Search Condos Rentals in Winter Garden

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
Feb 7 - Feb 9
In two weeks
Feb 14 - Feb 16
In one month
Feb 28 - Mar 2
In two months
Mar 28 - Mar 30

Browse Select Winter Garden Condo Rentals

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very good, (1428)
"Housekeeping should learn english"
The price is CA $120
CA $158 total
includes taxes & fees
Feb 16 - Feb 17
Vacation Village at Parkway
Berkley Lake Townhomes
2 outdoor pools, a heated pool, open 8:00 AM to 7:00 PM, sun loungers

Berkley Lake Townhomes

3.0 star property
8.4 out of 10, Very good, (422)
"Stay was great, good location with lots of different stores within miles away, "
Berkley Lake Townhomes
Lifetime of Vacations Resort
Lake

Lifetime of Vacations Resort

3.0 star property
9.2 out of 10, Wonderful, (118)
"Amazing for families. Great location and amenities. "
Lifetime of Vacations Resort
Ground floor 3 bed condo close to POOL and WATER PARK in Windsor Hills Resort
Pool

Ground floor 3 bed condo close to POOL and WATER PARK in Windsor Hills Resort

9.2 out of 10, Wonderful, (22)
"Condo was beautiful and clean. Close to everything and very convenient to all the Disney parks. "
Ground floor 3 bed condo close to POOL and WATER PARK in Windsor Hills Resort
2 Bedroom /2 Bathroom Condo near Disney-Balcony-EV Charging-Free Parking
Children's area

2 Bedroom /2 Bathroom Condo near Disney-Balcony-EV Charging-Free Parking

9.6 out of 10, Exceptional, (19)
"It was a Christmas gift. My boss enjoyed his time there. Said it was comfortable and nice location. "
2 Bedroom /2 Bathroom Condo near Disney-Balcony-EV Charging-Free Parking
Renovated Vista Cay Condo! *Close to Convention Center + Theme Parks*
Terrace/patio

Renovated Vista Cay Condo! *Close to Convention Center + Theme Parks*

9.6 out of 10, Exceptional, (24)
"Super clean, more then enough room, they were wonderful hosts with a great property. "
Renovated Vista Cay Condo! *Close to Convention Center + Theme Parks*
3648 Orlando Vacational Apartment 2nd floor, Lake view
3 outdoor pools

3648 Orlando Vacational Apartment 2nd floor, Lake view

3.5 star property
8.0 out of 10, Very good, (5)
"Convenient. It was not the property I booked or that I saw on pictures. I got a different property on the 1st floor not the one listed. Also the master bathroom shower handle wasn’t working so we didn’t have warm water"
3648 Orlando Vacational Apartment 2nd floor, Lake view
VCR1-305 Reserve Deluxe Condo - Convention Center
Terrace/patio

VCR1-305 Reserve Deluxe Condo - Convention Center

10.0 out of 10, Exceptional, (11)
"A short drive from Universal Orlando and walking distance to groceries and restaurants, this was a great condo for our family vacation. 4 adults slept comfortably."
VCR1-305 Reserve Deluxe Condo - Convention Center
The Azur Resort
Townhome, 6 Bedrooms | View from room

The Azur Resort

4.0 star property
8.8 out of 10, Excellent, (23)
"Me in my family really enjoy our stay "
The Azur Resort
The Splash Shot Modern Suite | Pool & Resort Amenities
Pool

The Splash Shot Modern Suite | Pool & Resort Amenities

9.8 out of 10, Exceptional, (8)
"We had a great time during our stay here. The condo was clean and well furnished and within walking distance to the pool area. "
The Splash Shot Modern Suite | Pool & Resort Amenities
Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal
Pool

Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal

10.0 out of 10, Exceptional, (61)
"We had a wonderful time at this VRBO. It was the perfect space for our family of 7. Our kids enjoyed playing at the pool and the arcade. Walmart nearby is amazing. It has everything you would need and more. Only minor complaints (very minor) was that the shower water didn’t get real hot, the entry light switch didn’t work, the splash pad was very cold. These were very minor issues though. We would definitely stay at this Vrbo again!"
Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal
Blue Heron Escape accommodates 8 and on the Lake
Terrace/patio

Blue Heron Escape accommodates 8 and on the Lake

9.6 out of 10, Exceptional, (18)
"This apartment was perfect for our short stay. Not luxurious but certainly functional, comfortable and the right size. It was all we needed."
Blue Heron Escape accommodates 8 and on the Lake
Beautiful Storey Lake condo with views of the lake
Pool

Beautiful Storey Lake condo with views of the lake

9.8 out of 10, Exceptional, (27)
"We stayed here for out Disney Trip and it was quite convenient to the parks! This condo was much bigger than the pictures and was so perfect and clean...The property alos has great ammenities with onsite pools with bars included. Would stay here again!"
Beautiful Storey Lake condo with views of the lake
New Beautiful Condo, Vista Cay, Orlando-3011
A heated pool

New Beautiful Condo, Vista Cay, Orlando-3011

9.6 out of 10, Exceptional, (28)
"Visited the local area for a convention."
New Beautiful Condo, Vista Cay, Orlando-3011
Kissimmee Condo w/ Resort-Style Amenities!
Pool

Kissimmee Condo w/ Resort-Style Amenities!

