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
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Winter Park condo rentals

Living area

1. Retro lake Eola 1 Bedroom Condo Thornton park

Retro lake Eola 1 Bedroom Condo Thornton park
South Eola
9.6 out of 10, Exceptional, (8 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 €156
includes taxes & fees
26 Aug - 27 Aug
Retro lake Eola 1 Bedroom Condo Thornton park
Private kitchen

2. 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 €191
includes taxes & fees
3 Sept - 4 Sept
Renovated Condo Lake Eola View Great Location
Living area

3. Vintage 2 Bedroom Condo Lake Eola View

Vintage 2 Bedroom Condo Lake Eola View
South Eola
10.0 out of 10, Exceptional, (13 reviews)
"Amazing place to stay "
United States
Sana P.
The price is €210
includes taxes & fees
3 Sept - 4 Sept
Vintage 2 Bedroom Condo Lake Eola View
Dining

4. 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 €229
includes taxes & fees
7 Sept - 8 Sept
Cozy 1-bedroom Condo in Luxury Gated Community
Exterior

5. 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, (41 reviews)
"Great spot, perfectly located, clean, quiet and very easy to check-in and out."
United States
Krystle S.
The price is €304
includes taxes & fees
30 Aug - 31 Aug
Crisp &Modern with Balcony next to the Orange County Convention Center-Sea World
Children’s area

6. 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, (273 reviews)
"The condo was very clean and the location was perfect! "
United States
Ashley E.
The price is €345
includes taxes & fees
28 Aug - 29 Aug
5000-408 - 3 BED, 2 BATH, POOL AND LAKEVIEW
Pool

7. 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, (81 reviews)
"The property was clean and the host was helpful. Cons: the location link was inaccurate, needs more hand towels in the kitchen and bathroom, needs rugs in both bathrooms, needs new pots and pans in kitchen (all the them were damaged nonstick pots/pans)."
United States
Angela
The price is €275
includes taxes & fees
30 Aug - 31 Aug
2 BR RESORT IN PERFECT LOCATION NEAR UNIVERSAL
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, (97 reviews)
"Great location to Universal Parks. "
United States
Sara H.
The price is €353
includes taxes & fees
23 Sept - 24 Sept
Spectacular Spotless Condo Minutes to Disney, Universal, SeaWorld 1823 sqft SE
Property grounds

9. 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
Pool

10. 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, (79 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 €279
includes taxes & fees
26 Aug - 27 Aug
Lakefront Luxury 3 bdrm 1823 sqft,near Disney, Epic Universal, Seaworld WS
Pool

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

Luxury Lakefront Penthouse 3BR/2Bath Condo - Vista Cay
ORLANDO
9.6 out of 10, Exceptional, (127 reviews)
"Had a wonderful time at this place. Will definitely be back again."
United States
Jonathan H.
Luxury Lakefront Penthouse 3BR/2Bath Condo - Vista Cay
Property grounds

12. 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 €324
includes taxes & fees
23 Sept - 24 Sept
Vista Cay Jewel Luxury By Universal Orlando Rental
Room

13. Orlando Vista Cay Dream Vacation Luxurious/Exquisite 3Bed/2Bath Condo Sleeps 8

Orlando Vista Cay Dream Vacation Luxurious/Exquisite 3Bed/2Bath Condo Sleeps 8
Orlando
10.0 out of 10, Exceptional, (176 reviews)
"This property was absolutely beautiful and the location was perfect. Our condo felt huge and open clean and welcoming The complex was a great too. We will definitely stay again when we visit again."
United States
Lindsay J.
The price is €354
includes taxes & fees
6 Sept - 7 Sept
Orlando Vista Cay Dream Vacation Luxurious/Exquisite 3Bed/2Bath Condo Sleeps 8
Pool

14. Magical Moment Vacation Condos

Magical Moment Vacation Condos
4.0 star property
International Drive District
6.8 out of 10, (5 reviews)
"Very Clean room staff were great !! Definitely would stay again !"
United States
stephanie
The price is €268
includes taxes & fees
31 Aug - 1 Sept
Magical Moment Vacation Condos
Pool

15. Serene Waters at Vista Cay Resort

Serene Waters at Vista Cay Resort
Orlando
8.4 out of 10, Very good, (17 reviews)
"Great location, well kept property and beautiful apartment. Peaceful view of the lake from the balcony - we saw a gator and some other wildlife - amazing!"
United States
Scott T.
The price is €320
includes taxes & fees
26 Aug - 27 Aug
Serene Waters at Vista Cay Resort
Interior

16. Apartment next to International Dr and Universal

Apartment next to International Dr and Universal
International Drive District
8.6 out of 10, Excellent, (17 reviews)
"Our family had a wonderful stay! The apartment is conveniently located near Universal, shopping, and restaurants. The apartment was very clean, the beds were comfortable, and everyone was extremely helpful and nice! I would definitely stay here again! "
United States
Anonymous traveller
The price is €311
includes taxes & fees
23 Sept - 24 Sept
Apartment next to International Dr and Universal
Outdoor dining

17. Free Theme Park Shuttle Transfer, Free Breakfast, Outdoor Pool | Staybridge Near Seaworld

Free Theme Park Shuttle Transfer, Free Breakfast, Outdoor Pool | Staybridge Near Seaworld
Orlando
10.0 out of 10, Exceptional, (3 reviews)
"Very clean and the beds were so comfortable."
United States
Dawn N.
The price is €120
includes taxes & fees
27 Aug - 28 Aug
Free Theme Park Shuttle Transfer, Free Breakfast, Outdoor Pool | Staybridge Near Seaworld
Private kitchen

18. Stunning 3BR/2BA Orlando Vista Cay - Disney/Universal/Occc!

Stunning 3BR/2BA Orlando Vista Cay - Disney/Universal/Occc!
Orlando
9.8 out of 10, Exceptional, (273 reviews)
"Everything was great. This is the first place we will look for when we come back!"
United States
jeremy e.
The price is €378
includes taxes & fees
26 Aug - 27 Aug
Stunning 3BR/2BA Orlando Vista Cay - Disney/Universal/Occc!
Exterior

19. 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, (113 reviews)
"Great resort! Great condo! All around great experience! "
United States
Emalie C.
Minutes to Disney, Universal, SeaWorld in a resort setting 1823 sqft 3bdrm HT
Pool

20. New Vista Cay Reserve 3 Bedroom 2 bath - Next Universal / Conv. Center - Ocean

New Vista Cay Reserve 3 Bedroom 2 bath - Next Universal / Conv. Center - Ocean
Orlando
9.6 out of 10, Exceptional, (166 reviews)
"Our first time at Vista Cay, beautiful complex, & lots to do. Host was quick to reply and listed photos represented rental well. Fair priced with a great location. Thanks for sharing your home."
United States
Luann P.
New Vista Cay Reserve 3 Bedroom 2 bath - Next Universal / Conv. Center - Ocean
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

Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites

10/10 Excellent
"Nice staff, very helpful. Check in and out was smooth sailing."
Marina 7-night trip
Posted less than an hour ago
Universal's Endless Summer Resort - Dockside Inn and Suites

Find out more about Winter Park

Winter Park Condo Rentals information

Number of reviews
1,009
Accommodation
2173 Condo Rentals
Lowest Price
€120
Highest Price
€378

Frequently asked questions

How much do condos in Winter Park cost?
You'll pay from €120 to €378 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 9.7.
How many condos are there in Winter Park?
Winter Park has 2173 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.