Winter Garden Summer Rentals, Cottages & Cabins

Book a Place to Stay in Winter Garden for Your Summer Getaway

About Winter Garden Summer Rental on Rent By Owner

With 611 summer rentals in or near Winter Garden, choosing a suitable rental home for your upcoming summer getaway on Rent By Owner is easy. Whether you are traveling with family, friends, or in a group to Winter Garden or areas nearby, RBO has plenty of summer accommodations to choose from, many with top amenities such as private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, nearby parks, luxury bedrooms, bathtubs, and pet-allowed environments.

Looking for a relaxing place to stay in Winter Garden for a summer vacation you do not want to forget easily? Rent By Owner summer rental homes are available to provide you with the maximum comfort you deserve. Whether you're needing a unique style condo, luxury resort, villas, bungalow, cozy cabin, RV, or cottage in Winter Garden, RBO has got you covered for your next summer holiday.

Show more
Show less

Frequently Asked Questions About Winter Garden Luxury Rentals

In 2025, RBO offers 611 summer rentals in or around Winter Garden. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.
The average price per night for a summer rental in Winter Garden is $216. Check the full list of summer accommodations in Winter Garden.
There are 611 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Rent By Owner.