Windsor Park Holidays

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Your Windsor Park Holiday

Windsor Park is calling! Whatever type of adventure you're planning, you can see and experience the best of this neighbourhood with a Windsor Park holiday package. When it's time to head out and explore, you'll find loads of top attractions nearby including Coachman Park, Church of Scientology and Westfield Countryside Mall. Visit one, two (or even all!) during your trip to Windsor Park. Don't just dream it — make it a reality! Secure your ultimate Windsor Park holiday with Expedia and enjoy travelling your way.

Our guide on where to stay in Windsor Park

Find the best Windsor Park areas and neighborhoods for the activities you enjoy most. Learn more about Windsor Park
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.

Find hotels in Downtown St. Petersburg
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.

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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.

Find hotels in Sand Key
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.

Find hotels in Sunset Beach
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.

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Our pick of the best Windsor Park Hotel Deals

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
AU$408
21 Sept - 22 Sept
includes taxes & fees
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
AU$390
22 Sept - 23 Sept
includes taxes & fees
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
AU$149
24 Sept - 25 Sept
includes taxes & fees
8.4/10 Very good! (1,620 reviews)
"Had a pleasant stay. Friendly staff and comfortable room. They provided shuttle to stadium for Bruno Mars concert which is we are very delighted. Will stay here again in the future."

Reviewed on 14 Sept 2026

Hilton Tampa Airport Westshore
See all 15,689 properties in Windsor Park
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 Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
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Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays
family friendly holidays
Family Friendly Holidays
Family Friendly Holidays
golf holidays
Golf Holidays
Golf Holidays
luxury holidays
Luxury Holidays
Luxury Holidays
romantic holidays
Romantic Holidays
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ski holidays
Ski Holidays
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honeymoon holidays
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pet friendly holidays
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Spa Holidays
Spa Holidays
Spa Holidays

Frequently asked questions

How much does a Windsor Park holiday package cost?
Custom build your Windsor Park package from as little as . Choose from any combination of flights, hotels and rental cars to create the getaway you've long been dreaming about. Don't forget to add on a few experiences or tours!
How do I get a cheap travel package to Windsor Park?
One of the simplest ways to save dollars (and time) is to bundle your bookings with Expedia. Hotels, flights, rental cars and activities — we've got it all. Choose the combination that suits you and see your savings pile up. We know a package deal is never a one-size-fits-all. That's why we offer over 550 airlines and 1 000 000 hotel options globally, which lets you customize your Windsor Park adventure.
Where should I stay in Windsor Park?
With fascinating attractions like Church of Scientology and Westfield Countryside Mall in this area, look for a hotel positioned near either one. Bright House Field is another sight that lures the crowds.
How far in advance should I book my Windsor Park holiday?
While prices change frequently, we generally recommend reserving your seat as soon as possible. Many international fares are found on Expedia up to 12 months in advance. If circumstances have left you booking last minute, you might still be in luck. Cheaper tickets to Windsor Park sometimes appear in the weeks prior to departure.
What does an Expedia Windsor Park travel package include?
That depends on what sort of escape you want to have. Windsor Park holiday deals can include hotels, flights and car rentals. You can mix and match to find the travel package that works for you! You can also add on activities and experiences after you've booked to get even bigger discounts.
What should I know before booking a Windsor Park travel package?
An Expedia travel package can be customized for your circumstances and is a terrific way to make your budget go further. How little or much you include is your call. Rental cars, hotels and flights — mix and match whatever combination works with your plans.
If I'm not able to travel, can I cancel my Windsor Park holiday package?
We totally get that life sometimes gets in the way of your plans. If you've locked in a Windsor Park holiday package and have to change or cancel it, we're here to help. We recommend looking up our Customer Service Portal first for information. But generally speaking, if you've taken out your package in the last 24 hours, you may be able to cancel and rebook for free. If it's more than 24 hours, your airline, hotel or car rental company may impose a charge.

Activities

Starlite Infinity Evening Yacht Cruise Clearwater

Starlite Infinity Evening Yacht Cruise Clearwater

AU$51
per adult
90% of travellers recommend
Starlite Infinity Evening Yacht Cruise Clearwater
Stunning view of dolphins in St. Petersburg, Florida

Dolphin Racer Speedboat Adventure

AU$50
per adult
94% of travellers recommend
Dolphin Racer Speedboat Adventure
Clearwater Beach: Dolphin & Island Sandbar Cruise

Clearwater Beach: Dolphin & Island Sandbar Cruise

AU$39
per adult
96% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
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.