Vacations Close To Pinellas Trail
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Pinellas Trail Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Cedar Cove Resort and Cottages
Save 100% on your flight
Price was $1,589, price is now $988 per person
$988
per person
Sep 28 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Tampa (TPA)
Had an amazing time. Clean rooms, friendly staff. Amazing amenities with having use of beach chairs and umbrellas. Will return next summer.
Reviewed on Aug 13, 2026
Bali Hai Beachfront Resort and Spa
Price was $1,327, price is now $1,127 per person
$1,127
per person
Sep 28 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Tampa (TPA)
We loved this resort! You could not get closer to the beach. We had a pool view room and it still only took about 2 minutes to walk from our door to the sand. The resort is beautiful! Loved the pool area with lounge beds, TVs, cabanas, corn hole, and plenty of chairs. The complementary beach chairs and umbrellas were an amazing surprise! We were offered champagne at check in. There is a little restaurant and bar by the pool for coffee, lunch, and frozen drinks. The room was basically a small apartment with a kitchen, bedroom, and bathroom. I would definitely stay here again!
Reviewed on Aug 12, 2026
Driftwood at Anna Maria Island Inn
Price was $925, price is now $801 per person
$801
per person
Sep 28 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Tampa (TPA)
The property was in a great location, rooms are beautiful and staff was extremely helpful. We will definitely come back and would recommend staying here.
Reviewed on Aug 10, 2026
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View all tripsBest Lodging Options Near Pinellas Trail
Home2 Suites by Hilton Largo
10145 Ulmerton Road Largo FL
3.2 km from Pinellas Trail
Book a stay at this business-friendly hotel in Largo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Holiday Inn & Suites Clearwater Beach S-Harbourside by IHG
401 2nd St Indian Rocks Beach FL
4.14 km from Pinellas Trail
Book a stay at this family-friendly hotel in Indian Rocks Beach. Enjoy free WiFi, a marina, and 3 bars/lounges. Our guests praise the helpful staff in our reviews. ...
Harbourside Resort, a New Hotel Collection Property
399 2nd St Indian Rocks Beach FL
4.13 km from Pinellas Trail
Stay at this hotel in Indian Rocks Beach. Enjoy free WiFi, free parking, and water park access (surcharge). Our guests praise the helpful staff in our reviews. ...
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.