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.
The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $954, price is now $614 per person
$614
per person
Aug 27 - Sep 3
found 22 hours 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.
CW Hotel

CW Hotel

4 out of 5
Save 100% on your flight
Price was $1,604, price is now $910 per person
$910
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. You'll appreciate the hot tub, poolside bar, and concierge services.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,289, price is now $771 per person
$771
per person
Aug 29 - Sep 3
found 1 day 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 snack bar/deli are also on offer.
Twin Palms at Siesta

Twin Palms at Siesta

3 out of 5
Save 100% on your flight
Price was $1,292, price is now $839 per person
$839
per person
Aug 27 - Sep 3
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
An outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $1,355, price is now $898 per person
$898
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
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.

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
$258 nightly
The price is $292 total per night
$292 total
Jul 8 - Jul 9
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
Hilton St. Petersburg Bayfront

Hilton St. Petersburg Bayfront

4 out of 5
333 1st St S St. Petersburg FL
Free Cancellation
Reserve now, pay when you stay
$127 nightly
The price is $143 total per night
$143 total
Jul 5 - Jul 6
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, express check-in, and valet parking. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.
Pool
Air conditioning
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
$227 nightly
The price is $257 total per night
$257 total
Jul 14 - Jul 15
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
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
6000 Gulf Blvd St. Pete Beach FL
Free Cancellation
Reserve now, pay when you stay
$244 nightly
The price is $276 total per night
$276 total
Jun 28 - Jun 29
Total with taxes and fees
2 restaurants, 4 outdoor pools, and 2 hot tubs are among this resort's featured amenities. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.
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
$234 nightly
The price is $265 total per night
$265 total
Jun 29 - Jun 30
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this 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
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
$254 nightly
The price is $287 total per night
$287 total
Jul 6 - Jul 7
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 sun loungers and beach umbrellas. Bring the family and enjoy the children's club, mini golf, and children's pool.
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.

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 $614. 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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