Clearwater Vacation Packages 2025 from $595

Clearwater flight + hotel vacation packages

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

Siesta Key Palms Resort

Save 100% on your flight

per person

Mar 10 - Mar 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This hotel features 2 outdoor pools, a terrace, and a garden. A picnic area, express check-out, and laundry facilities are also on offer.

The Wayland Condos By Barsala

Save 100% on your flight

per person

Feb 10 - Feb 16

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This aparthotel features an outdoor pool and a 24-hour gym. Guests will appreciate free perks like free self parking and WiFi in public areas. Barbecue grills and a virtual front desk are also provided.

Kompose Boutique Hotel

Save 100% on your flight

per person

Mar 10 - Mar 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the spa tub and perks like free self parking.

voco Sarasota, an IHG Hotel

Central Sarasota

Save 100% on your flight

per person

Feb 12 - Feb 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 3 conference rooms, express check-out, and laundry service. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.

The Barrymore Hotel Tampa Riverwalk

Downtown Tampa

per person

Mar 14 - Mar 21

found 1 day ago

Roundtrip non-stop flight included

Hartford (BDL) to Tampa (TPA)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like a free area shuttle.

Top Clearwater hotels deals

SureStay Hotel by Best Western St. Pete Clearwater Airport

Free Cancellation

Reserve now, pay when you stay

$112

includes taxes & fees

$99 per night

Dec 23 - Dec 24

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free self parking, and a free airport shuttle. Traveling on business? Take advantage of the free WiFi in public areas and airport shuttle. Enjoy the outdoor pool and conveniences like a 24-hour front desk and laundry facilities.

Clarion Inn & Suites Central Clearwater Beach

20967 Us Highway 19 N, Clearwater, FL

Free Cancellation

Reserve now, pay when you stay

$105

includes taxes & fees

$93 per night

Jan 16 - Jan 17, 2025

This hotel features 2 outdoor pools, a 24-hour gym, and a restaurant. Bring the family and enjoy the children's pool, arcade/game room, and kid-friendly dining. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.

Days Inn by Wyndham Clearwater/Gulf to Bay

2940 Gulf To Bay Blvd, Clearwater, FL

$92

includes taxes & fees

$82 per night

Jan 16 - Jan 17, 2025

An outdoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A business center, a terrace, and a picnic area are also on offer.

Sonesta Simply Suites Clearwater

Free Cancellation

Reserve now, pay when you stay

$138

includes taxes & fees

$122 per night

Jan 20 - Jan 21, 2025

This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a picnic area, and luggage storage are also offered.

Fairfield Inn & Suites by Marriott Clearwater

3070 Gulf To Bay Blvd, Clearwater, FL

Free Cancellation

Reserve now, pay when you stay

$153

includes taxes & fees

$135 per night

Jan 1 - Jan 2, 2025

This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the spa tub and free perks like continental breakfast and free self parking.

Holiday Inn Express Hotel & Suites Clearwater/Us 19 N, an IHG Hotel

2580 Gulf To Bay Blvd, Clearwater, FL

Free Cancellation

$167

includes taxes & fees

$148 per night

Dec 25 - Dec 26

This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

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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.

Popular places to visit

John's Pass Village & Boardwalk

4.5/5(1,625 reviews)

When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the beautiful beaches in this family-friendly area, or check out its top-notch restaurants.

Tropicana Field

4.5/5(591 reviews)

Catch an event at Tropicana Field during your trip to St. Petersburg. Attend a baseball game or simply enjoy the top-notch restaurants while you're in the area.

Salvador Dali Museum

4.5/5(1,166 reviews)

Browse the surrealistic masterpieces of a world-famous Spanish painter in a remarkable building that perfectly suits the style of the art exhibits.

Frequently asked questions

How much are vacation packages to Clearwater?

Starting from as low as $595, hotel and flight packages are a fantastic way to make your vacation budget stretch further. Get ready Clearwater — here you come!

How long should my Clearwater vacation be?

Most people lock in a hotel for 3 nights in Clearwater. But that doesn’t mean you have to follow their lead. How long you decide to stay really boils down to what sorts of things you want to do on your vacation. If you’d love to get familiar with every part of this impressive destination, consider staying another night or so (or even an extra week!).

Where can I get the best vacation package deals for Clearwater?

There are sensational Clearwater package deals to be gained with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties across the globe? Remember this when you’re ready to tick another place off the old bucket list.

Why should I purchase my Clearwater vacation package with Travelocity?

You’ll not only save loads, but you can also access our 24/7 customer support, high-quality service and a Price Match Guarantee. Explore every nook-and-cranny across the world, discover hidden treasures and forge long-lasting memories — we’ll take care of the important details.

Can I save money on my Clearwater car rental if I book it with my hotel or flight?

Bundling your car, flight and hotel into a Clearwater vacation package is a surefire way to score the best deal. Plus, having your own set of wheels gives you total freedom to make your way to all those famous sights you’re hoping to explore. Located 90 mi from Clearwater, Universal Studios Florida is one place that should be on your must-do list. Fasten your seat belt and make a day trip of it.

Which airport is best for Clearwater?

Tampa Intl. Airport (TPA) is 16 mi from downtown and is the beginning point for many exciting adventures. Alternatively, Sarasota-Bradenton Intl. Airport (SRQ) is 45 mi away from central Clearwater and St. Petersburg-Clearwater Intl. Airport (PIE) is 8 mi away from central Clearwater.

What is there to do in Clearwater?

There is a particular magic in the air as you wander the streets of Clearwater. Ruth Eckerd Hall and Eddie C. Moore Softball Complex are just a couple of highlights that make this city so popular, so put them on your itinerary.

Where should I stay when visiting Clearwater?

Many visitors check in to the La Quinta Inn by Wyndham Clearwater Central. It’s the perfect base for your Clearwater getaway.