1. USA
  2. Florida
  3. Tampa
  4. Willow Bend
  5. Holiday Homes

166+ Willow Bend Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Willow Bend

Discover more than 166 holiday rentals in Willow Bend. PickleTrip™ holiday homes has everything you need to find a place to stay near Willow Bend, FL.

Whether you are looking for luxury villas in Willow Bend, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartment for family holidays, or stylish accommodation for a business trip, we can help you find the perfect place with private pickleball courts or nearby facilities. Our holiday rentals include top amenities such as indoor/outdoor swimming pools, kitchen facilities, gyms, hot tubs, Internet connectivity, and more.

If you are planning to travel to Willow Bend with a whole family or group, PickleTrip™ holiday accommodations can make your trip more memorable. We have plenty of places to stay in Willow Bend for families, large parties, or private owner accommodations for long or short trips. Pet-friendly holiday rentals are available as well. Book your favorite vacation rentals in Willow Bend with PickleTrip™. Stay and play pickleball when you travel.

Show more
Show less

Frequently Asked Questions About Willow Bend Holiday Rentals

There are a lot of options in Willow Bend. If you plan on staying in the Willow Bend area, consider making a reservation for a few nights at one of these properties as these have been rated the top Holiday Home Rentals in Willow Bend:

There are many holiday rentals available in Willow Bend; however, here are a few of the most popular holiday homes listed in Willow Bend on our website:
At PickleTrip most of our places to stay are perfect for families. Check out the complete list of holiday homes in Willow Bend to find one that works for you.
Yes, there are 166 self-catering family homes and holiday rentals in Willow Bend.
There are more than 166 luxury holiday homes in or near Willow Bend, according to 2025 data from PickleTrip. Consider these homes for your next holiday:
Yes, there are 166 pet friendly rentals that are available in Willow Bend.