Bay Pines Vacations from $519

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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

Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites
voco Sarasota by IHG
Ocean Club Treasure Island Hotel
The Avalon Club
The Westin Sarasota

Where to stay in Bay Pines

Find the best Bay Pines areas and neighborhoods for the activities you enjoy most. Learn more about Bay Pines

Bay Pines Hotel Deals

Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave, Clearwater Beach, FL
Fully refundableReserve now, pay when you stay
$215 nightly
The price is $242 total per night from Oct 14 to Oct 15
$242 total
Oct 14 - Oct 15
Total with taxes and fees
8/10 Very Good! (2,226 reviews)
"All Great!"

Reviewed on Oct 5, 2025

Hilton Clearwater Beach Resort & Spa
Hilton St. Petersburg Bayfront

Hilton St. Petersburg Bayfront

4 out of 5
333 1st St S, St. Petersburg, FL
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $120 total per night from Oct 12 to Oct 13
$120 total
Oct 12 - Oct 13
Total with taxes and fees
7.6/10 Good! (1,000 reviews)
"This Hilton is conveniently located, the pool was lovely and the staff was nice. The room needed some renovation and the double beds were not of usual Hilton comfort. There were 2 beds of different height and the dresser drawers seemed to be painted over in white. Also, there was no complimentary ..."

Reviewed on Sep 30, 2025

Hilton St. Petersburg Bayfront
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive, Clearwater Beach, FL
Fully refundableReserve now, pay when you stay
$287 nightly
The price is $324 total per night from Oct 31 to Nov 1
$324 total
Oct 31 - Nov 1
Total with taxes and fees
9.4/10 Exceptional! (2,704 reviews)
"We enjoyed the property and closeness to the beach. Restaurants were walkable. Pool bar food could be upgraded but found the remainder of the dinning options suitable. We had a great time and would recommend."

Reviewed on Oct 7, 2025

Wyndham Grand Clearwater Beach
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.

Discover the most popular places to visit in Bay Pines

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.