A two-story house with a balcony, surrounded by lush greenery and trees.

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Winter Park condo rentals

Coffee/tea maker, fridge, microwave, oven

1. Lake Eola view 1 bedroom Thornton Park

Lake Eola view 1 bedroom Thornton Park
South Eola
10.0 out of 10, Exceptional, (15 reviews)
"Clean and quiet spot with an easy check-in process. Super close to the lake with lots of restaurants within walking distance. Parking was easy to access and made getting in and out quite easy."
United States
Caroline V.
The price is AED 296
AED 661 total
includes taxes & fees
9 Aug - 10 Aug
Lake Eola view 1 bedroom Thornton Park
Smart TV

2. Retro lake Eola 1 Bedroom Condo Thornton park

Retro lake Eola 1 Bedroom Condo Thornton park
South Eola
9.6 out of 10, Exceptional, (7 reviews)
"Perfect location and stay. Communications were great, check in easy and everything was comfortable. Will stay again!"
United States
Genevieve N.
The price is AED 296
AED 661 total
includes taxes & fees
6 Sep - 7 Sep
Retro lake Eola 1 Bedroom Condo Thornton park
Coffee/tea maker, fridge, microwave, oven

3. Renovated Condo Lake Eola View Great Location

Renovated Condo Lake Eola View Great Location
South Eola
10.0 out of 10, Exceptional, (18 reviews)
"Great location and home! "
United States
Emma D.
The price is AED 367
AED 740 total
includes taxes & fees
9 Aug - 10 Aug
Renovated Condo Lake Eola View Great Location
Smart TV

4. Vintage 2 Bedroom Condo Lake Eola View

Vintage 2 Bedroom Condo Lake Eola View
South Eola
10.0 out of 10, Exceptional, (12 reviews)
"Amazing place to stay "
United States
Sana P.
The price is AED 367
AED 817 total
includes taxes & fees
10 Aug - 11 Aug
Vintage 2 Bedroom Condo Lake Eola View
Dining

5. Cozy 1-bedroom Condo in Luxury Gated Community

Cozy 1-bedroom Condo in Luxury Gated Community
Ventura
10.0 out of 10, Exceptional, (12 reviews)
"Great stay, we enjoyed it "
Canada
Kevin L.
The price is AED 390
AED 948 total
includes taxes & fees
8 Aug - 9 Aug
Cozy 1-bedroom Condo in Luxury Gated Community
Property grounds

6. Vista Cay Jewel Luxury By Universal Orlando Rental

Vista Cay Jewel Luxury By Universal Orlando Rental
Orlando
9.6 out of 10, Exceptional, (18 reviews)
"Great place, pet friendly convenient, and spacious. "
United States
Cheryl M.
The price is AED 340
AED 1,245 total
includes taxes & fees
10 Aug - 11 Aug
Vista Cay Jewel Luxury By Universal Orlando Rental
Exterior

7. Minutes to Disney, Universal, SeaWorld in a resort setting 1823 sqft 3bdrm HT

Minutes to Disney, Universal, SeaWorld in a resort setting 1823 sqft 3bdrm HT
Orlando
9.4 out of 10, Exceptional, (112 reviews)
"Great resort! Great condo! All around great experience! "
United States
Emalie C.
The price is AED 327
AED 1,137 total
includes taxes & fees
10 Aug - 11 Aug
Minutes to Disney, Universal, SeaWorld in a resort setting 1823 sqft 3bdrm HT
Outdoor pool, a heated pool

8. Spectacular Spotless Condo Minutes to Disney, Universal, SeaWorld 1823 sqft SE

Spectacular Spotless Condo Minutes to Disney, Universal, SeaWorld 1823 sqft SE
Orlando
9.4 out of 10, Exceptional, (96 reviews)
"Great location to Universal Parks. "
United States
Sara H.
The price is AED 404
AED 1,235 total
includes taxes & fees
17 Aug - 18 Aug
Spectacular Spotless Condo Minutes to Disney, Universal, SeaWorld 1823 sqft SE
Pool

9. Vista Cay Getaway Luxury By Universal Orlando

Vista Cay Getaway Luxury By Universal Orlando
Orlando
9.8 out of 10, Exceptional, (8 reviews)
"This place is super clean, and very comfortable for the vacation."
United States
Soohyun H.
The price is AED 314
AED 1,189 total
includes taxes & fees
9 Aug - 10 Aug
Vista Cay Getaway Luxury By Universal Orlando
Property grounds

10. 3-bedroom condo just 6 minutes to Universal Orlando Resort

3-bedroom condo just 6 minutes to Universal Orlando Resort
Orlando
9.8 out of 10, Exceptional, (8 reviews)
"We were there for our granddaughters cheer comp. Location was perfect, the condo was even better than the pictures showed, very clean, and Mary was amazing with all the info we needed to know. We look forward to staying again."
United States
Lisa N.
3-bedroom condo just 6 minutes to Universal Orlando Resort
Exterior

