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London House | Orlando Airport Private Condo

South Semoran
The price is HK$594
HK$2,080 total
includes taxes & fees
12 Nov - 13 Nov
London House | Orlando Airport Private Condo

Welcoming Cozy 2BR/2BA Condo Near Downtown Orlando & Attractions with Pool

Lake Frederica
10.0 out of 10, Exceptional, (1)
"We came to the area for a family Memorial Service. Our host allowed us to check in early, which was very much appreciated! The home was clean and comfortable, and there were many restaurants nearby. If we had chosen to cook, it seemed that there would have been plenty of supplies. The pool was closed for maintenance, so could not rate that area."
United States
Kelly S.
The price is HK$980
HK$2,400 total
includes taxes & fees
13 Nov - 14 Nov
Welcoming Cozy 2BR/2BA Condo Near Downtown Orlando & Attractions with Pool

Charming 2-bedroom condo minutes from Orlando International Airport.

Ventura
The price is HK$616
HK$2,176 total
includes taxes & fees
19 Nov - 20 Nov
Charming 2-bedroom condo minutes from Orlando International Airport.

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

3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1)
"we had a great time and enjoyed the condo for the short time we were there."
United States
Sherri Ann
The price is HK$832
HK$3,751 total
includes taxes & fees
12 Nov - 13 Nov
Storey Lake Resort 2bd Condo Overlooking Water #840 2 Bedroom Condo

Upstay: Family-friendly 2BR Condo with Spa & Pool

Orlando
9.2 out of 10, Wonderful, (5)
"Great place to stay. Close to all the major theme parks"
United States
marci m.
The price is HK$490
HK$1,881 total
includes taxes & fees
12 Nov - 13 Nov
Upstay: Family-friendly 2BR Condo with Spa & Pool

Cozy 1-bedroom Condo in Luxury Gated Community

Ventura
The price is HK$630
HK$1,564 total
includes taxes & fees
17 Nov - 18 Nov
Cozy 1-bedroom Condo in Luxury Gated Community

Resort apartment in Kissimmee

Kissimmee
9.6 out of 10, Exceptional, (12)
"Clean and convenient. The pool was great for relaxing after parks and entertainment. "
United States
Rita H.
The price is HK$700
HK$2,286 total
includes taxes & fees
12 Nov - 13 Nov
Resort apartment in Kissimmee

Gated community luxury new designer remodeled condo minutes from parks

Florida Center
9.0 out of 10, Wonderful, (174)
"Place was clean and comfortable. Host is easy to get ahold of and responds in a timely manner. "
United States
Jessi V.
The price is HK$692
HK$1,889 total
includes taxes & fees
12 Nov - 13 Nov
Gated community luxury new designer remodeled condo minutes from parks

Lake Eola view 1 bedroom Thornton Park

South Eola
9.8 out of 10, Exceptional, (7)
"The location was perfect, the apartment clean and tidy. We were only there overnight but it was exactly what we were looking for."
United States
Jim M.
The price is HK$622
HK$1,292 total
includes taxes & fees
19 Nov - 20 Nov
Lake Eola view 1 bedroom Thornton Park

Renovated Condo Lake Eola View Great Location

South Eola
10.0 out of 10, Exceptional, (8)
"Easy check in, everything was super clean, host was excellent with communication and had everything we needed for the night. Definitely would stay again!"
United States
Seana G.
The price is HK$700
HK$1,380 total
includes taxes & fees
17 Nov - 18 Nov
Renovated Condo Lake Eola View Great Location

