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.
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Aug. 24 - Aug. 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,002 reviews)
Great location! Great service!

Reviewed on May 20, 2024

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
per person
Aug. 20 - Aug. 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (547 reviews)
Smart hotel superbly located

Reviewed on Jun. 12, 2024

Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
Save 100% on your flight
per person
Aug. 20 - Aug. 24
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
8.8/10 Excellent! (1,940 reviews)
No hotel slippers provided

Reviewed on Jun. 13, 2024

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
Aug. 26 - Aug. 30
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,004 reviews)
Excellent hotel for location and lively roof top bar area.

Reviewed on Jun. 14, 2024

The Plaza - A Fairmont Managed Hotel

The Plaza - A Fairmont Managed Hotel

5 out of 5
Manhattan
Save 100% on your flight
per person
Jul. 15 - Jul. 20
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
The place was old school classy After a days work chill out with a light meal and drink away from the “madding crowd “ Expensive but value in time and class Definitely come back

Reviewed on Jun. 6, 2024

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
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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.

Find hotel + flight trips in East Hampton North

Clearwater Beach Hotel Deals

East Hampton Art House Bed & Breakfast
East Hampton Art House Bed & Breakfast
4 out of 5
9 Bon Pinck Way, East Hampton, NY
The price is CA $1,047 per night from Jun. 17 to Jun. 18
CA $1,047
CA $1,195 total
includes taxes & fees
Jun 17 - Jun 18
9.6/10 Exceptional! (55 reviews)
"The hosts were really nice and the breakfast is excellent!"

Reviewed on Jun. 9, 2024

East Hampton Art House Bed & Breakfast
Gurney's Montauk Resort & Seawater Spa
Gurney's Montauk Resort & Seawater Spa
4 out of 5
290 Old Montauk Highway, Montauk, NY
The price is CA $902 per night from Jun. 23 to Jun. 24
CA $902
CA $1,230 total
includes taxes & fees
Jun 23 - Jun 24
8.2/10 Very Good! (571 reviews)
"Great time beautiful property"

Reviewed on May 21, 2024

Gurney's Montauk Resort & Seawater Spa
The Atlantic Hotel
The Atlantic Hotel
2.5 out of 5
1655 County Road 39, Southampton, NY
The price is CA $375 per night from Jun. 16 to Jun. 17
CA $375
CA $462 total
includes taxes & fees
Jun 16 - Jun 17
7/10 Good! (779 reviews)
"We enjoyed our stay and felt it was good value for the area."

Reviewed on May 27, 2024

The Atlantic Hotel
See all 3,850 properties in Clearwater Beach
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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

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Beach Vacations

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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 $1,274. 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.

Discover the most popular places to visit in Clearwater Beach

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East Hampton Main Beach

4.5/5(3 reviews)

On the eastern edge of Long Island, enjoy a day on this exclusive beach complete with lifeguards, restrooms, a snack bar and other amenities.

East Hampton Main Beach
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Georgica Beach

Bring your beach blanket and pack a picnic for a relaxing day of sand, sun and surf at one of East Hampton’s calmer beaches.

Georgica Beach
Image for Pollock-Krasner House and Study Center

Pollock-Krasner House and Study Center

In this unassuming studio in East Hampton, see where two of America’s foremost abstract painters created some of their most famous works.

Pollock-Krasner House and Study Center

Other vacations you might like

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