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
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Winter Park condo rentals

A modern kitchen with white cabinets, a stainless steel refrigerator, and a black countertop.

1. 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 CA $140
CA $278 total
includes taxes & fees
Sep 10 - Sep 11
Renovated Condo Lake Eola View Great Location
A modern kitchen with grey cabinets, a wooden countertop, and a built-in stove.

2. 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 CA $99
CA $232 total
includes taxes & fees
Sep 13 - Sep 14
Lake Eola view 1 bedroom Thornton Park
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 CA $128
CA $289 total
includes taxes & fees
Sep 10 - Sep 11
Vintage 2 Bedroom Condo Lake Eola View
A living room with a sofa, ottoman, coffee table, and a floor lamp.

4. 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 CA $113
CA $247 total
includes taxes & fees
Sep 15 - Sep 16
Retro lake Eola 1 Bedroom Condo Thornton park
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.

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 CA $162
CA $377 total
includes taxes & fees
Oct 1 - Oct 2
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.

6. 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 CA $173
CA $512 total
includes taxes & fees
Sep 9 - Sep 10
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.

7. 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, (274 reviews)
"Thoroughly enjoyed our stay at the property. It’s ideally situated for a Universal based break and is within walking distance of the new Epic Universe resort. The booking process was great and communication and flexibility from the host was top notch."
United States
simon n.
The price is CA $125
CA $544 total
includes taxes & fees
Sep 11 - Sep 12
5000-408 - 3 BED, 2 BATH, POOL AND LAKEVIEW
A circular fountain with a central pedestal, surrounded by a brick walkway and palm trees.

8. Spectacular TOP FLOOR Quiet 3 B/R Corner Condo in Vista Cay, GREAT LAKE VIEW!!!

Spectacular TOP FLOOR Quiet 3 B/R Corner Condo in Vista Cay, GREAT LAKE VIEW!!!
Orlando
9.6 out of 10, Exceptional, (132 reviews)
"Perfect place to stay: comfortable beds, clean, great location. Would definitely stay here again. "
United States
Corey W.
The price is CA $151
CA $489 total
includes taxes & fees
Sep 10 - Sep 11
Spectacular TOP FLOOR Quiet 3 B/R Corner Condo in Vista Cay, GREAT LAKE VIEW!!!
A pool area with a pergola, lounge chairs, and umbrellas.

9. 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, (98 reviews)
"Great location to Universal Parks. "
United States
Sara H.
The price is CA $137
CA $442 total
includes taxes & fees
Sep 9 - Sep 10
Spectacular Spotless Condo Minutes to Disney, Universal, SeaWorld 1823 sqft SE
A pool area with lounge chairs, palm trees, and a clear blue sky.

10. 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)
"For an adult only stay, this property is perfect. Close to the pool and shopping."
United States
Christine D.
The price is CA $160
CA $618 total
includes taxes & fees
Sep 19 - Sep 20
New Vista Cay Reserve 3 Bedroom 2 bath - Next Universal / Conv. Center - Ocean
A pathway leading to a building with a central archway, flanked by palm trees.

11. Luxurious 5*Executive 3Br Villa Vista Cay/Pool | Enhanced Cleaning

Luxurious 5*Executive 3Br Villa Vista Cay/Pool | Enhanced Cleaning
orlando
9.8 out of 10, Exceptional, (194 reviews)
"Great place, Irina was very accommodating. Couldn’t be happier with my stay!"
United States
Darby S.
The price is CA $198
CA $1,159 total
includes taxes & fees
Sep 9 - Sep 10
Luxurious 5*Executive 3Br Villa Vista Cay/Pool | Enhanced Cleaning
A resort with a large central pool, multiple smaller pools, and a building with a red roof.

12. Vista Cay Getaway Luxury By Universal Orlando

Vista Cay Getaway Luxury By Universal Orlando
Orlando
9.8 out of 10, Exceptional, (9 reviews)
"This place is super clean, and very comfortable for the vacation."
United States
Soohyun H.
The price is CA $123
CA $460 total
includes taxes & fees
Sep 9 - Sep 10
Vista Cay Getaway Luxury By Universal Orlando
An aerial view of a resort with a central swimming pool, multiple lounge areas, and a variety of buildings with distinct architectural styles.

