Bay Isles Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Plan, book, and manage your trip all in one place

Top hotels in Bay Isles

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! (4,595 reviews)
The breakfast was amazing

Reviewed on 8 Nov, 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 S$241 per night from 10 Nov to 11 Nov
S$241
10 Nov - 11 Nov
includes taxes & fees
9.2/10 Wonderful! (5,082 reviews)
Room and surroundings were clean and nicely maintained. Pool was beautiful!

Reviewed on 8 Nov, 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 S$164 per night from 16 Nov to 17 Nov
S$164
16 Nov - 17 Nov
includes taxes & fees
8.2/10 Very Good! (1,819 reviews)
Clean, friendly staff, bed was actually pretty comfortable for a hotel bed.

Reviewed on 7 Nov, 2025

Spark by Hilton Sarasota Siesta Key Gateway
See all 14,010 properties in Bay Isles
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 Isles holiday package cost?
Get your credit card ready, because a trip to Bay Isles starts from an affordable . When you bundle your hotels, flights and car rentals into a package, you'll score great deals.
How do I get a cheap travel package to Bay Isles?
Think of all the awesome things you could do in Bay Isles with a wad of extra cash in your wallet. Watch your savings stack up when you combine your travel bookings into a Bay Isles holiday package. You have plenty of choice when you book your trip with Expedia too. In fact, you can pick from over 550 air carriers and 1,000,000 properties across the globe. Whether you're taking off with the entire family or embarking on a solo adventure, exploring Bay Isles is better with a package.
What are the top hotels in Bay Isles?
When it comes to comfy places to stay in Bay Isles, you can't go past The Beach On Longboat Key #221s Resort By Rva. Look up our offers and score a great price.
How far in advance should I book my Bay Isles holiday?
Savvy travellers book early. Air carriers generally advertise flight tickets nearly 12 months in advance, and this is when you can pick up some rock-bottom prices. Boss just told you to use up all your holiday days next week? That's alright! Expedia are never short on fantastic bargains to send you on the getaway of your dreams, at a price you can afford.
What does an Expedia Bay Isles travel package include?
Choose from a combination of hotels, flights and rental cars. Once you've made your booking, you can add the fun stuff like experiences and activities. Want to pick your airfare class? That's also easy to do. The choice is all yours when it comes to crafting your ideal Bay Isles escape.
What should I know before booking a Bay Isles travel package?
A travel package can be tailored to your budget and is an easy way to stretch your hard-earned dollars. What you include is your call. Rental cars, hotels and flights — come up with a combination that suits your style.
Can I choose my airline with a Bay Isles Expedia holiday package?
Yes, the choice is yours. We offer more than 550 airlines across the globe, so you can design your Bay Isles holiday according to your budget and style.
If I'm not able to travel, can I cancel my Bay Isles holiday package?
It's good to know that you can cancel your Bay Isles booking if your plans have been upended. Whether you'll incur a penalty or not depends on your hotel, airline or car rental company. It may be possible to cancel or change free of charge if you booked in the last 24 hours. Head to our Customer Service Portal for more information.

Things to do

Anna Maria Island and Bradenton Beach: Parasailing Tour

Anna Maria Island & Bradenton Beach Parasailing Tour

S$128
per adult
Anna Maria Island & Bradenton Beach Parasailing Tour
Sarasota - Clear Kayak LED Night Glass Bottom Tour

Sarasota - Clear Kayak LED Night Glass Bottom Tour

S$85
per adult
74% of travellers recommend
Sarasota - Clear Kayak LED Night Glass Bottom Tour
Anna Maria Island: The Island Kayak Tour

Anna Maria Island: The Island Kayak Tour

S$85
per adult
100% of travellers recommend
Anna Maria Island: The Island Kayak Tour
See all activities in Longboat Key

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.