Clearwater Beach Vacation Packages
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Top Holiday Package Deals in Clearwater Beach
Price found within the past 48 hours. Click for updated prices.
Night Hotel Broadway
Manhattan
CA $902
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
7.6/10 Good! (3,584 reviews)
The neighborhood was quiet. The Hotel is a bit run-down.
The carpet in elevator and hallways needs replacing. The window AC unit cycles or activates every 3 minutes throughout day & night. The room was small.
Reviewed on Sep 18, 2026
2 bedroom luxury Empire State VIEW
Manhattan
CA $3,152
per person
Nov 9 - Nov 14
found 22 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to New York (JFK)
6/10 (4 reviews)
After booking i was notified that the property was not available. I would not use this vendor ever again. Highly unprofessional.
Reviewed on Sep 11, 2026
Where to stay in Clearwater Beach
Find the best Clearwater Beach areas and neighborhoods for the activities you enjoy most. Learn more about Clearwater Beach
East Hampton North
Located on a picturesque peninsula, East Hampton boasts eight state parks and 70 miles of shoreline, perfect for nature lovers and beach enthusiasts. Explore charming hamlets like Montauk and Amagansett for a true Long Island experience.
Pantigo Road Historic District
Travelers like the parks in Pantigo Road Historic District, and East Hampton Village Nature Trail and Wildlife Sanctuary is a top attraction you might want to visit.
Egypt Lane Historic District
2 out of top 10 points of interest in this area
Travelers like the parks in Egypt Lane Historic District, and Guild Hall is a top attraction you might want to visit.
North Main Street Historic District
You might appreciate the beaches and waterfront views in North Main Street Historic District, and if you're interested in seeing more of the area, Guild Hall and Regal UA East Hampton are just a few notable stops.
Barnes Landing
While Barnes Landing isn't home to many top sights, Pollock-Krasner House and Study Center and Amagansett Beach are some notable places to visit nearby.
Clearwater Beach Hotel Deals
East Hampton Art House Bed & Breakfast
9 Bon Pinck Way East Hampton NY
CA $958
CA $1,094 total
Oct 6 - Oct 7
includes taxes & fees
9.6/10 Exceptional! (65 reviews)
"First class outstanding in every way"
Reviewed on Oct 19, 2025
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
CA $512
CA $702 total
Sep 29 - Sep 30
includes taxes & fees
8.2/10 Very good! (856 reviews)
"When we arrived we were shocked at how dirty the hallways and our room was. There was rust in the bathroom and it didn’t seem clean. On the second day we didn’t have hot water for 4 hours and I had to wash my hair in a small sink . They lied about no one else had this issue so I went to my daughters ..."
Reviewed on Sep 18, 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
CA $338
CA $426 total
Oct 1 - Oct 2
includes taxes & fees
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 Clearwater Beach vacation package cost?
Get ready to book, because a getaway to Clearwater Beach starts from an enticing CA $902. When you combine your flights, hotels and more into a package, you'll walk away with the best prices.
How do I get a cheap travel package to Clearwater Beach?
You'll save big if you combine your car rentals, hotels and flights into a Clearwater Beach vacation package. Sometimes cheap packages mean fewer choices. But not with Expedia. We offer more than 550 airlines and 1,000,000 properties all over the world, so you'll always have plenty of options to choose from. Like to save even more? Add some fun activities to your package deal and unlock even bigger discounts! After all, travel is about more than just getting to your destination.
Where should I stay in Clearwater Beach?
With lots to discover in Clearwater Beach, it'd be convenient for you to secure a room in a hotel near its attractions. Pollock-Krasner House and Study Center, Kaplan Meadows Sanctuary and Leiber Collection are some popular ones to add to your must-see list.
What are the top hotels in Clearwater Beach?
Secure a room at East Hampton Art House Bed And Breakfast. It's one of this area's most in-demand properties. Another top option in Clearwater Beach is Villa Hampton Hides.
How far in advance should I book my Clearwater Beach vacation?
Reward yourself with the biggest variety at the lowest prices by booking your adventure to Clearwater Beach nice and early. Air carriers tend to release tickets around 12 months prior to departure, so start locking things in as soon as you can. That being said, Expedia is constantly working to give you the best bargains around, so it's never a bad time to book your dream vacation!
What does an Expedia Clearwater Beach travel package include?
Travel packages include hotels, flights and rental cars, but you can combine any of them to create your dream Clearwater Beach getaway. You can also add on fun stuff like tours and activities once you've made your booking. You're in control! When you combine your bookings with Expedia, you'll get access to discounts you won't find elsewhere.
What should I know before booking a Clearwater Beach travel package?
A package can be easier on the wallet than separately booking everything you need for your adventure. For example, combine your hotels, flights and rental cars and save a tidy sum. Whatever sort of vacation you're planning, there's sure to be a package that fits your budget.
Can I choose my airline with a Clearwater Beach Expedia vacation package?
Yes, you sure can. We offer more than 550 airline partners worldwide, so choose the carrier that's a good fit for your budget needs.
If I'm not able to travel, can I cancel my Clearwater Beach vacation package?
Don't worry if you're rethinking your Clearwater Beach vacation package — it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your hotel, airline or car rental company. We know life can sometimes throw a spanner in the works, so look up our Customer Service Portal if that occurs. When you're ready to make changes, we'll take care of it.
Stay near popular Clearwater Beach attractions
Kaplan Meadows Sanctuary
Enjoy an outing to Kaplan Meadows Sanctuary during your stay in Springs. Wander the beautiful beaches and seaside in the area.
Things to do
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.