Winter Garden Vacation Rentals from CA $115: Short-Term Rentals for 2025

Q: 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.

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Vacation Rentals in Winter Garden

"The resort was lovely and the room was very nice. Could have used a few more dishes. A strainer and measuring cup would have been nice to have. I wish they gave you a guide for the t.v., it would be very handy to have. The barbecues need to be updated.Out of the 4 bbq's @ building 4 ony 2 worked properly. Also dining chairs should have pads on them. The condo above us was noisy with moving furniture. I swear every night they rearranged the furniture. That's all you heard. Plus dogs are not a...

CA $168 total

includes taxes & fees

Mar 9 - Mar 10

2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas

"Great place and very family friendly. "

CA $321 total

includes taxes & fees

Feb 23 - Feb 24

"I was initially hesitant about booking this cottage due to a few negative reviews, but I’m so glad we decided to stay! The cottage was spacious, clean, and well-maintained. The pool and hot tub were both spotless and perfect for relaxing. Almost everything that you would need for a home away from home is included. Check-in was smooth and hassle-free, making for a great start to our stay. The only small suggestion I’d make is to provide a dishwasher rinse aid, as we noticed that the dishwasher...

"Room was clean and nice. Staff was friendly. Good price. Breakfast was fantastic and waiters pleasant. Sit down breakfast with nice amount of breakfast items to choose from. I had a ham and cheese omlet, bacon, fresh fruit, and a large orage juice. I did not like that the water and ice machine was broken on every floor except for 5th floor. The matress was not the most comfortable. The air-conditioner was extremely loud. I would stay here again."

CA $164 total

includes taxes & fees

Mar 12 - Mar 13

"Me and my bf stay for 5 days in the junior suite, it was very accommodating and lots of pools and activities for families, we felt very safe and welcomed. Rooms were very clean, the only thing that we didn’t care for was the living room, it’s very big with small tv and furniture but that’s nothing we just spent most of our time in the nice comfy king bed, will definitely stay again but may just upgrade our room next time! "

CA $227 total

includes taxes & fees

Feb 25 - Feb 26

"Great place to stay while in Orlando."

CA $340 total

includes taxes & fees

Feb 23 - Feb 24

2 outdoor pools, a heated pool, open 7:00 AM to 11:00 PM, pool umbrellas

"Fantastic stay , great staff and no complaints "

CA $328 total

includes taxes & fees

Feb 24 - Feb 25

"Easy checking in"

CA $284 total

includes taxes & fees

Feb 27 - Feb 28

"The front desk staff were absolutely amazing! Christina went above and beyond to accommodate my family in our stay. The stay was so nice, we called and extended our reservation! Our kids loved the lazy River and the access to a yard area."

CA $460 total

includes taxes & fees

Mar 25 - Mar 26

Outdoor pool, pool umbrellas, sun loungers

"Great place to stay"

CA $148 total

includes taxes & fees

Feb 25 - Feb 26

CA $213 total

includes taxes & fees

Mar 6 - Mar 7

2 outdoor pools, open 8:00 AM to 9:00 PM, cabanas (surcharge)

"Roomy, quiet, nice pool."

CA $521 total

includes taxes & fees

Mar 16 - Mar 17

"Location was great! The water park was an added bonus, the kids loved it!! Pool a plus! Enough room for us all! Side by side homes were a plus! Thanks for allowing us to stay!! Hopefully we win Nationals again and can come back! "

"Nice quiet place. Perfect for our mini getaway. Loved it at night and was able to do a bonfire."

CA $234 total

includes taxes & fees

Mar 4 - Mar 5

Superior Suite, 3 Bedrooms, Pool View (3 Bathrooms) | Exterior

"Beautiful unit and complex, clean, well appointed and great location."

CA $381 total

includes taxes & fees

Mar 11 - Mar 12

"This is a hidden gem. Quiet, small and comfortable."

CA $379 total

includes taxes & fees

Mar 13 - Mar 14

2 outdoor pools, open 8 AM to 10 PM, sun loungers

"Loved the big space in the apartment-sized living room/kitchen/eating area and bedroom and bathroom. Having a full sized kitchen and stove was wonderful. We really enjoyed the large pool and hot tub one evening. Close to lots of restaurants and shopping. Not too far from the highway. "

CA $227 total

includes taxes & fees

Feb 23 - Feb 24

"A beautiful oasis in the downtown area, charming and peaceful "

CA $170 total

includes taxes & fees

Mar 12 - Mar 13

"Excellent layout for two families. Quick, easy drive to Universal Studios."

