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Search Condos Rentals in Winter Garden from CA $334

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Winter Garden condo rentals

Exterior

1. Family Fun Condo Pool and Sauna near Disney

Family Fun Condo Pool and Sauna near Disney
Winter Garden
9.6 out of 10, Exceptional, (5 reviews)
"Clean, nicely appointed apartment close to Disney. Great pet friendly location. Will stay again. Highly recommend! "
United States
John and Dawn R.
The price is CA $136
CA $397 total
includes taxes & fees
Sep 24 - Sep 25
Family Fun Condo Pool and Sauna near Disney
Interior

2. Upstay - Condo w Pool and More - Near Disney

Upstay - Condo w Pool and More - Near Disney
Winter Garden
9.0 out of 10, Wonderful, (22 reviews)
"Great place! Convenient, cozy and clean!"
United States
SHARLA B.
The price is CA $120
CA $412 total
includes taxes & fees
Sep 24 - Sep 25
Upstay - Condo w Pool and More - Near Disney
Lobby

3. Upstay Disney Pet Friendly Condo w Pool Spa Games

Upstay Disney Pet Friendly Condo w Pool Spa Games
Winter Garden
10.0 out of 10, Exceptional, (1 review)
The price is CA $93
CA $346 total
includes taxes & fees
Sep 30 - Oct 1
Upstay Disney Pet Friendly Condo w Pool Spa Games
TV

4. Modern Pet-Friendly 2BR Condo—6 mins from Disney

Modern Pet-Friendly 2BR Condo—6 mins from Disney
Winter Garden
10.0 out of 10, Exceptional, (1 review)
"I was very impressed pictures did no justice, it was extremely clean, host was friendly and easy to access."
United States
Tay T.
The price is CA $120
CA $375 total
includes taxes & fees
Oct 18 - Oct 19
Modern Pet-Friendly 2BR Condo—6 mins from Disney
Exterior

5. Pet-friendly Condo Pool, Sauna—Near Disney

Pet-friendly Condo Pool, Sauna—Near Disney
Winter Garden
8.0 out of 10, Very good, (1 review)
"Very Good "
Mexico
Mayra
The price is CA $124
CA $423 total
includes taxes & fees
Sep 24 - Sep 25
Pet-friendly Condo Pool, Sauna—Near Disney
Exterior

6. Upstay - Condo w Pool - Near Disney!

Upstay - Condo w Pool - Near Disney!
Winter Garden
10.0 out of 10, Exceptional, (2 reviews)
"It was a very nice condo. "
United States
Mellodie L.
The price is CA $86
CA $355 total
includes taxes & fees
Sep 20 - Sep 21
Upstay - Condo w Pool - Near Disney!
Lobby

7. Upstay: Resort Style Condo w Pool, Sauna

Upstay: Resort Style Condo w Pool, Sauna
Winter Garden
8.4 out of 10, Very good, (8 reviews)
"We stayed here for a weekend trip to Epcot. Easy check in process and big place "
United States
Ashlynn D.
The price is CA $95
CA $348 total
includes taxes & fees
Sep 21 - Sep 22
Upstay: Resort Style Condo w Pool, Sauna
Exterior

8. Modern Escape with Private Patio, Spa Tub & Pool

Modern Escape with Private Patio, Spa Tub & Pool
Winter Garden
The price is CA $109
CA $361 total
includes taxes & fees
Oct 18 - Oct 19
Modern Escape with Private Patio, Spa Tub & Pool
Lobby

9. Family-Friendly 2BR Condo w Resort Pool & Sauna

Family-Friendly 2BR Condo w Resort Pool & Sauna
Winter Garden
The price is CA $98
CA $337 total
includes taxes & fees
Sep 20 - Sep 21
Family-Friendly 2BR Condo w Resort Pool & Sauna
TV, table tennis

10. Condo w Pool, Games Room - Pet Friendly

Condo w Pool, Games Room - Pet Friendly
Winter Garden
8.0 out of 10, Very good, (3 reviews)
"Property is very clean, with easy access and parking. Property management team is responsive and helpful."
United States
Catherine T.
The price is CA $127
CA $391 total
includes taxes & fees
Sep 30 - Oct 1
Condo w Pool, Games Room - Pet Friendly
Exterior

11. Pet-friendly Resort Getaway with Patio and Pool

Pet-friendly Resort Getaway with Patio and Pool
Winter Garden
The price is CA $84
CA $334 total
includes taxes & fees
Sep 21 - Sep 22
Pet-friendly Resort Getaway with Patio and Pool
Pool

12. Upstay: Stylish 3BR Condo w Patio—near Disney

Upstay: Stylish 3BR Condo w Patio—near Disney
Winter Garden
The price is CA $84
CA $353 total
includes taxes & fees
Sep 20 - Sep 21
Upstay: Stylish 3BR Condo w Patio—near Disney
Interior

