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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Winter Park condo rentals

Dining

Cozy 1-bedroom Condo in Luxury Gated Community

Cozy 1-bedroom Condo in Luxury Gated Community
Ventura
10.0 out of 10, Exceptional, (2 reviews)
"Great stay, we enjoyed it "
Canada
Kevin L.
The price is AED 327
AED 772 total
includes taxes & fees
28 Jan - 29 Jan
Cozy 1-bedroom Condo in Luxury Gated Community
Dining

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 review)
"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.
The price is AED 463
AED 1,141 total
includes taxes & fees
3 Feb - 4 Feb
Welcoming Cozy 2BR/2BA Condo Near Downtown Orlando & Attractions with Pool
Smart TV

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, (3 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 AED 345
AED 731 total
includes taxes & fees
2 Feb - 3 Feb
Vintage 2 Bedroom 1.5 Bathroom Condo Lake View
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, (205 reviews)
"We have been stayed for 3days (2 adults 2 teens) for our Disney. This is a great place to stay especially with 1 king bed and two bunk beds, 2 full bathrooms, everyone has been relaxing. Additionally, the room is very clean and with lots of amenities. We really enjoyed it. Highly recommended!"
United States
Jianing Wang
The price is AED 217
AED 762 total
includes taxes & fees
3 Feb - 4 Feb
Sensational Water View 1 Mile to Disney Newly Renovated Superb Location
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, (11 reviews)
"Great place and location!"
United States
Doran H.
The price is AED 314
AED 633 total
includes taxes & fees
17 Feb - 18 Feb
Renovated Condo Lake Eola View Great Location
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, (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 AED 279
AED 594 total
includes taxes & fees
2 Feb - 3 Feb
Lake Eola view 1 bedroom Thornton Park
Condo, 2 Bedrooms | Exterior

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 AED 367
AED 1,846 total
includes taxes & fees
26 Jan - 27 Jan
Vacation Meadows - Storey Lake By Shine Villas 710 2 Bedroom Apts
TV

London House | Orlando Airport Private Condo

London House | Orlando Airport Private Condo
South Semoran
The price is AED 297
AED 979 total
includes taxes & fees
26 Jan - 27 Jan
London House | Orlando Airport Private Condo
Pool

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 AED 320
AED 1,864 total
includes taxes & fees
11 Feb - 12 Feb
Amazing 5BR Townhouse near Disney - Private Pool!
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
9.2 out of 10, Wonderful, (61 reviews)
"we had a wonderful stay "
United States
Paul D.
The price is AED 364
AED 1,117 total
includes taxes & fees
25 Jan - 26 Jan
PAY LATER!! SALE!! Beautiful lake view, newly decorated, next to Disney & FUN!!
Fridge, microwave, dishwasher, coffee/tea maker

DOUBLE FLAT STUDIO - UNIVERSAL STUDIOS & INTERNATIONAL DRIVE

DOUBLE FLAT STUDIO - UNIVERSAL STUDIOS & INTERNATIONAL DRIVE
International Drive District
9.2 out of 10, Wonderful, (9 reviews)
"Enjoyed our stay, very close to everything, in a safe neighborhood."
United States
Marie A.
The price is AED 294
AED 1,012 total
includes taxes & fees
25 Jan - 26 Jan
DOUBLE FLAT STUDIO - UNIVERSAL STUDIOS & INTERNATIONAL DRIVE
Pool

Upstay: Family-Friendly Getaway with Spa & Pool

Upstay: Family-Friendly Getaway with Spa & Pool
Orlando
9.2 out of 10, Wonderful, (5 reviews)
"Great place to stay. Close to all the major theme parks"
United States
marci m.
The price is AED 275
AED 931 total
includes taxes & fees
26 Jan - 27 Jan
Upstay: Family-Friendly Getaway with Spa & Pool
Pool

Relaxed Hideaway / 2 Clubhouses / Splash Zone

Relaxed Hideaway / 2 Clubhouses / Splash Zone
Kissimmee
9.8 out of 10, Exceptional, (11 reviews)
"Very nice, clean, modern unit but very loud. Outside noise and neighboring units were distracting and everything in the unit echoed due to the tile floors and hard surfaces. Also, there unit only supplied 2 towels per bathroom for our 8 day stay."
United States
Karen B.
The price is AED 316
AED 1,082 total
includes taxes & fees
26 Jan - 27 Jan
Relaxed Hideaway / 2 Clubhouses / Splash Zone
Smart TV

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 AED 808
AED 1,443 total
includes taxes & fees
1 Feb - 2 Feb
Disney and Airport 15 minutes from Luxury Condo
Pool

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 AED 242
AED 890 total
includes taxes & fees
26 Jan - 27 Jan
Buena Vista Resort Condo w/ Pool & Private Patio
Pool

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

2bd/2ba ground floor condo close to Disney, Storey Lake
Kissimmee
9.6 out of 10, Exceptional, (7 reviews)
"Loved the place."
United States
Peter S.
The price is AED 331
AED 1,096 total
includes taxes & fees
25 Jan - 26 Jan
2bd/2ba ground floor condo close to Disney, Storey Lake
Pool

Cozy Lakefront / Waterpark Nearby

Cozy Lakefront / Waterpark Nearby
Kissimmee
10.0 out of 10, Exceptional, (7 reviews)
"Check-in was easy kitchen facilities had the basics, could use a new coffee maker the Wi-Fi access was excellent. It was within walking distance to the resort pools. The view was beautiful. Every room had what we needed. The entire stay was comfortable would definitely book again."
United States
Lucia M.
Cozy Lakefront / Waterpark Nearby
Pool

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

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

Vista Cay 3 Bedroom - close to Universal Epic Universe /Conv center - Green

Vista Cay 3 Bedroom - close to Universal Epic Universe /Conv center - Green
Orlando
9.6 out of 10, Exceptional, (79 reviews)
"I like the place a Lot "
United States
Paola
The price is AED 347
AED 1,461 total
includes taxes & fees
25 Jan - 26 Jan
Vista Cay 3 Bedroom - close to Universal Epic Universe /Conv center - Green
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

Lake Buena Vista Resort Village & Spa

Lake Buena Vista Resort Village & Spa

10/10 Excellent
"it was beautiful and worth every $ ! absolutely recommend and will be revisiting ! huge thank you for everything "
Kristal 2-night trip
Posted 4 hours ago
Lake Buena Vista Resort Village & Spa

Frequently asked questions

How much do condos in Winter Park cost?
You'll pay from AED 594 to AED 1,864 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 9.6.
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.
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.

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