Search and Rent Winter Park Condos

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Nov 21 - Nov 23
In two weeks
Nov 28 - Nov 30
In one month
Dec 12 - Dec 14
In two months
Jan 9 - Jan 11

Condo Rentals in Winter Park

1 bedroom, iron/ironing board, free WiFi, bed sheets
Cozy 1-bedroom Condo in Luxury Gated Community

Cozy 1-bedroom Condo in Luxury Gated Community

Ventura
10.0 out of 10, Exceptional, (1)
"Everything was amazing highly recommended "
United States
Jeremy P.
$183 nightly
The price is $203
Nov 17 - Nov 18
Total with taxes and fees
Cozy 1-bedroom Condo in Luxury Gated Community
Pool
Welcoming Cozy 2BR/2BA Condo Near Downtown Orlando & Attractions with Pool

Welcoming Cozy 2BR/2BA Condo Near Downtown Orlando & Attractions with Pool

Lake Frederica
10.0 out of 10, Exceptional, (1)
"We came to the area for a family Memorial Service. Our host allowed us to check in early, which was very much appreciated! The home was clean and comfortable, and there were many restaurants nearby. If we had chosen to cook, it seemed that there would have been plenty of supplies. The pool was closed for maintenance, so could not rate that area."
United States
Kelly S.
$280 nightly
The price is $311
Nov 17 - Nov 18
Total with taxes and fees
Welcoming Cozy 2BR/2BA Condo Near Downtown Orlando & Attractions with Pool
Pool
Charming Themed Stay/Lakeview/2 Clubhouses Access

Charming Themed Stay/Lakeview/2 Clubhouses Access

Kissimmee
10.0 out of 10, Exceptional, (7)
"Storey Lake is a great resort The host was very prompt with replies The condo was great. Great location Kitchen needs a little attention with more pots, pans, bowls and cutlery. which I have mentioned to the Host. Great stay and would recommend."
Canada
Stan K.
$322 nightly
The price is $355
Nov 23 - Nov 24
Total with taxes and fees
Charming Themed Stay/Lakeview/2 Clubhouses Access
Fridge, microwave, oven, stovetop
Charming 2-bedroom condo minutes from Orlando International Airport.

Charming 2-bedroom condo minutes from Orlando International Airport.

Ventura
$254 nightly
The price is $283
Nov 19 - Nov 20
Total with taxes and fees
Charming 2-bedroom condo minutes from Orlando International Airport.
Fridge, microwave, oven, stovetop
Lake Eola view 1 bedroom Thornton Park

Lake Eola view 1 bedroom Thornton Park

South Eola
9.8 out of 10, Exceptional, (7)
"The location was perfect, the apartment clean and tidy. We were only there overnight but it was exactly what we were looking for."
United States
Jim M.
$150 nightly
The price is $166
Nov 19 - Nov 20
Total with taxes and fees
Lake Eola view 1 bedroom Thornton Park
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, (8)
"Easy check in, everything was super clean, host was excellent with communication and had everything we needed for the night. Definitely would stay again!"
United States
Seana G.
$160 nightly
The price is $178
Nov 19 - Nov 20
Total with taxes and fees
Renovated Condo Lake Eola View Great Location
Property grounds
Sensational Water View 1 Mile to Disney Newly Renovated Superb Location

Sensational Water View 1 Mile to Disney Newly Renovated Superb Location

Orlando
9.8 out of 10, Exceptional, (193)
"Very smooth process checking in and out. Property was clean, and host provided all the necessary information to make our stay enjoyable. "
United States
Beverly C.
$182 nightly
The price is $202
Nov 18 - Nov 19
Total with taxes and fees
Sensational Water View 1 Mile to Disney Newly Renovated Superb Location
Condo, 2 Bedrooms | Pool
Fireworks @ Night -storey Lake By Shine Villas 709 2 Bedroom Apts

Fireworks @ Night -storey Lake By Shine Villas 709 2 Bedroom Apts

3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1)
"The pictures are exactly what the condo looks like. Very bright, spacious and clean. Would definitely book again"
Canada
Michael
$474 nightly
The price is $538
Nov 26 - Nov 27
Total with taxes and fees
Fireworks @ Night -storey Lake By Shine Villas 709 2 Bedroom Apts
Pool
Cozy Lakeview / Clubhouses / Themed Stay

Cozy Lakeview / Clubhouses / Themed Stay

Kissimmee
9.0 out of 10, Wonderful, (6)
"Was a great place to stay! Definitely recommend. The place was very clean and owner was easy to communicate with. "
United States
Angela R.
$248 nightly
The price is $277
Nov 17 - Nov 18
Total with taxes and fees
Cozy Lakeview / Clubhouses / Themed Stay
Pool
Upstay: Family-friendly 2BR Condo with Spa & Pool

Upstay: Family-friendly 2BR Condo with Spa & Pool

Orlando
9.2 out of 10, Wonderful, (5)
"Great place to stay. Close to all the major theme parks"
United States
marci m.
$217 nightly
The price is $243
Nov 19 - Nov 20
Total with taxes and fees
Upstay: Family-friendly 2BR Condo with Spa & Pool
Dining
Vista Cay 3-Bedroom, across from Universal's Epic Universe and Conv. Center

