Clearwater Vacation Packages 2025/2026 from $355

Clearwater flight + hotel vacation packages

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

Clearwater Suites

Save 100% on your flight

$355

per person

Nov 15 - Nov 19

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

An outdoor pool, self parking, and laundry facilities are featured at this hotel. Staff at the 24-hour front desk can provide around-the-clock assistance.

voco Sarasota by IHG

Central Sarasota

Save 100% on your flight

$562

per person

Nov 5 - Nov 12

found 1 day ago

Roundtrip non-stop 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.

Kompose Boutique Hotel

Save 100% on your flight

$495

per person

Nov 5 - Nov 12

found 1 day ago

Roundtrip non-stop 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 hot tub and perks like free self parking.

The Westin Sarasota

Central Sarasota

Save 100% on your flight

$949

per person

Nov 5 - Nov 12

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Enjoy the 24-hour gym and perks like a free beach shuttle. You'll appreciate the a rooftop terrace, bar/lounge, and laundry facilities.

Ocean Club Treasure Island Hotel

Save 100% on your flight

$734

per person

Nov 6 - Nov 10

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.

Top Clearwater hotels deals

La Quinta Inn by Wyndham Clearwater Central

Free Cancellation

Reserve now, pay when you stay

$99 nightly

$112 total

Sep 1 - Sep 2

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

Extended Stay America Suites Clearwater Carillon Park

2311 Ulmerton Rd, Clearwater, FL

Free Cancellation

Reserve now, pay when you stay

$71 nightly

$80 total

Sep 14 - Sep 15

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 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

Reserve now, pay when you stay

$79 nightly

$89 total

Aug 31 - Sep 1

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 hot tub and free buffet breakfast.

Pool

Hot Tub

La Quinta Inn & Suites by Wyndham Clearwater South

5000 Lake Blvd, Clearwater, FL

Free Cancellation

Reserve now, pay when you stay

$98 nightly

$110 total

Aug 31 - Sep 1

Total with taxes and fees

This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking and laundry facilities are also offered on site.

Pool

Pet friendly

Residence Inn by Marriott Clearwater Downtown

940 Court Street, Clearwater, FL

Free Cancellation

Reserve now, pay when you stay

$127 nightly

$144 total

Aug 28 - Aug 29

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. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Breakfast included

Fairfield Inn & Suites by Marriott Clearwater

3070 Gulf To Bay Blvd, Clearwater, FL

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$114 total

Sep 7 - Sep 8

Total with taxes and fees

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 hot tub and free perks like continental breakfast and free self parking.

Pool

Hot Tub

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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

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 lively bars.

The sunset behind the lifeguard tower in combination with a bit of filtering made this image quite unique. #LifeAtExpedia

Clearwater Beach

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.

St. Petersburg - Clearwater Beaches

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

Frequently asked questions

How much are vacation packages to Clearwater?

Starting from as low as $355, 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.