Bay Pines Holidays from £963

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Your Bay Pines Holiday

Unforgettable adventures await when you book a Bay Pines holiday package. Whether you're a foodie, history enthusiast or just a traveller 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 holiday to Bay Pines to suit your travel style, whatever that may look like.

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

Captiva Beach Resort

South Village
£963
per person
30 Oct - 6 Nov
found 1 day ago
Return direct flight included
London (LHR) to Tampa (TPA)
9/10 Wonderful! (1,303 reviews)
Stayed 09/18/2026 and as usual... it was perfect! Always clean, comfortable and affordable. Thank you for a wonderful stay.

Reviewed on 20 Sept 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

Sunshine Beach
Save 100% on your flight
£1,153
per person
21 Nov - 28 Nov
found 20 hours ago
Return direct flight included
Manchester (MAN) to Tampa (TPA)
9.6/10 Exceptional! (1,190 reviews)
Won’t Be Staying Here Again! Very disappointing experience. We were told over the phone around 1 PM that our room was available for early check-in and that we could go to the hotel. The man I spoke with was not particularly helpful and initially told me that the only way to find out was to come to the hotel. I specifically explained that I didn’t want to drive there just to find out that we had to wait and asked if he could simply check whether a room was available. He then told me that our room was available and that we could come. We left the beach specifically to go to the hotel (4 adults, a kid, and a dog), only to arrive around 2:15 PM and be told the room wasn’t ready yet but would be soon. No one followed up with us, and we ended up waiting for almost **2 hours** until I had to go back to the front desk at 4 PM (our official check-in time) to ask about the room. Also, we had an extra car and were told parking was completely full, forcing us to park elsewhere and pay a significant amount. However, we noticed many empty spaces throughout the night (up to 1 am), which made it feel like the front desk simply didn’t want to help. On top of that, the $80/day pet fee seemed very unreasonable. The property itself was nice, but the poor communication, parking situation, and extra fees made the stay frustrating. **We would not stay here again.**

Reviewed on 20 Sept 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

Save 100% on your flight
£1,364
per person
30 Oct - 6 Nov
found 1 day ago
Return direct flight included
London (LHR) to Tampa (TPA)
9.2/10 Wonderful! (591 reviews)
A place to relax and enjoy the beach.

Reviewed on 20 Sept 2026

Landing Tampa Westshore

Landing Tampa Westshore

Port Tampa City
Save 100% on your flight
£1,351
per person
23 Nov - 30 Nov
found 1 day ago
Return flight included
London (LHR) to Tampa (TPA)
9/10 Wonderful! (197 reviews)
All was wonderful. We had a problem with the concrete curbs. The curb grabbed our bumper and pulled the front end of our bumper off when we had to back out. It has cost us several thousand dollars for the repairs. Otherwise it was a beautiful facility.

Reviewed on 21 Sept 2026

Inn on the Beach - 18+ only

Inn on the Beach - 18+ only

Pass-a-Grille
£1,284
per person
21 Nov - 28 Nov
found 20 hours ago
Return direct flight included
Manchester (MAN) to Tampa (TPA)
9.8/10 Exceptional! (444 reviews)
Fantastic property! The Inn on the Beach is right on the beach. Staff is amazing. Loved the access to beach chairs and towels. Highly recommend!

Reviewed on 16 Sept 2026

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
A modern plaza with a large sculpture, palm trees, and a high-rise building in the background.

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.

A beach with people, a city skyline, and a distinctive pink building.

Pass-a-Grille

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.

A beach with a rainbow over the ocean.

Sand Key

1 out of top 10 points of interest in this area

If you're spending some time in Sand Key, Belleair Beach and Sand Key Park are top sights worth seeing.

A beach with people walking along the shore, waves crashing onto the sand, and a city skyline in the background.

Sunset Beach

Sunset Beach is noteworthy for its beaches, and you can make a stop at top attractions like Sunset Beach and St. Petersburg Municipal Beach at Treasure Island.

A sunset over the ocean with a person paddleboarding and a floating structure.

Sunshine Beach

While visiting Sunshine Beach, you might make a stop by sights like St. Petersburg Municipal Beach at Treasure Island and St. Petersburg - Clearwater Beaches.

Top hotels in Bay Pines

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
£187
23 Sept - 24 Sept
includes taxes & fees
9.4/10 Exceptional! (3,909 reviews)
"An amazing place! Such nice people."

Reviewed on 21 Sept 2026

Wyndham Grand Clearwater Beach
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

301 S Gulfview Blvd Clearwater Beach FL
Fully refundableReserve now, pay when you stay
£208
22 Sept - 23 Sept
includes taxes & fees
9.4/10 Exceptional! (2,386 reviews)
"My wife and I had an incredible stay. The hotel was very clean, the staff was amazing, the restaurants and amenities were great. We absolutely loved the stunning pool and it even had a rooftop hot tub. We would highly recommend this hotel if you are in the Clearwater area."

