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
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Winter Park condo rentals

Dining

Cozy 1-bedroom Condo in Luxury Gated Community

Cozy 1-bedroom Condo in Luxury Gated Community
Ventura
9.8 out of 10, Exceptional, (10 reviews)
"Great stay, we enjoyed it "
Canada
Kevin L.
The price is HK$833
HK$1,999 total
includes taxes & fees
5 Jul - 6 Jul
Cozy 1-bedroom Condo in Luxury Gated Community
Fridge, microwave, oven, stovetop

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$615
HK$1,392 total
includes taxes & fees
28 Jun - 29 Jun
Lake Eola view 1 bedroom Thornton Park
2 outdoor pools, open 7:00 AM to 11:00 PM, free pool cabanas

Magical Moment Vacation Condos

Magical Moment Vacation Condos
4.0 star property
International Drive District
10.0 out of 10, Exceptional, (1 review)
"Very Clean room staff were great !! Definitely would stay again !"
United States
stephanie
The price is HK$1,129
HK$3,124 total
includes taxes & fees
13 Jul - 14 Jul
Magical Moment Vacation Condos
Pool

Disney 8mi~Heated Resort Pool~Hot Tub~Oasis

Disney 8mi~Heated Resort Pool~Hot Tub~Oasis
Kissimmee
9.4 out of 10, Exceptional, (3 reviews)
"The host was great and responsive. They handled every issue quickly and efficiently and communicated great and in a timely fashion. The location was quiet and felt safe. "
United States
Caleb C.
The price is HK$447
HK$3,408 total
includes taxes & fees
28 Jun - 29 Jun
Disney 8mi~Heated Resort Pool~Hot Tub~Oasis
Outdoor pool, a heated pool

PAY LATER!! SALE!! Beautiful lake view, newly decorated, next to Disney & FUN!!

PAY LATER!! SALE!! Beautiful lake view, newly decorated, next to Disney & FUN!!
Orlando
9.4 out of 10, Exceptional, (69 reviews)
"Room was great! Will stay again "
United States
gina
The price is HK$862
HK$2,456 total
includes taxes & fees
13 Jul - 14 Jul
PAY LATER!! SALE!! Beautiful lake view, newly decorated, next to Disney & FUN!!
Smart TV

Retro lake Eola 1 Bedroom Condo Thornton park

Retro lake Eola 1 Bedroom Condo Thornton park
South Eola
9.6 out of 10, Exceptional, (7 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 HK$615
HK$1,392 total
includes taxes & fees
28 Jun - 29 Jun
Retro lake Eola 1 Bedroom Condo Thornton park
Exterior

Storey Lake Resort 2bd Condo Overlooking Water #840 2 Bedroom Condo

Storey Lake Resort 2bd Condo Overlooking Water #840 2 Bedroom Condo
3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"we had a great time and enjoyed the condo for the short time we were there."
United States
Sherri Ann
The price is HK$1,068
HK$4,343 total
includes taxes & fees
28 Jun - 29 Jun
Storey Lake Resort 2bd Condo Overlooking Water #840 2 Bedroom Condo
Fridge, microwave, oven, stovetop

Renovated Condo Lake Eola View Great Location

Renovated Condo Lake Eola View Great Location
South Eola
10.0 out of 10, Exceptional, (18 reviews)
"Clean, comfortable apartment close to restaurants. "
United States
Robin K.
The price is HK$869
HK$1,702 total
includes taxes & fees
7 Jul - 8 Jul
Renovated Condo Lake Eola View Great Location
Pool

2BD/2BA condo close to Disney at Storey Lake #96

2BD/2BA condo close to Disney at Storey Lake #96
Kissimmee
10.0 out of 10, Exceptional, (13 reviews)
"We really enjoyed our stay and the condo was perfect for our family of four. It was clean, had all the supplies we needed and my kids enjoyed the pools. It was a quick drive to Disney, the convention area and also had restaurants and shopping nearby. We would stay here again!"
United States
Jessica G.
The price is HK$706
HK$2,478 total
includes taxes & fees
28 Jun - 29 Jun
2BD/2BA condo close to Disney at Storey Lake #96
Property grounds

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, (219 reviews)
"Condo is in a perfect location, close to everything. Loved that a Starbucks was right there. Place was clean and had everything we needed. Really nice view! Would def stay here again. Great hosts. Thank you!"
United States
Elizabeth
The price is HK$698
HK$1,923 total
includes taxes & fees
30 Jun - 1 Jul
Sensational Water View 1 Mile to Disney Newly Renovated Superb Location
Fridge, microwave, oven, stovetop

Stunning 3BR/2BA Orlando Vista Cay - Disney/Universal/Occc!

