Bay Pines Vacations from $531

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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.
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
Price was $831, price is now $531 per person
$531
per person
Dec 3 - Dec 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.4/10 Very Good! (1,003 reviews)
Staff are wonderful. Rooms and the buildings are a little outdated but still clean. Overall a wonderful experience.

Reviewed on Oct 8, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,236, price is now $736 per person
$736
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (635 reviews)
The place is great, excellent location, close to many outdoor activities, amazing ocean view, staff is very good and attentive to our needs, hotel is clean, parking very convenient, rooms are very nice, clean and confortable. We’ll definitely come back and recommend Ocean Club.

Reviewed on Oct 13, 2025

St Pete Beach Suites

St Pete Beach Suites

3 out of 5
Save 100% on your flight
Price was $1,326, price is now $807 per person
$807
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (967 reviews)
Staff here is always very nice and attentive. Location is GREAT! Very short 2min walk to beach on a quiet street. The beach has $45 chairs with umbrella rentals if you need it. Paradise Grill is on the beach with beach fare and bar drinks. Delicious! Night life is a couple blocks away with live bands/ DJ. Corey Street is fun too. They have a Sunday farmers/craft market and some cute shops. Lots of yummy restaurants near by. We had dinner at Snappers. Great Seafood. We had a king bedroom. Bed and pillows were comfortable. Ac worked well and it had ceiling fans too. The pool was clean and a great temp. There are also ice-cream shops walking distance too. WE love Upham Beach.

Reviewed on Sep 29, 2025

Coral Reef Beach Resort

Coral Reef Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $995, price is now $632 per person
$632
per person
Jan 8 - Jan 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.8/10 Excellent! (251 reviews)
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Price was $938, price is now $602 per person
$602
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
8.6/10 Excellent! (59 reviews)
Close to downtown safety harbor, oldsmar and Clearwater, the perfect retreat being close to everything but not in the heart of it all.

Reviewed on May 12, 2025

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
Downtown St. Petersburg featuring outdoor art

Downtown St. Petersburg

1 out of top 10 points of interest in this area

Come here for the beaches and sunshine and discover much more in this Florida city with something for all ages and tastes.

Find hotels in Downtown St. Petersburg

Bay Pines Hotel Deals

Hilton Tampa Airport Westshore

Hilton Tampa Airport Westshore

4 out of 5
2225 N Lois Ave, Tampa, FL
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $144 total per night from Oct 26 to Oct 27
$144 total
Oct 26 - Oct 27
Total with taxes and fees
8.4/10 Very Good! (1,039 reviews)
"Great place to stay for an event at the stadium."

Reviewed on Oct 13, 2025

Hilton Tampa Airport Westshore
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 23 to Oct 24
$242 total
Oct 23 - Oct 24
Total with taxes and fees
8/10 Very Good! (2,246 reviews)
"Right on the beach with excellent amenities"

Reviewed on Oct 11, 2025

Hilton Clearwater Beach Resort & Spa
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
5303 W Kennedy Blvd, Tampa, FL
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $167 total per night from Oct 26 to Oct 27
$167 total
Oct 26 - Oct 27
Total with taxes and fees
8.6/10 Excellent! (2,262 reviews)
"Rooms were clean. Staff was friendly and hotel is just a great place to stay."

Reviewed on Oct 12, 2025

Hotel Alba, Tapestry Collection by Hilton
See all 14,604 properties in Bay Pines
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Bay Pines

Bay Pines VA Medical Center which includes signage

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.

Bay Pines VA Medical Center
John's Pass Village & Boardwalk

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.

John's Pass Village & Boardwalk
Clearwater Beach

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.

Clearwater Beach

Things to do

Stunning view of dolphins in St. Petersburg, Florida

Dolphin Racer Speedboat Adventure

$28
per adult
92% of travellers recommend
Dolphin Racer Speedboat Adventure
View of the StarLite Sapphire Yacht on St. Pete Beach

StarLite Sapphire Evening Yacht St. Pete Beach

$32
per adult
86% of travellers recommend
StarLite Sapphire Evening Yacht St. Pete Beach
Madeira Beach: Pirate Adventure Cruise with Beer and Wine

Madeira Beach: Pirate Adventure Cruise

$45
per adult
100% of travellers recommend
Madeira Beach: Pirate Adventure Cruise
See all activities in St. Petersburg - Clearwater
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.