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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 1977 Condo Rentals in Winter Park with updated reviews, rates, and availability.

2 Bedroom /2 Bathroom Condo near Disney-Balcony-EV Charging-Free Parking
Pool

2 Bedroom /2 Bathroom Condo near Disney-Balcony-EV Charging-Free Parking

9.4 out of 10, Exceptional, (22)
"The condo was clean and had most items necessary. The furniture needs updating. The chairs and couch are worn and sink in badly when sat on. The toaster meeds replacing as well. It is a nice area and we had an enjoyable visit. "
2 Bedroom /2 Bathroom Condo near Disney-Balcony-EV Charging-Free Parking
Renovated Vista Cay Condo! *Close to Convention Center + Theme Parks*
Step into our vintage-inspired living area, meticulously designed for comfort and style. Whether you're spending quality time with family or hosting gatherings with friends, this inviting space is the perfect hub for bringing everyone together.

Renovated Vista Cay Condo! *Close to Convention Center + Theme Parks*

9.6 out of 10, Exceptional, (25)
"Beautiful convenient location to groceries, food, entertainment and a wonderful pool area with bar. Very clean and all the amenities one would need."
Renovated Vista Cay Condo! *Close to Convention Center + Theme Parks*
3648 Orlando Vacational Apartment 2nd floor, Lake view
Living area

3648 Orlando Vacational Apartment 2nd floor, Lake view

3.5 star property
8.0 out of 10, Very Good, (5)
"Convenient. It was not the property I booked or that I saw on pictures. I got a different property on the 1st floor not the one listed. Also the master bathroom shower handle wasn’t working so we didn’t have warm water"
The price is AED 474
AED 1,086 total
includes taxes & fees
26 Feb - 27 Feb
3648 Orlando Vacational Apartment 2nd floor, Lake view
VCR1-305 Reserve Deluxe Condo - Convention Center

VCR1-305 Reserve Deluxe Condo - Convention Center

10.0 out of 10, Exceptional, (13)
"The whole experience was flawless, from initial check in instructions, condition of the condo, location, amenities, etc. Exactly what we needed for our trip, which was for a dance competition at the Convention Center and Disney activities. The pool amenities were especially nice to have available as well. Can't say enough good things!"
VCR1-305 Reserve Deluxe Condo - Convention Center
Blue Heron Escape accommodates 8 and on the Lake
Exterior

Blue Heron Escape accommodates 8 and on the Lake

9.6 out of 10, Exceptional, (20)
"Great spot. Not overly busy. Close to everything. Very happy with our choice "
Blue Heron Escape accommodates 8 and on the Lake
Beautiful Storey Lake condo with views of the lake
Living area

Beautiful Storey Lake condo with views of the lake

9.8 out of 10, Exceptional, (27)
"lovely apartment in great location. Clean, adequately equipped. Weather was not very warm and the heating/ac was not working properly. A call to Demetrius solved the problem. We have stayed at Storey Lake on five occasions and we will be back."
Beautiful Storey Lake condo with views of the lake
New Beautiful Condo, Vista Cay, Orlando-3011
Dining Table and Living Room

New Beautiful Condo, Vista Cay, Orlando-3011

9.2 out of 10, Wonderful, (30)
"Very nice apartment in a nice neighborhood. Clean and orderly. The queen bed was pretty hard and the paper products. They supply are very thin, but otherwise all good. Would stay again."
New Beautiful Condo, Vista Cay, Orlando-3011
Kissimmee Condo w/ Resort-Style Amenities!
Kissimmee Vacation Rental | 3BR | 2BA | Step-Free Access | 1,428 Sq Ft

Kissimmee Condo w/ Resort-Style Amenities!

10.0 out of 10, Exceptional, (69)
"Quiet property and very clean. "
Kissimmee Condo w/ Resort-Style Amenities!
Fully Renovated Condo w/ Lakeview! *Near I-Drive and Convention Center*
Secluded Skyline Sanctuary: Escape to your private balcony, offering breathtaking views of the city skyline for a truly serene retreat.

Fully Renovated Condo w/ Lakeview! *Near I-Drive and Convention Center*

9.6 out of 10, Exceptional, (33)
"Place had an indoor entry and elevator. Amenities were closed, tried to go to the hot tub one night and was directed a 5 minute walk, we were already pushing close to closing time so opted out. But place was clean, easy to find, and directions given were easy to follow. "
Fully Renovated Condo w/ Lakeview! *Near I-Drive and Convention Center*
Lake Buena vista resort- 5 min to disney!
Exterior

Lake Buena vista resort- 5 min to disney!

9.6 out of 10, Exceptional, (67)
"We thoroughly enjoyed our stay. It was very close to grocery stores and the shuttle to theme parks was easy to coordinate. Would definitely recommend. The management was responsive to our questions as well."
Lake Buena vista resort- 5 min to disney!
Luxury 2bd/2 bath Condo Home 250
Living Room

Luxury 2bd/2 bath Condo Home 250

9.4 out of 10, Exceptional, (27)
"Excellent and prompt service from property manager!"
Luxury 2bd/2 bath Condo Home 250
Renovated Vista Cay Condo 5 min to Universal

Renovated Vista Cay Condo 5 min to Universal

9.0 out of 10, Wonderful, (26)
"easily walk to a breakfast spot, pizza place and Walgreen's. A little farther but very doable is a Publix. "
Renovated Vista Cay Condo 5 min to Universal
Sensational Water View 1 Mile to Disney Newly Renovated Superb Location
Outdoor dining

Sensational Water View 1 Mile to Disney Newly Renovated Superb Location

9.8 out of 10, Exceptional, (167)
"We had a lovely day! The entire process was delightful!"
The price is AED 474
AED 1,059 total
includes taxes & fees
28 Feb - 1 Mar
Sensational Water View 1 Mile to Disney Newly Renovated Superb Location
Large Space ★ Heated Pool ★ Close to Universal
Pool

