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16+ Glen St. Mary Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Glen St. Mary

Discover more than 16 holiday rentals in Glen St. Mary. PickleTrip™ holiday homes has everything you need to find a place to stay near Glen St. Mary, FL.

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

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Frequently Asked Questions About Glen St. Mary Holiday Rentals

There are a lot of options in Glen St. Mary. If you plan on staying in the Glen St. Mary 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 Glen St. Mary:

There are many holiday rentals available in Glen St. Mary; however, here are a few of the most popular holiday homes listed in Glen St. Mary on our website:
At PickleTrip most of our places to stay are perfect for families. Check out the complete list of holiday homes in Glen St. Mary to find one that works for you.
Yes, there are 16 self-catering family homes and holiday rentals in Glen St. Mary.
There are more than 16 luxury holiday homes in or near Glen St. Mary, according to 2025 data from PickleTrip. Consider these homes for your next holiday:
Yes, there are 16 pet friendly rentals that are available in Glen St. Mary.