Clearwater Beach Vacation Packages for 2025

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

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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 24 hours 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.

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
per person
Aug 27 - Sep 3
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Stay at this 5-star luxury hotel in New York. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Popular attractions Empire State Building and Madison Square Garden are located nearby.

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
Aug 27 - Sep 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Wall Street and Empire State Building are located nearby.

Smyth Tribeca

Smyth Tribeca

4 out of 5
Manhattan
Save 100% on your flight
per person
Aug 28 - Sep 3
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Stay at this 4-star luxury hotel in New York. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Wall Street and Brooklyn Cruise Terminal are located nearby.

Interfaith 21

Interfaith 21

2 out of 5
Manhattan
Save 100% on your flight
per person
Sep 4 - Sep 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Stay at this B&B in New York. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Popular attractions Madison Square Garden and Empire State Building 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 24 hours 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.

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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.

JetBlue Airways
Tue, Jul 1 - Wed, Jul 9
FLL
Fort Lauderdale - Hollywood Intl.
EWR
Newark Liberty Intl. Airport
$117 Roundtrip, found 16 hours ago
$117
Roundtrip
found 16 hours ago
Select JetBlue Airways flight, departing Tue, Jul 1 from Fort Lauderdale - Hollywood Intl. to Newark Liberty Intl. Airport, returning Wed, Jul 9, priced at $117 found 16 hours ago
Spirit Airlines
Sat, Sep 6 - Sat, Sep 6
MCO
Orlando Intl.
LGA
LaGuardia
$119 Roundtrip, found 18 hours ago
$119
Roundtrip
found 18 hours ago
Select Spirit Airlines flight, departing Sat, Sep 6 from Orlando Intl. to LaGuardia, returning Sat, Sep 6, priced at $119 found 18 hours ago
Spirit Airlines
Sat, Sep 6 - Sun, Sep 7
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$120 Roundtrip, found 18 hours ago
$120
Roundtrip
found 18 hours ago
Select Spirit Airlines flight, departing Sat, Sep 6 from Orlando Intl. to Newark Liberty Intl. Airport, returning Sun, Sep 7, priced at $120 found 18 hours ago
Spirit Airlines
Tue, Jul 1 - Wed, Jul 9
MIA
Miami Intl.
EWR
Newark Liberty Intl. Airport
$147 Roundtrip, found 1 day ago
$147
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Jul 1 from Miami Intl. to Newark Liberty Intl. Airport, returning Wed, Jul 9, priced at $147 found 1 day ago