211+ Upper Square Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Upper Square

Discover more than 211 StayAndPlay accommodations in Upper Square, perfect for your golf getaway. StayAndPlay offers luxury golf resorts, private villas, and vacation rentals with everything you need for a relaxing escape near Upper Square, .

Whether you're seeking upscale golf-front resorts, private luxury villas, spacious vacation homes, or family-friendly golf retreats, we can help you find the ideal stay. Our rentals feature top-tier amenities such as private pools, fully equipped kitchens, outdoor patios, hot tubs, and Wi-Fi, ensuring your group enjoys a comfortable and memorable stay.

Planning a group golf trip to Upper Square? StayAndPlay guarantees a unique and unforgettable experience with plenty of options for families, large groups, or private rentals for long or short stays. Explore our Upper Square pet-friendly golf accommodations and easily book your dream golf resort or villa rental in Upper Square with StayAndPlay.

Show more
Show less

Frequently Asked Questions About Upper Square Holiday Rentals

There are a lot of options in Upper Square. If you plan on staying in the Upper Square 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 Upper Square:

There are many holiday rentals available in Upper Square; however, here are a few of the most popular holiday homes listed in Upper Square on our website:
At StayAndPlay most of our places to stay are perfect for families. Check out the complete list of holiday homes in Upper Square to find one that works for you.
Yes, there are 211 self-catering family homes and holiday rentals in Upper Square.
There are more than 211 luxury holiday homes in or near Upper Square, according to 2025 data from StayAndPlay. Consider these homes for your next holiday:
Yes, there are 211 pet friendly rentals that are available in Upper Square.