
Exclusive Pinellas Trail Vacation Deals

Pinellas Trail vacation package deals
Price found within the past 48 hours. Click for updated prices.


Saddlebrook Resort
Wesley Chapel South
Save 100% on your flight
Price was $812, price is now $478 per person
$478
per person
Mar 20 - Mar 25
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.

Kompose Boutique Hotel
Save 100% on your flight
Price was $1,233, price is now $766 per person
$766
per person
Mar 20 - Mar 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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. You'll appreciate the hot tub, bar/lounge, and snack bar/deli.

Bayview Plaza Waterfront Resort
Belle Vista
Save 100% on your flight
Price was $1,571, price is now $979 per person
$979
per person
Mar 20 - Mar 26
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
A marina and an outdoor pool are featured at this smoke-free hotel. Spend a day at the beach kayaking, or relax with beach cabanas and sun loungers. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities.

voco Sarasota by IHG
Central Sarasota
Save 100% on your flight
Price was $1,906, price is now $1,194 per person
$1,194
per person
Feb 24 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 3 conference rooms, express check-out, and laundry service. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.

The Westin Sarasota
Central Sarasota
Save 100% on your flight
Price was $2,016, price is now $1,270 per person
$1,270
per person
Feb 24 - Mar 1
found 1 day 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.
Frequently asked questions
Top Pinellas Trail hotel deals

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

Casa de Corazon-A comfortable home with pool in a quiet neighborhood near beach.
Largo FL
A water park and an outdoor pool are featured at this smoke-free vacation home. Enjoy the hot tub and perks like free WiFi. A garden, laundry facilities, and barbecue grills are also on offer.
Pool
Hot Tub

Tropical Bliss: Relax and Swim in Your Own Private Pool!
Largo FL
$360 nightly
The price is $402 total per night
$402 total
Jan 18 - Jan 19
Total with taxes and fees
Stay at this vacation home in Largo. Enjoy private pools and air conditioning. Popular attractions St. Petersburg - Clearwater Beaches and Sand Key Park are located nearby.
Pool
Kitchen
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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