Bay Island Vacation Packages

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Top Holiday Package Deals in Bay Island

Price found within the past 48 hours. Click for updated prices.
Coral Reef Beach Resort by VRI Americas

Coral Reef Beach Resort by VRI Americas

3.5 out of 5
Save 100% on your flight
per person
Sep. 14 - Sep. 21
found 10 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
8.6/10 Excellent! (223 reviews)
Lived yup to its price. More of vacation rental than a resort no bar no restaurants etc. The location was great and our room was right outside the beach and the pool. We loved that!! I recommend this place for a great affordable vacation and kid friendly too.

Reviewed on May 31, 2024

FUSION Resort Two Bedroom Suites

FUSION Resort Two Bedroom Suites

3.5 out of 5
Save 100% on your flight
per person
Sep. 14 - Sep. 21
found 10 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.2/10 Wonderful! (958 reviews)
Everyone was amazing, Place was clean, updated and quiet.

Reviewed on Jun. 20, 2024

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
per person
Aug. 17 - Aug. 24
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Sarasota (SRQ)
9/10 Wonderful! (378 reviews)
The bamboo room was so close to the ocean and was really a lovely place. The staff was friendly and helpful.

Reviewed on Jun. 19, 2024

Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jul. 27 - Aug. 2
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
8.4/10 Very Good! (1,040 reviews)
Not very close to the ocean. Resort did have a very large area with picnic tables and additional seating.All was in very good condition. Quiet at nite. Suite needs to have the floors washed,furniture should be cleaned. Beda were very comfortable. On whole the suite was very clean. We would stay there again.

Reviewed on Jun. 23, 2024

Legacy Vacation Resorts - Indian Shores

Legacy Vacation Resorts - Indian Shores

3 out of 5
Save 100% on your flight
per person
Sep. 14 - Sep. 21
found 10 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.2/10 Wonderful! (822 reviews)
Super clean and welcoming! Staff was wonderful definitely will book here again

Reviewed on Jun. 23, 2024

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
Siesta Key Village

Siesta Key Village

4.5/5(12 area reviews)

One reason travelers love spending time in Siesta Key Village is the stunning beaches, and Siesta Key Beach is a top place to visit.

Find hotel + flight trips in Siesta Key Village

Bay Island Hotel Deals

Kompose Boutique Hotel
Kompose Boutique Hotel
3 out of 5
965 University Pkwy, Sarasota, FL
The price is CA $98 per night from Jul. 1 to Jul. 2
CA $98
CA $129 total
includes taxes & fees
Jul 1 - Jul 2
8.8/10 Excellent! (3,402 reviews)
"Great pet friendly place to stay."

Reviewed on Jun. 23, 2024

Kompose Boutique Hotel
Perfectly Located Home with Pool and Spa
Perfectly Located Home with Pool and Spa
Bradenton Beach
9.6/10 Exceptional! (21 reviews)
Enjoyed our stay
"The house is great, with the ease of having a pool and the beach being only 2 blocks away. This was our first time visiting Anna Maria. We have been finding other options the last couple years since we used to go to Captiva and that was destroyed in the hurricane almost 2 years ago. The island is ..."

Reviewed on May 6, 2024

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Perfectly Located Home with Pool and Spa
Sandcastle Resort at Lido Beach
Sandcastle Resort at Lido Beach
3 out of 5
1540 Ben Franklin Dr, Sarasota, FL
The price is CA $227 per night from Jun. 30 to Jul. 1
CA $227
CA $296 total
includes taxes & fees
Jun 30 - Jul 1
7/10 Good! (1,310 reviews)
"Everyone was so nice and polite.We enjoyed our stay was very good."

Reviewed on Jun. 23, 2024

Sandcastle Resort at Lido Beach
See all 13,684 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.

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All Inclusive Vacations

All Inclusive Vacations

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Frequently asked questions

How much does a Bay Island vacation package cost?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing in Bay Island from just CA $891. And the more you bundle, the more money you save. The vacation 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 vacation 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 1,000,000 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 vacationers book a hotel around this impressive tourist attraction.
What are the top hotels in Bay Island?
Get your vacation 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 vacation?
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 vacation package?
With a vacation 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 vacation package?
Whether it’s your hotel, flight or rental car, you can cancel or change it. Locked in your Bay Island vacation 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.

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