Search Condo Rentals in Winter Park
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Our top choices for Winter Park condo rentals

Condo in Lake Frederica
Welcoming Cozy 2BR/2BA Condo Near Downtown Orlando & Attractions with Pool10.0 out of 10, Exceptional, (1)
The price is HK$980
HK$2,385 total
includes taxes & fees
5 Jan - 6 Jan 2026

Condo in South Eola
Vintage 2 Bedroom 1.5 Bathroom Condo Lake View10.0 out of 10, Exceptional, (3)
The price is HK$693
HK$1,504 total
includes taxes & fees
5 Jan - 6 Jan 2026

Condo in South Eola
Renovated Condo Lake Eola View Great Location10.0 out of 10, Exceptional, (10)
The price is HK$630
HK$1,302 total
includes taxes & fees
4 Jan - 5 Jan 2026

Condo in South Eola
Lake Eola view 1 bedroom Thornton Park9.8 out of 10, Exceptional, (10)
The price is HK$560
HK$1,223 total
includes taxes & fees
1 Jan - 2 Jan 2026

10.0 out of 10, Exceptional, (1)
The price is HK$802
HK$2,479 total
includes taxes & fees
4 Jan - 5 Jan 2026

Condo in Kissimmee
2BD/2BA condo close to Disney at Storey Lake #9610.0 out of 10, Exceptional, (12)
The price is HK$701
HK$2,327 total
includes taxes & fees
5 Jan - 6 Jan 2026

Condo in South Semoran
London House | Orlando Airport Private CondoThe price is HK$858
HK$2,357 total
includes taxes & fees
15 Jan - 16 Jan 2026

Condo in Kissimmee
SL 4741 Clock Tower #204 GVPM9.0 out of 10, Wonderful, (11)
The price is HK$701
HK$2,273 total
includes taxes & fees
4 Jan - 5 Jan 2026
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.
Top Winter Park Hotel Reviews

Caribe Royale Orlando
10/10 Excellent
Find out more about Winter Park
Winter Park Condo Rentals information
Number of reviews | 432 |
|---|---|
Accommodation | 2290 Condo Rentals |
Lowest Price | HK$1,223 |
Highest Price | HK$3,916 |
Frequently asked questions
Explore a world of travel with Expedia
- 5 Star Hotels in Fairview Shores
- Motels in Forest City
- Winter Park Hotels
- Vacation Homes in Orlando
- Villas in North Orlando
- Drury Inn & Suites Hotels in Goldenrod
- La Quinta Inn & Suites Hotels in Maitland
- Apartments in Northeast Orlando
- Condominium Resorts in Orlando
- Resorts in Wekiva Springs
- Motels in Maitland
- Luxury Hotel Hotels in Fairview Shores
- Cabin Rentals in Maitland
- Apartments in Casselberry
- Condo Rentals in Orlando
- Resorts in Orlando
- Beach Hotel Hotels in Orlando
- 5 Star Hotels in Orlando
- Universal Orlando Resort in Goldenrod
- Walt Disney World Resort in Maitland
- Villas in Maitland
- Walt Disney World Resort in Orlando
- 5 Star Hotels in Winter Park
- 5 Star Hotels in Maitland
- Maitland Hotels
- Apartments in Altamonte Springs
- Lake Como Hotels
- Cheap Hotels in Downtown Orlando
- Hotels near East Orlando Shopping Center
- Guest Houses in Northwest Orlando
- B&B in Maitland
- Ski Hotel Hotels in Orlando
- Westgate Resorts in Goldenrod
- Cabin Rentals in Orlando
- Hotels near Church Street Station
- Town Houses in Orlando
- Hotels near Tinker Field
- 3 Star Hotels in Orlando
- B&B in Orlando
- Diamond Resorts in Orlando
- Hotels near Full Sail University
- Romantic Hotel Hotels in Orlando
- La Quinta Inn & Suites Hotels in Orlando
- Resorts in Fern Park
- Apartments in Forest City
- Boutique Hotel Hotels in Orlando
- 2 Star Hotels in Northwest Orlando
- Hyatt Hotels in Goldenrod
- Houseboats in Forest City
- Pet-Friendly Hotel Hotels in Maitland
- Hotel with Pool Hotels in Downtown Orlando
- Hyatt Hotels in Winter Park
- Marriott Hotels & Resorts in Eatonville
- Guest Houses in Orlando
- Universal Orlando Resort in Orlando
- Downtown Orlando Hotels
- Independent Hotels in Goldenrod
- Lgbt Welcoming Hotel Hotels in Orlando
- Hotels near Orlando Regional Medical Center
- B&B in Wekiva Springs
- Hotels near Kia Center
- Walt Disney World Resort in Altamonte Springs
- Motels in Orlando
- Villas in Orlando
- 4 Star Hotels in Orlando
- Apartments in Orlando
- Hotels near Orlando Executive
- 5 Star Hotels in Eatonville
- Goldenrod Hotels
- Aparthotels in Orlando
- Wyndham Vacation Ownership Hotels in Orlando
- Wedding Hotels in Orlando
- Hostels in Orlando
- Motel 6 Hotels in Orlando
- Family Hotel Hotels in Orlando
- Rv Parks in Orlando
- Hotels near Orlando Museum of Art
- Vacation Homes in Maitland
















































































