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 €150
includes taxes & fees
15 Oct - 16 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 €187
includes taxes & fees
20 Oct - 21 Oct
Renovated Condo Lake Eola View Great Location
A living room with a sofa, ottoman, coffee table, and a floor lamp.

3. 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.
Retro lake Eola 1 Bedroom Condo Thornton park
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
10.0 out of 10, Exceptional, (14 reviews)
"Amazing place to stay "
United States
Sana P.
The price is €199
includes taxes & fees
18 Oct - 19 Oct
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.

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 €239
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 €178
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 €198
includes taxes & fees
20 Oct - 21 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.

8. 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 €145
includes taxes & fees
19 Oct - 20 Oct
Free Theme Park Shuttle Transfer, Free Breakfast, Outdoor Pool | Staybridge Near Seaworld
A swimming pool with a wooden deck and lounge chairs, surrounded by lush greenery and a dock extending into a lake.

9. 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 €253
includes taxes & fees
12 Nov - 13 Nov
Disney Condo-Beautiful Lake views from XL Balcony
A pool area with lounge chairs and umbrellas, surrounded by palm trees and greenery.

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

Vc9-410 - 3BR Condo Near all Attractions
4.0 star property
Orlando
The price is €412
includes taxes & fees
27 Oct - 28 Oct
Vc9-410 - 3BR Condo Near all Attractions
An aerial view of a resort with a large, kidney-shaped pool surrounded by lounge areas and a dock extending into a lake.

11. 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 €297
includes taxes & fees
20 Oct - 21 Oct
Top-Floor Lakefront Condo · Disney Fireworks View · Balcony & Resort Pools
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 €266
includes taxes & fees
1 Nov - 2 Nov
DOUBLE FLAT STUDIO - UNIVERSAL STUDIOS & INTERNATIONAL DRIVE
A hotel with a swimming pool, a bridge, and a view of a lake at sunset.

13. 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 €278
includes taxes & fees
22 Oct - 23 Oct
Renovated Lakefront Condo · Disney 1 Mile · Fireworks Views · 2 Full Baths
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 €353
includes taxes & fees
27 Oct - 28 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 €377
includes taxes & fees
3 Nov - 4 Nov
4114-306 Spacious 3bd condo at Vista Cay Resort
A tropical pool surrounded by lush greenery and rocks.

16. 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 €229
includes taxes & fees
18 Oct - 19 Oct
SeaWorld Orlando | 2BR | Minutes to the Parks
A swimming pool with a view of a body of water, surrounded by palm trees and a building.

17. 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 €278
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 modern kitchen with a central island, grey cabinets, and a black accent wall.

18. 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 €266
includes taxes & fees
4 Nov - 5 Nov
Apartment next to International Dr and Universal
A modern indoor swimming pool with clear glass walls, a hot tub, and lounge chairs.

19. 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, (85 reviews)
"Amazing a wonderful vacation"
United States
Tim O.
The price is €295
includes taxes & fees
25 Oct - 26 Oct
2 BR RESORT IN PERFECT LOCATION NEAR UNIVERSAL
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and buildings with tiled roofs.

20. 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 €375
includes taxes & fees
10 Nov - 11 Nov
Vc11-405 - 3BR Condo With Resort Access in Orlando
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

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

10/10 Excellent
"Always love staying at the Marriott!"
Jennifer 1-night trip
Posted 1 hour ago
SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

Find out more about Winter Park

Winter Park Condo Rentals information

Number of reviews
824
Accommodation
2010 Condo Rentals
Lowest Price
€145
Highest Price
€412

Frequently asked questions

How much do condos in Winter Park cost?
You'll pay from €145 to €412 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 9.6.
How many condos are there in Winter Park?
Winter Park has 2010 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.