Clearwater Vacation Packages 2026 from $470

Clearwater flight + hotel vacation packages

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

Safety Harbor Resort & Spa Trademark Collection by Wyndham

Save 100% on your flight

$470

per person

Oct 21 - Oct 25

found 8 hours ago

Roundtrip non-stop flight included

Cleveland (CLE) to Tampa (TPA)

This historic hotel features a full-service spa, 5 outdoor tennis courts, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the outdoor pool and visit the 3 bars/lounges and poolside bar for drinks.

Cedar Cove Resort and Cottages

Save 100% on your flight

$1,014

per person

Nov 12 - Nov 17

found 6 hours ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This resort doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.

The Westin Sarasota

Central Sarasota

Save 100% on your flight

$950

per person

Nov 12 - Nov 17

found 1 day ago

Roundtrip 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.

voco Sarasota by IHG

Central Sarasota

Save 100% on your flight

$823

per person

Nov 12 - Nov 17

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, along with express check-out. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.

Seaside at Anna Maria Island Inn

Save 100% on your flight

$1,708

per person

Nov 12 - Nov 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

An outdoor pool is featured at this hotel, along with free WiFi in public areas and a safe deposit box.

Top Clearwater hotels deals

Extended Stay America Suites Clearwater Carillon Park

2311 Ulmerton Rd Clearwater FL

Free Cancellation

Reserve now, pay when you stay

$62 nightly

$70 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

La Quinta Inn by Wyndham Clearwater Central

Clearwater FL

Free Cancellation

Reserve now, pay when you stay

$90 nightly

$102 total

Sep 13 - Sep 14

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

Clearwater Dream! Singles Pickleball, Heated Pool

Clearwater FL

Get rates

An outdoor pool is featured at this vacation home, along with laundry facilities and barbecue grills.

Pool

Kitchen

Sleep Inn Clearwater - St Petersburg

3939 Ulmerton Rd Clearwater FL

Free Cancellation

$68 nightly

$76 total

Oct 6 - Oct 7

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

Tropical Palms Hotel

3580 Ulmerton Rd Clearwater FL

$69 nightly

$77 total

Oct 5 - Oct 6

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

Days Inn by Wyndham Clearwater/Gulf to Bay

2940 Gulf To Bay Blvd Clearwater FL

Free Cancellation

Reserve now, pay when you stay

$69 nightly

$78 total

Sep 13 - Sep 14

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

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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.

Stay near popular Clearwater attractions

A parking lot with trees and a building in the background.

Ruth Eckerd Hall

8.0/10 (363 reviews)

You can enjoy a show at Ruth Eckerd Hall during your trip to Clearwater. Experience the great live music and acclaimed theater scene in this family-friendly area.

See properties

Frequently asked questions

How much are vacation packages to Clearwater?

Starting from as low as $470, 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.