Exclusive Pinellas Trail Vacation Deals

Pinellas Trail vacation package deals

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 $1,069, price is now $709 per person
$709
per person
Aug 14 - Aug 21
found 18 hours ago
Roundtrip 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.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,985, price is now $1,149 per person
$1,149
per person
Aug 14 - Aug 21
found 20 hours 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.
CW Hotel

CW Hotel

2 out of 5
Save 100% on your flight
Price was $1,889, price is now $1,121 per person
$1,121
per person
Aug 9 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and concierge services 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 $3,316, price is now $2,146 per person
$2,146
per person
Aug 14 - Aug 19
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
A private beach and an outdoor pool are featured at this smoke-free hotel. Relax with free beach cabanas, sun loungers, and beach umbrellas. Enjoy the gym and free perks like continental breakfast and valet parking.
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $2,264, price is now $1,542 per person
$1,542
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip non-stop 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.
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $1,521, price is now $1,046 per person
$1,046
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip non-stop 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.

Frequently asked questions

How much are vacation packages to Pinellas Trail?
If you love the idea of stress-free planning and great savings, our $709 Pinellas Trail vacation package has got you sorted. With your hotel and flights sorted, organizing your trip around this renowned attraction is easier than ever.
Where can I get the best vacation package deals for Pinellas Trail?
It's simple — head to Travelocity. With 400 partner airlines and 1,000,000 properties across the globe, it's easy to craft a Pinellas Trail package deal that suits your needs.
Why should I book my Pinellas Trail vacation package via Travelocity?
Because you'll never wander alone if you lock in your trip with us, and we offer round-the-clock customer support and first-rate service to boot. Add to that our Price Match Guarantee and a massive range of destinations to pick from. It's our job to help you have the trip of a lifetime.

Top Pinellas Trail hotel deals

Gorgeous private heated pool house, short drive to the beach!

Gorgeous private heated pool house, short drive to the beach!

Largo FL
An outdoor pool is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Pool
Kitchen
Home2 Suites by Hilton Largo

Home2 Suites by Hilton Largo

3 out of 5
10145 Ulmerton Road Largo FL
Free Cancellation
Reserve now, pay when you stay
$131 nightly
The price is $148 total per night
$148 total
Jun 14 - Jun 15
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. 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.
Pool
Breakfast included
Lovely Pool Home, Close to beaches! Antilles

Lovely Pool Home, Close to beaches! Antilles

Largo FL
$502 nightly
The price is $557 total per night
$557 total
Jun 3 - Jun 4
Total with taxes and fees
This vacation home features laundry facilities.
Pool
Kitchen
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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.

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