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

A living room with a sofa, ottoman, coffee table, and a floor lamp.

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 NZ$307
includes taxes & fees
26 Aug - 27 Aug
Retro lake Eola 1 Bedroom Condo Thornton park
A modern kitchen with white cabinets, a stainless steel refrigerator, and a black countertop.

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 NZ$358
includes taxes & fees
7 Sept - 8 Sept
Renovated Condo Lake Eola View Great Location
A living room with a sectional sofa, two side tables with lamps, a glass coffee table, and a patterned rug.

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 NZ$396
includes taxes & fees
30 Aug - 31 Aug
Vintage 2 Bedroom Condo Lake Eola View
A modern kitchen with white appliances, a dining area with a round table and chairs, and a view of the outdoors through a sliding door.

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 NZ$430
includes taxes & fees
26 Aug - 27 Aug
Cozy 1-bedroom Condo in Luxury Gated Community
An aerial view of a resort with a central swimming pool, multiple lounge areas, and a variety of buildings with distinct architectural styles.

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 NZ$588
includes taxes & fees
30 Aug - 31 Aug
Crisp &Modern with Balcony next to the Orange County Convention Center-Sea World
A water play area with slides and water jets, surrounded by a paved walkway and palm trees, with buildings in the background.

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.
5000-408 - 3 BED, 2 BATH, POOL AND LAKEVIEW
A modern indoor swimming pool with clear glass walls, a hot tub, and lounge chairs.

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 NZ$526
includes taxes & fees
7 Sept - 8 Sept
2 BR RESORT IN PERFECT LOCATION NEAR UNIVERSAL
A pool area with a pergola, lounge chairs, and umbrellas.

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 NZ$679
includes taxes & fees
23 Sept - 24 Sept
Spectacular Spotless Condo Minutes to Disney, Universal, SeaWorld 1823 sqft SE
A modern building with a curved roof and a large body of water in front.

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.
The price is NZ$791
includes taxes & fees
29 Aug - 30 Aug
3-bedroom condo just 6 minutes to Universal Orlando Resort
A pool area with a pergola, lounge chairs, and umbrellas.

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 NZ$532
includes taxes & fees
26 Aug - 27 Aug
Lakefront Luxury 3 bdrm 1823 sqft,near Disney, Epic Universal, Seaworld WS
A poolside area with lounge chairs, umbrellas, and a lifeguard sign.

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.
The price is NZ$525
includes taxes & fees
7 Sept - 8 Sept
Luxury Lakefront Penthouse 3BR/2Bath Condo - Vista Cay
A fountain with multiple tiers in a landscaped garden with palm trees and a building in the background.

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 NZ$544
includes taxes & fees
26 Aug - 27 Aug
Vista Cay Jewel Luxury By Universal Orlando Rental
A bedroom with two beds, a dresser, and a television.

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 NZ$671
includes taxes & fees
6 Sept - 7 Sept
Orlando Vista Cay Dream Vacation Luxurious/Exquisite 3Bed/2Bath Condo Sleeps 8
A swimming pool with multiple water features, surrounded by palm trees and hotel buildings.

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 NZ$581
includes taxes & fees
20 Sept - 21 Sept
Magical Moment Vacation Condos
A resort with multiple buildings, a central swimming pool, and surrounding greenery.

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.
Serene Waters at Vista Cay Resort
A modern kitchen with a central island, grey cabinets, and a black accent wall.

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 NZ$516
includes taxes & fees
8 Sept - 9 Sept
Apartment next to International Dr and Universal
A beachfront dining area with round tables and chairs, surrounded by a natural landscape and a body of water.

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 NZ$227
includes taxes & fees
27 Aug - 28 Aug
Free Theme Park Shuttle Transfer, Free Breakfast, Outdoor Pool | Staybridge Near Seaworld
A dining area with a marble table, a potted plant, and a sofa in the background.

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 NZ$722
includes taxes & fees
26 Aug - 27 Aug
Stunning 3BR/2BA Orlando Vista Cay - Disney/Universal/Occc!
A resort with a central building featuring a swimming pool, surrounded by lush greenery and a large lake.

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
A pool area with lounge chairs, palm trees, and a clear blue sky.

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

Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

10/10 Excellent
"It was a great hotel! Friendly staff and it was so close to Disney so that was nice. Plenty of good options all around plus you’re right down the street from the outlets. Safe area for everyone. Definitely would recommend this hotel to anyone and I would definitely stay here again."
Tory 1-night trip
Posted less than an hour ago
Rosen Inn Lake Buena Vista

Find out more about Winter Park

Winter Park Condo Rentals information

Number of reviews
1,009
Accommodation
2104 Condo Rentals
Lowest Price
NZ$227
Highest Price
NZ$791

Frequently asked questions

How much do condos in Winter Park cost?
You'll pay from NZ$227 to NZ$791 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.
How many condos are there in Winter Park?
Winter Park has 2104 condos. To help you find the perfect stay, use our filters to search for the must-have hotel conveniences.
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.