Bay Pines Vacations from $403

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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.
Zoo House Down Town Tampa

Zoo House Down Town Tampa

2.5 out of 5
Riverbend
Price was $728, price is now $403 per person
$403
per person
Mar 26 - Apr 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
2/10 (1 review)
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $1,056, price is now $551 per person
$551
per person
Mar 25 - Apr 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (60 reviews)
Excellent customer service

Reviewed on Dec 14, 2025

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $2,512, price is now $1,416 per person
$1,416
per person
Mar 23 - Mar 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,097 reviews)
The room was spotless and staff was so friendly and polite!

Reviewed on Jan 9, 2026

ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $1,645, price is now $1,073 per person
$1,073
per person
Mar 23 - Mar 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (531 reviews)
Great location. Clean very nice room balcony and the pool/hot tub were awesome highly recommend

Reviewed on Jan 15, 2026

Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
Price was $1,429, price is now $935 per person
$935
per person
Mar 23 - Mar 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.4/10 Very Good! (1,001 reviews)
This property is fine, the buildings haven't been updated for ever. Golf is overpriced! 400+ a round and you have to walk to driving ranges or take a shuttle. On the range Saturday morning there were no balls. The carts have no GPS. Buffet breakfast for 26.00, but watch, they throw an automatic $5 service charge on the check. PLace was empty, I asked for a later checkout due to 8PM flight. They offered me 25.00 per hour to rent the room. The room, adequate, by my friends and I all found our winders very dirty. Would not return to this "resort"

Reviewed on Dec 15, 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

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
$297 nightly
The price is $335 total per night from Jan 20 to Jan 21
$335 total
Jan 20 - Jan 21
Total with taxes and fees
9.2/10 Wonderful! (2,989 reviews)
Nice hotel with helpful staff

Reviewed on Jan 13, 2026

Wyndham Grand Clearwater Beach
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
$223 nightly
The price is $252 total per night from Jan 25 to Jan 26
$252 total
Jan 25 - Jan 26
Total with taxes and fees
8/10 Very Good! (2,401 reviews)
Location to the beach and restaurants was perfect. The property, rooms are ok.

Reviewed on Jan 11, 2026

Hilton Clearwater Beach Resort & Spa
Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
1200 N Westshore Blvd Tampa FL
$82 nightly
The price is $94 total per night from Feb 8 to Feb 9
$94 total
Feb 8 - Feb 9
Total with taxes and fees
6.2/10 (3,792 reviews)
Room was clean, location was perfect for my needs, staff were friendly. The place shows its age, but that did not bother me.

Reviewed on Jan 16, 2026

Ramada by Wyndham Tampa Westshore Airport South
See all 14,911 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 seaside in this family-friendly area, or check out its top-notch restaurants.

John's Pass Village & Boardwalk
Beach Walk featuring a sandy beach

St. Petersburg - Clearwater Beaches

Why not spend a lazy afternoon at St. Petersburg - Clearwater Beaches during your trip to St. Petersburg - Clearwater?

St. Petersburg - Clearwater Beaches

Things to do

Dolphin Watching Nature Cruise and Eco Tour from Hubbard's Marina in John's Pass

Dolphin Watching Nature Cruise and Eco Tour from Hubbard's Marina in John's Pass

$29
per adult
100% of travellers recommend
Dolphin Watching Nature Cruise and Eco Tour from Hubbard's Marina in John's Pass
Madeira Beach: Pirate Adventure Cruise

Madeira Beach: Pirate Adventure Cruise

$45
per adult
100% of travellers recommend
Madeira Beach: Pirate Adventure Cruise
St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key

St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key

$67
per adult
100% of travellers recommend
St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key
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.