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326+ Estero Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Estero

Discover more than 326 holiday rentals in Estero. Rent By Owner holiday homes has everything you need to find a place to stay near Estero, FL.

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

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Frequently Asked Questions About Estero Holiday Rentals

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

There are many holiday rentals available in Estero; however, here are a few of the most popular holiday homes listed in Estero 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 Estero to find one that works for you.
Yes, there are 326 self-catering family homes and holiday rentals in Estero.
There are more than 326 luxury holiday homes in or near Estero, according to 2025 data from Rent By Owner. Consider these homes for your next holiday: