Clearwater Vacation Packages 2026 from $637

Clearwater flight + hotel vacation packages

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

Captiva Beach Resort

South Village

$637

per person

Jun 5 - Jun 10

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

A private beach and an outdoor pool are featured at this smoke-free condo. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, laundry facilities, and barbecue grills are also on offer.

DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto

Save 100% on your flight

$1,133

per person

Jul 1 - Jul 8

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This hotel features 2 bars/lounges, a beach bar, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas and onsite conference space. You'll appreciate the outdoor pool, poolside bar, and concierge services.

FUSION Resort Waterfront Suites

Save 100% on your flight

$1,106

per person

Jul 1 - Jul 6

found 1 hour ago

Roundtrip flight included

Chicago (ORD) to Tampa (TPA)

This aparthotel features an outdoor pool and a rooftop terrace. Enjoy the hot tub and perks like free self parking and free WiFi. A 24-hour business center, luggage storage, and concierge services are also on offer.

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$1,265

per person

May 22 - May 26

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

This hotel features an outdoor pool and a hot tub. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi. A garden, luggage storage, and concierge services are also on offer.

Wyndham Grand Clearwater Beach

Save 100% on your flight

$1,084

per person

Jul 2 - Jul 7

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

A full-service spa, 3 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, express check-out, and valet parking. Enjoy the 24-hour gym and unwind at the bar/lounge and poolside bar.

Top Clearwater hotels deals

La Quinta Inn by Wyndham Clearwater Central

Clearwater FL

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$124 total

May 4 - May 5

Total with taxes and fees

This hotel features an outdoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Hot Tub

SureStay Hotel by Best Western St. Pete Clearwater Airport

Clearwater FL

Free Cancellation

Reserve now, pay when you stay

$79 nightly

$90 total

Apr 29 - Apr 30

Total with taxes and fees

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.

Pool

Breakfast included

Tropical Palms Hotel

3580 Ulmerton Rd Clearwater FL

$66 nightly

$74 total

Apr 23 - Apr 24

Total with taxes and fees

An outdoor pool is featured at this hotel, along with free self parking. WiFi in public areas is free. Luggage storage is provided and the front desk is staffed around-the-clock.

Pool

Parking included

Comfort Inn & Suites St. Pete - Clearwater International Airport

3910 Ulmerton Road Clearwater FL

Free Cancellation

$99 nightly

$112 total

May 3 - May 4

Total with taxes and fees

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

Pool

Breakfast included

Days Inn by Wyndham Clearwater/Gulf to Bay

2940 Gulf To Bay Blvd Clearwater FL

Free Cancellation

Reserve now, pay when you stay

$75 nightly

$84 total

May 12 - May 13

Total with taxes and fees

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

Pool

Breakfast included

Hampton Inn & Suites Clearwater/St. Petersburg-Ulmerton Road, FL

4050 Ulmerton Rd Clearwater FL

Free Cancellation

Reserve now, pay when you stay

$115 nightly

$130 total

May 17 - May 18

Total with taxes and fees

This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.

Pool

Breakfast included

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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(1,655 reviews)

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

Florida. St Pete Beach FL. Summer vacations. Ocean beach, Hotels and Resorts in US. Blue-turquoise color of salt water. American Coast or shore line in Gulf of Mexico. St Petersburg Clearwater Florida

St. Petersburg - Clearwater Beaches

4.5/5(6 reviews)

Why not spend a lazy afternoon at St. Petersburg - Clearwater Beaches during your trip to St. Petersburg - Clearwater?

Clearwater Beach

4.5/5(47 reviews)

Why not spend a lazy afternoon at Clearwater Beach during your trip to Clearwater Beach? Wander the clear-water beaches or discover the area's beautiful sunsets.

Frequently asked questions

How much are vacation packages to Clearwater?

Starting from as low as $637, 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.