Reviewed on 21 Sept 2026

Hyatt Regency Clearwater Beach Resort and Suites
Hilton Tampa Airport Westshore

Hilton Tampa Airport Westshore

2225 N Lois Ave Tampa FL
Fully refundableReserve now, pay when you stay
£94
1 Oct - 2 Oct
includes taxes & fees
Hilton Tampa Airport Westshore
See all 15,416 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

Why should I book my Bay Pines holiday with Expedia?
With excellent-value flights, car hire and accommodation options all in the same place, Expedia makes planning your Bay Pines holiday a piece of cake. Moreover, we can help you bundle your bookings into a package holiday so you can get even more savings. Choose from fantastic retreats, add flights and/or a hire car (and maybe even some exciting activities!) and land unbeatable prices. Want to change your plans? Expedia has a flexible cancellation policy for many bookings. To find out more, visit our Customer Service Portal link.
When is the best time of year to holiday in Bay Pines?
Enjoy sightseeing but don't like crowds? Plan your Bay Pines getaway for April, September and October. Typically, it's a lot quieter than it is in January, February and July. Organise your trip to Bay Pines according to what type of holiday you want. January is the coolest month, when daytime temperatures average 17ºC. In July, the warmest month, you'll experience averages of 29ºC during the day.
What is the top hotel for my holiday in Bay Pines?
Avalon Hotel Downtown St. Petersburg is the ideal base for a memorable adventure in Bay Pines, offering all the amenities you'll need and more.
How do I get a cheap holiday to Bay Pines?
Creating your own Bay Pines holiday with Expedia is an easy way to save. We have more than 400 airlines and 321,000 properties throughout the world. With such a huge range to select from, you'll have no trouble putting together your next dream adventure. Learn more about how you can save money on your next holiday when you combine your hotel and flight bookings with Expedia.
What should I do on my Bay Pines holiday?
Offering popular attractions such as Salvador Dali Museum and Tropicana Field, a holiday in Bay Pines is packed with exciting places to visit. Sunken Gardens and Museum of Fine Arts are a couple of other sights also worth exploring.
What is the best area to stay in when on holiday in Bay Pines?
An escape to Bay Pines wouldn't be complete without stopping by War Veteran Memorial Park. Why not stay close to this popular tourist attraction?
Do I need a visa for my Bay Pines holiday?
Official government websites will have all the information you need on visa requirements, application procedures and any necessary documentation. Your nationality and purpose for visiting, whether it be for tourism or work, will determine if you need a visa for Bay Pines. Also check that your passport is up to date and has at least six months validity remaining after your planned date of return. Do all your travel planning ahead of time to avoid any nasty last-minute surprises.
What should I wear on my Bay Pines holiday?
Do some research into the types of things people in Bay Pines wear, and maybe even look up social media fashion pages for inspiration. You'll want to create a versatile travel wardrobe full of pieces that work for your destination and show off your unique style. Take a look at the weather forecast so you can pack accordingly. The warmest time of year in Bay Pines is July, with average daily temperatures of 29ºC. If you're visiting during the coolest month of January, the mercury averages 17ºC during the day.
What does an Expedia Bay Pines holiday include?
That depends entirely on you. Simply choose from a range of Bay Pines bundles, such as a hire car, hotel and flight. You can also book a flight and a hotel, or a flight and a car hire. Once you've made your booking, add the fun stuff like experiences and tours. Whatever your dream Bay Pines trip looks like, you're sure to save! Expedia features different types of properties, with the most sought after in Bay Pines including private holiday homes and apartments. With Expedia, you'll always enjoy the freedom and flexibility to customise your holiday your way.
Does Expedia offer Book Now, Pay Later Bay Pines holidays?
Expedia has partnered with online lender Klarna to make your next getaway a bit easier on the wallet. Paying by instalment means you can spread the costs of your next dream escape, leaving you with more cash to splash while you're away. Klarna has several payment plans to pick from, so you're sure to find something that fits into your budget. Take a look at these flexible payment options:
  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's easy monthly instalment plans. If paying across multiple instalments works for you, choose this option at checkout.
  • No-deposit holidays: When you want to jump on an incredible deal but your budget doesn't quite cover it yet, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to lock in your getaway.
Can I choose my airline with a Bay Pines Expedia holiday?
Yes, you sure can. We have more than 400 partner airlines globally, so choose the carrier that best fits your budget and travel needs.

Stay near popular Bay Pines attractions

War Veteran Memorial Park

8.0/10 (50 reviews)
After visiting War Veteran Memorial Park, make a plan to see the other sights and activities in Madeira Beach. Amble around this family-friendly area's beautiful beaches or experience its great live music.
See properties

Things to do

Shell Key Island bird's eye view

Shell Key Island Excursion

£42
per adult
84% of travellers recommend
Shell Key Island Excursion
Stunning view of dolphins in St. Petersburg, Florida

Dolphin Racer Speedboat Adventure

£26
per adult
94% of travellers recommend
Dolphin Racer Speedboat Adventure
Clearwater Beach: Dolphin & Island Sandbar Cruise

Clearwater Beach: Dolphin & Island Sandbar Cruise

£21
per adult
96% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
See all activities in St. Petersburg - Clearwater

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.