Search and Rent Winter Garden Condos
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Our top choices for Winter Garden condo rentals
Modern 3BR Resort Condo w/ Pool near Disney World
Modern 3BR Resort Condo w/ Pool near Disney WorldWinter Garden
$238 nightly
The price is $266
Dec 15 - Dec 16
Total with taxes and fees
Upstay - Large Condo Near Disney w Pool and Gym
Upstay - Large Condo Near Disney w Pool and GymWinter Garden
$279 nightly
The price is $312
Dec 19 - Dec 20
Total with taxes and fees
Family Fun Condo: Pool, Sauna—near Disney
Family Fun Condo: Pool, Sauna—near DisneyWinter Garden
$239 nightly
The price is $268
Jan 7 - Jan 8, 2026
Total with taxes and fees
Pet-friendly Condo Pool, Sauna—Near Disney
Pet-friendly Condo Pool, Sauna—Near DisneyWinter Garden
$239 nightly
The price is $268
Dec 14 - Dec 15
Total with taxes and fees
Family-Friendly Condo with Pool & Sauna
Family-Friendly Condo with Pool & SaunaWinter Garden
$212 nightly
The price is $238
Dec 14 - Dec 15
Total with taxes and fees
Upstay: 3BR Condo w Pool, Sauna—Near Disney
Upstay: 3BR Condo w Pool, Sauna—Near DisneyWinter Garden
$276 nightly
The price is $309
Jan 7 - Jan 8, 2026
Total with taxes and fees
Upstay Pet-friendly Condo with Pool near Disney
Upstay Pet-friendly Condo with Pool near DisneyWinter Garden
"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."
Jennifer A.
$236 nightly
The price is $264
Dec 17 - Dec 18
Total with taxes and fees
Upstay: Modern & Sunny 2BR Condo Near Disney
Upstay: Modern & Sunny 2BR Condo Near DisneyWinter Garden
$210 nightly
The price is $236
Dec 17 - Dec 18
Total with taxes and fees
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
Rosen Inn at Pointe Orlando
10/10 Excellent
Price trends for Condo Rentals in Winter Garden
Less expensive | More expensive | This month | Next month |
|---|---|---|---|
October | December | $183 | $155 |
Month | Price |
|---|---|
January | $155 |
February | $167 |
March | $164 |
April | $152 |
May | $150 |
June | $158 |
July | $162 |
August | $164 |
September | $134 |
October | $132 |
November | $141 |
December | $183 |
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 | 1 |
|---|---|
Accommodation | 5870 Condo Rentals |
Lowest Price | $235 |
Highest Price | $312 |
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