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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Winter Park condo rentals

A modern kitchen with grey cabinets, a wooden countertop, and a built-in stove.

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 HK$672
HK$1,352 total
includes taxes & fees
10 Nov - 11 Nov
Lake Eola view 1 bedroom Thornton Park
A living room with a sofa, ottoman, coffee table, and a floor lamp.

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, (8 reviews)
"Great place and everything was super smooth"
United States
Zachary S.
The price is HK$672
HK$1,344 total
includes taxes & fees
10 Nov - 11 Nov
Retro lake Eola 1 Bedroom Condo Thornton park
A modern kitchen with stainless steel appliances, white cabinetry, and a black countertop.

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 HK$869
HK$1,589 total
includes taxes & fees
18 Nov - 19 Nov
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.

4. Vintage 2 Bedroom Condo Lake Eola View

Vintage 2 Bedroom Condo Lake Eola View
South Eola
9.8 out of 10, Exceptional, (16 reviews)
"rooms were really nice and clean. parking was smooth n easy. check in was also really smooth"
United States
Daniel
The price is HK$782
HK$1,575 total
includes taxes & fees
10 Nov - 11 Nov
Vintage 2 Bedroom Condo Lake Eola View
A living room with a flat-screen TV, fireplace, sofa, and a large mirror.

5. Private Condo | Minutes from Orlando Airport

Private Condo | Minutes from Orlando Airport
South Semoran
10.0 out of 10, Exceptional, (2 reviews)
"It was clean just a bad cigarette smell "
United States
Claudia J.
The price is HK$698
HK$1,704 total
includes taxes & fees
10 Nov - 11 Nov
Private Condo | Minutes from Orlando Airport
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.

6. 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 place to stay for the price so you can spend money in other areas other than all on your place of stay."
United States
Hassan B.
The price is HK$826
HK$1,873 total
includes taxes & fees
10 Nov - 11 Nov
Cozy 1-bedroom Condo in Luxury Gated Community
A living room with a wooden floor, a round coffee table, a sofa with cushions, a painting on the wall, a floor lamp, and a mirror.

7. Trendy 1BR Steps to Lake Eola - Thornton Park

Trendy 1BR Steps to Lake Eola - Thornton Park
South Eola
10.0 out of 10, Exceptional, (1 review)
"We really enjoyed our stay here. Very convenient location."
United States
Je
The price is HK$790
HK$1,493 total
includes taxes & fees
16 Nov - 17 Nov
Trendy 1BR Steps to Lake Eola - Thornton Park
A modern living space with a dining area, kitchen, and seating area.

8. 3648 Orlando Vacational Apartment 2nd floor, Lake view

3648 Orlando Vacational Apartment 2nd floor, Lake view
3.5 star property
Ventura
6.8 out of 10, (9 reviews)
"I loved it everything about this property and wouldn't mind going again in the future"
United States
Rose M
The price is HK$1,095
HK$2,422 total
includes taxes & fees
14 Nov - 15 Nov
3648 Orlando Vacational Apartment 2nd floor, Lake view
A modern living room with a flat-screen TV, a sofa, a coffee table, and a dining area with chairs and a table.

9. Centrally located cozy 2BR near attractions

Centrally located cozy 2BR near attractions
Orlando
8.6 out of 10, Excellent, (8 reviews)
"Very accommodating "
United States
Nicole J.
The price is HK$706
HK$1,822 total
includes taxes & fees
10 Nov - 11 Nov
Centrally located cozy 2BR near attractions
A swimming pool with a wooden deck and lounge chairs, surrounded by lush greenery and a dock extending into a lake.

10. Disney Condo-Beautiful Lake views from XL Balcony

Disney Condo-Beautiful Lake views from XL Balcony
Orlando
9.6 out of 10, Exceptional, (48 reviews)
"Exceptional room, closed to all attractions, zero Hussle. Will definitely stay again with the family."
United States
Juan
The price is HK$649
HK$2,010 total
includes taxes & fees
12 Nov - 13 Nov
Disney Condo-Beautiful Lake views from XL Balcony
A swimming pool with multiple water features, surrounded by palm trees and hotel buildings.

11. Magical Moment Vacation Condos

Magical Moment Vacation Condos
4.5 star property
International Drive District
6.4 out of 10, (10 reviews)
"Very Clean room staff were great !! Definitely would stay again !"
United States
stephanie
The price is HK$833
HK$2,995 total
includes taxes & fees
1 Dec - 2 Dec
Magical Moment Vacation Condos
A pool area with a pergola, lounge chairs, and umbrellas.

