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Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Winter Park condo rentals

Smart TV

Vintage 2 Bedroom Condo Lake Eola View

Vintage 2 Bedroom Condo Lake Eola View
South Eola
10.0 out of 10, Exceptional, (11 reviews)
"The place was clean and spacious. The living room was our relaxing spot. The location was great as we can see the lake.The location was safe and had a great parking spot. The host was quick to respond for any inquiries and would definitely stay here again. "
United States
Nagendra A.
$209 nightly
The price is $233
May 19 - May 20
Total with taxes and fees
Vintage 2 Bedroom Condo Lake Eola View
Condo, 2 Bedrooms | Exterior

Storey Lake Resort 2bd Condo Overlooking Water #840 2 Bedroom Condo

Storey Lake Resort 2bd Condo Overlooking Water #840 2 Bedroom Condo
3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"we had a great time and enjoyed the condo for the short time we were there."
United States
Sherri Ann
$459 nightly
The price is $521
May 20 - May 21
Total with taxes and fees
Storey Lake Resort 2bd Condo Overlooking Water #840 2 Bedroom Condo
Fridge, microwave, oven, stovetop

Renovated Condo Lake Eola View Great Location

Renovated Condo Lake Eola View Great Location
South Eola
10.0 out of 10, Exceptional, (18 reviews)
"Great place to stay! Quiet and in a great neighborhood! "
United States
Nick L.
$192 nightly
The price is $214
May 19 - May 20
Total with taxes and fees
Renovated Condo Lake Eola View Great Location
Outdoor dining

Free Theme Park Shuttle Transfer, Free Breakfast, Outdoor Pool | Staybridge Near Seaworld

Free Theme Park Shuttle Transfer, Free Breakfast, Outdoor Pool | Staybridge Near Seaworld
Orlando
10.0 out of 10, Exceptional, (1 review)
"We were very happy with our stay. It was so nice and clean and perfect! We didn't even need the shuttle because it was walking distance to Seaworld! Would definitely stay here again. No question."
United States
Eljae
Free Theme Park Shuttle Transfer, Free Breakfast, Outdoor Pool | Staybridge Near Seaworld
Outdoor pool, a heated pool

PAY LATER!! SALE!! Beautiful lake view, newly decorated, next to Disney & FUN!!

PAY LATER!! SALE!! Beautiful lake view, newly decorated, next to Disney & FUN!!
Orlando
9.4 out of 10, Exceptional, (67 reviews)
"Room was great! Will stay again "
United States
gina
$266 nightly
The price is $295
May 19 - May 20
Total with taxes and fees
PAY LATER!! SALE!! Beautiful lake view, newly decorated, next to Disney & FUN!!
A heated pool

Spring Special, Stylish, Relaxing, Stunning Lakeview Resort near Disney

Spring Special, Stylish, Relaxing, Stunning Lakeview Resort near Disney
Orlando
9.4 out of 10, Exceptional, (49 reviews)
"This is a wonderful place to stay. I'm very satisfied with this accommodation for giving me such a great view in Orlando."
United States
Young Gyu
$264 nightly
The price is $293
May 19 - May 20
Total with taxes and fees
Spring Special, Stylish, Relaxing, Stunning Lakeview Resort near Disney
Outdoor pool, a heated pool

Vibrant, Modern Condo, Storey Lake Resort, within minutes of Orlando Attractions

Vibrant, Modern Condo, Storey Lake Resort, within minutes of Orlando Attractions
Kissimmee
9.8 out of 10, Exceptional, (30 reviews)
"Easy check in and communication. Condo was clean and would stay there again with my family. "
United States
Jeraka I.
$277 nightly
The price is $310
May 19 - May 20
Total with taxes and fees
Vibrant, Modern Condo, Storey Lake Resort, within minutes of Orlando Attractions
Fridge, microwave, oven, stovetop

Stunning 3BR/2BA Orlando Vista Cay - Disney/Universal/Occc!

