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
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

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 NZ$301
includes taxes & fees
15 Oct - 16 Oct
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.

2. 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$382
includes taxes & fees
27 Oct - 28 Oct
Vintage 2 Bedroom Condo Lake Eola View
A modern kitchen with white cabinets, a stainless steel microwave, an oven, and a dishwasher.

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 NZ$358
includes taxes & fees
27 Oct - 28 Oct
Renovated Condo Lake Eola View Great Location
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 NZ$319
includes taxes & fees
1 Nov - 2 Nov
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 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 NZ$453
includes taxes & fees
21 Oct - 22 Oct
Cozy 1-bedroom Condo in Luxury Gated Community
Interior

6. Brand New Two bedroom property. All new.

Brand New Two bedroom property. All new.
Altamonte Springs
2.0 out of 10, (4 reviews)
"Host was a no show. Did not stay there. "
United States
Paula T.
The price is NZ$474
includes taxes & fees
19 Oct - 20 Oct
Brand New Two bedroom property. All new.
A swimming pool with a view of a lake and dock.

7. Amazing Water View, 1 Mile to Disney,Newly Renovated

Amazing Water View, 1 Mile to Disney,Newly Renovated
Orlando
9.6 out of 10, Exceptional, (139 reviews)
"Very pleasant stay host communicated and checked in throughout the trip which was very appreciative convenient location enjoyed my stay and would definitely stay again"
United States
Caitlyn S.
The price is NZ$346
includes taxes & fees
19 Oct - 20 Oct
Amazing Water View, 1 Mile to Disney,Newly Renovated
A balcony with wicker furniture, a potted plant, and a view of a water body.

8. Sensational Water View 1 Mile to Disney Newly Renovated Superb Location

Sensational Water View 1 Mile to Disney Newly Renovated Superb Location
Orlando
9.8 out of 10, Exceptional, (230 reviews)
"I have stayed at this condo many times. Clean, comfortable and easy access to Orlando activities."
United States
Jolene O.
The price is NZ$387
includes taxes & fees
25 Oct - 26 Oct
Sensational Water View 1 Mile to Disney Newly Renovated Superb Location
A beachfront dining area with round tables and chairs, surrounded by a natural landscape and a body of water.

9. 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$280
includes taxes & fees
19 Oct - 20 Oct
Free Theme Park Shuttle Transfer, Free Breakfast, Outdoor Pool | Staybridge Near Seaworld
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a building with a red roof.

10. Vc6-105 - 3BR Condo Resort Access Near Disney

Vc6-105 - 3BR Condo Resort Access Near Disney
4.0 star property
Orlando
Vc6-105 - 3BR Condo Resort Access Near Disney
A swimming pool with a wooden deck and lounge chairs, surrounded by lush greenery and a dock extending into a lake.

11. Disney Condo-Beautiful Lake views from XL Balcony

Disney Condo-Beautiful Lake views from XL Balcony
Orlando
9.6 out of 10, Exceptional, (47 reviews)
"Exceptional room, closed to all attractions, zero Hussle. Will definitely stay again with the family."
United States
Juan
The price is NZ$468
includes taxes & fees
26 Oct - 27 Oct
Disney Condo-Beautiful Lake views from XL Balcony
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

12. 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 NZ$508
includes taxes & fees
1 Nov - 2 Nov
DOUBLE FLAT STUDIO - UNIVERSAL STUDIOS & INTERNATIONAL DRIVE
An aerial view of a resort with a large, kidney-shaped pool surrounded by lounge areas and a dock extending into a lake.

13. 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, (79 reviews)
"Very nice place, 2nd time back at this resort. This unit was much more updated and great views. Will be back soon."
United States
Robert S.
The price is NZ$559
includes taxes & fees
26 Oct - 27 Oct
Top-Floor Lakefront Condo · Disney Fireworks View · Balcony & Resort Pools
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, (267 reviews)
"It was very relaxing just what we needed "
United States
Barbara and Tom B.
The price is NZ$559
includes taxes & fees
19 Oct - 20 Oct
Renovated Lakefront Condo · Disney 1 Mile · Fireworks Views · 2 Full Baths
A high-rise hotel with multiple balconies, a swimming pool, and a dock extending into a body of water.