Large Space ★ Heated Pool ★ Close to Universal

9.6 out of 10, Exceptional, (74)
"My friends and I had all loved the Vrbo listing here in Orlando. It was easy to get into and the space accomodated all of our needs for our large group. The place was clean, very spacious which helped us all get ready faster when it came to having to go out. The host and cohost were both very nice and helpful with information. If I'm back in the Orlando area, I'll be looking into booking with them again. "
The price is AED 837
AED 1,780 total
includes taxes & fees
16 Mar - 17 Mar
Large Space ★ Heated Pool ★ Close to Universal
Modern Condo 5min to Conv Center with balcony

Modern Condo 5min to Conv Center with balcony

8.8 out of 10, Excellent, (28)
"This was my 4th Vista Cay Property in the past 5 years or so, and while the room rate was competitive with similar properties in the Resort, this unit was the least tidy and most barebones of any I've stayed in. Bedroom furniture and living room couch are in serious need of replacement. Drywall around the outlets in the main living area was caved in. Comforter on a twin bed in the guest room was visibly dirty and stained. Carpets had visible stains. I'd say the unit was, at best, "adequate." "
Modern Condo 5min to Conv Center with balcony
Lake view condo in Vista Cay Resort!
Beautiful Lake View!

Lake view condo in Vista Cay Resort!

9.6 out of 10, Exceptional, (35)
"Wonderful stay and get away for my wife and myself!!! We stay here every time we come to Orlando!"
Lake view condo in Vista Cay Resort!
Beautiful Modern Vista Cay Condo, Near Parks-3025
Living room and Dining Table

Beautiful Modern Vista Cay Condo, Near Parks-3025

9.6 out of 10, Exceptional, (12)
"Location was great for a golf trip to the Orlando area, unit was neat and clean and exactly as pictures showed. Check in and out we’re super easy! "
Beautiful Modern Vista Cay Condo, Near Parks-3025
VCR1-304 Reserve Deluxe Condo - Modern Decor

VCR1-304 Reserve Deluxe Condo - Modern Decor

10.0 out of 10, Exceptional, (29)
"The condo was great for our business trip to orlando. The house had nice finishes and was in great shape. I have stayed at many which present well and did not deliver, this house matches the photos and worked well. Very clean."
VCR1-304 Reserve Deluxe Condo - Modern Decor
Top-Floor Condo, Near Universal + Convention Ctr.
3790840843

Top-Floor Condo, Near Universal + Convention Ctr.

9.8 out of 10, Exceptional, (84)
"We enjoyed our stay. The location was clean and spacious. "
The price is AED 967
AED 2,201 total
includes taxes & fees
26 Feb - 27 Feb
Top-Floor Condo, Near Universal + Convention Ctr.
Top Floor*Balcony*VistaCay Convention Ctr & iDrive
Room

Top Floor*Balcony*VistaCay Convention Ctr & iDrive

10.0 out of 10, Exceptional, (136)
"Large and spaces, all the amenities. Close to Universal and Disney."
The price is AED 485
AED 1,393 total
includes taxes & fees
9 Mar - 10 Mar
Top Floor*Balcony*VistaCay Convention Ctr & iDrive
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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Other property types in Winter Park

Lake Buena Vista Resort Village & Spa
Outdoor pool

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very Good, (8366)
"Convenient store onsite. Nice staff"
The price is AED 640
AED 828 total
includes taxes & fees
24 Feb - 25 Feb
Lake Buena Vista Resort Village & Spa
The View Studio Suites and Event Venue
Front of property

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very Good, (863)
"Room was clean and nice. Staff was friendly. Good price. Breakfast was fantastic and waiters pleasant. Sit down breakfast with nice amount of breakfast items to choose from. I had a ham and cheese omlet, bacon, fresh fruit, and a large orage juice. I did not like that the water and ice machine was broken on every floor except for 5th floor. The matress was not the most comfortable. The air-conditioner was extremely loud. I would stay here again."
The price is AED 377
AED 424 total
includes taxes & fees
24 Feb - 25 Feb
The View Studio Suites and Event Venue
Florida Hotel & Conference Center in the Florida Mall
Exterior

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.0 out of 10, Wonderful, (1757)
"Great place to stay while in Orlando."
The price is AED 730
AED 916 total
includes taxes & fees
25 Feb - 26 Feb
Florida Hotel & Conference Center in the Florida Mall
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.

Frequently asked questions

How much do condos in Winter Park cost?
The price range for condos in Winter Park is AED 474 to AED 967 per night. Whatever your budget, you’ll find a place that suits your wallet — as well as your entire crew! 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?
Winter Park has multiple condos with a total average guest review rating of 9.5. 55 W #3006 is a favorite pick here. Guests staying at this 3.5-star condo will have use of a lake view and a swimming pool. 55 W #2901 is another top pick. This 3.5-star property has a swimming pool and fitness facilities.
How many condos are there in Winter Park?
Winter Park has 1977 condos. To help you book a place that’s perfect, use our filters to search for the amenities or perks you need.
Why book your condo in Winter Park with Expedia?
With Expedia, it’s easy to find your dream condo in Winter Park. Looking for a high-end stay? Take advantage of our filters to search for properties that have a 5-star rating. If you need to stick to a budget, choose how much you’re willing to spend and then check out our fabulous deals. We’ll help you find the perfect stay whatever your escape looks like.
How can I find cheap condos in Winter Park?
Expedia can help you look for cheap condos in Winter Park. To reserve your dream stay in just a few keystrokes, use our handy filter tool to refine your search results by star rating, budget and amenities.