Search and Rent Winter Park Condos

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Condo Rentals in Winter Park

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London House | Orlando Airport Private Condo

London House | Orlando Airport Private Condo

South Semoran
$246 nightly
The price is $268
Nov 12 - Nov 13
Total with taxes and fees
London House | Orlando Airport Private Condo
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.
$278 nightly
The price is $309
Nov 13 - Nov 14
Total with taxes and fees
Welcoming Cozy 2BR/2BA Condo Near Downtown Orlando & Attractions with Pool
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Charming 2-bedroom condo minutes from Orlando International Airport.

Charming 2-bedroom condo minutes from Orlando International Airport.

Ventura
$251 nightly
The price is $280
Nov 19 - Nov 20
Total with taxes and fees
Charming 2-bedroom condo minutes from Orlando International Airport.
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
$428 nightly
The price is $486
Nov 12 - Nov 13
Total with taxes and fees
Storey Lake Resort 2bd Condo Overlooking Water #840 2 Bedroom Condo
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.
$216 nightly
The price is $242
Nov 12 - Nov 13
Total with taxes and fees
Upstay: Family-friendly 2BR Condo with Spa & Pool
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
$181 nightly
The price is $201
Nov 17 - Nov 18
Total with taxes and fees
Cozy 1-bedroom Condo in Luxury Gated Community
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 12 - Nov 13
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 12 - Nov 13
Total with taxes and fees
Gated community luxury new designer remodeled condo minutes from parks
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.
$142 nightly
The price is $157
Nov 13 - Nov 14
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 17 - Nov 18
Total with taxes and fees
Renovated Condo Lake Eola View Great Location
Children's area
2bed/2bath Heart of Orlando

2bed/2bath Heart of Orlando

Rosemont
$166 nightly
The price is $184
Nov 17 - Nov 18
Total with taxes and fees
2bed/2bath Heart of Orlando
Exterior
Close to Disney and Universal! Family-sized condo with pool, balcony & game room

Close to Disney and Universal! Family-sized condo with pool, balcony & game room

Orlando
9.0 out of 10, Wonderful, (6)
"If you love Star Wars and even if you don’t :) this place does not disappoint!!! Very clean and comfortable and plenty of room for the 5 of us. The Star Wars theme was a huge hit with my guys and the outlets directly next store that my daughter and I could walk to and shop all day was amazing! Communication was quick and when our key cards would not open the gym door, we had new ones within 30 minutes brought directly to us so we could get our work outs in. Loved the huge pool and deck side...
United States
Alex B.
$365 nightly
The price is $406
Nov 12 - Nov 13
Total with taxes and fees
Close to Disney and Universal! Family-sized condo with pool, balcony & game room
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
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.
$302 nightly
The price is $338
Nov 12 - Nov 13
Total with taxes and fees
Adorable 2 BR close to Disney • Storey Lake
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
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
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
Property grounds
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, (192)
"The property was lovely and very comfortable. We loved it!"
United States
Sabrina M.
$513 nightly
The price is $570
Nov 12 - Nov 13
Total with taxes and fees
Luxurious 5*Executive 3Br Villa Vista Cay/Pool | Enhanced Cleaning
Condo, 2 Bedrooms | Pool
Serenity Haven, Bliss, Storey Lake By Shine Villas 2 Bedroom Condo

Serenity Haven, Bliss, Storey Lake By Shine Villas 2 Bedroom Condo

3.0 star property
Kissimmee
$449 nightly
The price is $510
Nov 12 - Nov 13
Total with taxes and fees
Serenity Haven, Bliss, Storey Lake By Shine Villas 2 Bedroom Condo
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

DoubleTree by Hilton Orlando Airport

DoubleTree by Hilton Orlando Airport

10/10 Excellent
"The room nice and the staff was fantastic "
Dwayne 2-night trip
Posted 12 hours ago
DoubleTree by Hilton Orlando Airport

Find out more about Winter Park

Winter Park Condo Rentals information

Number of reviews
685
Accommodation
2407 Condo Rentals
Lowest Price
$157
Highest Price
$570

Frequently asked questions

How much do condos in Winter Park cost?
You'll pay from $157 to $570 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 9.4.
How many condos are there in Winter Park?
Winter Park has 2407 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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