Willow Vacations from $518

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Your Willow Vacation

Prepare to experience Willow in your own style with a custom Willow vacation package! Discovering the best parts of this fascinating city is simpler with a base in a neighborhood such as Caloosa, which is great for golfing, among lots of other things. Make sure to spend time sightseeing during your trip to Willow. Florida Railroad Museum and South Fork State Park are some top places to visit. Stop daydreaming and start doing. Explore the broad range of options on Expedia today and put your Willow vacation plans in motion!

The Latest Willow vacation packages

Price found within the past 48 hours. Click for updated prices.
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $990, price is now $518 per person
$518
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (1,149 reviews)
Great view, great hotel...close to the beach. Beautiful pool, great bar..highly recommend!

Reviewed on Jun 23, 2026

CW Hotel

CW Hotel

4 out of 5
Price was $2,041, price is now $997 per person
$997
per person
Sep 3 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
No reviews
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $1,094, price is now $574 per person
$574
per person
Jul 30 - Aug 6
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
8.6/10 Excellent! (79 reviews)
The room was a little noisy from the air conditioner and outside noise. The shower was way to high.

Reviewed on Jun 19, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,258, price is now $681 per person
$681
per person
Aug 29 - Sep 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (532 reviews)
We had the best time! This is a perfect spot for a family trip!

Reviewed on Jun 22, 2026

The Don CeSar

The Don CeSar

4 out of 5
Save 100% on your flight
Price was $1,474, price is now $853 per person
$853
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,173 reviews)
The staff was incredibly helpful from early check in , late check out, information on places to visit, where to eat and the amenities of the resort.

Reviewed on Jun 22, 2026

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Discover the most popular places to visit in Willow

Florida Railroad Museum

You can spend an afternoon browsing the exhibits at Florida Railroad Museum in Parrish. Discover the beautiful sunsets and top-notch restaurants in this family-friendly area.

Florida Railroad Museum

What to do in Willow

Picture 4 for Activity Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

$55
per adult
100% of travellers recommend
Bradenton: Anna Maria Island Guided Kayaking Manatee Tour
Robinson Preserve Mangrove Tour

Robinson Preserve Mangrove Tour

$55
per adult
100% of travellers recommend
Robinson Preserve Mangrove Tour
Anna Maria Island: The Island Kayak Tour

Anna Maria Island: The Island Kayak Tour

$65
per adult
100% of travellers recommend
Anna Maria Island: The Island Kayak Tour
See all activities in Willow

Willow Hotel Deals

Extended Stay America Premier Suites - Bradenton

Extended Stay America Premier Suites - Bradenton

2.5 out of 5
4550 53rd Ave E Bradenton FL
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $97 total per night from Jun 24 to Jun 25
$97 total
Jun 24 - Jun 25
Total with taxes and fees
8.8/10 Excellent! (660 reviews)
"The room was very clean and functional. We were there only for 1 night and didn’t really need to use all the extended stay amenities. It was just what we needed."

Reviewed on Jun 23, 2026

Extended Stay America Premier Suites - Bradenton
Palmetto Marriott Resort & Spa

Palmetto Marriott Resort & Spa

4.5 out of 5
600 US HIGHWAY 41 Palmetto FL
Fully refundableReserve now, pay when you stay
$172 nightly
The price is $194 total per night from Jul 5 to Jul 6
$194 total
Jul 5 - Jul 6
Total with taxes and fees
9.2/10 Wonderful! (448 reviews)
"This is the third time I’ve stayed in this hotel. The first time was perfect. The last two times they were issues my second time it was extremely noisy, banging on walls all night and people standing and talking in front of my door. This time I was putting in a room where the air conditioning could ..."

Reviewed on Jun 17, 2026

Palmetto Marriott Resort & Spa
Courtyard by Marriott Bradenton Sarasota Riverfront

Courtyard by Marriott Bradenton Sarasota Riverfront

3 out of 5
100 Riverfront Drive W Bradenton FL
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $124 total per night from Jul 5 to Jul 6
$124 total
Jul 5 - Jul 6
Total with taxes and fees
8.6/10 Excellent! (1,003 reviews)
"Very good location and property for price. Pier 22 restaurant a 15 minute walk excellent as well as a couple of others"

Reviewed on Jun 22, 2026

Courtyard by Marriott Bradenton Sarasota Riverfront
See all 2,034 properties in Willow
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.

Find the Best Willow Vacation Packages

Willow Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tampa Intl. Airport (TPA)
Top Sights
South Fork State Park, Florida Railroad Museum and River Wilderness Golf and Country Club

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Frequently asked questions

How much does a Willow vacation package cost?
Offering excellent value package deals from $518 on Expedia, you'll be pleasantly surprised at how much a vacation to Willow costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Willow?
August, September and October are great times to search for cheap Willow vacation packages. Opting to travel in less busy periods means you can generally find reduced prices on accommodations and flights.
How many days is enough for Willow?
With a well-organized schedule, you can easily tick off the main Willow sights in a handful of days. But if you prefer to venture off the beaten track or go on day tours, think about booking your Willow vacation for longer.
How to find the best Willow package deals?
Use Expedia's filter tool to find some of the best Willow package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Willow package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Willow vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component separately. And you'll still get the freedom to create a customized Willow vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Willow?
Enjoy incredible bargains by booking your flights early with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Willow trip.
Does Expedia offer Book Now, Pay Later Willow vacation packages?
Secure your dream trip to Willow with Expedia's Book Now, Pay Later vacations. There's no need to save up or wait until your next paycheck — we've joined forces with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily stick to your budget and snap up cheap deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.