2bed/2bath Heart of Orlando

Rosemont
2bed/2bath Heart of Orlando

Close to Disney and Universal! Family-sized condo with pool, balcony & game room

Orlando
9.0 out of 10, Wonderful, (6)
"If you love Star Wars and even if you don’t :) this place does not disappoint!!! Very clean and comfortable and plenty of room for the 5 of us. The Star Wars theme was a huge hit with my guys and the outlets directly next store that my daughter and I could walk to and shop all day was amazing! Communication was quick and when our key cards would not open the gym door, we had new ones within 30 minutes brought directly to us so we could get our work outs in. Loved the huge pool and deck side...
United States
Alex B.
The price is HK$779
HK$3,156 total
includes taxes & fees
12 Nov - 13 Nov
Close to Disney and Universal! Family-sized condo with pool, balcony & game room

Free Theme Park Shuttle Transfer, Free Breakfast, Outdoor Pool | Staybridge Near Seaworld

Orlando
10.0 out of 10, Exceptional, (1)
"We were very happy with our stay. It was so nice and clean and perfect! We didn't even need the shuttle because it was walking distance to Seaworld! Would definitely stay here again. No question."
United States
Eljae
The price is HK$913
HK$1,186 total
includes taxes & fees
12 Nov - 13 Nov
Free Theme Park Shuttle Transfer, Free Breakfast, Outdoor Pool | Staybridge Near Seaworld

Sensational Water View 1 Mile to Disney Newly Renovated Superb Location

Orlando
9.8 out of 10, Exceptional, (193)
"Very smooth process checking in and out. Property was clean, and host provided all the necessary information to make our stay enjoyable. "
United States
Beverly C.
The price is HK$428
HK$1,555 total
includes taxes & fees
18 Nov - 19 Nov
Sensational Water View 1 Mile to Disney Newly Renovated Superb Location

Adorable 2 BR close to Disney • Storey Lake

Kissimmee
10.0 out of 10, Exceptional, (8)
"This was a amazing place. Everything was perfect."
United States
Jessyka Guillaume M.
Adorable 2 BR close to Disney • Storey Lake

Cozy Lakeview / Clubhouses / Themed Stay

Kissimmee
9.0 out of 10, Wonderful, (6)
"Was a great place to stay! Definitely recommend. The place was very clean and owner was easy to communicate with. "
United States
Angela R.
Cozy Lakeview / Clubhouses / Themed Stay

Vista Cay 3-Bedroom, across from Universal's Epic Universe and Conv. Center

Orlando
9.4 out of 10, Exceptional, (233)
"Overall awesome "
Canada
Paul D.
The price is HK$777
HK$3,329 total
includes taxes & fees
29 Nov - 30 Nov
Vista Cay 3-Bedroom, across from Universal's Epic Universe and Conv. Center

Charming Themed Stay/Lakeview/2 Clubhouses Access

Kissimmee
10.0 out of 10, Exceptional, (7)
"Storey Lake is a great resort The host was very prompt with replies The condo was great. Great location Kitchen needs a little attention with more pots, pans, bowls and cutlery. which I have mentioned to the Host. Great stay and would recommend."
Canada
Stan K.
Charming Themed Stay/Lakeview/2 Clubhouses Access

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

orlando
9.8 out of 10, Exceptional, (192)
"The property was lovely and very comfortable. We loved it!"
United States
Sabrina M.
The price is HK$1,112
HK$4,436 total
includes taxes & fees
13 Nov - 14 Nov
Luxurious 5*Executive 3Br Villa Vista Cay/Pool | Enhanced Cleaning

Serenity Haven, Bliss, Storey Lake By Shine Villas 2 Bedroom Condo

3.0 star property
Kissimmee
The price is HK$766
HK$3,967 total
includes taxes & fees
12 Nov - 13 Nov
Serenity Haven, Bliss, Storey Lake By Shine Villas 2 Bedroom Condo
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

Find out more about Winter Park

Winter Park Condo Rentals information

Number of reviews
686
Accommodation
2407 Condo Rentals
Lowest Price
HK$1,186
Highest Price
HK$4,428

Frequently asked questions

How much do condos in Winter Park cost?
You'll pay from HK$1,186 to HK$4,428 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 9.5.
How many condos are there in Winter Park?
Winter Park has 2407 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.