13. 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 CA $159
CA $496 total
includes taxes & fees
Sep 9 - Sep 10
Charming and Cozy Condo next to Convention Center and Sea World.
A dining area with a round table, chairs, and a glass-top table. There is a kitchen area with cabinets and appliances in the background.

14. Penthouse/Epic Universe Fireworks view/Private billiards table

Penthouse/Epic Universe Fireworks view/Private billiards table
ORLANDO
9.6 out of 10, Exceptional, (127 reviews)
"Condo was nice and roomy!! Everything was really clean, the beds were comfortable. We would stay here again."
United States
Virginia H.
The price is CA $123
CA $364 total
includes taxes & fees
Sep 9 - Sep 10
Penthouse/Epic Universe Fireworks view/Private billiards table
A dining area with a marble table, a potted plant, and a sofa in the background.

15. 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 CA $272
CA $603 total
includes taxes & fees
Sep 9 - Sep 10
Stunning 3BR/2BA Orlando Vista Cay - Disney/Universal/Occc!

16. Vista Dreams at Vista Cay,

Vista Dreams at Vista Cay,
Orlando
9.0 out of 10, Wonderful, (42 reviews)
"Great location close to universal."
United States
Deepak B.
The price is CA $184
CA $546 total
includes taxes & fees
Sep 9 - Sep 10
Vista Dreams at Vista Cay,
A resort with multiple swimming pools, palm trees, and a central building with a tiled roof.

17. Condo in Best Location. Heated Pool, near Convention Ctr, across Epic Universal.

Condo in Best Location. Heated Pool, near Convention Ctr, across Epic Universal.
Orlando
9.6 out of 10, Exceptional, (14 reviews)
"Perfect for what we needed. You can't beat the location and amenities."
United States
Sean T.
The price is CA $269
CA $598 total
includes taxes & fees
Sep 9 - Sep 10
Condo in Best Location. Heated Pool, near Convention Ctr, across Epic Universal.
A pool area with a pergola, lounge chairs, and umbrellas.

18. IS2-107 - 2BR condominium near Disney parks

IS2-107 - 2BR condominium near Disney parks
Orlando
9.8 out of 10, Exceptional, (16 reviews)
"Conveniently located and very nice "
United States
Emily J.
The price is CA $188
CA $538 total
includes taxes & fees
Sep 19 - Sep 20
IS2-107 - 2BR condominium near Disney parks
A pathway leading to a building with a central tower, surrounded by palm trees and well-maintained gardens.

19. Universal,Disney World,Convention Center,Executive Luxury 5*Vista Cay Villa/Pool

Universal,Disney World,Convention Center,Executive Luxury 5*Vista Cay Villa/Pool
Orlando
9.4 out of 10, Exceptional, (26 reviews)
"Great place and location for our trip."
United States
Julie P.
The price is CA $198
CA $1,170 total
includes taxes & fees
Sep 10 - Sep 11
Universal,Disney World,Convention Center,Executive Luxury 5*Vista Cay Villa/Pool
A resort with multiple swimming pools, palm trees, and a large building with a red roof.

20. Vista Cay 3 Bedroom, In front of new Epic Universe and Convention Center, Island

Vista Cay 3 Bedroom, In front of new Epic Universe and Convention Center, Island
Orlando
9.6 out of 10, Exceptional, (282 reviews)
"We loved our stay "
United States
Lori M.
The price is CA $161
CA $622 total
includes taxes & fees
Sep 18 - Sep 19
Vista Cay 3 Bedroom, In front of new Epic Universe and Convention Center, Island
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

Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG

10/10 Excellent
"The rooms are very spacious"
Jheanell 2-night trip
Posted less than an hour ago
Holiday Inn Resort Orlando Suites - Waterpark by IHG

Find out more about Winter Park

Winter Park Condo Rentals information

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 Condo Rentals
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Highest Price

Frequently asked questions

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

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