Vacation rentals in Winter Garden

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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 Thursday ($176). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is $253.
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Other accommodations in Winter Garden

Find the perfect vacation rental for your stay in Winter Garden. There are 120 hotels in Winter Garden and price data was last updated on August 14, 2025. The average price for a hotel in Winter Garden is .
The Edgewater Hotel
The Edgewater Hotel

The Edgewater Hotel

99 West Plant Street, Winter Garden, FL, United States
0.0 mi from city centre
Free Wi-Fi
Parking
$169
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
$172
Avg. per night
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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 August 14, 2025.
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 August 14, 2025.

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

    $199 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 $187 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 March, and the cheapest time to book is May.

  • What is the best Winter Garden vacation rental?

    Orange County National Golf Center and Lodge has a 7.2 rating from 429 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. 89% 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.

  • What’s the most popular vacation rental in Winter Garden near Orange County National Golf Club?

    If you’re looking for a vacation rental close to Orange County National Golf Club while in Winter Garden, then the most popular is Orange County National Golf Center and Lodge with a 7.2/10 review score from 429 users. The distance from Orange County National Golf Club to Orange County National Golf Center and Lodge is 0.0 mi.

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