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
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Winter Park condo rentals

Coffee/tea maker, fridge, microwave, oven

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 CA $141
CA $285 total
includes taxes & fees
Jul 26 - Jul 27
Renovated Condo Lake Eola View Great Location
Smart TV

Vintage 2 Bedroom Condo Lake Eola View

Vintage 2 Bedroom Condo Lake Eola View
South Eola
10.0 out of 10, Exceptional, (12 reviews)
"Amazing place to stay "
United States
Sana P.
The price is CA $141
CA $313 total
includes taxes & fees
Jul 28 - Jul 29
Vintage 2 Bedroom Condo Lake Eola View
Coffee/tea maker, fridge, microwave, oven

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 CA $114
CA $254 total
includes taxes & fees
Aug 9 - Aug 10
Lake Eola view 1 bedroom Thornton Park
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 CA $114
CA $254 total
includes taxes & fees
Jul 29 - Jul 30
Retro lake Eola 1 Bedroom Condo Thornton park
Dining

Cozy 1-bedroom Condo in Luxury Gated Community

Cozy 1-bedroom Condo in Luxury Gated Community
Ventura
10.0 out of 10, Exceptional, (11 reviews)
"Great stay, we enjoyed it "
Canada
Kevin L.
The price is CA $150
CA $369 total
includes taxes & fees
Aug 5 - Aug 6
Cozy 1-bedroom Condo in Luxury Gated Community
Indoor pool, outdoor pool

2 BR RESORT IN PERFECT LOCATION NEAR UNIVERSAL

2 BR RESORT IN PERFECT LOCATION NEAR UNIVERSAL
Florida Center
8.0 out of 10, Very good, (74 reviews)
"Host is very welcoming and the location is right in the middle of great food and the universal parks."
United States
Stephen W.
The price is CA $196
CA $452 total
includes taxes & fees
Jul 26 - Jul 27
2 BR RESORT IN PERFECT LOCATION NEAR UNIVERSAL
Coffee/tea maker, fridge, microwave, oven

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)
"Everything was great. This is the first place we will look for when we come back!"
United States
jeremy e.
The price is CA $277
CA $620 total
includes taxes & fees
Aug 1 - Aug 2
Stunning 3BR/2BA Orlando Vista Cay - Disney/Universal/Occc!
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 CA $252
CA $1,262 total
includes taxes & fees
Aug 2 - Aug 3
Luxurious 5*Executive 3Br Villa Vista Cay/Pool | Enhanced Cleaning
Indoor pool, outdoor pool

2 BD/2 BA minutes from Universal Studios & Epic Universe

2 BD/2 BA minutes from Universal Studios & Epic Universe
International Drive District
9.6 out of 10, Exceptional, (19 reviews)
"This is a great place to stay if you are planning a trip to Universal Studios. Super close, walkable to I drive, nice pool. The patio was a great perk, could see Disney fireworks, Islands of Adventure and Volcano Bay. "
United States
Jacoba A.
The price is CA $162
CA $374 total
includes taxes & fees
Jul 26 - Jul 27
2 BD/2 BA minutes from Universal Studios & Epic Universe
Pool

Modern Vista Cay nr pool•Walk to OCCC close iDrive

Modern Vista Cay nr pool•Walk to OCCC close iDrive
Orlando
10.0 out of 10, Exceptional, (57 reviews)
"Easy check in, great space!"
United States
Christin P.
The price is CA $210
CA $602 total
includes taxes & fees
Jul 26 - Jul 27
Modern Vista Cay nr pool•Walk to OCCC close iDrive
Outdoor dining

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 CA $225
CA $284 total
includes taxes & fees
Aug 2 - Aug 3
Free Theme Park Shuttle Transfer, Free Breakfast, Outdoor Pool | Staybridge Near Seaworld
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)
"Perfect for what we needed. You can't beat the location and amenities."
United States
Sean T.
The price is CA $261
CA $598 total
includes taxes & fees
Aug 2 - Aug 3
Condo in Best Location. Heated Pool, near Convention Ctr, across Epic Universal.
Dining

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

Vista Cay 3-Bedroom, across from Universal's Epic Universe and Conv. Center
Orlando
9.4 out of 10, Exceptional, (254 reviews)
"We really enjoyed our stay at this location. Lots of pools, nice area."
United States
Meredith S.
The price is CA $202
CA $680 total
includes taxes & fees
Jul 31 - Aug 1
Vista Cay 3-Bedroom, across from Universal's Epic Universe and Conv. Center
Property grounds

Spectacular TOP FLOOR Quiet 3 B/R Corner Condo in Vista Cay, GREAT LAKE VIEW!!!

