₫ total
16 Jun - 17 Jun
includes taxes & fees
9.4/10 Exceptional! (2,250 reviews)
"We enjoyed our stay, food and drinks were good. Only thing that could have been better is the pool service, serving food and drinks."

Reviewed on 10 Jun 2026

Compass Hotel by Margaritaville Anna Maria Sound
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle Siesta Key FL
The price is 5.348.939 ₫ per night from 15 Jun to 16 Jun
5.348.939 ₫
6.728.616 ₫ total
15 Jun - 16 Jun
includes taxes & fees
9.4/10 Exceptional! (5,554 reviews)
"Although not in The Village, it's in a great location away from the large crowds and a short ride away via the free shuttle. The staff were very friendly and accommodating. The room was small but clean and well equipped. The new pool area is beautiful, but the best thing is its proximity to the beautiful ..."

Reviewed on 9 Jun 2026

Tropical Beach Resorts
See all 13,278 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.

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 1null000null000 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

St. Armands Circle

St. Armands Circle

4.5/5(23 reviews)

When you visit St. Armands Circle, a favourite shopping spot in Sarasota, you can browse for souvenirs. Stroll along the beautiful beaches or discover the area's beautiful sunsets.

St. Armands Circle
Lido Beach

Lido Beach

4.5/5(31 reviews)

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
Mote Marine Laboratory & Aquarium

Mote Marine Laboratory & Aquarium

4.5/5(4 reviews)

Take the family to visit the sea animals who live in Mote Marine Laboratory & Aquarium during your holiday to Sarasota. Stroll along the beautiful beaches or discover the area's beautiful sunsets.

Mote Marine Laboratory & Aquarium