Bay Pines Holidays

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  • Better together

    Save up to S$134 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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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
Pass-a-Grille

Pass-a-Grille

1 out of top 10 points of interest in this area
5/5(3 area reviews)

As you view this neighborhood’s iconic pink hotel it feels as if you’ve crossed into the past. Find beautiful beaches and serene enjoyment here.

Find hotels in Pass-a-Grille

Top hotels in Bay Pines

RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
6000 Gulf Blvd St. Pete Beach FL
Fully refundableReserve now, pay when you stay
The price is S$325 per night from 15 Apr to 16 Apr
S$325
15 Apr - 16 Apr
includes taxes & fees
8.2/10 Very Good! (1,775 reviews)
We had a great stay at the RumFish Beach at TradeWinds.

Reviewed on 8 Apr, 2026

RumFish Beach at TradeWinds
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
The price is S$602 per night from 3 May to 4 May
S$602
3 May - 4 May
includes taxes & fees
9.4/10 Exceptional! (3,127 reviews)
Amazing! From check in to valet parking and room service! Plus the room with Gulf view was incredible! Evan at the front desk was super nice! Definitely worth 5 stars!

Reviewed on 8 Apr, 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
The price is S$448 per night from 30 Apr to 1 May
S$448
30 Apr - 1 May
includes taxes & fees
8.2/10 Very Good! (2,527 reviews)
its ok

Reviewed on 8 Apr, 2026

Hilton Clearwater Beach Resort & Spa
See all 15,120 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

Salvador Dali Museum

Salvador Dali Museum

5/5(20 reviews)

Browse the surrealistic masterpieces of a world-famous Spanish painter in a remarkable building that perfectly suits the style of the art exhibits.

Salvador Dali Museum
Sand Key Park

Sand Key Park

4.5/5(19 reviews)

If a restful holiday is part of your travel plans, Sand Key Park might be the perfect place to visit during your trip to Clearwater Beach. Stroll along the clear-water beaches in this family-friendly area or visit its top-notch restaurants.

Sand Key Park

Splash Harbour Water Park

Bring the children to Splash Harbour Water Park and enjoy some excitement at this theme park in Indian Rocks Beach. While you're in the area, stroll along the beautiful beaches.

Splash Harbour Water Park

Things to do

Stunning view of dolphins in St. Petersburg, Florida

Dolphin Racer Speedboat Adventure

S$46
per adult
94% of travellers recommend
Dolphin Racer Speedboat Adventure
The Pirate Ship at John's Pass

Pirate Adventure Cruise - John's Pass

S$58
per adult
100% of travellers recommend
Pirate Adventure Cruise - John's Pass
St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key

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

S$85
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.