
Bay Pines Vacations from $519
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Find the right fit
Rest easy
Your Bay Pines Vacation
Unforgettable adventures await when you book a Bay Pines vacation package. Whether you're a foodie, history enthusiast or just a traveler who appreciates new places, there's something for everyone in this awesome city. Johns Pass Village & Boardwalk, St. Petersburg - Clearwater Beaches and Upham Beach are just some of the many attractions worth exploring during your trip to Bay Pines. Expedia will help you escape your daily routine. Tailor your vacation to Bay Pines to suit your travel style, whatever that may look like.
The Latest Bay Pines Vacation Packages

Mar Bay Motel &Suites
Reviewed on May 12, 2025

voco Sarasota by IHG
Reviewed on Oct 4, 2025

Ocean Club Treasure Island Hotel
Reviewed on Oct 6, 2025


The Westin Sarasota
Reviewed on Oct 6, 2025
Where to stay in Bay Pines

Downtown St. Petersburg
Come here for the beaches and sunshine and discover much more in this Florida city with something for all ages and tastes.
Bay Pines Hotel Deals

Hilton Clearwater Beach Resort & Spa
Reviewed on Oct 5, 2025

Hilton St. Petersburg Bayfront
Reviewed on Sep 30, 2025

Wyndham Grand Clearwater Beach
Reviewed on Oct 7, 2025
Discover the most popular places to visit in Bay Pines

Bay Pines VA Medical Center
Though Bay Pines VA Medical Center might be what brings you to town, perhaps you'll have a chance to explore more of Madeira Beach while you are here.

John's Pass Village & Boardwalk
When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the beautiful beaches in this family-friendly area, or check out its top-notch restaurants.

Clearwater Beach
Why not spend a lazy afternoon at Clearwater Beach during your trip to Clearwater Beach? Wander the clear-water beaches or discover the area's beautiful sunsets.
Things to do

Dolphin Racer Speedboat Adventure

StarLite Sapphire Evening Yacht St. Pete Beach
