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Featured Condo Rentals in Winter Garden

The Grove Resort
14501 Grove Resort Ave, Winter Garden, FL
Set in Winter Garden, this family-friendly condo building is within 9 mi (15 km) of Island H2O Live!, Disney's Blizzard Beach Water Park, and Disney's Winter ...
4.5/5 Wonderful! (2 reviews)
"The stay overall was good. Check in is scheduled for 4pm we got there about 8pm and we were stalled because our room wasnt ready. Of course when asked what the problem was no one wanter to answer us. The poor girl that was checking us in was so nervous. I felt bad for her. Other than that the accommodations ..."

Reviewed on Aug 3, 2021

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The Grove Resort
Upscale 3BR Near Disney - Pool and Hot Tub!
The price is $72 per night from Oct 24 to Oct 24
Situated in Winter Garden, this romantic condo building is within 6 mi (10 km) of Island H2O Live!, Lake Davenport, and Highland Reserve Golf Club. Orange County ...
4.8/5 Exceptional! (4 reviews)
I wish check in was a little bit earlier but other then that everything else was great!
"Property was supper clean. I would definitely book again"

Reviewed on Jul 8, 2021

Upscale 3BR Near Disney - Pool and Hot Tub!
3 bedroom at The Grove Resort (2111)
Situated in Winter Garden, this condo building is within 9 mi (15 km) of Island H2O Live!, Lake Davenport, and Highland Reserve Golf Club. Orange County National ...
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3 bedroom at The Grove Resort (2111)
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10 Min to Disney - Amazing Condo - 3Beds/2Bath for (8 people)
Located on a lake, this family-friendly condo building is within 6 mi (10 km) of Island H2O Live!, Lake Davenport, and Highland Reserve Golf Club. Disney's Blizzard ...
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10 Min to Disney - Amazing Condo - 3Beds/2Bath for (8 people)
Shuttle to Disney World + On-Site Water Park | Spacious Condo
The price is $209 per night from Nov 4 to Nov 4
Set in Winter Garden, this family-friendly condo building is within 9 mi (15 km) of Island H2O Live!, Disney's Blizzard Beach Water Park, and Disney's Animal ...
4/5 Very Good! (2 reviews)
Great stay and lots of fun for the kids
"Loved this resort will definetly be back."

Reviewed on Feb 26, 2020

Shuttle to Disney World + On-Site Water Park | Spacious Condo
Luxury 3BR Near Disney - Pool and Hot Tub!
The price is $97 per night from Oct 31 to Oct 31
Situated in Winter Garden, this romantic condo building is within 6 mi (10 km) of Island H2O Live!, Lake Davenport, and Highland Reserve Golf Club. Orange County ...
Luxury 3BR Near Disney - Pool and Hot Tub!
Liki Tiki Village - 2 bedrooms 2 bathrooms  Close to Disney World
Situated in Winter Garden, this condo building is 2.6 mi (4.2 km) from Lake Davenport and within 6 mi (10 km) of Island H2O Live! and Highland Reserve Golf Club. ...
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Liki Tiki Village - 2 bedrooms 2 bathrooms Close to Disney World
Shuttle to Disney World! | Modern Condo with King & Queen Bedrooms
The price is $179 per night from Nov 7 to Nov 7
Set in Winter Garden, this family-friendly condo building is within 9 mi (15 km) of Island H2O Live!, Disney's Blizzard Beach Water Park, and Disney's Animal ...
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

Shuttle to Disney World! | Modern Condo with King & Queen Bedrooms
On-Site Water Park + Pool | Shuttle to Disney World
The price is $259 per night from Nov 2 to Nov 2
Situated in Winter Garden, this condo building is within 9 mi (15 km) of Island H2O Live!, Lake Davenport, and Highland Reserve Golf Club. Orange County National ...
4.6/5 Exceptional! (85 reviews)
Excellent space
"This property was absolutely gorgeous. The villa was spacious and just enough room for a family of four. The added bonus was the pools and lazy river/splash park. I would love to come back."

