Clearwater Beach Vacation Packages for 2025

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Clearwater Beach Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
The Shelburne Sonesta New York

The Shelburne Sonesta New York

4 out of 5
Manhattan
Save 100% on your flight
per person
Jul 19 - Jul 27
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Stay at this 4-star business-friendly hotel in New York. Enjoy breakfast (surcharge), a health club, and WiFi (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grand Central Terminal and Empire State Building are located nearby.

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
Jul 19 - Jul 27
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Stay at this 4-star hotel in New York. Enjoy free WiFi, a rooftop terrace, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Brooklyn Bridge and Wall Street are located nearby.

The Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Jul 19 - Jul 27
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Stay at this 4.5-star luxury hotel in New York. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Grand Central Terminal and Bryant Park are located nearby.

PUBLIC, an Ian Schrager hotel

PUBLIC, an Ian Schrager hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
Jul 19 - Jul 27
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Stay at this 4-star business-friendly hotel in New York. Enjoy free WiFi, 2 restaurants, and 6 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Brooklyn Bridge and Wall Street are located nearby.

The Wall Street Hotel

The Wall Street Hotel

5 out of 5
Manhattan
Save 100% on your flight
per person
Jul 19 - Jul 27
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Stay at this 5-star luxury hotel in New York. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Wall Street and Brooklyn Bridge are located nearby.

Home2 Suites By Hilton New York Times Square

Home2 Suites By Hilton New York Times Square

3 out of 5
Manhattan
Save 100% on your flight
per person
Jul 19 - Jul 27
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Stay at this 3-star hotel in New York. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broadway and Times Square are located nearby.

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Top 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
1.08 km from Clearwater Beach
Stay at this 4-star business-friendly B&B in East Hampton. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Kaplan Meadows Sanctuary and ...
Montauk Yacht Club

Montauk Yacht Club

4 out of 5
32 Star Island Rd, Montauk, NY
18.65 km from Clearwater Beach
Book a stay at this beach hotel in Montauk. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the property condition ...
Montauk Blue Hotel

Montauk Blue Hotel

2 out of 5
108 South Emerson Avenue, Montauk, NY
17.56 km from Clearwater Beach
Book a stay at this beach hotel in Montauk. Enjoy free WiFi, a beach locale, and parking (surcharge). Popular attractions Montauk Point Lighthouse and Montauk ...
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway, Montauk, NY
13.9 km from Clearwater Beach
Stay at this 4-star beach resort in Montauk. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Our guests praise the room service in our reviews. ...
Baron's Cove

Baron's Cove

4 out of 5
31 West Water Street, Sag Harbor, NY
13.28 km from Clearwater Beach
Stay at this 4-star hotel in Sag Harbor. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
Greenporter Hotel

Greenporter Hotel

2 out of 5
326 Front St, Greenport, NY
18.81 km from Clearwater Beach
Stay at this hotel in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39, Southampton, NY
30.16 km from Clearwater Beach
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

3 out of 5
727 Old Montauk Highway, Montauk, NY
16.33 km from Clearwater Beach
Stay at this 3-star beach hotel in Montauk. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular ...
Marram

Marram

4 out of 5
21 Oceanview Terrace, Montauk, NY
18.13 km from Clearwater Beach
Stay at this 4-star beach hotel in Montauk. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Montauk Point Lighthouse and Montauk Point ...
Sag Harbor Inn

Sag Harbor Inn

3.5 out of 5
45 West Water Street, Sag Harbor, NY
13.37 km from Clearwater Beach
Stay at this 3.5-star business-friendly hotel in Sag Harbor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Kenny's Tipperary Inn

Kenny's Tipperary Inn

2 out of 5
432 West Lake Drive, Montauk, NY
18.02 km from Clearwater Beach
Stay at this motel in Montauk. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St., Montauk, NY
17.1 km from Clearwater Beach
Stay at this 3.5-star aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

4 out of 5
1400 Silvermere Rd, Greenport, NY
19.5 km from Clearwater Beach
Stay at this 4-star beach hotel in Greenport. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions ...
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
21.24 km from Clearwater Beach
Stay at this 4-star beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St, Greenport, NY
18.65 km from Clearwater Beach
Stay at this 3.5-star business-friendly hotel in Greenport. Enjoy free breakfast, an outdoor pool, and a 24-hour health club. Our guests praise the helpful staff ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Tue, Jul 1 - Wed, Jul 9
MIA
Miami Intl.
LGA
LaGuardia
$106 Roundtrip, found 14 hours ago
$106
Roundtrip
found 14 hours ago
Select Spirit Airlines flight, departing Tue, Jul 1 from Miami Intl. to LaGuardia, returning Wed, Jul 9, priced at $106 found 14 hours ago
Spirit Airlines
Sat, Jul 12 - Sat, Jul 12
FLL
Fort Lauderdale - Hollywood Intl.
LGA
LaGuardia
$114 Roundtrip, found 17 hours ago
$114
Roundtrip
found 17 hours ago
Select Spirit Airlines flight, departing Sat, Jul 12 from Fort Lauderdale - Hollywood Intl. to LaGuardia, returning Sat, Jul 12, priced at $114 found 17 hours ago
Frontier Airlines
Tue, Jul 1 - Wed, Jul 9
MIA
Miami Intl.
JFK
John F. Kennedy Intl.
$116 Roundtrip, found 14 hours ago
$116
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Tue, Jul 1 from Miami Intl. to John F. Kennedy Intl., returning Wed, Jul 9, priced at $116 found 14 hours ago
JetBlue Airways
Wed, Jul 9 - Wed, Jul 16
FLL
Fort Lauderdale - Hollywood Intl.
EWR
Newark Liberty Intl. Airport
$117 Roundtrip, found 17 hours ago
$117
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Wed, Jul 9 from Fort Lauderdale - Hollywood Intl. to Newark Liberty Intl. Airport, returning Wed, Jul 16, priced at $117 found 17 hours ago