11. Charming and Cozy Condo next to Convention Center and Sea World.

Charming and Cozy Condo next to Convention Center and Sea World.
Orlando
10.0 out of 10, Exceptional, (19 reviews)
"We had a very nice stay. Place was very clean, spacey, and provided us with what we needed while there. Great communication as well."
United States
Heather S.
The price is AED 422
AED 1,314 total
includes taxes & fees
9 Aug - 10 Aug
Charming and Cozy Condo next to Convention Center and Sea World.
Children's area

12. 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, (271 reviews)
"Our second time renting this unit. It’s perfect for our needs! "
United States
Erika L.
The price is AED 357
AED 1,480 total
includes taxes & fees
13 Aug - 14 Aug
5000-408 - 3 BED, 2 BATH, POOL AND LAKEVIEW
Outdoor pool, a heated pool

13. Lakefront Luxury 3 bdrm 1823 sqft,near Disney, Epic Universal, Seaworld WS

Lakefront Luxury 3 bdrm 1823 sqft,near Disney, Epic Universal, Seaworld WS
Orlando
9.6 out of 10, Exceptional, (77 reviews)
"Very spacious and clean! Nice walking path along the lake. Close to the parks we went to. Great place!"
United States
Kathleen K.
The price is AED 426
AED 1,194 total
includes taxes & fees
10 Aug - 11 Aug
Lakefront Luxury 3 bdrm 1823 sqft,near Disney, Epic Universal, Seaworld WS
Exterior

14. 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
9.6 out of 10, Exceptional, (40 reviews)
"excellent stay"
United States
Ariel F.
The price is AED 386
AED 1,276 total
includes taxes & fees
25 Aug - 26 Aug
Crisp &Modern with Balcony next to the Orange County Convention Center-Sea World
Pool

15. Lakeview Condo minutes to Convention Center, Disney & Universal Studio

Lakeview Condo minutes to Convention Center, Disney & Universal Studio
Orlando
8.6 out of 10, Excellent, (45 reviews)
"Great location from the convention center!"
United States
Jasmine M.
Lakeview Condo minutes to Convention Center, Disney & Universal Studio
2 outdoor pools, open 7:00 AM to 11:00 PM, free cabanas, pool umbrellas

16. Magical Moment Vacation Condos

Magical Moment Vacation Condos
4.0 star property
International Drive District
7.4 out of 10, Good, (3 reviews)
"Very Clean room staff were great !! Definitely would stay again !"
United States
stephanie
The price is AED 292
AED 1,184 total
includes taxes & fees
12 Aug - 13 Aug
Magical Moment Vacation Condos
Indoor pool, outdoor pool

17. 2 BR RESORT IN PERFECT LOCATION NEAR UNIVERSAL

2 BR RESORT IN PERFECT LOCATION NEAR UNIVERSAL
Florida Center
8.2 out of 10, Very Good, (76 reviews)
"Host is very welcoming and the location is right in the middle of great food and the universal parks."
United States
Stephen W.
The price is AED 511
AED 1,185 total
includes taxes & fees
10 Aug - 11 Aug
2 BR RESORT IN PERFECT LOCATION NEAR UNIVERSAL
Outdoor pool, a heated pool

18. Luxury Lakefront Penthouse 3BR/2Bath Condo - Vista Cay

Luxury Lakefront Penthouse 3BR/2Bath Condo - Vista Cay
ORLANDO
9.6 out of 10, Exceptional, (126 reviews)
"Beautiful space, host was very quick to respond, we really enjoyed our stay. "
United States
Kristina L.
The price is AED 511
AED 1,206 total
includes taxes & fees
21 Aug - 22 Aug
Luxury Lakefront Penthouse 3BR/2Bath Condo - Vista Cay
Pool

19. VC10-208 - 3BR Large condo near the attractions

VC10-208 - 3BR Large condo near the attractions
Orlando
10.0 out of 10, Exceptional, (13 reviews)
"Very nice place to stay and close to the convention center, we will be back."
United States
Anonymous traveler
VC10-208 - 3BR Large condo near the attractions
Pool

20. IS2-310 - 3BR condo near Disney and universal

IS2-310 - 3BR condo near Disney and universal
Orlando
9.6 out of 10, Exceptional, (18 reviews)
"Clean, convenient, nice amenities."
United States
D S.
The price is AED 492
AED 1,500 total
includes taxes & fees
8 Aug - 9 Aug
IS2-310 - 3BR condo near Disney and universal
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

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Only thing little far from all the attractions otherwise very nice, clean and comfortable accommodation."
DINESH 2-night trip
Posted 4 hours ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Frequently asked questions

How much do condos in Winter Park cost?
You'll pay from AED 661 to AED 1,733 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 9.5.
How many condos are there in Winter Park?
Winter Park has 2189 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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