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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Winter Park condo rentals

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$838
HK$2,778 total
includes taxes & fees
18 May - 19 May
Magical Moment Vacation Condos
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
Vacation Meadows - Storey Lake By Shine Villas 710 2 Bedroom Apts
Smart TV

Vintage 2 Bedroom Condo Lake Eola View

Vintage 2 Bedroom Condo Lake Eola View
South Eola
10.0 out of 10, Exceptional, (11 reviews)
"The place was clean and spacious. The living room was our relaxing spot. The location was great as we can see the lake.The location was safe and had a great parking spot. The host was quick to respond for any inquiries and would definitely stay here again. "
United States
Nagendra A.
The price is HK$675
HK$1,625 total
includes taxes & fees
14 May - 15 May
Vintage 2 Bedroom Condo Lake Eola View
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, (13 reviews)
"good area"
United States
Carlos F.
The price is HK$720
HK$1,547 total
includes taxes & fees
18 May - 19 May
Lake Eola view 1 bedroom Thornton Park
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)
"Great place to stay! Quiet and in a great neighborhood! "
United States
Nick L.
The price is HK$891
HK$1,763 total
includes taxes & fees
18 May - 19 May
Renovated Condo Lake Eola View Great Location
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, (67 reviews)
"Room was great! Will stay again "
United States
gina
The price is HK$775
HK$2,348 total
includes taxes & fees
14 May - 15 May
PAY LATER!! SALE!! Beautiful lake view, newly decorated, next to Disney & FUN!!
Pool

Lakeview Condo minutes to Convention Center, Disney & Universal Studio

Lakeview Condo minutes to Convention Center, Disney & Universal Studio
Orlando
8.8 out of 10, Excellent, (43 reviews)
"Loved the view and easy access to everything we needed. "
United States
Kristy L.
The price is HK$773
HK$2,174 total
includes taxes & fees
25 May - 26 May
Lakeview Condo minutes to Convention Center, Disney & Universal Studio
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, (30 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$916
HK$2,445 total
includes taxes & fees
14 May - 15 May
Vibrant, Modern Condo, Storey Lake Resort, within minutes of Orlando Attractions
Property grounds

Vista Cay Jewel Luxury By Universal Orlando Rental

Vista Cay Jewel Luxury By Universal Orlando Rental
Orlando
9.6 out of 10, Exceptional, (18 reviews)
"The condo was in great condition. All the codes were correct to get into the gate and door. "
United States
Jessica H.
The price is HK$1,096
HK$3,035 total
includes taxes & fees
25 May - 26 May
Vista Cay Jewel Luxury By Universal Orlando Rental
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)
"This is a wonderful place to stay. I'm very satisfied with this accommodation for giving me such a great view in Orlando."
United States
Young Gyu
The price is HK$775
HK$2,348 total
includes taxes & fees
14 May - 15 May
Spring Special, Stylish, Relaxing, Stunning Lakeview Resort near Disney
Pool

Spacious Home in FantasyWorld

Spacious Home in FantasyWorld
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Thanks you so much for everything for sure this place is AMAZING, everything went perfect and resort staff was very nice and helpful all the time and yes is same as the pictures and eve more better in person. "
United States
Harley Gustavo
The price is HK$658
HK$2,647 total
includes taxes & fees
15 May - 16 May
Spacious Home in FantasyWorld
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$882
HK$4,076 total
includes taxes & fees
14 May - 15 May
Storey Lake Resort 2bd Condo Overlooking Water #840 2 Bedroom Condo
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)
"Excellent location. Great host. "
United States
Edward F.
The price is HK$1,542
HK$3,448 total
includes taxes & fees
14 May - 15 May
Stunning 3BR/2BA Orlando Vista Cay - Disney/Universal/Occc!
Aerial view

Condo in Best Location. Heated Pool, near Convention Ctr, across Epic Universal.

Condo in Best Location. Heated Pool, near Convention Ctr, across Epic Universal.
Orlando
10.0 out of 10, Exceptional, (12 reviews)
"Great location for convention."
United States
Tim O.
The price is HK$1,613
HK$3,536 total
includes taxes & fees
18 May - 19 May
Condo in Best Location. Heated Pool, near Convention Ctr, across Epic Universal.
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$1,613
HK$7,201 total
includes taxes & fees
14 May - 15 May
Luxurious 5*Executive 3Br Villa Vista Cay/Pool | Enhanced Cleaning
Dining

Cozy 1-bedroom Condo in Luxury Gated Community

Cozy 1-bedroom Condo in Luxury Gated Community
Ventura
9.8 out of 10, Exceptional, (9 reviews)
"Great stay, we enjoyed it "
Canada
Kevin L.
The price is HK$824
HK$2,035 total
includes taxes & fees
24 May - 25 May
Cozy 1-bedroom Condo in Luxury Gated Community
Miscellaneous

Retro lake Eola 1 Bedroom Condo Thornton park

Retro lake Eola 1 Bedroom Condo Thornton park
South Eola
9.4 out of 10, Exceptional, (6 reviews)
"Clean, easy stay. Great experience for what we needed."
United States
Neil L.
Retro lake Eola 1 Bedroom Condo Thornton park
Pool

2bd/2ba condo close to Disney, Storey Lake

2bd/2ba condo close to Disney, Storey Lake
Kissimmee
10.0 out of 10, Exceptional, (5 reviews)
"It was an nice smooth experience renting out the property the pictures the were posted up on vrbo about the condo is exactly how the room is 10/10 experience"
United States
Luis C.
The price is HK$564
HK$2,351 total
includes taxes & fees
25 May - 26 May
2bd/2ba condo close to Disney, Storey Lake
Pool

2bd/2ba Brand new lake-view condo close to Disney

2bd/2ba Brand new lake-view condo close to Disney
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Check in process is easy, apartment is clean and roomy. "
United States
D J.
The price is HK$705
HK$2,552 total
includes taxes & fees
27 May - 28 May
2bd/2ba Brand new lake-view condo close to Disney
Pool

Upstay: Family-Friendly Getaway with Spa & Pool

Upstay: Family-Friendly Getaway with Spa & Pool
Orlando
9.0 out of 10, Wonderful, (6 reviews)
"Great place to stay. Close to all the major theme parks"
United States
marci m.
Upstay: Family-Friendly Getaway with Spa & Pool
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

Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

10/10 Excellent
"Did not use pool or breakfast option"
Pamela 1-night trip
Posted less than an hour ago
Rosen Inn Lake Buena Vista

Find out more about Winter Park

Winter Park Condo Rentals information

Number of reviews
733
Accommodation
2355 Condo Rentals
Lowest Price
HK$1,547
Highest Price
HK$7,201

Frequently asked questions

How much do condos in Winter Park cost?
You'll pay from HK$1,547 to HK$7,201 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 9.7.
How many condos are there in Winter Park?
Winter Park has 2355 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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