Search and Rent Winter Garden Condos
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Our top choices for Winter Garden condo rentals
Condo in Winter Garden
Family Fun Condo: Pool, Sauna—near Disney$247 nightly
The price is $276
Jan 14 - Jan 15, 2026
Total with taxes and fees
Condo in Winter Garden
Upstay - Large Condo Near Disney w Pool and Gym$258 nightly
The price is $290
Jan 13 - Jan 14, 2026
Total with taxes and fees
Condo in Winter Garden
Family-Friendly Condo with Pool & Sauna$240 nightly
The price is $269
Jan 8 - Jan 9, 2026
Total with taxes and fees
Condo in Winter Garden
Upstay: 3BR Condo w Pool, Sauna—Near Disney$251 nightly
The price is $282
Jan 13 - Jan 14, 2026
Total with taxes and fees
Condo in Winter Garden
Pet-friendly Condo Pool, Sauna—Near Disney$253 nightly
The price is $284
Jan 13 - Jan 14, 2026
Total with taxes and fees
Condo in Winter Garden
Modern 3BR Resort Condo w/ Pool near Disney World$262 nightly
The price is $293
Jan 7 - Jan 8, 2026
Total with taxes and fees
Condo in Winter Garden
Upstay Pet-friendly Condo with Pool near Disney"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.
$309 nightly
The price is $346
Dec 21 - Dec 22
Total with taxes and fees
Condo in Winter Garden
Upstay: Modern & Sunny 2BR Condo Near Disney$239 nightly
The price is $268
Jan 8 - Jan 9, 2026
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.
Top Winter Garden Hotel Reviews
Home2 Suites by Hilton Orlando at Flamingo Crossings
10/10 Excellent
Price trends for Condo Rentals in Winter Garden
Less expensive | More expensive | Next month |
|---|---|---|
November | December | $157 |
Month | Price |
|---|---|
January | $157 |
February | $169 |
March | $165 |
April | $152 |
May | $153 |
June | $164 |
July | $162 |
August | $163 |
September | $144 |
October | $123 |
November | $120 |
December | $208 |
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 | 5869 Condo Rentals |
Lowest Price | $257 |
Highest Price | $346 |
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