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628+ De La Mesa Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near De La Mesa

Discover more than 628 holiday rentals in De La Mesa. PickleTrip™ holiday homes has everything you need to find a place to stay near De La Mesa, FL.

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

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Frequently Asked Questions About De La Mesa Holiday Rentals

There are a lot of options in De La Mesa. If you plan on staying in the De La Mesa 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 De La Mesa:

There are many holiday rentals available in De La Mesa; however, here are a few of the most popular holiday homes listed in De La Mesa on our website:
At PickleTrip most of our places to stay are perfect for families. Check out the complete list of holiday homes in De La Mesa to find one that works for you.
Yes, there are 628 self-catering family homes and holiday rentals in De La Mesa.
There are more than 628 luxury holiday homes in or near De La Mesa, according to 2025 data from PickleTrip. Consider these homes for your next holiday:
Yes, there are 628 pet friendly rentals that are available in De La Mesa.