Search and Rent Winter Park Condos

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Our top choices for Winter Park condo rentals

Cozy 1-bedroom Condo in Luxury Gated Community

Cozy 1-bedroom Condo in Luxury Gated Community
Ventura
10.0 out of 10, Exceptional, (3 reviews)
"Great stay, we enjoyed it "
Canada
Kevin L.
$201 nightly
The price is $223
Feb 19 - Feb 20
Total with taxes and fees
Cozy 1-bedroom Condo in Luxury Gated Community

Buena Vista Resort Condo w/ Pool & Private Patio

Buena Vista Resort Condo w/ Pool & Private Patio
Orlando
8.6 out of 10, Excellent, (14 reviews)
"Condo was as advertised clean and close to everything. Would highly recommend this property for any Disney vacation."
Canada
Derek M.
$252 nightly
The price is $282
Feb 23 - Feb 24
Total with taxes and fees
Buena Vista Resort Condo w/ Pool & Private Patio

Vacation Meadows - Storey Lake By Shine Villas 710 2 Bedroom Apts

Vacation Meadows - Storey Lake By Shine Villas 710 2 Bedroom Apts
3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Great communication and close to Disney and Universal. Very roomy unit "
United States
Gilbert
$464 nightly
The price is $526
Feb 23 - Feb 24
Total with taxes and fees
Vacation Meadows - Storey Lake By Shine Villas 710 2 Bedroom Apts

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
$153 nightly
The price is $168
Feb 22 - Feb 23
Total with taxes and fees
Free Theme Park Shuttle Transfer, Free Breakfast, Outdoor Pool | Staybridge Near Seaworld

Vintage 2 Bedroom 1.5 Bathroom Condo Lake View

Vintage 2 Bedroom 1.5 Bathroom Condo Lake View
South Eola
10.0 out of 10, Exceptional, (4 reviews)
"The condo was exceptionally clean and well-maintained, and the view was stunning. I would not hesitate to recommend this property to others and would gladly consider staying here again in the future."
United States
Laurie
$184 nightly
The price is $205
Feb 26 - Feb 27
Total with taxes and fees
Vintage 2 Bedroom 1.5 Bathroom Condo Lake View

Renovated Condo Lake Eola View Great Location

Renovated Condo Lake Eola View Great Location
South Eola
10.0 out of 10, Exceptional, (11 reviews)
"Great place and location!"
United States
Doran H.
$156 nightly
The price is $172
Mar 1 - Mar 2
Total with taxes and fees
Renovated Condo Lake Eola View Great Location

Deck Condo

Deck Condo
Casselberry
$390 nightly
The price is $432
Feb 22 - Feb 23
Total with taxes and fees
Deck Condo

Downtown Orlando 2 bedroom home w/ Full Kitchen & Parking spots

Downtown Orlando 2 bedroom home w/ Full Kitchen & Parking spots
Colonialtown South
6.8 out of 10, (5 reviews)
"I was so close to everything at this place!"
United States
Leon A.
$254 nightly
The price is $283
Feb 16 - Feb 17
Total with taxes and fees
Downtown Orlando 2 bedroom home w/ Full Kitchen & Parking spots

2 Bedroom Condo minutes from Disney 325

2 Bedroom Condo minutes from Disney 325
Kissimmee
8.6 out of 10, Excellent, (8 reviews)
"Nice central location to universal and Disney. Had a great time staying here and would definitely stay again!"
United States
Christopher A.
$438 nightly
The price is $482
Mar 4 - Mar 5
Total with taxes and fees
2 Bedroom Condo minutes from Disney 325

Lake Eola view 1 bedroom Thornton Park

Lake Eola view 1 bedroom Thornton Park
South Eola
9.8 out of 10, Exceptional, (10 reviews)
"The location is exactly what I wanted without breaking the bank. The host was very informative and quick to respond. I will stay here again. "
United States
Judy G.
$146 nightly
The price is $162
Feb 26 - Feb 27
Total with taxes and fees
Lake Eola view 1 bedroom Thornton Park

Upgraded Huge Lakefront 1BR/2BA Blue Heron Beach Resort Condominium

Upgraded Huge Lakefront 1BR/2BA Blue Heron Beach Resort Condominium
Orlando
9.8 out of 10, Exceptional, (184 reviews)
"Wonderful place close to all the Disneyworld parks!!! Beautiful view of Lake Bryan!! Very clean great place to come home to after long days at the park!"
United States
Tina R.
$282 nightly
The price is $315
Mar 14 - Mar 15
Total with taxes and fees
Upgraded Huge Lakefront 1BR/2BA Blue Heron Beach Resort Condominium

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, (8 reviews)
"Great location for convention."
United States
Tim O.
$393 nightly
The price is $438
Feb 25 - Feb 26
Total with taxes and fees
Condo in Best Location. Heated Pool, near Convention Ctr, across Epic Universal.

