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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 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, (3 reviews)
"Great stay, we enjoyed it "
Canada
Kevin L.
The price is AED 364
AED 820 total
includes taxes & fees
9 Feb - 10 Feb
Cozy 1-bedroom Condo in Luxury Gated Community
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
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, (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 AED 345
AED 731 total
includes taxes & fees
18 Feb - 19 Feb
Vintage 2 Bedroom 1.5 Bathroom Condo Lake View
Fridge, microwave, oven, stovetop

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 AED 280
AED 1,218 total
includes taxes & fees
9 Feb - 10 Feb
Charming Themed Stay/Lakeview/2 Clubhouses Access
Living area

Deck Condo

Deck Condo
Casselberry
The price is AED 459
AED 1,587 total
includes taxes & fees
22 Feb - 23 Feb
Deck Condo
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
22 Feb - 23 Feb
Lake Eola view 1 bedroom Thornton Park
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.
Amazing 5BR Townhouse near Disney - Private Pool!
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.
The price is AED 345
AED 1,167 total
includes taxes & fees
10 Feb - 11 Feb
4816 Cayview Ave #102 Xu · Luxury Lake View Near Convention Center, Universal
Pool

Lake Retreat / Waterpark / Near Disney

Lake Retreat / Waterpark / Near Disney
Kissimmee
10.0 out of 10, Exceptional, (5 reviews)
"Perfect size and location for family of 4, bouncing between LEGOLAND and Universal! Extra bonus is the amazing clubhouse pool/mini golf/waterslides for the kiddos on property! We will be back again next year!"
United States
HEATHER C.
The price is AED 316
AED 1,100 total
includes taxes & fees
11 Feb - 12 Feb
Lake Retreat / Waterpark / Near Disney
Pool

Luxury 2B2B APT Near Convention Center, Universal

Luxury 2B2B APT Near Convention Center, Universal
Orlando
9.6 out of 10, Exceptional, (7 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 AED 345
AED 1,211 total
includes taxes & fees
8 Feb - 9 Feb
Luxury 2B2B APT Near Convention Center, Universal
Pool

Spacious Home in FantasyWorld

Spacious Home in FantasyWorld
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Thanks you so much for everything for sure this place is AMAZING, everything went perfect and resort staff was very nice and helpful all the time and yes is same as the pictures and eve more better in person. "
United States
Harley Gustavo
The price is AED 305
AED 1,230 total
includes taxes & fees
9 Feb - 10 Feb
Spacious Home in FantasyWorld
Interior

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 AED 312
AED 1,012 total
includes taxes & fees
7 Feb - 8 Feb
Downtown Orlando 2 bedroom home w/ Full Kitchen & Parking spots
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 250
AED 920 total
includes taxes & fees
9 Feb - 10 Feb
Buena Vista Resort Condo w/ Pool & Private Patio
Indoor pool

Elegant Getaway/ Private pool & Themed Rooms

Elegant Getaway/ Private pool & Themed Rooms
Kissimmee
9.0 out of 10, Wonderful, (2 reviews)
"We really enjoyed our stay here, the decor and space was perfect for us. Had everything we needed! We would definitely stay at this place again."
United States
Rosy D.
The price is AED 404
AED 1,363 total
includes taxes & fees
8 Feb - 9 Feb
Elegant Getaway/ Private pool & Themed Rooms
3 bedrooms, in-room safe, desk, iron/ironing board

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 AED 368
AED 1,509 total
includes taxes & fees
9 Feb - 10 Feb
Close to Disney and Universal! Family-sized condo with pool, balcony & game room
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 reviews)
"This was a beautiful apartment with get attention to detail. We loved the amenities and it made for a great hurricane evacuation vacation."
United States
Julie G.
Adorable 2 BR close to Disney • Storey Lake
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 1,440 total
includes taxes & fees
25 Feb - 26 Feb
Disney and Airport 15 minutes from Luxury Condo
Outdoor pool, a heated 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, (149 reviews)
"Great location and property!"
United States
Jim C.
The price is AED 474
AED 1,700 total
includes taxes & fees
24 Feb - 25 Feb
Brand New - Vista Cay Reserve 3 Bed 2 Bath - close Universal/Conv Center- SUMMER
Exterior

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 AED 364
AED 726 total
includes taxes & fees
6 Mar - 7 Mar
Prime Resort Studio near Universal & Disney balcony with LAKE VIEW
Property grounds

5000-408 - 3 BED, 2 BATH, POOL AND LAKEVIEW

5000-408 - 3 BED, 2 BATH, POOL AND LAKEVIEW
Orlando
9.6 out of 10, Exceptional, (259 reviews)
"The property was in a great location and very convenient to visiting various attractions in the area. Having such spacious accommodations and access to a full kitchen was a great benefit for traveling w/ a teen and pre-teen.We would stay at this complex again."
United States
Denise B.
The price is AED 409
AED 1,520 total
includes taxes & fees
9 Feb - 10 Feb
5000-408 - 3 BED, 2 BATH, POOL AND LAKEVIEW
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

Avanti International Resort

Avanti International Resort

10/10 Excellent
"Nice and quiet "
Matthew 2-night trip
Posted 11 hours ago
Avanti International Resort

Frequently asked questions

How much do condos in Winter Park cost?
You'll pay from AED 594 to AED 1,700 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 9.3.
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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