37+ Fleming Island Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Fleming Island

Planning a trip to Fleming Island, US with a group and need a place to stay? We have a selection of hotels, family resorts, and vacation rentals for small or large groups, friends, or large families. Whether you're looking for luxury or budget-friendly holiday rentals, condos, villas, or cabins in Fleming Island . Cabinns.com features 37 places to stay in Fleming Island with the amenities guests love, like private or indoor swimming pools, hot tubs, fitness centers, large bedrooms, and more.

Cabinns.com helps large-sized groups planning to stay in Fleming Island find pitch-perfect premium stays, whether it’s for business trips, weddings, reunions, or multiple family getaways. Cabinns.com makes it an easy and hassle-free booking process for your next incredible travel accommodations, giving you a memorable trip with the people you love. Houses, family resorts, and villas are some of the most popular options for staying in Fleming Island.

Cabinns.com offers plenty of large group rental homes available in Fleming Island. Whether you need accommodation for a large family or group event, we have an array of holiday rentals that will meet your needs. Want to stay in or near Fleming Island? We have many family-friendly vacation homes available to make your next trip a spectacular group experience. So, start browsing Cabinns.com large vacation rental, resort, and hotel inventory and find the perfect home for your group. Stay Close to Nature with Cabinns.com.

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Frequently Asked Questions About Fleming Island Holiday Rentals

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

There are many holiday rentals available in Fleming Island; however, here are a few of the most popular holiday homes listed in Fleming Island on our website:
At Cabinns.com most of our places to stay are perfect for families. Check out the complete list of holiday homes in Fleming Island to find one that works for you.
Yes, there are 37 self-catering family homes and holiday rentals in Fleming Island.
There are more than 37 luxury holiday homes in or near Fleming Island, according to 2025 data from Cabinns.com. Consider these homes for your next holiday:
Yes, there are 37 pet friendly rentals that are available in Fleming Island.