Oyster Bay Holidays

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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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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
9/10 Wonderful! (4,541 reviews)
This hotel was one for the books for my boyfriend and I. first saty here and we're already looking forward to our next stay. Location, staff, comfortability, safety, cleanliness and everything in-between was amazing!!

Reviewed on 27 Oct 2025

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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 Rp2.671.770 per night from 3 Nov to 4 Nov
Rp2.671.770
Rp3.394.960 total
3 Nov - 4 Nov
includes taxes & fees
9.2/10 Wonderful! (5,061 reviews)
Clean rooms, nice location, great beach access

Reviewed on 29 Oct 2025

Tropical Beach Resorts
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 Rp1.895.601 per night from 10 Nov to 11 Nov
Rp1.895.601
Rp2.142.029 total
10 Nov - 11 Nov
includes taxes & fees
8.2/10 Very Good! (1,797 reviews)
The pool was the perfect temperature and the bar staff was very nice.

Reviewed on 27 Oct 2025

Spark by Hilton Sarasota Siesta Key Gateway
See all 12,985 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 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

Ringling College of Art and Design

Ringling College of Art and Design

Explore the campus of Ringling College of Art and Design during your visit to Sarasota. In the area, take in the fascinating museums and beautiful sunsets.

Ringling College of Art and Design
Sarasota Jungle Gardens showing a garden and signage

Sarasota Jungle Gardens

5/5(1 review)

Chatter with a parrot, watch lemurs swing by, meet a flock of flamingos and explore a tropical oasis in this extensive botanical park.

Sarasota Jungle Gardens

Things to do

Kayak Tour through Mangrove Tunnels

Mangroves, Manatees, and a Hidden Beach: Kayak Tour

Rp912.175
per adult
90% of travellers recommend
Mangroves, Manatees, and a Hidden Beach: Kayak Tour
Sarasota - Clear Kayak LED Night Glass Bottom Tour

Sarasota - Clear Kayak LED Night Glass Bottom Tour

Rp1.078.025
per adult
74% of travellers recommend
Sarasota - Clear Kayak LED Night Glass Bottom Tour
Clear Kayak LED Night Glass Bottom Tour - Anna Maria Island

Anna Maria Island - Clear Kayak LED Night Glass Bottom Tour

Rp1.078.025
per adult
94% of travellers recommend
Anna Maria Island - Clear Kayak LED Night Glass Bottom 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.