2215+ Grand Cayman Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Grand Cayman

Discover more than 2215 StayAndPlay accommodations in Grand Cayman, perfect for your golf getaway. StayAndPlay offers luxury golf resorts, private villas, and vacation rentals with everything you need for a relaxing escape near Grand Cayman, .

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

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Frequently Asked Questions About Grand Cayman Holiday Rentals

There are a lot of options in Grand Cayman. If you plan on staying in the Grand Cayman 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 Grand Cayman:

There are many holiday rentals available in Grand Cayman; however, here are a few of the most popular holiday homes listed in Grand Cayman on our website:
At StayAndPlay most of our places to stay are perfect for families. Check out the complete list of holiday homes in Grand Cayman to find one that works for you.
Yes, there are 2215 self-catering family homes and holiday rentals in Grand Cayman.
There are more than 2215 luxury holiday homes in or near Grand Cayman, according to 2025 data from StayAndPlay. Consider these homes for your next holiday:
Yes, there are 2215 pet friendly rentals that are available in Grand Cayman.