Bay Pines Vacations

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Your Bay Pines Vacation

Booking a Bay Pines vacation package is a good way to know the ins and outs of this neighborhood. From its must-see spots to its lesser-known gems, you won't be short of adventures. Kick off your trip to Bay Pines by visiting nearby attractions such as Johns Pass Village & Boardwalk, St. Petersburg Municipal Beach and Hubbards Marina. Stop dreaming and start doing. When it's time to book your vacation to Bay Pines, Expedia is here to help.

The Latest Bay Pines Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Bellwether Beach Resort

Bellwether Beach Resort

4 out of 5
Save 100% on your flight
per person
Aug 17 - Aug 23
found 23 hours ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
8.6/10 Excellent! (1,330 reviews)
Loved it! Cabanas and food at both restaurants were great! But too many plastic cups and plastic flatware

Reviewed on Jun 5, 2024

The Avalon Club

The Avalon Club

4 out of 5
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.6/10 Exceptional! (302 reviews)
Cleanliness of the beaches and not as packed

Reviewed on Jun 5, 2024

Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jul 7 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
8.4/10 Very Good! (1,034 reviews)
The Beach a long way from the resort. There was no restaurant on the property but there were many in walking distance. Overall a good experience.

Reviewed on Jun 5, 2024

Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
Save 100% on your flight
per person
Aug 17 - Aug 23
found 23 hours ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
9/10 Wonderful! (1,657 reviews)
The view was amazing.

Reviewed on Jun 4, 2024

TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Save 100% on your flight
per person
Aug 17 - Aug 23
found 23 hours ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
7.6/10 Good! (1,010 reviews)
The property is perfect for a family. The kids have a lot of fun with so many outdoor activities. The rooms need some updates. Overall, it is an ideal hotel if you want to have fun with your family, friends, and pets.

Reviewed on Jun 3, 2024

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
Pass-a-Grille

Pass-a-Grille

5/5(26 area reviews)

Discover a quaint beach neighborhood featuring the Pass-a-Grille Historic District and Gulf Beaches Historical Museum. Enjoy walkable attractions like boutiques, an ice cream shop, outdoor art market, and fishing piers around 8th Street.

Find hotel + flight trips in Pass-a-Grille

Bay Pines Hotel Deals

RumFish Beach Resort by TradeWinds
RumFish Beach Resort by TradeWinds
4 out of 5
6000 Gulf Blvd, St. Pete Beach, FL
Fully refundableReserve now, pay when you stay
The price is $186 per night from Jun 10 to Jun 11
$186
$273 total
includes taxes & fees
Jun 10 - Jun 11
8.2/10 Very Good! (1,020 reviews)
"Wonderful"

Reviewed on Jun 2, 2024

RumFish Beach Resort by TradeWinds
Sirata Beach Resort
Sirata Beach Resort
3 out of 5
5300 Gulf Blvd, St. Pete Beach, FL
Fully refundableReserve now, pay when you stay
The price is $155 per night from Jun 27 to Jun 28
$155
$221 total
includes taxes & fees
Jun 27 - Jun 28
7.2/10 Good! (2,267 reviews)
"Good atmosphere"

Reviewed on Jun 4, 2024

Sirata Beach Resort
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
4 out of 5
4860 West Kennedy Boulevard, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is $115 per night from Jul 1 to Jul 2
$115
$130 total
includes taxes & fees
Jul 1 - Jul 2
8.6/10 Excellent! (1,028 reviews)
"I liked the location. I would like to have had a microwave in the room."

Reviewed on Jun 4, 2024

The Westshore Grand, A Tribute Portfolio Hotel, Tampa
See all 15,303 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Bay Pines vacation package cost?
Handcraft your Bay Pines package from as little as $697. 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 vacation 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 fulfill those vacation dreams.
Where should I stay in Bay Pines?
A vacation in Bay Pines isn’t complete without paying a visit to Johns Pass Village & Boardwalk, Bay Pines VA Medical Center 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 vacation?
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 traveling 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 vacation is just clicks away.
Can I choose my airline with a Bay Pines Expedia vacation 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 vacation package?
Yes, you can. We realize things don’t always go to plan, so we’re here to help if you need to make changes to your Bay Pines vacation 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.

Discover the most popular places to visit in Bay Pines

Image for Bay Pines VA Medical Center

Bay Pines VA Medical Center

4.5/5(17 reviews)

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
Image for John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

4.5/5(1,625 reviews)

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
Image for Tropicana Field

Tropicana Field

4.5/5(591 reviews)

Catch an event at Tropicana Field during your trip to St. Petersburg. Attend a baseball game or simply enjoy the top-notch restaurants while you're in the area.

Tropicana Field

Things to do

Image for 2 Hour Guided Kayak Tour in Boca Ciega Bay - St. Pete

2 Hour Guided Kayak Tour in Boca Ciega Bay - St. Pete

$55
Per adult
2 Hour Guided Kayak Tour in Boca Ciega Bay - St. Pete
Image for 2-Hour Sunset Cruise Tour in St. Petersburg

2-Hour Sunset Cruise Tour in St. Petersburg

$67
Per adult
2-Hour Sunset Cruise Tour in St. Petersburg
Image for StarLite Sapphire Evening Yacht St. Pete Beach

StarLite Sapphire Evening Yacht St. Pete Beach

$32
Per adult
84% of travellers recommend
StarLite Sapphire Evening Yacht St. Pete Beach
See all activities in St. Petersburg - Clearwater

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