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Winter Garden Vacation Rentals

Our Favorite Vacation Rentals in Winter Garden

Winter Garden Vacation Rentals with a Pool

Winter Garden Vacation Rentals with Wi-Fi

Winter Garden Pet-Friendly Vacation Rentals

Winter Garden Travel Guide

If you are dreaming about a Florida vacation, but don't want to stay in a super busy city, then Winter Garden is a great spot for you. Located just a few miles south of Orlando, this Florida Metropolitan Area city offers great activities. This small city lies alongside the beautiful Lake Apopka, and it was formerly a citrus fruit economic hub in the early 1900s. Winter Garden has that old, charming Florida feeling, with a historic downtown area and museums, galleries, live events and performing arts events. The city is easily accessible as it's less than 30 minutes from Orlando International Airport.

Things to Do in Winter Garden

Winter Garden is a charming city that's home to museums and historical landmarks, outdoor activities, lakes and golf courses.

Lake Apopka Wildlife Trail is an excellent spot for enjoying some outdoor time, as the trail features an 11-mile-long drive where you can spot alligators, birds and rare plants.

You can explore the lake on foot at Lake Apopka Loop trail, just keep an eye out for the 'gators!

Furthermore, if you want to explore the historic side of town, visit the Winter Garden Heritage Museum where you can learn all about Florida's heritage and how this particular area developed.

In addition, Winter Garden's close proximity to some of Florida's theme parks makes it a great place to base yourself. For an amazing time visit Universal Studios where you can tour various movie settings and get an insight into the movie-making business. You can also visit Walt Disney World where dozens of rides, parks, games, and fun await visitors of all ages.

Best Places to Stay in Winter Garden

The best area to stay at Winter Garden is in the northern district which is right at the shore of Apopka Lake. The area feature amazing vacation home rentals, with great lake-side views. There are also lots of restaurants and stores close by.

Best Time to Visit Winter Garden

The best time to visit Winter Garden is April, May and October, when the temperature does not go over 85 degrees, and there is only a slight chance for rainfall. In the summer months the temperature is very hot, and the air is extremely humid. In the rest of the year the average temperature is 65 degrees, do you will never be really cold here. Garden City is a great choice all year around!

Price and Availability in Winter Garden

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The most expensive month to stay in a vacation rental in Winter Garden is in March, while the cheapest month is in November. The most popular time to book a vacation rental in Winter Garden is in the high season in March. Winter Garden has its low season in September, when less people are visiting and the vacation home occupancy rate drops.
The cheapest day to stay at a vacation rental in Winter Garden tends to be Tuesday, while the most expensive day tends to be Saturday. Vacation homes in Winter Garden tend to be busiest on Fridays, while it tends to be much quieter on Tuesdays.

The Weather in Winter Garden

95º 72º
94º 71º
95º 73º
92º 52º
89º 39º
87º 40º
88º 47º
87º 37º
90º 51º
92º 61º
95º 70º
Rainy days
This climate histogram shows you the weather patterns in Winter Garden. The hottest month in Winter Garden is June, when temperatures peak at 95 ˚F. The coolest month is March, when temperatures drop to 37 ˚F. The wettest month in Winter Garden is May with 7.7 inches of rain, while the driest month is February with 0.16 inches of rain.

What Expert Travelers Think

Vacation Rentals in Winter Garden

At we have vacation rentals from all of the best providers - Airbnb, RedAwning, Priceline and others. Winter Garden has 712 hotels, vacation rentals and other unique places to stay, with prices to suit budget travelers, extravagant travelers and everything in between. If you are wanting to keep costs down, the cheapest place to stay in Winter Garden comes in at $15 a night. A typical vacation rental in Winter Garden costs on average $130 per night.

Those looking to get some work done during their trip to Winter Garden can pick from 330 places to stay that include WiFi. 25 of our accommodations include a breakfast in the price. Fitness addicts can get a workout in during their stay by choosing from 215 accommodations that have gym facilities. Driving to Winter Garden? Then choose one of the 320 places to stay that comes with a parking spot included. We track 201 places to stay that have a pool or jacuzzi.

AllTheRooms has 38 pet-friendly places to stay in Winter Garden, so if you're traveling with your pet you won't have any problems.

274 of our accommodations in Winter Garden have been reviewed and rated. 39% are rated excellent or good. 286 places to stay in are instantly bookable.

Destinations near Winter Garden