Spectacular TOP FLOOR Quiet 3 B/R Corner Condo in Vista Cay, GREAT LAKE VIEW!!!
Orlando
9.4 out of 10, Exceptional, (128 reviews)
"Perfect place to stay: comfortable beds, clean, great location. Would definitely stay here again. "
United States
Corey W.
The price is CA $182
CA $533 total
includes taxes & fees
Aug 1 - Aug 2
Spectacular TOP FLOOR Quiet 3 B/R Corner Condo in Vista Cay, GREAT LAKE VIEW!!!
Pool

VCR1-305- 3BR condo near Disney with Resort access

VCR1-305- 3BR condo near Disney with Resort access
Orlando
10.0 out of 10, Exceptional, (34 reviews)
"Loved our stay from start to finish! The whole complex is very nice!"
United States
Stacey N.
The price is CA $199
CA $595 total
includes taxes & fees
Jul 31 - Aug 1
VCR1-305- 3BR condo near Disney with Resort access
Indoor pool, outdoor pool

2 bedrm Condo w/4 beds near Universal and Disney

2 bedrm Condo w/4 beds near Universal and Disney
International Drive District
9.4 out of 10, Exceptional, (25 reviews)
"This place was not bad at all, we were there for a couple of nights. "
United States
Anca D.
The price is CA $165
CA $313 total
includes taxes & fees
Aug 13 - Aug 14
2 bedrm Condo w/4 beds near Universal and Disney
2 outdoor pools, open 7:00 AM to 11:00 PM, free cabanas, pool umbrellas

Magical Moment Vacation Condos

Magical Moment Vacation Condos
4.0 star property
International Drive District
7.4 out of 10, Good, (3 reviews)
"Very Clean room staff were great !! Definitely would stay again !"
United States
stephanie
The price is CA $143
CA $491 total
includes taxes & fees
Jul 27 - Jul 28
Magical Moment Vacation Condos
Outdoor pool, a heated pool

Brand new Vista Cay 3 Bedroom - Next Universal And Convention Center - Reserve

Brand new Vista Cay 3 Bedroom - Next Universal And Convention Center - Reserve
Orlando
9.6 out of 10, Exceptional, (201 reviews)
"Clean room, great property"
United States
Caroline H.
The price is CA $138
CA $601 total
includes taxes & fees
Jul 27 - Jul 28
Brand new Vista Cay 3 Bedroom - Next Universal And Convention Center - Reserve
A heated pool

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

Luxurious 5*Executive 3Br Villa Vista Cay/Pool | Enhanced Cleaning
Orlando
9.6 out of 10, Exceptional, (45 reviews)
"Host was very helpful with check in process and available for communication when necessary. Nice place and everything was as it was advertised. "
United States
Chad H.
The price is CA $227
CA $1,227 total
includes taxes & fees
Aug 1 - Aug 2
Luxurious 5*Executive 3Br Villa Vista Cay/Pool | Enhanced Cleaning
Exterior

Crisp &Modern with Balcony next to the Orange County Convention Center-Sea World

Crisp &Modern with Balcony next to the Orange County Convention Center-Sea World
Orlando
9.8 out of 10, Exceptional, (39 reviews)
"excellent stay"
United States
Ariel F.
The price is CA $183
CA $536 total
includes taxes & fees
Aug 9 - Aug 10
Crisp &Modern with Balcony next to the Orange County Convention Center-Sea World
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
"I recommend to anyone that is looking for an affordable, clean, comfortable hotel. It is away from the busy traffic yet still close to the main attraction, quiet, clean property. We Will definitely be staying in rose inn when visiting Orlando again."
Yuri 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
1,074
Accommodation
2267 Condo Rentals
Lowest Price
CA $254
Highest Price
CA $1,262

Frequently asked questions

How much do condos in Winter Park cost?
You'll pay from CA $254 to CA $1,262 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 2267 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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