78+ Pine Island Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Pine Island

Discover more than 78 StayAndPlay accommodations in Pine Island, perfect for your golf getaway. StayAndPlay offers luxury golf resorts, private villas, and vacation rentals with everything you need for a relaxing escape near Pine Island, 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 Pine Island? 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 Pine Island pet-friendly golf accommodations and easily book your dream golf resort or villa rental in Pine Island with StayAndPlay.

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Frequently Asked Questions About Pine Island Holiday Rentals

There are a lot of options in Pine Island. If you plan on staying in the Pine Island 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 Pine Island:

There are many holiday rentals available in Pine Island; however, here are a few of the most popular holiday homes listed in Pine Island on our website:
At StayAndPlay most of our places to stay are perfect for families. Check out the complete list of holiday homes in Pine Island to find one that works for you.
Yes, there are 78 self-catering family homes and holiday rentals in Pine Island.
There are more than 78 luxury holiday homes in or near Pine Island, according to 2025 data from StayAndPlay. Consider these homes for your next holiday:
Yes, there are 78 pet friendly rentals that are available in Pine Island.