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Our top choices for Winter Park condo rentals

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.
The price is HK$668
HK$1,348 total
includes taxes & fees
17 Feb - 18 Feb
Renovated Condo Lake Eola View Great Location

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.
The price is HK$788
HK$1,746 total
includes taxes & fees
19 Feb - 20 Feb
Cozy 1-bedroom Condo in Luxury Gated Community

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
The price is HK$735
HK$1,555 total
includes taxes & fees
26 Feb - 27 Feb
Vintage 2 Bedroom 1.5 Bathroom Condo Lake View

London House | Orlando Airport Private Condo

London House | Orlando Airport Private Condo
South Semoran
The price is HK$626
HK$2,061 total
includes taxes & fees
12 Feb - 13 Feb
London House | Orlando Airport Private Condo

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.
The price is HK$594
HK$1,264 total
includes taxes & fees
26 Feb - 27 Feb
Lake Eola view 1 bedroom Thornton Park

DISNEY Family Vacation / Lakefront Townhome / New Bedding / 4 Miles To Disney!

DISNEY Family Vacation / Lakefront Townhome / New Bedding / 4 Miles To Disney!
Kissimmee
9.8 out of 10, Exceptional, (257 reviews)
"We truly enjoyed this townhouse, it was very clean, great amount of space, it was in a great location, Disney World not too far, Sam’s down the street, Walmart not too far and a nice selection of fast food restaurants. Allen the host was easy to communicate with and very accommodating. I would highly recommend and would definitely stay again. "
United States
Jolanda C.
The price is HK$1,090
HK$3,091 total
includes taxes & fees
13 Feb - 14 Feb
DISNEY Family Vacation / Lakefront Townhome / New Bedding / 4 Miles To Disney!

Disney and Airport 15 minutes from Luxury Condo

Disney and Airport 15 minutes from Luxury Condo
Ventura
10.0 out of 10, Exceptional, (1 review)
"Located in a safe gated community within short drive to local attractions."
United States
Luis
The price is HK$1,719
HK$3,079 total
includes taxes & fees
25 Feb - 26 Feb
Disney and Airport 15 minutes from Luxury Condo

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.
The price is HK$586
HK$2,029 total
includes taxes & fees
12 Feb - 13 Feb
Buena Vista Resort Condo w/ Pool & Private Patio

Amazing 5BR Townhouse near Disney - Private Pool!

Amazing 5BR Townhouse near Disney - Private Pool!
Kissimmee
9.6 out of 10, Exceptional, (7 reviews)
"Host was very responsive. Condo is perfect location for Disney. Hideaway is an amazing!"
United States
Tina B.
The price is HK$719
HK$3,996 total
includes taxes & fees
1 Mar - 2 Mar
Amazing 5BR Townhouse near Disney - Private Pool!

Charming Themed Stay/Lakeview/2 Clubhouses Access

Charming Themed Stay/Lakeview/2 Clubhouses Access
Kissimmee
10.0 out of 10, Exceptional, (7 reviews)
"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.
The price is HK$809
HK$2,872 total
includes taxes & fees
23 Feb - 24 Feb
Charming Themed Stay/Lakeview/2 Clubhouses Access

Deck Condo

Deck Condo
Casselberry
The price is HK$977
HK$3,376 total
includes taxes & fees
22 Feb - 23 Feb
Deck Condo

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
The price is HK$1,019
HK$4,264 total
includes taxes & fees
23 Feb - 24 Feb
Vacation Meadows - Storey Lake By Shine Villas 710 2 Bedroom Apts

Luxury 2B2B APT Near Convention Center, Universal

Luxury 2B2B APT Near Convention Center, Universal
Orlando
9.6 out of 10, Exceptional, (8 reviews)
"The check in process was seamless, the condo was clean and looked exactly like the pictures. I enjoyed my stay here thoroughly. "
United States
Hannah B.
The price is HK$821
HK$2,603 total
includes taxes & fees
22 Feb - 23 Feb
Luxury 2B2B APT Near Convention Center, Universal

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
9.2 out of 10, Wonderful, (7 reviews)
"We loved staying here and the amenities plus location was just a no brainer! Thank you for hosting us! "
United States
Teah S.
The price is HK$782
HK$3,210 total
includes taxes & fees
12 Feb - 13 Feb
Close to Disney and Universal! Family-sized condo with pool, balcony & game room

Comfortable Mickey Room/2 Clubhouses Included

Comfortable Mickey Room/2 Clubhouses Included
Kissimmee
10.0 out of 10, Exceptional, (2 reviews)
"Property is perfect!"
United States
Melissa R.
The price is HK$1,000
HK$2,761 total
includes taxes & fees
23 Feb - 24 Feb
Comfortable Mickey Room/2 Clubhouses Included

Prime Resort Studio near Universal & Disney balcony with LAKE VIEW

Prime Resort Studio near Universal & Disney balcony with LAKE VIEW
International Drive District
8.2 out of 10, Very good, (11 reviews)
"My adult friend and I thought this place was perfect for our short stay. It was very close to the airport and universal. We had a wonderful trip and the host was very responsive when needed."
United States
J M.
The price is HK$774
HK$1,546 total
includes taxes & fees
6 Mar - 7 Mar
Prime Resort Studio near Universal & Disney balcony with LAKE VIEW

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.
The price is HK$977
HK$2,497 total
includes taxes & fees
16 Feb - 17 Feb
Downtown Orlando 2 bedroom home w/ Full Kitchen & Parking spots

4816 Cayview Ave #102 Xu · Luxury Lake View Near Convention Center, Universal

4816 Cayview Ave #102 Xu · Luxury Lake View Near Convention Center, Universal
Orlando
9.6 out of 10, Exceptional, (4 reviews)
"Had a great time, everything was as listed. Great location."
United States
Jackie T.
The price is HK$1,063
HK$2,929 total
includes taxes & fees
4 Mar - 5 Mar
4816 Cayview Ave #102 Xu · Luxury Lake View Near Convention Center, Universal

3 Bedrooms/ 2 Bathrooms/ Vista Cay (4024-203 BD)

3 Bedrooms/ 2 Bathrooms/ Vista Cay (4024-203 BD)
Orlando
10.0 out of 10, Exceptional, (3 reviews)
"Very nice and same price as Hotels in the area. Has 3 bedrooms and access to a nice outdoor pool."
United States
Ryan H.
The price is HK$1,069
HK$3,201 total
includes taxes & fees
22 Feb - 23 Feb
3 Bedrooms/ 2 Bathrooms/ Vista Cay (4024-203 BD)

Crisp &Modern with Balcony next to the Orange County Convention Center-Sea World

Crisp &Modern with Balcony next to the Orange County Convention Center-Sea World
Orlando
9.8 out of 10, Exceptional, (33 reviews)
"Exactly as described- plenty of room and perfect for our family of 5 with 3 teenagers. Comfy beds/pillows, clean and great location! "
United States
Tess R.
The price is HK$1,094
HK$2,921 total
includes taxes & fees
12 Feb - 13 Feb
Crisp &Modern with Balcony next to the Orange County Convention Center-Sea 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.
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Top Winter Park Hotel Reviews

Find out more about Winter Park

Winter Park Condo Rentals information

Number of reviews
302
Accommodation
2290 Condo Rentals
Lowest Price
HK$1,264
Highest Price
HK$4,264

Frequently asked questions

How much do condos in Winter Park cost?
You'll pay from HK$1,264 to HK$4,264 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 favourite 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 2290 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 travellers 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 Centre 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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