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
$507 nightly
The price is $576
Feb 28 - Mar 1
Total with taxes and fees
Storey Lake Resort 2bd Condo Overlooking Water #840 2 Bedroom Condo

Luxurious 5*Executive 3Br Villa Vista Cay/Pool | Enhanced Cleaning

Luxurious 5*Executive 3Br Villa Vista Cay/Pool | Enhanced Cleaning
orlando
9.8 out of 10, Exceptional, (194 reviews)
"Great place, Irina was very accommodating. Couldn’t be happier with my stay!"
United States
Darby S.
$822 nightly
The price is $913
Feb 20 - Feb 21
Total with taxes and fees
Luxurious 5*Executive 3Br Villa Vista Cay/Pool | Enhanced Cleaning

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, (41 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
$270 nightly
The price is $300
Feb 20 - Feb 21
Total with taxes and fees
Spring Special, Stylish, Relaxing, Stunning Lakeview Resort near Disney

Universal,Disney World,Convention Center,Executive Luxury 5*Vista Cay Villa/Pool

Universal,Disney World,Convention Center,Executive Luxury 5*Vista Cay Villa/Pool
Orlando
9.4 out of 10, Exceptional, (26 reviews)
"Great location and host! "
United States
Jessica J.
$804 nightly
The price is $892
Feb 21 - Feb 22
Total with taxes and fees
Universal,Disney World,Convention Center,Executive Luxury 5*Vista Cay Villa/Pool

Brand New - Vista Cay Reserve 3 Bed 2 Bath - close Universal/Conv Center- SUMMER

Brand New - Vista Cay Reserve 3 Bed 2 Bath - close Universal/Conv Center- SUMMER
Orlando
9.6 out of 10, Exceptional, (150 reviews)
"Great location and property!"
United States
Jim C.
$397 nightly
The price is $441
Feb 24 - Feb 25
Total with taxes and fees
Brand New - Vista Cay Reserve 3 Bed 2 Bath - close Universal/Conv Center- SUMMER

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, (28 reviews)
"We loved our stay at this condo. The beds are comfy and everything was very clean. The kitchen is well stocked and even had coffee making supplies for the next morning. We appreciated the full bottles of shampoo, conditioner, and body wash in the bathrooms. These little extra touches really sets this place apart! We will stay here again!"
United States
Rod F.
$278 nightly
The price is $311
Feb 28 - Mar 1
Total with taxes and fees
Vibrant, Modern Condo, Storey Lake Resort, within minutes of Orlando Attractions

Vista Cay Jewel Luxury By Universal Orlando Rental

Vista Cay Jewel Luxury By Universal Orlando Rental
Orlando
9.8 out of 10, Exceptional, (15 reviews)
"Clean and great location."
United States
Amanda D.
$382 nightly
The price is $403
Feb 22 - Feb 23
Total with taxes and fees
Vista Cay Jewel Luxury By Universal Orlando Rental

Cozy Lakeview / Clubhouses / Themed Stay

Cozy Lakeview / Clubhouses / Themed Stay
Kissimmee
9.0 out of 10, Wonderful, (6 reviews)
"Was a great place to stay! Definitely recommend. The place was very clean and owner was easy to communicate with. "
United States
Angela R.
$290 nightly
The price is $325
Mar 3 - Mar 4
Total with taxes and fees
Cozy Lakeview / Clubhouses / Themed Stay
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

Find out more about Winter Park

Winter Park Condo Rentals information

Number of reviews
530
Accommodation
2291 Condo Rentals
Lowest Price
$162
Highest Price
$913

Frequently asked questions

How much do condos in Winter Park cost?
You'll pay from $162 to $913 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 9.5.
How many condos are there in Winter Park?
Winter Park has 2291 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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