Vista Cay 3-Bedroom, across from Universal's Epic Universe and Conv. Center

Orlando
9.4 out of 10, Exceptional, (233)
"Overall awesome "
Canada
Paul D.
$386 nightly
The price is $428
Nov 29 - Nov 30
Total with taxes and fees
Vista Cay 3-Bedroom, across from Universal's Epic Universe and Conv. Center
A heated pool
Adorable 2 BR close to Disney • Storey Lake

Adorable 2 BR close to Disney • Storey Lake

Kissimmee
10.0 out of 10, Exceptional, (8)
"This was a amazing place. Everything was perfect."
United States
Jessyka Guillaume M.
Adorable 2 BR close to Disney • Storey Lake
Private kitchen
Resort apartment in Kissimmee

Resort apartment in Kissimmee

Kissimmee
9.6 out of 10, Exceptional, (12)
"Clean and convenient. The pool was great for relaxing after parks and entertainment. "
United States
Rita H.
$263 nightly
The price is $294
Nov 16 - Nov 17
Total with taxes and fees
Resort apartment in Kissimmee
Property grounds
Gated community luxury new designer remodeled condo minutes from parks

Gated community luxury new designer remodeled condo minutes from parks

Florida Center
9.0 out of 10, Wonderful, (174)
"Place was clean and comfortable. Host is easy to get ahold of and responds in a timely manner. "
United States
Jessi V.
$219 nightly
The price is $243
Nov 17 - Nov 18
Total with taxes and fees
Gated community luxury new designer remodeled condo minutes from parks
Pool
Upstay - Spacious Suite at Kid-Friendly Resort

Upstay - Spacious Suite at Kid-Friendly Resort

Orlando
9.2 out of 10, Wonderful, (13)
"Beautiful home that comfortably fit our family of 5. We walked around the resort property there is plenty of things to keep the kids occupied on site. I have teens and keeping them happy can be tricky It is very clean and we felt very safe. I greatly appreciate this location and we enjoyed our time. "
United States
Julia P.
$214 nightly
The price is $240
Dec 2 - Dec 3
Total with taxes and fees
Upstay - Spacious Suite at Kid-Friendly Resort
Terrace/patio
DOUBLE FLAT STUDIO - UNIVERSAL STUDIOS & INTERNATIONAL DRIVE

DOUBLE FLAT STUDIO - UNIVERSAL STUDIOS & INTERNATIONAL DRIVE

International Drive District
9.2 out of 10, Wonderful, (9)
"Right off the beaten path but such easy access to so many of the hot spots! Had everything we needed, and was super clean!"
United States
Stephanie R.
$262 nightly
The price is $291
Nov 19 - Nov 20
Total with taxes and fees
DOUBLE FLAT STUDIO - UNIVERSAL STUDIOS & INTERNATIONAL DRIVE
A heated pool
Storey Lake Resort/Near Disney/Universal

Storey Lake Resort/Near Disney/Universal

Kissimmee
9.4 out of 10, Exceptional, (11)
"Nice area, great communication with the owner. If need to be in the area would definitely stay again"
United States
Ryan C.
$388 nightly
The price is $420
Nov 20 - Nov 21
Total with taxes and fees
Storey Lake Resort/Near Disney/Universal
Condo, 2 Bedrooms | Pool
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)
"we had a great time and enjoyed the condo for the short time we were there."
United States
Sherri Ann
$449 nightly
The price is $509
Dec 6 - Dec 7
Total with taxes and fees
Storey Lake Resort 2bd Condo Overlooking Water #840 2 Bedroom Condo
Outdoor pool, a heated pool
DEAL 119+/N NOV 16-20, DEC 16-29 2.5 BDRS 2 BTHS 25FT BALCONY & DISNEY FIREWORK

DEAL 119+/N NOV 16-20, DEC 16-29 2.5 BDRS 2 BTHS 25FT BALCONY & DISNEY FIREWORK

Orlando
9.6 out of 10, Exceptional, (174)
"Place was super clean, conveniently located, loved the view"
United States
iplemons1
$279 nightly
The price is $309
Nov 20 - Nov 21
Total with taxes and fees
DEAL 119+/N NOV 16-20, DEC 16-29 2.5 BDRS 2 BTHS 25FT BALCONY & DISNEY FIREWORK
Bar (on property)
6 Minutes From Disney World

6 Minutes From Disney World

Kissimmee
9.0 out of 10, Wonderful, (6)
"this was prefect for our stay at disney world"
United States
Amberli W.
$244 nightly
The price is $273
Nov 19 - Nov 20
Total with taxes and fees
6 Minutes From Disney World
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Park Hotel Reviews

Residence Inn by Marriott Orlando Lake Buena Vista

Residence Inn by Marriott Orlando Lake Buena Vista

10/10 Excellent
"Everything was nice and clean. The AC kept us cool throughout the night. All the staff members here were very friendly. The process with checking in and checking out was very smooth. I highly recommend this hotel."
Selena 4-night trip
Posted 11 hours ago
Residence Inn by Marriott Orlando Lake Buena Vista

Find out more about Winter Park

Winter Park Condo Rentals information

Number of reviews
Accommodation
 Condo Rentals
Lowest Price
Highest Price

Frequently asked questions

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

Explore a world of travel with Expedia