CA $276 total

includes taxes & fees

Feb 26 - Feb 27

"Friendly staff. Clean. Near a few restaurants and Pirates Dinner Adventure and other shows. Could use a few supplies such as paper towels at the sink area, dish towel for drying dishes, complementary bottles of water for coffee machine. Free weights in the fitness center. Thanks."

CA $245 total

includes taxes & fees

Feb 24 - Feb 25

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"Nice and friendly people.Pools amazing.Comfortable location "

CA $279 total

includes taxes & fees

Mar 23 - Mar 24

"Great stay, friendly staff. "

CA $214 total

includes taxes & fees

Mar 17 - Mar 18

Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers

"Only problem is the parking , everything else perfect "

CA $224 total

includes taxes & fees

Mar 20 - Mar 21

Price trends for vacation rentals in Winter Garden

Less expensive	More expensive	Next month
September	March	CA $198

Month	Price
January	CA $153
February	CA $186
March	CA $198
April	CA $165
May	CA $165
June	CA $147
July	CA $165
August	CA $153
September	CA $138
October	CA $152
November	CA $141
December	CA $181

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.

Find out more about Winter Garden

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 private vacation homes, apartments, cottages, cabins, villas... 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.

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 . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winter Garden vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winter Garden vacation rentals we have selected for you start as low as CA $115 per night. Entering your travel 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. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Winter Garden Vacation Rental Travel Info

Number of vacation rentals	10
Popular accommodation	Winter Garden condos
Known landmarks	The Wizarding World of Harry Potter™, Garden Theatre and Museum of the Apopkans
International airport	Orlando, FL (MCO-Orlando Intl.)

Recent reviews of Winter Garden properties

Westgate Lakes Resort & Spa Universal Studios Area

5/5 Excellent

"Nice"

A verified traveller stayed at Westgate Lakes Resort & Spa Universal Studios Area

Posted 12 hours ago

5/5 Excellent

"I do love it here it’s my 5th visit only have 2 complaints the cleaners r rubbish and the prices of beers r ridiculous 10dollars plus a tip for a can of beer .. we come back as we love the location it’s perfect for us we always get the premium suite as it works for us better being their for 2 weeks . I also noticed that this time I never saw a pool cleaner previous years told see 1 testing water but this year never saw him once and the bottom of the pool was a terrible standard compared to other years I hope they get it sorted.. "

A verified traveller stayed at Avanti International Resort

Posted 23 hours ago

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Frequently asked questions

Can I find a vacation rental in Winter Garden?

Yes, we offer vacation rentals in Winter Garden close to Surfari Water Park, 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 59 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?

Family-friendly attractions include Surfari Water Park and Central Florida Railroad Museum, whereas Lake Louisa State Park and West Orange Trail are a couple of great 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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Winter Garden Vacation Rentals

Plan, book, stay with confidence

Check prices for these dates

Vacation Rentals in Winter Garden

Vacation Village at Parkway

Vacation Village at Parkway

Lake Buena Vista Resort Village & Spa

Lake Buena Vista Resort Village & Spa

Margaritaville Resort Orlando Cottages by Rentyl

Margaritaville Resort Orlando Cottages by Rentyl

The View Studio Suites and Event Venue

The View Studio Suites and Event Venue

Summer Bay Orlando by Exploria Resorts

Summer Bay Orlando by Exploria Resorts

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

Floridays Resort Orlando

Floridays Resort Orlando

Barefoot Suites

Barefoot Suites

Reunion Resort & Golf Club

Reunion Resort & Golf Club

Sonder at The Point

Sonder at The Point

Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando

Regal Oaks Resort Vacation Townhomes by IDILIQ

Regal Oaks Resort Vacation Townhomes by IDILIQ

Luxury 20 bedroom Reunion Villas @ Disney's Doorstep

Luxury 20 bedroom Reunion Villas @ Disney's Doorstep

Orlando Lakefront Tiny House Community

Orlando Lakefront Tiny House Community

WorldQuest Orlando Resort

WorldQuest Orlando Resort

The Berkley, Orlando

The Berkley, Orlando

Holiday Inn Club Vacations Orlando Breeze Resort

Holiday Inn Club Vacations Orlando Breeze Resort

Sonder Wellborn

Sonder Wellborn

Sonder Vista Cay

Sonder Vista Cay

The Point Hotel & Suites

The Point Hotel & Suites

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

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings

Price trends for vacation rentals in Winter Garden

Price trends for vacation rentals in Winter Garden

Find out more about Winter Garden

Find out more about Winter Garden

Winter Garden Vacation Rental Travel Info

Recent reviews of Winter Garden properties

Recent reviews of Winter Garden properties

Westgate Lakes Resort & Spa Universal Studios Area

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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