12. Is3-305 - 3BR Condo With Lake View Near Disney

Is3-305 - 3BR Condo With Lake View Near Disney
4.0 star property
Orlando
The price is HK$1,588
HK$3,492 total
includes taxes & fees
22 Nov - 23 Nov
Is3-305 - 3BR Condo With Lake View Near Disney
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

13. DOUBLE FLAT STUDIO - UNIVERSAL STUDIOS & INTERNATIONAL DRIVE

DOUBLE FLAT STUDIO - UNIVERSAL STUDIOS & INTERNATIONAL DRIVE
International Drive District
8.6 out of 10, Excellent, (12 reviews)
"Perfect location for our adventures at all the Universal theme parks. Condo was just right for two couples. "
United States
Charity J.
The price is HK$588
HK$2,045 total
includes taxes & fees
10 Nov - 11 Nov
DOUBLE FLAT STUDIO - UNIVERSAL STUDIOS & INTERNATIONAL DRIVE
A hotel with a swimming pool, a bridge, and a view of a lake at sunset.

14. Renovated Lakefront Condo · Disney 1 Mile · Fireworks Views · 2 Full Baths

Renovated Lakefront Condo · Disney 1 Mile · Fireworks Views · 2 Full Baths
Orlando
9.4 out of 10, Exceptional, (268 reviews)
"Great stay"
United States
Sarah L.
The price is HK$818
HK$2,349 total
includes taxes & fees
10 Nov - 11 Nov
Renovated Lakefront Condo · Disney 1 Mile · Fireworks Views · 2 Full Baths
An outdoor patio area with stone walls, palm trees, and outdoor seating with orange chairs and tables.

15. 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 HK$1,102
HK$1,303 total
includes taxes & fees
12 Nov - 13 Nov
Free Theme Park Shuttle Transfer, Free Breakfast, Outdoor Pool | Staybridge Near Seaworld
A resort with multiple swimming pools, palm trees, and a large building in the background.

16. Gentle Breeze at Vista Cay Resort

Gentle Breeze at Vista Cay Resort
Orlando
9.4 out of 10, Exceptional, (6 reviews)
"Place was nice, easy to get to and close to everything. The pool was close as well. Very clean and well taken care of. Would recommend this place to anyone staying in Orlando."
United States
Anonymous traveller
The price is HK$839
HK$2,745 total
includes taxes & fees
30 Nov - 1 Dec
Gentle Breeze at Vista Cay Resort
An aerial view of a resort with a large, kidney-shaped pool surrounded by lounge areas and a dock extending into a lake.

17. Top-Floor Lakefront Condo · Disney Fireworks View · Balcony & Resort Pools

Top-Floor Lakefront Condo · Disney Fireworks View · Balcony & Resort Pools
Orlando
9.4 out of 10, Exceptional, (80 reviews)
"Thanks for another great stay!"
United States
Amy S.
The price is HK$862
HK$2,406 total
includes taxes & fees
10 Nov - 11 Nov
Top-Floor Lakefront Condo · Disney Fireworks View · Balcony & Resort Pools
The digital grand player piano can entertain you inside or out. We include disks with 100s of songs. The key action is excellent for you professional players too!

18. Stunning waterfront Views 1 mile to Disney 2 bath

Stunning waterfront Views 1 mile to Disney 2 bath
Orlando
9.0 out of 10, Wonderful, (8 reviews)
"Joe was a great host and quick to respond to questions. Great location for those visiting the Disney parks. "
United States
Solveig J.
The price is HK$776
HK$2,406 total
includes taxes & fees
19 Nov - 20 Nov
Stunning waterfront Views 1 mile to Disney 2 bath
A dining table with blue ceramic bowls and plates, a vase with white flowers, and a view of a mountain through a glass door.

19. 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)
"Clean, good location"
United States
John F.
The price is HK$823
HK$2,310 total
includes taxes & fees
10 Nov - 11 Nov
Apartment next to International Dr 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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Learn more about Winter Park

Stroll through the Morse Museum to see the world's largest collection of Tiffany glass, then boat through the Winter Park Chain of Lakes. Charming Park Avenue offers upscale shopping and outdoor cafés where you can people-watch before catching a sunset concert in Central Park.

See all hotels in Winter Park
A clock with 'Winter Park' and 'Central Park' inscribed, surrounded by lush greenery and trees.

Frequently Asked Questions

How much do condos in Winter Park cost?

You'll pay from HK$587 to HK$1,587 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 9.2.

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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