Insights
Cheapest hotels
Where to stay

Vacation rentals in Winter Garden

Search and compare Winter Garden, FL vacation rentals from hundreds of travel sites on HotelsCombined and save.

...and more

Learn why travelers love HotelsCombined

Compare hotel ratings collected from thousands of user reviews.

One search gives you accurate pricing on affordable hotels.

Customize your results by hotel chain, amenities, price and more.

Search for hotels as many times as you want – for free.

Travel insights for vacation rentals in Winter Garden

Use our HotelsCombined data-powered tips to help you find your next vacation rental in Winter Garden.

What is the cheapest day to stay in a vacation rental in Winter Garden?

The cheapest day to stay in Winter Garden is Sunday ($85). On the other hand, travelers can expect to pay the most on Tuesday, when the average nightly price is $1,083.

Find deals

Cheapest vacation rentals in Winter Garden, Florida

Discover affordable stays in Winter Garden that provide a quality experience without breaking the bank. Hotels in Winter Garden can be found for as low as $101 per night. There is currently one property in Winter Garden that can be booked for this price. Orange County National Golf Center and Lodge is one of the hotels that can be booked for the lowest price in Winter Garden. Price data was last updated on May 7, 2026
Out of the vacation rentals in Winter Garden we've come across, these properties are priced the lowest. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.
Orange County National Golf Center and Lodge
Orange County National Golf Center and Lodge

Orange County National Golf Center and Lodge

16301 Phil Ritson Way, Winter Garden, FL, United States
8.8 mi from city centre
Free Wi-Fi
Air Conditioning
$101
Avg. per night
View Deal

Other accommodations in Winter Garden

Find the perfect vacation rental for your stay in Winter Garden. There are 63 hotels in Winter Garden and price data was last updated on May 7, 2026. The average price for a hotel in Winter Garden is .
Orange County National Golf Center and Lodge
Orange County National Golf Center and Lodge

Orange County National Golf Center and Lodge

16301 Phil Ritson Way, Winter Garden, FL, United States
8.8 mi from city centre
Free Wi-Fi
Air Conditioning
$101
Avg. per night
View Deal
The Grove Resort & Water Park Orlando
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

14501 Grove Resort Avenue, Winter Garden, FL, United States
14.6 mi from city centre
Free Wi-Fi
$182
Avg. per night
View Deal

Where to stay in Winter Garden

Explore different neighborhoods and areas within Winter Garden to find the perfect location for your stay. Map data was last updated on May 7, 2026.
Whether you're visiting Winter Garden for leisure or business, utilize the map to find vacation rentals close to your ideal location. You can find more information on a particular vacation rental within the map by clicking on its name.

Facts about staying in Winter Garden

Find useful tips and insights about staying in Winter Garden to help you make the most of your experience. FAQs were last updated on May 7, 2026.

  • How much does a vacation rental in Winter Garden cost?

    $174 per night is how much a vacation rental in Winter Garden costs, on average. $40 per night was the cheapest price recently found by our users, though anything for $173 per night or less is a good deal. Keep in mind that Winter Garden vacation rental prices fluctuate throughout the year: the most expensive month to book is February, and the cheapest time to book is October.

  • What is the best Winter Garden vacation rental?

    Orange County National Golf Center and Lodge has a 7.2 rating from 449 users, making it the best Winter Garden vacation rental based on our data.

  • What part of Winter Garden is best to stay in?

    The best neighborhood to stay in Winter Garden is Downtown, according to our user data. 13% of our users who looked for vacation rentals in Winter Garden searched for properties in the Downtown area. If you’re also interested in booking a vacation rental in Downtown, consider the about 12 Mi to Disney Downtown Winter Garden Cottage! - the neighborhood’s most popular rental property.

Find better results for your stay in Winter Garden