10.0 out of 10, Exceptional, (67)
"The unit was very clean and has a great location near Disney and other attractions. Eric the property manager had great communication and was available when needed, and responded quickly to questions. Will definitely like to come again to try and use the pool and other amenities. "
Kissimmee Condo w/ Resort-Style Amenities!
Fully Renovated Condo w/ Lakeview! *Near I-Drive and Convention Center*
Terrace/patio

Fully Renovated Condo w/ Lakeview! *Near I-Drive and Convention Center*

9.6 out of 10, Exceptional, (32)
"Everything was great! "
Fully Renovated Condo w/ Lakeview! *Near I-Drive and Convention Center*
Caribe Cove Resort
Outdoor pool, a heated pool

Caribe Cove Resort

3.5 star property
8.8 out of 10, Excellent, (2242)
"Condo is spacious, beds aren’t comfortable but for the price it’s understandable. If they could change the mattress would be amazing! Pool area is really nice. "
Caribe Cove Resort
Lake Buena vista resort- 5 min to disney!
Outdoor pool, a heated pool

Lake Buena vista resort- 5 min to disney!

9.6 out of 10, Exceptional, (66)
"The property and location were great. We couldn"t use the amenities and fabulous balcony because of lousy weather, but will come back another time for sure, when the weather is better. We had issues with the heating (it was really cold weather that week), and Sergio worked hard to get maintenance to repair it. We had great communication with him and the property manager, Gary. They were quick to respond to our messages. We will definitely stay here again, when we return to Orlando"
Lake Buena vista resort- 5 min to disney!
Luxury 2bd/2 bath Condo Home 250
Pool

Luxury 2bd/2 bath Condo Home 250

9.4 out of 10, Exceptional, (24)
"Wish there were amenities as in condiments. "
Luxury 2bd/2 bath Condo Home 250
Renovated Vista Cay Condo 5 min to Universal
Pool

Renovated Vista Cay Condo 5 min to Universal

9.0 out of 10, Wonderful, (26)
"We have been staying in the area since 2006. The units and surrounding area just keep getting better! Unprecedented value for the area.Everything was perfect for us. "
Renovated Vista Cay Condo 5 min to Universal
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.
Don't see what you're looking for?
See all available properties in Winter Garden
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Winter Garden

The View Studio Suites and Event Venue
Property entrance

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very good, (784)
"Spacious rooms, hotel is being renovated, close to restaurants and attractions "
The price is CA $117
CA $131 total
includes taxes & fees
Feb 5 - Feb 6
The View Studio Suites and Event Venue
Margaritaville Resort Orlando Cottages by Rentyl
Interior

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1179)
"The resort itself is wonderful. It is very convenient as there are many stores and restaurants at a walkable distance. However, we stayed at a Villa and it was not so clean. Floors did not look mopped prior to our arrival. Mattresses were also horrible and I didn't sleep well. When calling the front desk for anything they either took hours, days or the items were never delivered."
Margaritaville Resort Orlando Cottages by Rentyl
Lake Buena Vista Resort Village & Spa
2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very good, (8336)
"Loved it"
Lake Buena Vista Resort Village & Spa
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.

Frequently asked questions

Why book your condo in Winter Garden with Expedia?
Expedia makes it a breeze to find your dream condo in Winter Garden. On the lookout for a high-end stay? Use our filters to search for properties that are 5-star rated. If you’re sticking to a budget, choose how much you want to spend and then check out our fabulous options. We’ll help you find the perfect pad whatever your style of travel or plans.
How can I find cheap condos in Winter Garden?
Expedia can help you narrow down your search for cheap condos in Winter Garden. To book your ideal stay in a matter of clicks, simply use the filter tool to tailor your search results by star rating, amenities and budget.
What is there to do in Winter Garden near my condo?
You’ll find plenty of fabulous things to see and do in Winter Garden. Drop by leading attractions like Winter Garden Heritage Museum, Garden Theatre and Carter Family Bowl. Orange County National Golf Club, Resurrection Catholic Church and West Orange Trail also appeal to many visitors.