Reviewed on Jul 21, 2021

On-Site Water Park + Pool | Shuttle to Disney World
Near Disney - Stunning 3BR - Pool and Hot Tub!
The price is $71 per night from Oct 25 to Oct 25
Set in Winter Garden, this family-friendly condo building is within 6 mi (10 km) of Island H2O Live!, Lake Davenport, and Highland Reserve Golf Club. Disney's ...
Near Disney - Stunning 3BR - Pool and Hot Tub!
Spacious Condo | Shuttle to Disney World + On-Site Water Park
The price is $189 per night from Nov 11 to Nov 11
Set in Winter Garden, this family-friendly condo building is within 9 mi (15 km) of Island H2O Live!, Disney's Blizzard Beach Water Park, and Disney's Animal ...
Spacious Condo | Shuttle to Disney World + On-Site Water Park
Modern 3BR Near Disney - Pool and Hot Tub!
The price is $74 per night from Oct 27 to Oct 27
Situated in Winter Garden, this romantic condo building is within 6 mi (10 km) of Island H2O Live!, Lake Davenport, and Highland Reserve Golf Club. Orange County ...
Modern 3BR Near Disney - Pool and Hot Tub!
Palisades Resort 14200 #409
3.5 out of 5
14200 Avalon Road, Winter Garden, FL
Situated in Winter Garden, this condo building is within 6 mi (10 km) of Island H2O Live!, Lake Davenport, and Highland Reserve Golf Club. Orange County National ...
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Palisades Resort 14200 #409
Water Park + Pool On-Site | Shuttle to Disney World
The price is $259 per night from Nov 2 to Nov 2
Set in Winter Garden, this family-friendly condo building is within 9 mi (15 km) of Island H2O Live!, Disney's Blizzard Beach Water Park, and Disney's Animal ...
4.8/5 Exceptional! (8 reviews)
I was over charged upon departure and still trying to go refund I’m due. Will dispute entire charge
"You get what you pay for"

Reviewed on Jul 13, 2020

Water Park + Pool On-Site | Shuttle to Disney World
Spacious Condo + Shuttle to Disney World | Fun On-Site Water Park
The price is $199 per night from Nov 7 to Nov 7
Set in Winter Garden, this family-friendly condo building is within 9 mi (15 km) of Island H2O Live!, Disney's Blizzard Beach Water Park, and Disney's Animal ...
4.6/5 Exceptional! (11 reviews)
It was a great stay!
"Easy & great location!"

Reviewed on Dec 30, 2019

Spacious Condo + Shuttle to Disney World | Fun On-Site Water Park
Disney - Holiday Inn Orange Lake Resort 3Bed/3Bath Rental 3-30/4-6 SPRING BREAK
Located in Orange Lake, this condo building is 1.2 mi (2 km) from Island H2O Live! and within 9 mi (15 km) of Lake Davenport and Disney's Animal Kingdom® Theme ...
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Disney - Holiday Inn Orange Lake Resort 3Bed/3Bath Rental 3-30/4-6 SPRING BREAK
Amazing Water Park On-Site | Shuttle to Disney World
The price is $289 per night from Nov 2 to Nov 2
Set in Winter Garden, this family-friendly condo building is within 9 mi (15 km) of Island H2O Live!, Disney's Blizzard Beach Water Park, and Disney's Animal ...
4.7/5 Exceptional! (23 reviews)
Perfect stay.
"Roomy, comfortable, clean. Great location - close to everything. The only problem was that people lay their towels on the loungers at the pool and waterpark as soon as they open, whether they are there or not. So, there was never an open lounger after early morning the rest of the day."

Reviewed on Apr 5, 2021

Amazing Water Park On-Site | Shuttle to Disney World
Upscale 3BR Near Disney - Pool and Hot Tub!
The price is $72 per night from Oct 24 to Oct 24
Situated in Winter Garden, this romantic condo building is within 6 mi (10 km) of Island H2O Live!, Lake Davenport, and Highland Reserve Golf Club. Orange County ...
3/5 (1 review)
Vacation Stay
"So, the pictures looked great and the owner was very responsive and helpful. Condo itself was pretty well kept. That said, the overall property itself left much to be desired. The floor, elevator and garage constantly smelled of pot and loud music until security arrived each night. Again, the specific ..."

Reviewed on Jul 13, 2021

Upscale 3BR Near Disney - Pool and Hot Tub!
Spacious Condo + On-Site Water Park | Shuttle to Disney World
The price is $289 per night from Nov 2 to Nov 2
Situated in Winter Garden, this condo building is within 9 mi (15 km) of Island H2O Live!, Lake Davenport, and Highland Reserve Golf Club. Orange County National ...
5/5 Exceptional! (3 reviews)
Near Disney Condo
"The Grove Resort was beautiful! Our condo was three bedrooms, three bathrooms and equipped with everything we needed in the modern, spacious kitchen. We utilized the market, the restaurant and the spa. All top notch! Thank you!"

