Exclusive Pinellas Trail Vacation Deals
Pinellas Trail vacation package deals
Price found within the past 48 hours. Click for updated prices.
Ocean Club Treasure Island Hotel
Sunshine Beach
Save 100% on your flight
Price was $1,491, price is now $1,002 per person
$1,002
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip non-stop 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.
Cedar Cove Resort and Cottages
Save 100% on your flight
Price was $3,254, price is now $1,951 per person
$1,951
per person
Dec 25 - Jan 1
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 picnic area are also on offer.
Anna Maria Beach Resort
Save 100% on your flight
Price was $2,872, price is now $1,870 per person
$1,870
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
A private beach and an outdoor pool are featured at this hotel. Relax with beach cabanas, sun loungers, and beach umbrellas. Enjoy the hot tub and perks like free self parking and free WiFi.
Siesta Key Inn
South Village
Save 100% on your flight
Price was $1,571, price is now $1,031 per person
$1,031
per person
Nov 27 - Dec 2
found 1 day 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 garden and express check-out are also provided.
Seaside at Anna Maria Island Inn
Save 100% on your flight
Price was $1,855, price is now $1,263 per person
$1,263
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
An outdoor pool is featured at this hotel, along with free WiFi in public areas and a safe deposit box.
Stylish Treasure Island Escape
Sunshine Beach
Save 100% on your flight
Price was $5,305, price is now $3,629 per person
$3,629
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
This apartment featured laundry facilities and a virtual front desk. Take advantage of the free self parking.
Frequently asked questions
Top Pinellas Trail hotel deals
NEW! Pool, Pingpong, Foosball - Sleeps 10
Largo FL
This vacation home features barbecue grills.
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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