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 £129
includes taxes & fees
20 Oct - 21 Oct
Lake Eola view 1 bedroom Thornton Park
A modern kitchen with white cabinets, a stainless steel microwave, an oven, and a dishwasher.

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 £146
includes taxes & fees
20 Oct - 21 Oct
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, (14 reviews)
"rooms were really nice and clean. parking was smooth n easy. check in was also really smooth"
United States
Daniel
The price is £157
includes taxes & fees
20 Oct - 21 Oct
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 £137
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 £200
includes taxes & fees
21 Oct - 22 Oct
Cozy 1-bedroom Condo in Luxury Gated Community
A swimming pool with a view of a lake and dock.

6. 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 £149
includes taxes & fees
20 Oct - 21 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.

7. 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 £157
includes taxes & fees
25 Oct - 26 Oct
Sensational Water View 1 Mile to Disney Newly Renovated Superb Location
A swimming pool with a wooden deck and lounge chairs, surrounded by lush greenery and a dock extending into a lake.

8. 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 £200
includes taxes & fees
25 Oct - 26 Oct
Disney Condo-Beautiful Lake views from XL Balcony
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 £134
includes taxes & fees
3 Nov - 4 Nov
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 buildings with tiled roofs.

10. Vc11-405 - 3BR Condo With Resort Access in Orlando

Vc11-405 - 3BR Condo With Resort Access in Orlando
4.0 star property
Orlando
The price is £315
includes taxes & fees
10 Nov - 11 Nov
Vc11-405 - 3BR Condo With Resort Access in Orlando
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, (9 reviews)
"Very Clean room staff were great !! Definitely would stay again !"
United States
stephanie
The price is £241
includes taxes & fees
21 Oct - 22 Oct
Magical Moment Vacation Condos
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 £213
includes taxes & fees
26 Oct - 27 Oct
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, (80 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 £249
includes taxes & fees
20 Oct - 21 Oct
Top-Floor Lakefront Condo · Disney Fireworks View · Balcony & Resort Pools
A dining area with a glass table, cushioned chairs, and a chandelier.

14. Modern Condo 5min to Conv Center with balcony

Modern Condo 5min to Conv Center with balcony
Orlando
9.0 out of 10, Wonderful, (36 reviews)
"Perfect location and very clean. A great place to stay!"
United States
Frank O.
The price is £225
includes taxes & fees
22 Oct - 23 Oct
Modern Condo 5min to Conv Center with balcony
An aerial view of a resort with a central swimming pool, sun loungers, and a separate pool area.

15. 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 £316
includes taxes & fees
3 Nov - 4 Nov
4114-306 Spacious 3bd condo at Vista Cay Resort
A hotel with a swimming pool, a bridge, and a view of a lake at sunset.

16. 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)
"Nice rental. We enjoyed the 4th of July fireworks both front and back balconies."
United States
Cary C.
The price is £235
includes taxes & fees
20 Oct - 21 Oct
Renovated Lakefront Condo · Disney 1 Mile · Fireworks Views · 2 Full Baths
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 £194
includes taxes & fees
22 Oct - 23 Oct
SeaWorld Orlando | 2BR | Minutes to the Parks
A modern indoor swimming pool with clear glass walls, a hot tub, and lounge chairs.

18. 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, (86 reviews)
"Amazing a wonderful vacation"
United States
Tim O.
The price is £245
includes taxes & fees
25 Oct - 26 Oct
2 BR RESORT IN PERFECT LOCATION NEAR UNIVERSAL
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 £231
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 swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a building with a red roof.

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

Vc6-105 - 3BR Condo Resort Access Near Disney
4.0 star property
Orlando
The price is £333
includes taxes & fees
20 Oct - 21 Oct
Vc6-105 - 3BR Condo Resort Access Near Disney
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

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"The room was amazing Clean Quiet Family Friendly The STAFF A1 Amazing"
Lilian 1-night trip
Posted less than an hour ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Find out more about Winter Park

Winter Park Condo Rentals information

Number of reviews
747
Accommodation
1794 Condo Rentals
Lowest Price
£129
Highest Price
£333

Frequently asked questions

How much do condos in Winter Park cost?
You'll pay from £129 to £333 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?
Take your pick of multiple condos in Winter Park with a total average guest review rating of 9.6. 55 W #3006 comes highly rated if you're travelling with the family or simply want extra space. This 3.5-star condo also features a swimming pool and a lake view. 55 W #2901 is another guest favourite. It has a 3.5-star rating and amenities such as a swimming pool and fitness facilities.
How many condos are there in Winter Park?
Winter Park has 1794 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?
Travelling with the family in Winter Park is easy at 55 W #3006. With amenities such as a lake view and a swimming pool, your crew will enjoy their space at this 3.5-star stay. 55 W #2901 is another family-friendly condo. It has a 3.5-star rating and amenities including a swimming pool and fitness facilities. Winter Park boasts plenty of family-friendly attractions to check out that'll keep the kids entertained. Maitland Historical Society and Zora Neale Hurston National Museum of Fine Arts guarantee a fun day out for 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.