Clearwater Beach flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Kompose Boutique Hotel
Save 100% on your flight
per person
Jul 22 - Jul 27
just found
Roundtrip flight included
Chicago (ORD) 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.
Carlisle Inn
Pinecraft
Save 100% on your flight
per person
Jul 22 - Jul 27
just found
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a coffee shop, and a terrace are also on offer.
The Barrymore Hotel Tampa Riverwalk
Downtown Tampa
Save 100% on your flight
per person
Jul 22 - Jul 27
just found
Roundtrip flight included
Chicago (ORD) 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.
Hyatt House Tampa Airport Westshore
Westshore
Save 100% on your flight
per person
Jul 22 - Jul 27
just found
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.
Bellwether Beach Resort
Save 100% on your flight
per person
Jul 22 - Jul 27
just found
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
A private beach, 3 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Relax with free beach cabanas, sun loungers, and beach umbrellas. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Top Clearwater Beach hotels deals
Wyndham Grand Clearwater Beach
100 Coronado Drive, Clearwater Beach, FL
Free Cancellation
Reserve now, pay when you stay
The price is $269 per night
$269
per night
Jun 23 - Jun 24
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.
Pool
Hot Tub
Hilton Clearwater Beach Resort & Spa
400 Mandalay Ave, Clearwater Beach, FL
Free Cancellation
Reserve now, pay when you stay
The price is $249 per night
$249
per night
Jun 30 - Jul 1
This hotel features a private beach, a full-service spa, and 3 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. There's fun for all ages with a children's club and a playground, and families will appreciate the onsite laundry facilities.
On private beach
Pool
Hyatt Regency Clearwater Beach Resort & Spa
301 S Gulfview Blvd, Clearwater Beach, FL
Free Cancellation
Reserve now, pay when you stay
The price is $318 per night
$318
per night
Jul 2 - Jul 3
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this eco-certified resort. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.
Pool
Hot Tub
Opal Sands Resort
430 South Gulfview Blvd, Clearwater Beach, FL
Free Cancellation
Reserve now, pay when you stay
The price is $409 per night
$409
per night
Jun 30 - Jul 1
A full-service spa, an outdoor pool, and a restaurant are all featured at this award-winning resort. Enjoy the gym and unwind at the bar/lounge and poolside bar.
Pool
Hot Tub
Pier House 60 Clearwater Beach Marina Hotel
101 Coronado Drive, Clearwater Beach, FL
Free Cancellation
Reserve now, pay when you stay
The price is $186 per night
$186
per night
Jul 7 - Jul 8
This hotel features an outdoor pool, a gym, and a restaurant. Traveling for business? Take advantage of the 24-hour business center, express check-out, and conference center. You'll appreciate the a rooftop terrace, bar/lounge, and laundry facilities.
Pool
Breakfast included
Sheraton Sand Key Resort
1160 Gulf Blvd, Clearwater Beach, FL
Free Cancellation
Reserve now, pay when you stay
The price is $247 per night
$247
per night
Jul 8 - Jul 9
This smoke-free resort includes 2 restaurants, an outdoor pool, and a spa tub. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. A poolside bar, a 24-hour front desk, and a terrace are also provided.
Pool
Hot Tub
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See all available properties in Clearwater Beach
View all propertiesLowest 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 marina in this family-friendly area, or check out its lively bars.
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.
Fort De Soto Park
4.5/5(676 reviews)
Admire the vestiges of the fortress, bring your kids to the pirate ship playground and relax on the beaches of this archipelago.
Photos of local treasures
Browse Clearwater Beach vacation photos for more inspiration
Frequently asked questions
Where to stay in Clearwater Beach: Best areas for travelers
- Bay Esplanade: This is popular destination for many visitors looking to explore Clearwater Beach. The First Floor, 2b/2b Condo - 2 Blocks TO Beach! and the Fairfield Inn & Suites by Marriott Clearwater Beach make this vibrant neighborhood an even more appealing option.
- Sand Key: This is a terrific area for your next getaway — not the most crowded spot around, but still a favorite of many vacationers. For a comfortable stay, make a booking at the Oceanfront Getaway With Spectacular Views In Landmark Towers I or the Sunrise And Sunset-enjoy Them Both From This Beachfront Condo!.
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