Pine Bay Vacations from $310

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Your Pine Bay Vacation

Take the fuss out of organizing your next escape by booking a Pine Bay vacation package. Take in the sounds and sights of this appealing neighborhood and experience everything it has to offer. Hoping to sightsee during your trip to Pine Bay? Be sure to stop by nearby attractions like Bardmoor Golf and Tennis Club, Treasure Island Fun Center and War Veteran Memorial Park. Stop daydreaming and start doing. When you're ready to book your ideal vacation to Pine Bay, Expedia will help get you there.

The Latest Pine Bay Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Save 100% on your flight
Price was $543, price is now $310 per person
$310
per person
Jan 27 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
16.4/10 Exceptional! (1,002 reviews)
Yes, the staff was very courteous and accommodating. The lobby was bright and clean. . The room was clean and roomie very comfortable. The pool was clean and the hot tub was so relaxing. Breakfast each morning was consistently delicious and even a beautiful presentation liked having the convenience of purchasing products right on the site.

Reviewed on Nov 20, 2025

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $798, price is now $428 per person
$428
per person
Jan 9 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
17.2/10 Exceptional! (2,193 reviews)
Spotless room with fully stocked kitchen area! Friendly staff and clean pool! We had a great stay at Hibiscus suites and would stay again!

Reviewed on Nov 21, 2025

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $564, price is now $312 per person
$312
per person
Jan 24 - Jan 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
18.4/10 Exceptional! (4,624 reviews)
Staff was great! Room clean! Food and drink was tasty 😊

Reviewed on Nov 21, 2025

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,711, price is now $989 per person
$989
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
18.8/10 Exceptional! (481 reviews)
Excellent staff. Very clean, spacious, great location

Reviewed on Nov 17, 2025

The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $856, price is now $501 per person
$501
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
16/10 Exceptional! (1,005 reviews)
Great to see them open again after last year’s hurricanes. All the staff were wonderful and the room was perfect. And of course, it’s THE place for beach bands!

Reviewed on Nov 11, 2025

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Where to stay in Pine Bay

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

Pine Bay Hotel Deals

DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront

4 out of 5
3050 N Rocky Point Dr W Tampa FL
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $139 total per night from Nov 26 to Nov 27
$139 total
Nov 26 - Nov 27
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
Room was clean and very quiet, with very comfortable beds and very fast internet connection. Convenient location for our agenda in Tampa.

Reviewed on Nov 17, 2025

DoubleTree by Hilton Tampa Rocky Point Waterfront
Hotel South Tampa & Suites

Hotel South Tampa & Suites

3 out of 5
3314 S Dale Mabry Hwy Tampa FL
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $91 total per night from Dec 1 to Dec 2
$91 total
Dec 1 - Dec 2
Total with taxes and fees
8.6/10 Excellent! (1,583 reviews)
Neat and clean

Reviewed on Nov 18, 2025

Hotel South Tampa & Suites
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
$177 nightly
The price is $200 total per night from Dec 1 to Dec 2
$200 total
Dec 1 - Dec 2
Total with taxes and fees
9.4/10 Exceptional! (2,808 reviews)
Nothing in particular

Reviewed on Nov 20, 2025

Wyndham Grand Clearwater Beach
See all 14,784 properties in Pine Bay
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 Pine Bay

John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

4.5/5(1,625 reviews)

You can do some window-shopping at John's Pass Village & Boardwalk during your stay in Madeira Beach. Stroll along the beautiful beaches 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

5/5(5 reviews)

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

St. Petersburg - Clearwater Beaches
Clearwater Beach

Clearwater Beach

4.5/5(44 reviews)

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

The Tropics Boat at Sunset

Sunset Celebration Cruise on Tropics Boat Tours

$37
per adult
88% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

$32
per adult
90% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
2 Hour Sunset Cruise in Clearwater, Florida

2 Hour Sunset Cruise in Clearwater, Florida

$35
per adult
88% of travellers recommend
2 Hour Sunset Cruise in Clearwater, Florida
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.