Stunning 3BR/2BA Orlando Vista Cay - Disney/Universal/Occc!
Orlando
9.8 out of 10, Exceptional, (272 reviews)
"Jim was just amazing to work with! The condo was perfect and in an ideal location to shops, restaurants and of course Universal and Disney. We just loved it!"
United States
Michelle A.
The price is HK$1,952
HK$3,966 total
includes taxes & fees
16 Jul - 17 Jul
Stunning 3BR/2BA Orlando Vista Cay - Disney/Universal/Occc!
A heated pool

Spring Special, Stylish, Relaxing, Stunning Lakeview Resort near Disney

Spring Special, Stylish, Relaxing, Stunning Lakeview Resort near Disney
Orlando
9.4 out of 10, Exceptional, (49 reviews)
"Great stay!"
United States
Petra K.
The price is HK$776
HK$2,367 total
includes taxes & fees
8 Jul - 9 Jul
Spring Special, Stylish, Relaxing, Stunning Lakeview Resort near Disney
Pool

2BD/2BA condo close to Disney at Storey Lake #80

2BD/2BA condo close to Disney at Storey Lake #80
Kissimmee
9.6 out of 10, Exceptional, (11 reviews)
"Great place to stay and only 15 min drive to Disney on a great road!"
United States
Kyle H.
The price is HK$706
HK$2,564 total
includes taxes & fees
29 Jun - 30 Jun
2BD/2BA condo close to Disney at Storey Lake #80
Outdoor pool, a heated pool

Vibrant, Modern Condo, Storey Lake Resort, within minutes of Orlando Attractions

Vibrant, Modern Condo, Storey Lake Resort, within minutes of Orlando Attractions
Kissimmee
9.8 out of 10, Exceptional, (32 reviews)
"Easy check in and communication. Condo was clean and would stay there again with my family. "
United States
Jeraka I.
The price is HK$974
HK$2,553 total
includes taxes & fees
1 Jul - 2 Jul
Vibrant, Modern Condo, Storey Lake Resort, within minutes of Orlando Attractions
Property grounds

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, (89 reviews)
"Had a great stay "
United States
Kelvin
The price is HK$1,129
HK$2,876 total
includes taxes & fees
1 Jul - 2 Jul
DISNEY area CONDO 2 KING BEDS 2 BUNKS 2 BATHS Large 1350 sq ft Lake View 10th fl
Property grounds

Luxurious 5*Executive 3Br Villa Vista Cay/Pool | Enhanced Cleaning

Luxurious 5*Executive 3Br Villa Vista Cay/Pool | Enhanced Cleaning
orlando
9.8 out of 10, Exceptional, (194 reviews)
"Great place, Irina was very accommodating. Couldn’t be happier with my stay!"
United States
Darby S.
The price is HK$1,560
HK$7,228 total
includes taxes & fees
12 Jul - 13 Jul
Luxurious 5*Executive 3Br Villa Vista Cay/Pool | Enhanced Cleaning
Exterior

Vacation Meadows - Storey Lake By Shine Villas 710 2 Bedroom Apts

Vacation Meadows - Storey Lake By Shine Villas 710 2 Bedroom Apts
3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Great communication and close to Disney and Universal. Very roomy unit "
United States
Gilbert
The price is HK$966
HK$4,200 total
includes taxes & fees
6 Jul - 7 Jul
Vacation Meadows - Storey Lake By Shine Villas 710 2 Bedroom Apts
Children’s area

5000-408 - 3 BED, 2 BATH, POOL AND LAKEVIEW

5000-408 - 3 BED, 2 BATH, POOL AND LAKEVIEW
Orlando
9.6 out of 10, Exceptional, (267 reviews)
"The amenities were amazing after being at epic and coming back. It was peaceful and quiet and relaxing to be able to go to the Jacuzzi and sit by the pool and enjoy the relaxation of the sun. The bar tender was amazing and the drinks were delicious!"
United States
Jennifer L.
The price is HK$928
HK$3,360 total
includes taxes & fees
6 Jul - 7 Jul
5000-408 - 3 BED, 2 BATH, POOL AND LAKEVIEW
Exterior

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$860
HK$2,132 total
includes taxes & fees
20 Jul - 21 Jul
3648 Orlando Vacational Apartment 2nd floor, Lake view
Pool

VCR1-304 Reserve Deluxe Condo - Modern Decor

VCR1-304 Reserve Deluxe Condo - Modern Decor
Orlando
10.0 out of 10, Exceptional, (63 reviews)
"We thoroughly enjoyed our stay. Would definitely stay here again. "
United States
Janet S.
The price is HK$1,145
HK$3,342 total
includes taxes & fees
1 Jul - 2 Jul
VCR1-304 Reserve Deluxe Condo - Modern Decor
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

Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG

10/10 Excellent
"Both the pools were a great addition to the vacation. My kiddos wanted to stay on the water slides all day long❤️"
Brittany 4-night trip
Posted less than an hour ago
Holiday Inn Resort Orlando Suites - Waterpark by IHG

Find out more about Winter Park

Winter Park Condo Rentals information

Number of reviews
14
Accommodation
2210 Condo Rentals
Lowest Price
HK$2,132
Highest Price
HK$5,065

Frequently asked questions

How much do condos in Winter Park cost?
You'll pay from HK$2,132 to HK$5,065 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 9.1.
How many condos are there in Winter Park?
Winter Park has 2210 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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