Bay Pines Trip

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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
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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

Top hotels in Bay Pines

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
The price is ₹19,784 per night from 5 Jan to 6 Jan
₹19,784
₹25,914 total
5 Jan - 6 Jan 2026
includes taxes & fees
9.4/10 Exceptional! (2,857 reviews)
It is beyond expectation, the gulf view is amazing

Reviewed on 4 Dec 2025

Wyndham Grand Clearwater Beach
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
The price is ₹11,627 per night from 22 Dec to 23 Dec
₹11,627
₹13,197 total
22 Dec - 23 Dec
includes taxes & fees
8.4/10 Very Good! (1,047 reviews)
Was very good

Reviewed on 30 Nov 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
The price is ₹12,471 per night from 21 Dec to 22 Dec
₹12,471
₹17,652 total
21 Dec - 22 Dec
includes taxes & fees
8/10 Very Good! (2,342 reviews)
The staff and housekeepers were amazing. The pillows were horrible. That’s my only complaint

Reviewed on 1 Dec 2025

Hilton Clearwater Beach Resort & Spa
See all 14,891 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.

Frequently asked questions

How much does a Bay Pines holiday package cost?
Handcraft your Bay Pines package from as little as . Choose from any combination of rental cars, flights and hotels to create the getaway you've long been dreaming about. Remember to add on a few activities!
How do I get a cheap travel package to Bay Pines?
It's easy. Just bundle everything together. Hotels, flights and rental cars — combine whatever you need into a Bay Pines holiday package to save tons of cash. Score even bigger bargains when you add extras such as experiences or tours to your booking. But that's not the only good part. You have the flexibility to put together your trip your own way. We offer over 550 air carriers and 1,000,000 hotels in all corners of the globe, so that everyone has an opportunity to travel and fulfil those holiday dreams.
Where should I stay in Bay Pines?
A holiday in Bay Pines isn't complete without paying a visit to Johns Pass Village & Boardwalk, Bay Pines VA Medical Centre and St. Petersburg Municipal Beach. Stay close to these popular sights and make sightseeing easy.
How far in advance should I book my Bay Pines holiday?
To score discount prices, book early. Airlines typically release flight tickets, along with some of the lowest fares, up to a year prior to departure. Hotels, experiences and car rental should also be booked early to avoid disappointment. If you've decided on a last-minute getaway to Bay Pines, there are always plenty of great deals to be had on Expedia. Book your escape today!
What does an Expedia Bay Pines travel package include?
Flights, rental cars and hotels, or any combination of the three — you decide! Whether you're venturing to Bay Pines with the kids or travelling with your friends, there's a bundle to suit every style and budget. Once you've made your booking, why not add on a couple of tours as well?
What should I know before booking a Bay Pines travel package?
Tailor deals to suit your budget with an Expedia package. Hotels, flights, rental cars — we have everything you need to plan your escape. You'll save a packet just for bundling your bookings. Whether you're taking off on a ski adventure or drinking cocktails on a beach, your dream holiday is just clicks away.
Can I choose my airline with a Bay Pines Expedia holiday package?
Most definitely. Expedia has over 550 partner airlines to choose from worldwide. With such a big range of choice, finding the ideal carrier to bring you to Bay Pines will be a cinch.
If I'm not able to travel, can I cancel my Bay Pines holiday package?
Yes, you can. We realise things don't always go to plan, so we're here to help if you need to make changes to your Bay Pines holiday package. It may be possible to change or cancel your itinerary for free if you've booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for more information. Also, check your itinerary for the nitty-gritty on change fees.

Popular places to visit

Bay Pines VA Medical Center

Bay Pines VA Medical Center

If Bay Pines VA Medical Center is what brings you to town, hopefully you'll have a chance to explore more of Madeira Beach.

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

John's Pass Village & Boardwalk

You can enjoy retail therapy at John's Pass Village & Boardwalk during your trip to Madeira Beach. Stroll along the marina in this family-friendly area or visit its top-notch restaurants.

John's Pass Village & Boardwalk
Fort De Soto Park featuring a beach

Fort De Soto Park

Admire the vestiges of the fortress, bring your kids to the pirate ship playground and relax on the beaches of this archipelago.

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