499+ Jamestown Island Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Jamestown Island

Discover more than 499 holiday rentals in Jamestown Island. Rent By Owner holiday homes has everything you need to find a place to stay near Jamestown Island, VA.

Whether you are looking for luxury villas in Jamestown Island, 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. 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 Jamestown Island with a whole family or group, RBO holiday accommodations make your trip memorable. We have plenty of places to stay in Jamestown Island for families, large parties, or private owner accommodations for long or short trips. Jamestown Island Pet-friendly holiday rentals are available. Book your favorite vacation rentals in Jamestown Island with Rent By Owner. RBO makes it easy to compare and book holiday rentals today.

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Frequently Asked Questions About Jamestown Island Holiday Rentals

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

There are many holiday rentals available in Jamestown Island; however, here are a few of the most popular holiday homes listed in Jamestown Island on our website:
At Rent By Owner most of our places to stay are perfect for families. Check out the complete list of holiday homes in Jamestown Island to find one that works for you.
Yes, there are 499 self-catering family homes and holiday rentals in Jamestown Island.
There are more than 499 luxury holiday homes in or near Jamestown Island, according to 2025 data from Rent By Owner. Consider these homes for your next holiday: