Willow Vacations from $455
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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.
The Residences at Siesta Key Beach by Hyatt Vacation Club
South Village
Save 100% on your flight
Price was $2,283, price is now $1,296 per person
$1,296
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9.6/10 Exceptional! (294 reviews)
The room was amazing! Plenty of room, clean, great appliances. Very comfy room
Reviewed on Jan 18, 2026
Plaza Beach Hotel Beachfront Resort
Save 100% on your flight
Price was $2,114, price is now $1,290 per person
$1,290
per person
Apr 24 - Apr 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,000 reviews)
This was my first time on the Gulf side of Florida and in St. Pete's Beach. I decided to stay in this area because I wanted to take day trips and this was the perfect location.
Liam and Tanner at the front desk or so kind and helpful. They were great to talk to and extremely friendly!
The hotel itself was nice, and my room was very spacious. It even had a old-fashioned fridge and couches in front of the TV that were movie styled.
It was a very fun, happy, vibe that was 50s retro inspired.If only the weather was warmer during my visit, I felt like I really could've maximized my time at the hotel. They really made great use of their space with Life-size games, mini golf, and not to mention the beach was just steps away.
I will definitely have to come back when the weather is warmer!!
Reviewed on Jan 28, 2026
ChartHouse Clearwater Beach Marina Hotel
Save 100% on your flight
Price was $1,176, price is now $733 per person
$733
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (531 reviews)
We did a 4 night stay here. Nice rooms. New place but basically no amenities. They were having a grand opening in February so the restaurant wasn’t open. No breakfast included and had to pay $20 a night for parking. No maid service unless we asked them to remove the garbage. Didn’t replace towels either.
Wish I would’ve have read the description a little better. Our room was very nice, faced the marina and had a balcony. Too cold to use the pool.
Reviewed on Jan 30, 2026
DoubleTree by Hilton Tampa Rocky Point Waterfront
Rocky Point
Save 100% on your flight
Price was $994, price is now $637 per person
$637
per person
Apr 26 - May 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.2/10 Very Good! (1,006 reviews)
Excellent staff all around
Reviewed on Jan 26, 2026
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.
What to do in Willow
Bradenton: Anna Maria Island Guided Kayaking Manatee Tour
$55
per adult
100% of travellers recommend
Anna Maria Island: The Island Kayak Tour
$65
per adult
100% of travellers recommend
Willow Hotel Deals
Extended Stay America Premier Suites - Bradenton
4550 53rd Ave E Bradenton FL
$118 nightly
The price is $133 total per night from Feb 8 to Feb 9
$133 total
Feb 8 - Feb 9
Total with taxes and fees
8.8/10 Excellent! (461 reviews)
Very good
Reviewed on Jan 29, 2026
Sleep Inn & Suites Tampa South
6231 S Dale Mabry Highway Tampa FL
Fully refundable
$123 nightly
The price is $139 total per night from Mar 5 to Mar 6
$139 total
Mar 5 - Mar 6
Total with taxes and fees
9/10 Wonderful! (1,004 reviews)
I stayed in the accessible room and when I took a shower the water went all over the bathroom, there was no rugs or area mats to keep the floor dry or contain the water, I had to literally throw all The towels on the floor to contain the water … poorly constructed
Reviewed on Jan 29, 2026
EVEN Hotel Sarasota-Lakewood Ranch by IHG
6231 Lake Osprey Dr Sarasota FL
Fully refundable
$146 nightly
The price is $165 total per night from Feb 8 to Feb 9
$165 total
Feb 8 - Feb 9
Total with taxes and fees
8.4/10 Very Good! (1,002 reviews)
Very nice. perfect for a work trip. Had everything we needed & was comfortable.
Reviewed on Jan 30, 2026
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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.