Deals on vacations and trips to Pinellas County

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A sandy beach with people sunbathing and swimming.

St. Petersburg - Clearwater

Vacations
St. Petersburg - Clearwater

Pinellas County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $975, price is now $558 per person
$558
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,252, price is now $791 per person
$791
per person
Dec 6 - Dec 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This hotel features an outdoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. A poolside bar, a 24-hour front desk, and a garden are also provided.
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $931, price is now $625 per person
$625
per person
Dec 6 - Dec 11
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free self parking and free WiFi. You'll appreciate the area shuttle, valet parking, and coffee shop/cafe.
Crystal Palms Beach Resort

Crystal Palms Beach Resort

3.5 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,240, price is now $844 per person
$844
per person
Nov 14 - Nov 21
found 12 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This aparthotel features an outdoor pool and a hot tub. Dry cleaning, laundry facilities, and barbecue grills are also on offer.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $1,211, price is now $836 per person
$836
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.

Top Pinellas County hotels deals

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
Free Cancellation
Reserve now, pay when you stay
$276 nightly
The price is $312 total per night
$312 total
Sep 29 - Sep 30
Total with taxes and fees
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
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

4 out of 5
301 S Gulfview Blvd Clearwater Beach FL
Free Cancellation
Reserve now, pay when you stay
$281 nightly
The price is $317 total per night
$317 total
Sep 27 - Sep 28
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this resort. Families will appreciate the children's pool and onsite laundry facilities. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.
Pool
Hot Tub
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
Free Cancellation
Reserve now, pay when you stay
$206 nightly
The price is $233 total per night
$233 total
Oct 13 - Oct 14
Total with taxes and fees
This resort 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. Enjoy the 2 outdoor pools and perks like free WiFi.
On private beach
Pool
Fairfield Inn & Suites by Marriott Clearwater Beach

Fairfield Inn & Suites by Marriott Clearwater Beach

3 out of 5
650 Bay Esplanade Clearwater Beach FL
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $138 total per night
$138 total
Oct 1 - Oct 2
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the free continental breakfast each morning.
Pool
Breakfast included
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
5500 Gulf Blvd St. Pete Beach FL
Free Cancellation
Reserve now, pay when you stay
$233 nightly
The price is $263 total per night
$263 total
Sep 27 - Sep 28
Total with taxes and fees
A water park, 4 restaurants, and 5 outdoor pools are all featured at this resort. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Bring the family and enjoy the children's club, mini golf, and children's pool.
Pool
Hot Tub
The Don CeSar

The Don CeSar

4 out of 5
3400 Gulf Boulevard St. Pete Beach FL
Free Cancellation
Reserve now, pay when you stay
$291 nightly
The price is $329 total per night
$329 total
Oct 19 - Oct 20
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this historic resort. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Families will appreciate the children's club, onsite laundry facilities, and babysitting.
Pool
Spa
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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 Pinellas County attractions

An aerial view of a coastal city with a long sandy beach, a marina, and a bridge connecting the mainland to an island.

John's Pass Village & Boardwalk

9.2/10 (5,191 reviews)
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 top-notch restaurants.
See properties

Photos of local treasures

Browse Pinellas County vacation photos for more inspiration

A city skyline with palm trees, a waterfront, and a building under construction.
A pier extending into the ocean at sunset with a wooden structure on the right.
A beach with blue umbrellas, clear turquoise water, and a road with palm trees.
A waterfront cityscape with high-rise buildings, a promenade lined with palm trees, and a calm body of water.
A coastal cityscape with a long beach, a pier extending into the ocean, and a dense cluster of hotels and buildings along the shore.

Frequently asked questions

How much are vacation packages to Pinellas County?
Travelocity offers hotel and flight vacation packages from an incredible $558. With such great bargains, you'll be saying hello to Pinellas County in a flash.
Where can I get the best vacation package deals for Pinellas County?
With as many as 400 partner airlines and 1,000,000 properties all over the world, you can't beat Travelocity. Take advantage of our extensive range and create the perfect Pinellas County package deal. Isn't it amazing when planning a trip is that easy?
Why should I book my Pinellas County vacation package via Travelocity?
You'll not only enjoy big savings, but you can also access our 24/7 customer support, excellent service and a Price Match Guarantee. Roam across the world, discover lesser-known sights and make lifelong memories — we'll take care of the little details.
Can I save on my Pinellas County car rental if I combine it with a hotel or flight?
You can with our Pinellas County vacation packages. With one of these, there are tons of ways to stretch your budget further. Bundle any two or more car, flight, hotel and tour bookings and watch your savings start to pile up. With your own set of wheels, all the popular sights around Pinellas County are within your reach.
Which airport is best for Pinellas County?
Tampa Intl. Airport (TPA) is a top choice for many travelers to the region. But depending on what you plan to do, Sarasota-Bradenton Intl. Airport (SRQ) or St. Petersburg-Clearwater Intl. Airport (PIE) could be more suitable.
What is there to do in Pinellas County?
Pinellas County is brimming with incredible photo-ops, however Salvador Dali Museum and Tropicana Field are two favorites.

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