Reviewed on Dec 9, 2019

Spacious Condo + On-Site Water Park | Shuttle to Disney World
Palasades Resort
3 out of 5
14200 Avalon Road, Winter Garden, FL
Situated in Winter Garden, this condo building is within 6 mi (10 km) of Island H2O Live!, Lake Davenport, and Highland Reserve Golf Club. Orange County National ...
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Palasades Resort
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Condos in Winter Garden—the ultimate home from home 

How much are Winter Garden condos?


Winter Garden condos range from $65 and $289—enjoy exploring all we have on offer and finding the perfect one for your budget.


How many condos are there in Winter Garden?


With 31 to choose from, there are condos in Winter Garden for every traveler, budget, and journey. Hunt through Winter Garden condos near the city or out of town, or use the map to choose one near your fav landmark. You might want a condo for the whole family or a secret hideaway for one—they’re all here. Whatever you’re looking for, you’ll find it with Expedia.


Can I book cheap condo rentals in Winter Garden?


To find cheap Winter Garden condos, just sort your search results by price. You can also filter by budget, so you only see the stays most gentle on your wallet. If you want to grab a great deal—and who doesn’t?—consider visiting Winter Garden in the quieter (and cheaper) months of December, November, October and stay a little further out.


Why should I stay in a Winter Garden condo?


Condo rentals give you all the comforts of home with a little hotel luxury thrown in for good measure. With a private kitchen and ample living space, you can cook up a storm for your friends and family before retiring to your own bedrooms at the end of the night.







What amenities can I expect from Winter Garden condo rentals?


Winter Garden condo rentals are packed with great amenities. And it’s easy to find them with Expedia. Filter your condo search results to show super-tempting spots with hot tubs, spas, free airport shuttles, and much more.


Are any Winter Garden condo rentals pet-friendly?


Bring your precious pooch along for the ride by booking a pet-friendly Winter Garden condo. Just hit the pet-friendly filter and take your pick.


How can I find family-friendly condos in Winter Garden?


To find condos for all the family, simply click the family-friendly filter and choose from condos with pools, well-equipped kitchens, and multiple bedrooms. Put the kids to bed where they can sleep soundly while you enjoy a blissful evening together. Add as many filters as you wish to build your dream trip.


Will I find luxury condo rentals in Winter Garden?


Sort your search results by star rating or filter by guest rating to explore the most luxurious condos in Winter Garden. Take your time reading the reviews and flicking through photos, so you know the condo of your choice ticks all the boxes.


How do I find the best Winter Garden condos with Expedia?


It’s super easy to book a fantastic condo with Expedia. Enter your search dates to view our impressive inventory of available accommodation. The map is really useful to see where your top condos are, and the filters help you whittle down the choices until you find the getaway that’s right for you.


Winter Garden Pet Friendly Condo Rentals

Cheap Condo Rentals in Winter Garden

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.

Other property types in Winter Garden

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
The price is $179 per night from Nov 7 to Nov 7
4.4/5 Excellent! (5,457 reviews)
"There was not anything we didn’t like. The staff was second to none."

Reviewed on Oct 21, 2021

The Grove Resort & Water Park Orlando
Liki Tiki Village by Diamond Resorts

Liki Tiki Village by Diamond Resorts

3.5 out of 5
17777 Bali Blvd, Winter Garden, FL
The price is $65 per night from Oct 24 to Oct 24
4.1/5 Very Good! (3,191 reviews)
"For a weekend family getaway is great ..fun water poolfor the kids..the rooms are nice....what i didnt like was the delay at check in to hotel resort"

Reviewed on Oct 19, 2021

Liki Tiki Village by Diamond Resorts
Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings

3 out of 5
341 Flagler Ave, Winter Garden, FL
The price is $114 per night from Oct 24 to Oct 24
4.7/5 Exceptional! (330 reviews)
"Great, affordable hotel close to Disney! Very clean and hotel staff was very friendly and accommodating. Will definitely recommend this place 👍"

Reviewed on Oct 19, 2021

Home2 Suites by Hilton Orlando at Flamingo Crossings
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.

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