Search Condos Rentals in Winter Garden from CA $116

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Winter Garden Condo Rentals

Upstay - Modern Condo w Pool, Hot Tub and Sauna
Pool

Upstay - Modern Condo w Pool, Hot Tub and Sauna

10.0 out of 10, Exceptional, (1)
"This 2 bedroom apartment was perfect for us. Clean and well kept. Very spacious rooms with comfortable beds. I would recommend this place. "
The price is CA $83
CA $330 total
includes taxes & fees
Aug 26 - Aug 27
Upstay - Modern Condo w Pool, Hot Tub and Sauna
Near Disney - Family Condo w Pool, Games, and More
Pool

Near Disney - Family Condo w Pool, Games, and More

The price is CA $99
CA $387 total
includes taxes & fees
Aug 28 - Aug 29
Near Disney - Family Condo w Pool, Games, and More
Upstay Condo with Hot Tub, Outdoor Pool & Sauna
Pool

Upstay Condo with Hot Tub, Outdoor Pool & Sauna

10.0 out of 10, Exceptional, (1)
"The check in process was easy and quick. We had self check in and 2 balconies the view was amazing! We loved everything about this property"
The price is CA $83
CA $330 total
includes taxes & fees
Aug 25 - Aug 26
Upstay Condo with Hot Tub, Outdoor Pool & Sauna
Upstay Condo w Pool, Hot Tub & Sauna—Sleeps 8
Pool

Upstay Condo w Pool, Hot Tub & Sauna—Sleeps 8

2.5 star property
9.0 out of 10, Wonderful, (7)
"Very nice area."
The price is CA $86
CA $371 total
includes taxes & fees
Aug 25 - Aug 26
Upstay Condo w Pool, Hot Tub & Sauna—Sleeps 8
Upstay: 3BR Resort Condo w Pool near Disney World
Pool

Upstay: 3BR Resort Condo w Pool near Disney World

2.5 star property
The price is CA $83
CA $366 total
includes taxes & fees
Aug 27 - Aug 28
Upstay: 3BR Resort Condo w Pool near Disney World
Upstay - Pet-Friendly Condo w Pool, Hot Tub, Games
Pool

Upstay - Pet-Friendly Condo w Pool, Hot Tub, Games

The price is CA $83
CA $330 total
includes taxes & fees
Aug 28 - Aug 29
Upstay - Pet-Friendly Condo w Pool, Hot Tub, Games
Upstay Pet-friendly Condo with Pool near Disney
Pool

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."
The price is CA $132
CA $422 total
includes taxes & fees
Aug 23 - Aug 24
Upstay Pet-friendly Condo with Pool near Disney
Upstay: 2BR Condo with Hot Tub, Pool & Sauna—for 6
Interior

Upstay: 2BR Condo with Hot Tub, Pool & Sauna—for 6

8.0 out of 10, Very good, (2)
"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."
The price is CA $83
CA $330 total
includes taxes & fees
Aug 28 - Aug 29
Upstay: 2BR Condo with Hot Tub, Pool & Sauna—for 6
Upstay Bright 3BR Condo w Pool & Patio—near Disney
Pool

Upstay Bright 3BR Condo w Pool & Patio—near Disney

The price is CA $89
CA $374 total
includes taxes & fees
Aug 28 - Aug 29
Upstay Bright 3BR Condo w Pool & Patio—near Disney
Upstay: 3BR Family Condo w Pool, Hot Tub & Sauna
Interior

Upstay: 3BR Family Condo w Pool, Hot Tub & Sauna

2.5 star property
The price is CA $88
CA $374 total
includes taxes & fees
Aug 27 - Aug 28
Upstay: 3BR Family Condo w Pool, Hot Tub & Sauna
Upstay - Condo Near Disney w Pool-Spa-Sauna-Games
Interior

Upstay - Condo Near Disney w Pool-Spa-Sauna-Games

The price is CA $83
CA $330 total
includes taxes & fees
Aug 28 - Aug 29
Upstay - Condo Near Disney w Pool-Spa-Sauna-Games
Upstay: 2BR Condo - Near Disney w Pool & Hot Tub!
Pool

Upstay: 2BR Condo - Near Disney w Pool & Hot Tub!

10.0 out of 10, Exceptional, (1)
"Very professional and approachable host. "
The price is CA $83
CA $330 total
includes taxes & fees
Aug 27 - Aug 28
Upstay: 2BR Condo - Near Disney w Pool & Hot Tub!
Upstay: 3BR Condo w Pool Hot Tub Sauna—Near Disney
Pool

Upstay: 3BR Condo w Pool Hot Tub Sauna—Near Disney

The price is CA $97
CA $387 total
includes taxes & fees
Aug 24 - Aug 25
Upstay: 3BR Condo w Pool Hot Tub Sauna—Near Disney
Upstay 3BR Suite w Pool, Sauna & Games—Near Disney
Pool

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

The price is CA $83
CA $367 total
includes taxes & fees
Aug 26 - Aug 27
Upstay 3BR Suite w Pool, Sauna & Games—Near Disney
Upstay - 6 Guest Condo w Hot Tub, Pool, Sauna
Interior

Upstay - 6 Guest Condo w Hot Tub, Pool, Sauna

10.0 out of 10, Exceptional, (1)
"My stay was great , everything was clean and the pictures are just as described , communication was great , I’ll definitely stay again thank you so much . "
The price is CA $83
CA $330 total
includes taxes & fees
Aug 28 - Aug 29
Upstay - 6 Guest Condo w Hot Tub, Pool, Sauna
Upstay: Pet-Friendly Condo w Pool, Hot Tub, Sauna
Pool

Upstay: Pet-Friendly Condo w Pool, Hot Tub, Sauna

The price is CA $97
CA $384 total
includes taxes & fees
Aug 28 - Aug 29
Upstay: Pet-Friendly Condo w Pool, Hot Tub, Sauna
Upstay: Stylish 3BR Condo w Patio—near Disney
Pool

Upstay: Stylish 3BR Condo w Patio—near Disney

The price is CA $83
CA $367 total
includes taxes & fees
Aug 28 - Aug 29
Upstay: Stylish 3BR Condo w Patio—near Disney
Spacious 3BR Family Getaway w Pool near Disney
Interior

Spacious 3BR Family Getaway w Pool near Disney

8.0 out of 10, Very good, (4)
"Place was clean and location premier for all the Orlando attractions "
The price is CA $100
CA $393 total
includes taxes & fees
Sep 4 - Sep 5
Spacious 3BR Family Getaway w Pool near Disney
Upstay - Condo w Pool, Hot Tub, More - Near Disney
Pool

Upstay - Condo w Pool, Hot Tub, More - Near Disney

9.0 out of 10, Wonderful, (22)
"Great place! Convenient, cozy and clean!"
The price is CA $97
CA $384 total
includes taxes & fees
Aug 28 - Aug 29
Upstay - Condo w Pool, Hot Tub, More - Near Disney
Lux Codo - 15 min from most major attractions
Interior

Lux Codo - 15 min from most major attractions

The price is CA $250
CA $706 total
includes taxes & fees
Aug 23 - Aug 24
Lux Codo - 15 min from most major attractions
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Garden Hotel Reviews

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings

10/10 Excellent
"Good choice "
Xiaona 7-night trip
Posted 16 hours ago
Home2 Suites by Hilton Orlando at Flamingo Crossings