15. LakeFront: BlueHeron Beach Resort, Orlando Florida

LakeFront: BlueHeron Beach Resort, Orlando Florida
Orlando
10.0 out of 10, Exceptional, (2 reviews)
"As advertised "
United States
Philip L.
The price is NZ$438
includes taxes & fees
15 Oct - 16 Oct
LakeFront: BlueHeron Beach Resort, Orlando Florida
Pool

16. Luxury 3-Bed Condo in Storey Lake Resort - 3131

Luxury 3-Bed Condo in Storey Lake Resort - 3131
Kissimmee
9.4 out of 10, Exceptional, (32 reviews)
"Great place to stay! Really enjoyed the location"
United States
Matt G.
The price is NZ$724
includes taxes & fees
26 Oct - 27 Oct
Luxury 3-Bed Condo in Storey Lake Resort - 3131
A tropical pool surrounded by lush greenery and rocks.

17. SeaWorld Orlando | 2BR | Minutes to the Parks

SeaWorld Orlando | 2BR | Minutes to the Parks
International Drive District
10.0 out of 10, Exceptional, (3 reviews)
"The apartment had everything we needed. It was very comfortable and conveniently located."
United States
Joseph
The price is NZ$451
includes taxes & fees
22 Oct - 23 Oct
SeaWorld Orlando | 2BR | Minutes to the Parks
An aerial view of a resort with a central swimming pool, sun loungers, and a separate pool area.

18. 4114-306 Spacious 3bd condo at Vista Cay Resort

4114-306 Spacious 3bd condo at Vista Cay Resort
Orlando
9.6 out of 10, Exceptional, (7 reviews)
"Very nice place!"
United States
Laura S.
The price is NZ$788
includes taxes & fees
3 Nov - 4 Nov
4114-306 Spacious 3bd condo at Vista Cay Resort
A swimming pool with a view of a body of water, surrounded by palm trees and a building.

19. DISNEY area CONDO 2 KING BEDS 2 BUNKS 2 BATHS Large 1350 sq ft Lake View 10th fl

DISNEY area CONDO 2 KING BEDS 2 BUNKS 2 BATHS Large 1350 sq ft Lake View 10th fl
Orlando
10.0 out of 10, Exceptional, (91 reviews)
"Had a great stay "
United States
Kelvin
The price is NZ$527
includes taxes & fees
25 Oct - 26 Oct
DISNEY area CONDO 2 KING BEDS 2 BUNKS 2 BATHS Large 1350 sq ft Lake View 10th fl
A resort with a large central pool, a smaller circular pool, and a fountain. There are multiple buildings with balconies and a parking lot.

20. Vc9-410 - 3BR Condo Near all Attractions

Vc9-410 - 3BR Condo Near all Attractions
4.0 star property
Orlando
The price is NZ$818
includes taxes & fees
3 Nov - 4 Nov
Vc9-410 - 3BR Condo Near all Attractions
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

Evermore Orlando Resort

Evermore Orlando Resort

10/10 Excellent
"Our family had an amazing time at Evermore! The staff went out of their way to make our daughter’s birthday truly memorable! We can’t wait to come back and stay again!"
Matthew 3-night trip
Posted 1 hour ago
Evermore Orlando Resort

Find out more about Winter Park

Winter Park Condo Rentals information

Number of reviews
706
Accommodation
2135 Condo Rentals
Lowest Price
NZ$301
Highest Price
NZ$826

Frequently asked questions

How much do condos in Winter Park cost?
You'll pay from NZ$301 to NZ$826 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 2135 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.