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.
Holiday Inn Express Lake Wales N-Winter Haven by IHG

Holiday Inn Express Lake Wales N-Winter Haven by IHG

2.5 out of 5
Save 100% on your flight
Price was $726, price is now $489 per person
$489
per person
Sep 30 - Oct 6
found 13 hours ago
Roundtrip flight included
Indianapolis (IND) 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. Guests will appreciate freebies like buffet breakfast and free self parking.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,713, price is now $921 per person
$921
per person
Oct 7 - Oct 14
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.
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $1,096, price is now $644 per person
$644
per person
Sep 24 - Sep 29
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 24-hour gym and perks like free WiFi. A rooftop terrace is on site, and self parking and a 24-hour front desk are also offered.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,385, price is now $874 per person
$874
per person
Sep 25 - Sep 28
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.
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $2,536, price is now $1,621 per person
$1,621
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This aparthotel features a bar/lounge, a poolside bar, and an outdoor pool. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.

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
$250 nightly
The price is $282 total per night
$282 total
Aug 23 - Aug 24
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 Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
$198 nightly
The price is $224 total per night
$224 total
Aug 25 - Aug 26
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
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
$204 nightly
The price is $231 total per night
$231 total
Aug 25 - Aug 26
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
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
$224 nightly
The price is $253 total per night
$253 total
Aug 24 - Aug 25
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
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
$339 nightly
The price is $383 total per night
$383 total
Aug 20 - Aug 21
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
Opal Sands Resort

Opal Sands Resort

4 out of 5
430 South Gulfview Blvd Clearwater Beach FL
Free Cancellation
Reserve now, pay when you stay
$344 nightly
The price is $389 total per night
$389 total
Aug 23 - Aug 24
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury resort. Make the most of the gym and hot tub, and relax with drinks at one of the 2 bars/lounges.
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.

Stay near popular Pinellas County attractions

A waterfront area with docked boats, a pier, and buildings with commercial signs.

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 marina 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 $489. 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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