Stunning 3BR/2BA Orlando Vista Cay - Disney/Universal/Occc!
Orlando
9.8 out of 10, Exceptional, (272 reviews)
"Excellent location. Great host. "
United States
Edward F.
$396 nightly
The price is $439
May 19 - May 20
Total with taxes and fees
Stunning 3BR/2BA Orlando Vista Cay - Disney/Universal/Occc!
Aerial view

Condo in Best Location. Heated Pool, near Convention Ctr, across Epic Universal.

Condo in Best Location. Heated Pool, near Convention Ctr, across Epic Universal.
Orlando
10.0 out of 10, Exceptional, (12 reviews)
"Great location for convention."
United States
Tim O.
$387 nightly
The price is $432
May 19 - May 20
Total with taxes and fees
Condo in Best Location. Heated Pool, near Convention Ctr, across Epic Universal.
Pool

Spacious condo minutes to Convention Center, Disney & Universal Studio

Spacious condo minutes to Convention Center, Disney & Universal Studio
Orlando
8.2 out of 10, Very Good, (36 reviews)
"Everything was wonderful. Simple check in process, extremely clean, host responded to all questions quickly. Would definitely use this property again. Perfect location for the time I needed to spend at the convention center. "
United States
Alison K.
$265 nightly
The price is $265
Jun 3 - Jun 4
Total with taxes and fees
Spacious condo minutes to Convention Center, Disney & Universal Studio
Exterior

Spectacular Spotless Condo Minutes to Disney, Universal, SeaWorld 1823 sqft SE

Spectacular Spotless Condo Minutes to Disney, Universal, SeaWorld 1823 sqft SE
Orlando
9.4 out of 10, Exceptional, (89 reviews)
"Easy check in, great location, excellent WiFi. "
United States
Kristin P.
$308 nightly
The price is $342
May 19 - May 20
Total with taxes and fees
Spectacular Spotless Condo Minutes to Disney, Universal, SeaWorld 1823 sqft SE
Exterior

Minutes to Disney, Universal, SeaWorld in a resort setting 1823 sqft 3bdrm HT

Minutes to Disney, Universal, SeaWorld in a resort setting 1823 sqft 3bdrm HT
Orlando
9.4 out of 10, Exceptional, (109 reviews)
"Great place"
United States
Robert B.
$319 nightly
The price is $355
May 19 - May 20
Total with taxes and fees
Minutes to Disney, Universal, SeaWorld in a resort setting 1823 sqft 3bdrm HT
Miscellaneous

Retro lake Eola 1 Bedroom Condo Thornton park

Retro lake Eola 1 Bedroom Condo Thornton park
South Eola
9.4 out of 10, Exceptional, (6 reviews)
"Clean, easy stay. Great experience for what we needed."
United States
Neil L.
$171 nightly
The price is $190
May 19 - May 20
Total with taxes and fees
Retro lake Eola 1 Bedroom Condo Thornton park
Dining

Cozy 1-bedroom Condo in Luxury Gated Community

Cozy 1-bedroom Condo in Luxury Gated Community
Ventura
9.8 out of 10, Exceptional, (9 reviews)
"Great stay, we enjoyed it "
Canada
Kevin L.
$232 nightly
The price is $258
May 24 - May 25
Total with taxes and fees
Cozy 1-bedroom Condo in Luxury Gated Community
Pool

Spacious Home in FantasyWorld

Spacious Home in FantasyWorld
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Thanks you so much for everything for sure this place is AMAZING, everything went perfect and resort staff was very nice and helpful all the time and yes is same as the pictures and eve more better in person. "
United States
Harley Gustavo
$317 nightly
The price is $336
Jun 3 - Jun 4
Total with taxes and fees
Spacious Home in FantasyWorld
Microwave, stovetop, dishwasher, coffee/tea maker

2 bedrm Condo w/4 beds near Universal and Disney

2 bedrm Condo w/4 beds near Universal and Disney
International Drive District
9.4 out of 10, Exceptional, (19 reviews)
"Great location! Super close to Universal and International Dr. Very clean. Easy to access. I would absolutely stay here again. "
United States
Nicki W.
$220 nightly
The price is $244
May 20 - May 21
Total with taxes and fees
2 bedrm Condo w/4 beds near Universal and Disney
Pool

