1000+ South Westshore Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near South Westshore

Discover more than 1000 holiday rentals in South Westshore. Rent By Owner holiday homes has everything you need to find a place to stay near South Westshore, FL.

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

Show more
Show less

Frequently Asked Questions About South Westshore Holiday Rentals

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

There are many holiday rentals available in South Westshore; however, here are a few of the most popular holiday homes listed in South Westshore 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 South Westshore to find one that works for you.
Yes, there are 1000 self-catering family homes and holiday rentals in South Westshore.
There are more than 1000 luxury holiday homes in or near South Westshore, according to 2025 data from Rent By Owner. Consider these homes for your next holiday: