Pinellas County Holidays

Book a Hotel + Flight or Car together to unlock savings

Top destinations in Pinellas County

FlightsFlightsHotelsHotels

St. Petersburg - Clearwater

St. Petersburg - Clearwater
FlightsFlightsHotelsHotels

East Lake

East Lake

Top hotels in Pinellas County

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
The price is 9.369.594 ₫ per night from 11 May to 12 May
9.369.594 ₫
11.628.123 ₫ total
11 May - 12 May
includes taxes & fees
9.4/10 Exceptional! (3,222 reviews)
This hotel is in the perfect location. The beach is so close and umbrellas and chaise lounges are set up daily for your use. If you want the convenience of the pool, the ocean view is still amazing. Everything is walkable from this hotel with plenty of restaurants, bars and shopping in both directions. ...

Reviewed on 8 May 2026

Wyndham Grand Clearwater Beach
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
5500 Gulf Blvd St. Pete Beach FL
Fully refundableReserve now, pay when you stay
The price is 4.001.447 ₫ per night from 13 May to 14 May
4.001.447 ₫
6.156.677 ₫ total
13 May - 14 May
includes taxes & fees
7.6/10 Good! (1,136 reviews)
The pool was so crowded we could not get a seat. MANY children screaming. It was a bit too much! it was a great spot for the whole family. It was just my husband and I.

Reviewed on 5 May 2026

Island Grand at TradeWinds
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is 5.120.852 ₫ per night from 7 Jun to 8 Jun
5.120.852 ₫
6.827.043 ₫ total
7 Jun - 8 Jun
includes taxes & fees
8.2/10 Very Good! (2,608 reviews)
This is the third time that I have stayed here and I am never disappointed.

Reviewed on 8 May 2026

Hilton Clearwater Beach Resort & Spa
See all 13,962 properties in Pinellas County
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.

Frequently asked questions

How much does a Pinellas County holiday package cost?
Much less than you might think — from as low as , in fact! By bundling flights, hotels and car rentals into your own customized package, your trip to Pinellas County is just clicks away.
How do I get a cheap travel package to Pinellas County?
Bundle your bookings with Expedia to save big bucks on your next getaway. With more than 550 air carriers and 1null000null000 hotels around the globe, your Pinellas County holiday package can be customized exactly to suit your travel style. With all that extra money, why not throw in one or more fun experiences and tours? It's an easy way to unlock even more bargains. Your dream getaway to Pinellas County is closer than you thought!
Where should I stay in Pinellas County?
If you've always wanted to visit Clearwater Marine Aquarium and Sand Key Park, the city of Clearwater Beach is the place to head.
What are the top hotels in Pinellas County?
For properties in Clearwater Beach with cosy beds and friendly service, look up Hilton Clearwater Beach Resort & Spa and Wyndham Grand Clearwater Beach. If you plan to visit St. Pete Beach as well, you'll get a good night's sleep at Sirata Beach Resort or Dolphin Beach Resort.
How far in advance should I book my Pinellas County holiday?
While prices change from time to time, we generally suggest reserving your seat as early as possible. Most international airfares can be compared on Expedia up to a year in advance. If you're booking last minute, you might still be in luck. Low prices to Pinellas County sometimes appear only weeks before departure.
What does an Expedia Pinellas County travel package include?
Flights, hotels and rental cars — we've got them all. With Expedia, you can create your Pinellas County package just how you like it. All you have to do is decide what you need. Once you've made your booking, you can add on fun things like experiences and activities. The more you bundle, the greater your savings!
What should I know before booking a Pinellas County travel package?
Bundling your bookings into a Pinellas County holiday package is the most convenient way to organise your trip. Not only that, you'll save when you combine your hotels, flights and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with a Pinellas County Expedia holiday package?
Yes, you're in charge. We offer more than 550 airlines around the world, so you can customize your Pinellas County getaway according to your style and budget.
If I'm not able to travel, can I cancel my Pinellas County holiday package?
We get it — life sometimes gets in the way of your plans. If you've booked a Pinellas County holiday package and need to change or cancel it, we can help. We suggest having a look at our Customer Service Portal first for information. But generally speaking, if you've taken out your package within 24 hours, you may be able to cancel and rebook at no cost. If it's more than 24 hours, your airline, hotel or car rental company may impose a charge.