Clearwater Vacation Packages 2026 from $422

Clearwater flight + hotel vacation packages

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

Saddlebrook Resort

Wesley Chapel South

Save 100% on your flight

$422

per person

Feb 20 - Feb 23

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

This resort features a golf course, a full-service spa, and 3 restaurants. Bring the family and enjoy the children's pool, playground, and kid-friendly dining. Enjoy the 2 outdoor pools and perks like free WiFi.

SkyBeach Resort

Greater Pinellas Point

Save 100% on your flight

$727

per person

Feb 18 - Feb 25

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to Tampa (TPA)

A private beach, a marina, and 2 outdoor pools are all featured at this smoke-free hotel. Relax with beach cabanas, sun loungers, and beach umbrellas. Traveling for business? Take advantage of the express check-in, express check-out, and conference space.

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$1,628

per person

Feb 20 - Feb 27

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) 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.

The Beachcomber

Save 100% on your flight

$1,195

per person

Feb 13 - Feb 20

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to Tampa (TPA)

This smoke-free hotel features a nightclub, 2 outdoor pools, and a restaurant. Enjoy a day at the beach parasailing, or relax with sun loungers. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.

voco Sarasota by IHG

Central Sarasota

Save 100% on your flight

$1,259

per person

Feb 18 - Feb 25

found 1 day ago

Roundtrip flight included

Cleveland (CLE) 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.

Top Clearwater hotels deals

Extended Stay America Suites Clearwater Carillon Park

2311 Ulmerton Rd Clearwater FL

Free Cancellation

Reserve now, pay when you stay

$85 total

per night

Dec 11 - Dec 12

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 picnic area and a safe deposit box are also provided.

Pool

Breakfast included

Sleep Inn Clearwater - St Petersburg

3939 Ulmerton Rd Clearwater FL

Free Cancellation

$80 total

per night

Dec 24 - Dec 25

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 hot tub and free buffet breakfast.

Pool

Hot Tub

La Quinta Inn & Suites by Wyndham St. Pete-Clearwater Airpt

Clearwater FL

Free Cancellation

Reserve now, pay when you stay

$85 total

per night

Dec 14 - Dec 15

An outdoor pool, free parking, and laundry facilities are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. There's a safe deposit box and multilingual staff can provide around-the-clock assistance.

Pool

Breakfast included

Clarion Inn & Suites Central Clearwater Beach

20967 Us Highway 19 N Clearwater FL

Free Cancellation

Reserve now, pay when you stay

$95 total

per night

Dec 21 - Dec 22

This hotel features 2 outdoor pools, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.

Pool

Breakfast included

La Quinta Inn by Wyndham Clearwater Central

Clearwater FL

Free Cancellation

Reserve now, pay when you stay

$113 total

per night

Dec 14 - Dec 15

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

Days Inn by Wyndham Clearwater/Gulf to Bay

2940 Gulf To Bay Blvd Clearwater FL

Free Cancellation

Reserve now, pay when you stay

$75 total

per night

Dec 11 - Dec 12

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

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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)

You can do some window-shopping at John's Pass Village & Boardwalk during your stay in Madeira Beach. Stroll along the marina in this family-friendly area, or check out its top-notch restaurants.

St. Petersburg - Clearwater Beaches

5/5(5 reviews)

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

Clearwater Beach

4.5/5(44 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 $422, 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.