75+ Howey-in-the-Hills Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Howey-in-the-Hills

Discover more than 75 holiday rentals in Howey-in-the-Hills. PickleTrip™ holiday homes has everything you need to find a place to stay near Howey-in-the-Hills, FL.

Whether you are looking for luxury villas in Howey-in-the-Hills, 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 Howey-in-the-Hills with a whole family or group, PickleTrip™ holiday accommodations can make your trip more memorable. We have plenty of places to stay in Howey-in-the-Hills 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 Howey-in-the-Hills with PickleTrip™. Stay and play pickleball when you travel.

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Frequently Asked Questions About Howey-in-the-Hills Holiday Rentals

There are a lot of options in Howey-in-the-Hills. If you plan on staying in the Howey-in-the-Hills 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 Howey-in-the-Hills:

There are many holiday rentals available in Howey-in-the-Hills; however, here are a few of the most popular holiday homes listed in Howey-in-the-Hills on our website:
At PickleTrip most of our places to stay are perfect for families. Check out the complete list of holiday homes in Howey-in-the-Hills to find one that works for you.
Yes, there are 75 self-catering family homes and holiday rentals in Howey-in-the-Hills.
There are more than 75 luxury holiday homes in or near Howey-in-the-Hills, according to 2025 data from PickleTrip. Consider these homes for your next holiday:
Yes, there are 75 pet friendly rentals that are available in Howey-in-the-Hills.