Deals on vacations and trips to Pinellas County

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Fort De Soto Park which includes a sandy beach

St. Petersburg - Clearwater

Vacations
St. Petersburg - Clearwater

Pinellas County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Delray House With Hot tub & Game Room

Delray House With Hot tub & Game Room

3.5 out of 5
Palm River-Clair Mel
Save 100% on your flight
Price was $968, price is now $449 per person
$449
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
A full-service spa, free self parking, and a virtual front desk are featured at this vacation home. Dry cleaning is also provided.
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Price was $1,306, price is now $547 per person
$547
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This resort features a golf course, a full-service spa, and 3 restaurants. Bring the family and enjoy the children's pool, playground, and kid-friendly dining. Enjoy the 2 outdoor pools and perks like free WiFi.
Family Home Tampa

Family Home Tampa

2 out of 5
Forest Hills
Save 100% on your flight
Price was $1,220, price is now $629 per person
$629
per person
Feb 23 - Feb 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
This guesthouse includes a garden and a virtual front desk. Take advantage of the free self parking.
Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

3 out of 5
Town 'n' Country
Save 100% on your flight
Price was $1,109, price is now $576 per person
$576
per person
Mar 16 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
A full-service spa, free self parking, and laundry facilities are featured at this villa. Barbecue grills and a virtual front desk are also provided.
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
South Village
Save 100% on your flight
Price was $3,241, price is now $1,808 per person
$1,808
per person
Mar 14 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
A private beach and an outdoor pool are featured at this smoke-free aparthotel. Relax with free beach cabanas, sun loungers, and beach umbrellas. Enjoy the gym and free perks like continental breakfast and valet parking.

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
$241 nightly
The price is $272 total per night
$272 total
Jan 1 - Jan 2, 2026
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
Free Cancellation
Reserve now, pay when you stay
$190 nightly
The price is $215 total per night
$215 total
Jan 11 - Jan 12, 2026
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
$149 nightly
The price is $168 total per night
$168 total
Jan 4 - Jan 5, 2026
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
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
$159 nightly
The price is $179 total per night
$179 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
A water park, 2 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
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
$133 nightly
The price is $150 total per night
$150 total
Jan 1 - Jan 2, 2026
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
Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
301 S Gulfview Blvd Clearwater Beach FL
Free Cancellation
Reserve now, pay when you stay
$282 nightly
The price is $319 total per night
$319 total
Jan 8 - Jan 9, 2026
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
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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

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Pinellas County
St. Petersburg featuring signage
Photo provided by www.VisitClearwaterFlorida.com
Photo provided by www.VisitClearwaterFlorida.com
Photo provided by www.VisitClearwaterFlorida.com
Photo provided by www.VisitClearwaterFlorida.com
Photo provided by www.VisitClearwaterFlorida.com
Photo provided by www.VisitClearwaterFlorida.com

Frequently asked questions

How much are vacation packages to Pinellas County?
Travelocity offers hotel and flight vacation packages from an incredible $449. 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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