2bd/2ba Brand new lake-view condo close to Disney

2bd/2ba Brand new lake-view condo close to Disney
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Check in process is easy, apartment is clean and roomy. "
United States
D J.
$293 nightly
The price is $327
May 27 - May 28
Total with taxes and fees
2bd/2ba Brand new lake-view condo close to Disney
Exterior

LakeFront: BlueHeron Beach Resort, Orlando Florida

LakeFront: BlueHeron Beach Resort, Orlando Florida
Orlando
10.0 out of 10, Exceptional, (1 review)
"As advertised "
United States
Philip L.
$188 nightly
The price is $209
May 25 - May 26
Total with taxes and fees
LakeFront: BlueHeron Beach Resort, Orlando Florida
Pool

The Mickey and Minnie Studio

The Mickey and Minnie Studio
Kissimmee
$202 nightly
The price is $213
May 19 - May 20
Total with taxes and fees
The Mickey and Minnie Studio
Pool

2bd/2ba condo close to Disney, Storey Lake

2bd/2ba condo close to Disney, Storey Lake
Kissimmee
10.0 out of 10, Exceptional, (5 reviews)
"It was an nice smooth experience renting out the property the pictures the were posted up on vrbo about the condo is exactly how the room is 10/10 experience"
United States
Luis C.
$267 nightly
The price is $299
May 25 - May 26
Total with taxes and fees
2bd/2ba condo close to Disney, Storey Lake
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 Park Hotel Reviews

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8/10 Good
"Clean room. The room was so spacious and well maintained. I do recommend it to others."
wanda 1-night trip
Posted 1 hour ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Find out more about Winter Park

Winter Park Condo Rentals information

Number of reviews
617
Accommodation
2185 Condo Rentals
Lowest Price
$190
Highest Price
$521

Frequently asked questions

How much do condos in Winter Park cost?
You'll pay from $190 to $521 per night for condos in Winter Park. No matter your budget, an ideal stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best condos in Winter Park?
A favorite is 55 W #2901. Get comfortable at this 3.5-star stay which offers a swimming pool and fitness facilities. 55 W #3006 is another highly rated condo worth considering. Spend your break at this popular 3.5-star option and make the most of amenities like a swimming pool and a lake view. You'll have your pick of multiple condos in Winter Park with a total average guest review rating of 9.7.
How many condos are there in Winter Park?
Winter Park has 2185 condos. To help you find the perfect stay, use our filters to search for the must-have hotel conveniences.
Are there any family-friendly condos in Winter Park?
Many travelers seeking family-friendly condos in Winter Park book 55 W #2901. With a 3.5-star rating and amenities such as a swimming pool and fitness facilities, you'll feel right at home here. Alternatively, have a look at 3.5-star 55 W #3006. A lake view and a deck help make it a comfy base for your Winter Park trip. Winter Park has tons of family-friendly attractions to visit when the kids are getting restless. Orlando Science Center and Orlando Museum of Art promise a fun day out for both young and old.
Why book your condo in Winter Park with Expedia?
Reserving a condo in Winter Park is as easy as clicking on your travel dates and selecting an option that has what you need. On the search for something affordable or upmarket, or a stay that also comes with a pool and free WiFi? Use Expedia's search filters to narrow your results even further and find your dream fit.
How can I find cheap condos in Winter Park?
The easiest way to compare cheap condos in Winter Park is with Expedia's easy-to-use filter tool. Refine your search results by amenities, budget and star rating to nab unbeatable bargains in just a few clicks.
What is there to do in Winter Park near my condo?
You'll find loads of terrific things that'll fill up your itinerary in Winter Park. Head for big attractions like Winter Park Country Club, Crealde School of Art and Winter Park Village. Casa Feliz Historic Home Museum, Albin Polasek Museum and Sculpture Gardens and Kraft Azalea Gardens are other highlights.

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