530+ Cypress Pointe Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Cypress Pointe

Discover more than 530 StayAndPlay accommodations in Cypress Pointe, perfect for your golf getaway. StayAndPlay offers luxury golf resorts, private villas, and vacation rentals with everything you need for a relaxing escape near Cypress Pointe, FL.

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 Cypress Pointe? 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 Cypress Pointe pet-friendly golf accommodations and easily book your dream golf resort or villa rental in Cypress Pointe with StayAndPlay.

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Frequently Asked Questions About Cypress Pointe Holiday Rentals

There are a lot of options in Cypress Pointe. If you plan on staying in the Cypress Pointe 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 Cypress Pointe:

There are many holiday rentals available in Cypress Pointe; however, here are a few of the most popular holiday homes listed in Cypress Pointe on our website:
At StayAndPlay most of our places to stay are perfect for families. Check out the complete list of holiday homes in Cypress Pointe to find one that works for you.
Yes, there are 530 self-catering family homes and holiday rentals in Cypress Pointe.
There are more than 530 luxury holiday homes in or near Cypress Pointe, according to 2025 data from StayAndPlay. Consider these homes for your next holiday:
Yes, there are 530 pet friendly rentals that are available in Cypress Pointe.