Clearwater Beach Vacations from $631

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Your Clearwater Beach Vacation

Clearwater Beach is calling your name! Whatever type of escape you're organizing, you can immerse yourself in the best of this neighborhood with a Clearwater Beach vacation package. Your trip to Clearwater Beach wouldn't be complete without stopping by major attractions nearby such as Pollock-Krasner House and Study Center, Kaplan Meadows Sanctuary and Leiber Collection. Don't just wish for it — turn it into a reality! Secure your ultimate Clearwater Beach vacation with Expedia and get to where you're going your way.

The Latest Clearwater Beach Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Radio Hotel

Radio Hotel

Manhattan
Save 100% on your flight
$631
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.6/10 Excellent! (2,493 reviews)
This is a very bright and cheerful hotel to say at. It’s not at all like the usual hotels, and the property was very clean. The staff were friendly and helpful.

Reviewed on Aug 19, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

$2,455
per person
Oct 27 - Nov 1
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,012 reviews)
Amazing view of the city and rooftop pool is always a great time. Will be back again! Amazing staff and beautiful space.

Reviewed on Aug 17, 2026

San Carlos Hotel

San Carlos Hotel

Manhattan
Save 100% on your flight
$971
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.6/10 Exceptional! (1,832 reviews)
Second time there, as good as the first time. The location is great

Reviewed on Aug 19, 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

Manhattan
Save 100% on your flight
$3,485
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (692 reviews)
OYO Times Square

OYO Times Square

Manhattan
Save 100% on your flight
$1,088
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
6.8/10 (2,053 reviews)

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
A traditional windmill with a wooden fence in the foreground.

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.

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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.

A candy store with colorful decorations and various candies on display.

Egypt Lane Historic District

1 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.

A lighthouse on a cliff overlooking a beach with clear blue water.

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.

A windmill with a flag, surrounded by a cemetery with headstones.

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 Home Sweet Home Museum are just a few notable stops.

Clearwater Beach Hotel Deals

Sound View Greenport

Sound View Greenport

58775 County Rd 48 Greenport NY
$325 nightly
$371 total
Sep 15 - Sep 16
Total with taxes and fees
8.4/10 Very Good! (693 reviews)
"Hotel very well situated with a nice beach and a great pool. The rooms were clean and spacious. There were a lot of families so we couldn’t just sit and enjoy the view with toddlers running around - but that was me 20 years ago. I would recommend but next time I would want to book the private patio ..."

Reviewed on Aug 18, 2026

Sound View Greenport
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
$219 nightly
$250 total
Sep 8 - Sep 9
Total with taxes and fees
The Atlantic Hotel
Offshore Montauk

Offshore Montauk

71 S Emerson Ave Montauk NY
$516 nightly
$590 total
Sep 8 - Sep 9
Total with taxes and fees
9.2/10 Wonderful! (182 reviews)
"We had a fabulous time at Offshore for two nights midweek. The only negative was the construction next to the pool, but we spent our time at the beach anyway. I know they're building a restaurant next to the pool, and we would happily stay there again and look forward to the new addition. The only ..."

Reviewed on Aug 18, 2026

Offshore Montauk
See all 3,629 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.

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.
See properties

Things to do

Public Schooner Sail in Greenport

Sunday Brunch Sail in Greenport

$149
per adult
Sunday Brunch Sail in Greenport
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.