Willow Vacations from $532

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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.
Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

3 out of 5
Town 'n' Country
Price was $933, price is now $532 per person
$532
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
2/10 (3 reviews)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,132, price is now $621 per person
$621
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,003 reviews)
A nice hotel with a European flare. Very close to the center of town with lots of restaurants.

Reviewed on Oct 1, 2025

The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
South Village
Save 100% on your flight
Price was $3,010, price is now $1,675 per person
$1,675
per person
Nov 15 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9.6/10 Exceptional! (290 reviews)
We celebrated my daughter’s 30th birthday and it was perfect. I can’t wait to stay again. The beach was truly amazing. This place has everything you need.

Reviewed on Sep 15, 2025

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,933, price is now $1,121 per person
$1,121
per person
Nov 15 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9.2/10 Wonderful! (463 reviews)
I loved that the beach was right behind here we stayed easy access

Reviewed on Oct 1, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,027, price is now $603 per person
$603
per person
Nov 8 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (635 reviews)
Clean, nice staff just could add more activity’s

Reviewed on Oct 1, 2025

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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
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
Ghost Tour in Palmetto, Florida

Palmetto: Ghost & History Tour by Silent Slayer Ghost Tours

$40
per adult
100% of travellers recommend
Palmetto: Ghost & History Tour by Silent Slayer Ghost Tours
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
$82 nightly
The price is $92 total per night from Oct 12 to Oct 13
$92 total
Oct 12 - Oct 13
Total with taxes and fees
8.8/10 Excellent! (269 reviews)
"nice"

Reviewed on Oct 1, 2025

Extended Stay America Premier Suites - Bradenton
Uptown Suites Extended Stay Tampa FL – Riverview

Uptown Suites Extended Stay Tampa FL – Riverview

2.5 out of 5
9321 Everhart Rd, Riverview, FL
Fully refundableReserve now, pay when you stay
$66 nightly
The price is $75 total per night from Oct 6 to Oct 7
$75 total
Oct 6 - Oct 7
Total with taxes and fees
7.6/10 Good! (673 reviews)
"Staff was nice and room clean."

Reviewed on Sep 25, 2025

Uptown Suites Extended Stay Tampa FL – Riverview
Holiday Inn Express & Suites Ruskin by IHG

Holiday Inn Express & Suites Ruskin by IHG

2.5 out of 5
226 Teco Road, Ruskin, FL
Fully refundable
$134 nightly
The price is $152 total per night from Oct 5 to Oct 6
$152 total
Oct 5 - Oct 6
Total with taxes and fees
9.4/10 Exceptional! (1,018 reviews)
"It was nice and quiet. Close to alot of food opitions."

Reviewed on Sep 21, 2025

Holiday Inn Express & Suites Ruskin by IHG
See all 1,707 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.

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 $532 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.