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849+ Rose Isle Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Rose Isle

Discover more than 849 holiday rentals in Rose Isle. PickleTrip™ holiday homes has everything you need to find a place to stay near Rose Isle, FL.

Whether you are looking for luxury villas in Rose Isle, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartment for family holidays, or stylish accommodation for a business trip, we can help you find the perfect place with private pickleball courts or nearby facilities. Our holiday rentals include top amenities such as indoor/outdoor swimming pools, kitchen facilities, gyms, hot tubs, Internet connectivity, and more.

If you are planning to travel to Rose Isle with a whole family or group, PickleTrip™ holiday accommodations can make your trip more memorable. We have plenty of places to stay in Rose Isle for families, large parties, or private owner accommodations for long or short trips. Pet-friendly holiday rentals are available as well. Book your favorite vacation rentals in Rose Isle with PickleTrip™. Stay and play pickleball when you travel.

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Frequently Asked Questions About Rose Isle Holiday Rentals

There are a lot of options in Rose Isle. If you plan on staying in the Rose Isle 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 Rose Isle:

There are many holiday rentals available in Rose Isle; however, here are a few of the most popular holiday homes listed in Rose Isle on our website:
At PickleTrip most of our places to stay are perfect for families. Check out the complete list of holiday homes in Rose Isle to find one that works for you.
Yes, there are 849 self-catering family homes and holiday rentals in Rose Isle.
There are more than 849 luxury holiday homes in or near Rose Isle, according to 2025 data from PickleTrip. Consider these homes for your next holiday:
Yes, there are 849 pet friendly rentals that are available in Rose Isle.