Clearwater Beach Vacations from ￥361,970

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The Latest Clearwater Beach Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Ace Hotel New York

Ace Hotel New York

4 out of 5
Manhattan
Price was ￥494,448, price is now ￥361,970 per person
￥361,970
per person
Jul 20 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Newark Liberty Intl. Airport (EWR)
8/10 Very Good! (1,078 reviews)
Great place to stay in location that's easily accessible on foot to NoMad, Chelsea, the Village, SoHo and other great downtown areas. Nice vibe, beautiful lobby bar and a Stumptown Coffee location off the lobby. Really enjoyed by weekend here.

Reviewed on May 8, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was ￥603,127, price is now ￥412,180 per person
￥412,180
per person
Jul 20 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,980 reviews)
Fernando and the staff were great! Very respectful and attentive

Reviewed on May 8, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was ￥556,630, price is now ￥391,039 per person
￥391,039
per person
Jul 20 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,482 reviews)
Every thing was good

Reviewed on May 8, 2026

LENNOX HILL NYC

LENNOX HILL NYC

2 out of 5
Manhattan
Price was ￥676,335, price is now ￥495,645 per person
￥495,645
per person
Jul 20 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
No reviews
affordable. friendly online desk. seriously clean.

Reviewed on May 7, 2026

WestHouse New York

WestHouse New York

5 out of 5
Manhattan
Price was ￥584,076, price is now ￥432,059 per person
￥432,059
per person
Jul 20 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,005 reviews)
We absolutely enjoyed our stay! The staff were excellent special shout out to Telik and Nick. Beautiful decor. I highly recommend it.

Reviewed on Apr 29, 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
Wooden windmill with a wooden fence on a background of grass and blue sky

East Hampton North

4.5/5(15 area reviews)

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 hotels in East Hampton North

Clearwater Beach Hotel Deals

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 ￥91,227 per night from Jun 1 to Jun 2
￥91,227
￥125,071 total
Jun 1 - Jun 2
includes taxes & fees
8.4/10 Very Good! (773 reviews)
I was skeptical at first since many comments are negative. As a woman of color, my experience was fantastic. The staff was lovely. I booked the ocean view room which was to my expectations. Overall 10/10 will return.

Reviewed on May 8, 2026

Gurney's Montauk Resort & Seawater Spa
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
The price is ￥42,163 per night from Jun 2 to Jun 3
￥42,163
￥51,238 total
Jun 2 - Jun 3
includes taxes & fees
Montauk Manor
Montauk Yacht Club

Montauk Yacht Club

4 out of 5
32 Star Island Rd Montauk NY
The price is ￥62,603 per night from May 26 to May 27
￥62,603
￥89,432 total
May 26 - May 27
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
Unhinged wacko

Reviewed on May 6, 2026

Montauk Yacht Club
See all 3,721 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.

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 ￥361,970. 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

East Hampton Main Beach

East Hampton Main Beach

4.5/5(81 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
LongHouse Reserve

LongHouse Reserve

4.5/5(4 reviews)

Walk among many acres of lush gardens in East Hampton and discover a stunning array of sculptures and art installations.

LongHouse Reserve
First United Methodist Church

First United Methodist Church

Join the community for Sunday worship or a bit of personal meditation in this pretty church in the sleepy community of East Hampton.

First United Methodist Church

Things to do

Private Vacation Photoshoot with Photographer in The Hamptons

Private Vacation Photoshoot with Photographer in The Hamptons

￥45,925
per adult
Private Vacation Photoshoot with Photographer in The Hamptons
See all activities in East Hampton
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.