13. Upstay | Disney Area Condo w Pool Pet Friendly

Upstay | Disney Area Condo w Pool Pet Friendly
Winter Garden
The price is CA $88
CA $358 total
includes taxes & fees
Sep 20 - Sep 21
Upstay | Disney Area Condo w Pool Pet Friendly
Exterior

14. Spacious Resort Suite with Private Patio & Sauna

Spacious Resort Suite with Private Patio & Sauna
Winter Garden
8.0 out of 10, Very good, (2 reviews)
"Condo was very clean and comfortable. Complex very quiet and pool view was very pretty. Enjoyed the screened balcony. the only negatives would be no washcloths and they could use some USB ports or phone charging. Great communication and overall would highly recommend and would stay again."
United States
Donna M.
The price is CA $98
CA $347 total
includes taxes & fees
Sep 23 - Sep 24
Spacious Resort Suite with Private Patio & Sauna
TV, table tennis

15. Beautiful Condo w Outdoor Pool and Sauna

Beautiful Condo w Outdoor Pool and Sauna
Winter Garden
9.0 out of 10, Wonderful, (6 reviews)
"The host of our rental did a fabulous job! We didn’t have washcloths and they made sure to have some delivered. For the amount of time we spent there this place was perfect for our stay. The air condition was freezing!!!! No complaints with the air. "
United States
Tammy M.
The price is CA $84
CA $353 total
includes taxes & fees
Sep 20 - Sep 21
Beautiful Condo w Outdoor Pool and Sauna
3 bedrooms, iron/ironing board, WiFi (free), bed sheets

16. Upstay Pet-friendly Condo with Pool near Disney

Upstay Pet-friendly Condo with Pool near Disney
Winter Garden
8.0 out of 10, Very good, (1 review)
"Super convenient if your family is looking for an affordable way to visit your college student participating in the Disney College program. Helped that it was pet friendly."
United States
Jennifer A.
The price is CA $95
CA $385 total
includes taxes & fees
Sep 21 - Sep 22
Upstay Pet-friendly Condo with Pool near Disney
Interior

17. Upstay | Pet Friendly Condo Near Disney & Pool

Upstay | Pet Friendly Condo Near Disney & Pool
Winter Garden
The price is CA $108
CA $397 total
includes taxes & fees
Sep 22 - Sep 23
Upstay | Pet Friendly Condo Near Disney & Pool
Exterior

18. Spacious Resort Suite w/ Pool & Sauna near Disney

Spacious Resort Suite w/ Pool & Sauna near Disney
Winter Garden
The price is CA $90
CA $326 total
includes taxes & fees
Sep 20 - Sep 21
Spacious Resort Suite w/ Pool & Sauna near Disney
Exterior

19. Upstay 3BR Suite w Pool, Sauna & Games—Near Disney

Upstay 3BR Suite w Pool, Sauna & Games—Near Disney
Winter Garden
The price is CA $90
CA $375 total
includes taxes & fees
Sep 22 - Sep 23
Upstay 3BR Suite w Pool, Sauna & Games—Near Disney
Lobby

20. Upstay Condo with Pool near Disney & Pet Friendly

Upstay Condo with Pool near Disney & Pet Friendly
Winter Garden
The price is CA $98
CA $347 total
includes taxes & fees
Sep 22 - Sep 23
Upstay Condo with Pool near Disney & Pet Friendly
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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Top Winter Garden Hotel Reviews

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

10/10 Excellent
"Everything at this place is superb, way above average, the staff is cordial and friendly. The breakfast menu is great. We will be there again in November"
Jedson 2-night trip
Posted less than an hour ago
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Price trends for Condo Rentals in Winter Garden

Less expensive
More expensive
Next month
August
December
CA $137
Month
Price
January
CA $145
February
CA $152
March
CA $154
April
CA $145
May
CA $135
June
CA $137
July
CA $138
August
CA $126
September
CA $134
October
CA $137
November
CA $131
December
CA $166
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 Condo Rentals in Winter Garden. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Winter Garden

Winter Garden Condo Rentals information

Number of reviews
51
Accommodation
5445 Condo Rentals
Lowest Price
CA $334
Highest Price
CA $423

Frequently asked questions

Why book your condo in Winter Garden with Expedia?
Reserving a condo in Winter Garden is as simple as clicking on your travel dates and choosing a place that suits your style. Seeking something upscale or budget friendly, or a property that also comes with a kitchen and laundry? Use Expedia's search filters to further narrow your search results and find the ideal fit.
How can I find cheap condos in Winter Garden?
The easiest way to compare cheap condos in Winter Garden is with Expedia's filter tool. Narrow down your search by amenities, star rating and budget to take advantage of awesome prices in just a few keystrokes.
What is there to do in Winter Garden near my condo?
There are tons of terrific things to see and do in Winter Garden. You won't want to miss leading attractions like Orange County National Golf Club, Resurrection Catholic Church and West Orange Trail. Winter Garden Art Association, Winter Garden Heritage Museum and Oakland Nature Preserve are other must-see's.

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