Winter Garden Vacation Rentals

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Vacation Rentals in Winter Garden

Bright 2BR Condo With Pool Hot Tub Close to Disney
Stay at this 4-star condo in Winter Garden. Enjoy free WiFi, free parking, and private spa tubs. Popular attractions Disney's Animal Kingdom® Theme Park and ...
4/5 Very Good! (1 review)
"Condo was nice and the amenities were pleasing. I didn’t like that information regarding a managing company was not included in the booking details. Because of this, when I was contacted by the company, via text, I ignored it because of all the false money claims to defraud people."

Reviewed on Jul 14, 2022

2BR Condo - w Hot Tub and Pool - Near Disney
3.5 out of 5
Winter Garden, FL
The price is $66 per night from Oct 4 to Oct 5
Stay at this apartment in Winter Garden. Enjoy free WiFi, free parking, and private spa tubs. Popular attractions Disney's Animal Kingdom® Theme Park and Walt ...
Disney Backyard Oasis
Winter Garden, FL
Stay at this family-friendly vacation home in Winter Garden. Enjoy a water park, WiFi, and a spa tub. Popular attractions Disney's Animal Kingdom® Theme Park ...
5/5 Exceptional! (27 reviews)
Very nice house
"House was very nice and clean, was a little warm but hey it's Florida."

Reviewed on Sep 20, 2022

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Near Disney - Stunning 3BR With Pool and Hot Tub
The price is $78 per night from Oct 10 to Oct 11
Stay at this apartment in Winter Garden. Enjoy free WiFi, free parking, and private spa tubs. Popular attractions Disney's Animal Kingdom® Theme Park and Walt ...
Peaceful Private and near everything
Stay at this family-friendly vacation home in Winter Garden. Enjoy free WiFi, a water park, and onsite parking. Popular attractions Magic Kingdom® Park and Walt ...
4.7/5 Exceptional! (7 reviews)
Exactly as described
"Very friendly and helpful will stay again for sure. Great location 👍"

Reviewed on Aug 3, 2022

Relaxing 3BR Near Disney - Pool and Hot Tub
4 out of 5
Winter Garden, FL
The price is $66 per night from Oct 3 to Oct 4
Stay at this 4-star apartment in Winter Garden. Enjoy free WiFi, free parking, and private spa tubs. Popular attractions Disney's Animal Kingdom® Theme Park ...
Spacious Condo | Shuttle to Disney World + On-Site Water Park
The price is $199 per night from Oct 4 to Oct 5
Stay at this family-friendly condo in Winter Garden. Enjoy a spa tub, a sauna, and onsite parking. Popular attractions Disney's Animal Kingdom® Theme Park and ...
The Grove Resort
14501 Grove Resort Ave, Winter Garden, FL, 34787
Stay at this family-friendly condo in Winter Garden. Enjoy free WiFi, free parking, and free water park access. Popular attractions Disney's Animal Kingdom® ...
4.5/5 Wonderful! (4 reviews)
"Family friendly! loved the space available in our 3 bedroom suite. Clean pools and waterpark. Very hard to get chairs at pool or waterpark. Checkin was tough, booked through expedia but was through a vacation rental site. took the person a ehile to find my reservation. Cant wait to go back."

Reviewed on Mar 21, 2022

3BR Condo With Hot Tub and Pool - Near Disney
The price is $66 per night from Oct 4 to Oct 5
Stay at this apartment in Winter Garden. Enjoy free WiFi, free parking, and private spa tubs. Popular attractions Disney's Animal Kingdom® Theme Park and Walt ...
Shuttle to Disney World! | Modern Condo with King & Queen Bedrooms
The price is $199 per night from Oct 4 to Oct 5
Stay at this family-friendly condo in Winter Garden. Enjoy a spa tub, a sauna, and onsite parking. Our guests praise the overall value in our reviews. Popular ...
4.7/5 Exceptional! (10 reviews)
Girls trip
"Nice big bedrooms and bathrooms. Plenty room for 4 girls to get ready in. Pool area is really nice as well."

Reviewed on Mar 4, 2021

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Price trends for vacation rentals in Winter Garden

Less expensive
More expensive
This month
Next month
September
February
$137
$145
Month
Price
January
$159
February
$181
March
$178
April
$129
May
$118
June
$128
July
$120
August
$124
September
$112
October
$137
November
$145
December
$151
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Winter Garden. Select dates and complete search for nightly totals inclusive of taxes and fees.

Other types of properties in Winter Garden you may be interested in

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL, 34787
Fully refundableReserve now, pay when you stay
Liki Tiki Village by Diamond Resorts

Liki Tiki Village by Diamond Resorts

3.5 out of 5
17777 Bali Blvd, Winter Garden, FL, 34787
Fully refundableReserve now, pay when you stay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Winter Garden vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winter Garden vacation rental for you. At Expedia, you can take your pick from vacation rentals, private vacation homes, apartments, condos, resorts, cabins, villas, hotels. The list goes on, and on... and on.. 

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winter Garden vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. Explore our selection of Florida accommodations

Winter Garden vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winter Garden. If you’re looking for a little peace, consider booking during the quieter months, such as October or November. For more hustle and bustle, you may prefer to visit in July or August. 

Prices vary throughout the year. Winter is the cheapest time to visit, with Summer the most expensive. 

Your chosen location, property type, and amenities will impact the cost of your trip, too. Right now, the selection of Winter Garden vacation rentals we have selected for you on this page range between $66 per night and $199 per night. Entering your desired dates in the search wizard you might find even better deals

How to find incredible deals on Winter Garden rentals

At Expedia, we put the best Winter Garden vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winter Garden rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winter Garden vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winter Garden. Or explore even further and have a look at our vacation rentals in Key West, Panama City rentals or Destin accommodation rentals. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a vacation rental in Winter Garden?

Yes, we offer vacation rentals in Winter Garden close to Central Florida Railroad Museum, or you can go with a more remote option if you'd like a relaxing place to stay. Tourists who visit Winter Garden speak highly of the fun-filled theme parks and array of shops. While you're here, grab a bite or have a drink at the top-notch restaurants.

What's the top vacation rental that Winter Garden has to offer?

The Berkley, Orlando: This vacation home rental near Winter Garden offers a furnished patio, a terrace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave, and a coffee maker. You can relax into your vacation with an arcade game room and a hot tub.

How many vacation rentals are there in Winter Garden?

With 29 Expedia vacation rentals, you're sure to find just the right place for your Winter Garden stay.

What can I see and do in Winter Garden?

Cultural attractions include Central Florida Railroad Museum and Garden Theatre, whereas Lake Louisa State Park and Lake Butler are a couple of picturesque spots to enjoy the outdoors. Universal Studios Florida and Universal Orlando Resort are other popular places to visit in the area.

What are vacation rentals like in Winter Garden?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Winter Garden. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for family trips.

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