Bay Island Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Bay Island

Find the best Bay Island areas and neighborhoods for the activities you enjoy most. Learn more about Bay Island
A vibrant building with a purple facade, a sign reading "Siesta," and a staircase leading to the entrance.

Siesta Key Village

1 out of top 10 points of interest in this area
5/5(1 area review)

Siesta Key Village is known for its stunning beaches, and with sights like Siesta Key Beach and Siesta Key Farmers Market, you won't get bored spending a day wandering around this part of Siesta Key.

Find hotels in Siesta Key Village

Top hotels in Bay Island

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 1.761.718 ₫ per night from 5 Jul to 6 Jul
1.761.718 ₫
2.555.618 ₫ total
5 Jul - 6 Jul
includes taxes & fees
9.2/10 Wonderful! (5,606 reviews)
"Julio was very helpful and friendly as we arrived for our stay. The hotel is beautifully decorated and kept clean. It was a nice gesture to have the 24 hour coffee service available. We will definitely return and recommend to others. Thanks for a great stay!"

Reviewed on 1 Jul 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 4.894.256 ₫ per night from 7 Jul to 8 Jul
4.894.256 ₫
6.273.258 ₫ total
7 Jul - 8 Jul
includes taxes & fees
9.4/10 Exceptional! (2,305 reviews)
"The hotel is very clean overall, rooms and entire facility is clean and well maintained. The amenities provided in the rooms were appropriate for the number of guests booked. Very satisfied with the stay."

Reviewed on 1 Jul 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 1.953.781 ₫ per night from 5 Jul to 6 Jul
1.953.781 ₫
2.207.936 ₫ total
5 Jul - 6 Jul
includes taxes & fees
8.6/10 Excellent! (2,577 reviews)
"My stay was perfect"

Reviewed on 1 Jul 2026

Golden Host Resort - Sarasota
See all 13,939 properties in Bay Island
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 a Bay Island holiday package cost?
Choose from any combination of car rentals, flights and hotels, and you can be holidaying in Bay Island from just . And the more you bundle, the more money you save. The holiday of your dreams has never been so affordable.
How do I get a cheap travel package to Bay Island?
Bundle your flights and hotels, throw in extras such as activities or a rental car, and save with a Bay Island holiday package. You won't just score impressive discounts on your trip — you'll have plenty of choice at your fingertips too. When you book with Expedia, you can select from more than 550 partner airlines and 1null000null000 properties around the world. Your next affordable adventure starts right here, right now!
Where should I stay in Bay Island?
If you love being where the action is, stay near Siesta Key Beach. Many holiday makers book a hotel around this impressive tourist attraction.
What are the top hotels in Bay Island?
Get your holiday off to a good start by booking a stay at Baydream Bungalow | Pet Friendly Home W. It's one of most sought-after hotels in Bay Island. Another comfortable option is The Seagrape Villa - Luxury Accommodation In Paradise.
How far in advance should I book my Bay Island holiday?
To land rock-bottom prices, book as soon as you can. Air carriers typically advertise flight tickets, along with some of the lowest fares, around 12 months in advance. Hotels, experiences and car rental should also be booked well in advance to avoid disappointment. If you're in need of a last-minute getaway to Bay Island, there are always plenty of great deals on Expedia. Book your escape today!
What does an Expedia Bay Island travel package include?
Rental cars, hotels and flights, or any combination of them — it's your choice. Whether you're headed to Bay Island with the whole family or enjoying a solo break, there's a package to match every budget and style. Once you've made your booking, why not add on a few tours or activities?
What should I know before booking a Bay Island travel package?
Our prices are always low. However, you'll score even better deals if you book your flights, hotels and car rentals together. With an Expedia travel package, you'll always get transparent pricing and a terrific range of choice.
Can I choose my airline with a Bay Island Expedia holiday package?
With a holiday package, you're the boss. Whether you're looking to fly to Bay Island in coach or business class, simply pick from the available airline options. Expedia has access to over 550 partner airlines worldwide.
If I'm not able to travel, can I cancel my Bay Island holiday package?
Whether it's your hotel, flight or rental car, you can cancel or change it. Locked in your Bay Island holiday package in the last 24 hours? You may be able to make changes at no cost. If it's been longer than that, you may be charged a fee by your airline, hotel or car rental company. For further information, visit our Customer Service Portal. We're here to help you every step of the way.