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Condo Rentals in Winter Park

3648 Orlando Vacational Apartment 2nd floor, Lake view
3 outdoor pools

3648 Orlando Vacational Apartment 2nd floor, Lake view

3.5 star property
7.0 out of 10, Good, (6)
"I loved it everything about this property and wouldn't mind going again in the future"
3648 Orlando Vacational Apartment 2nd floor, Lake view
Vista Cay Commons by OVH360
2 outdoor pools

Vista Cay Commons by OVH360

3.5 star property
10.0 out of 10, Exceptional, (49)
"Nice conveniently located property close to convention center. "
Vista Cay Commons by OVH360
Updated Condo Near Conv Ctr, I-drive & Universal!
Apartment (3 Bedrooms) | Property amenity

Updated Condo Near Conv Ctr, I-drive & Universal!

3.5 star property
8.8 out of 10, Excellent, (3)
"Nice 3 bedroom layout but not clean. Ants on the wall in the kitchen; dirty, stained coffee mugs and utensils; dirty baseboards. Sagging mattress in one room."
Updated Condo Near Conv Ctr, I-drive & Universal!
Disney Amazing Lake Bryan View 1 Bedroom Condo by RedAwning
Condo, 1 Bedroom | Pool | Outdoor pool

Disney Amazing Lake Bryan View 1 Bedroom Condo by RedAwning

3.5 star property
10.0 out of 10, Exceptional, (2)
"Everything was great but the office employees they don’t want to do anything even she will not handle me a pen"
Disney Amazing Lake Bryan View 1 Bedroom Condo by RedAwning
Stunning 2Bd Apto Close to Disney @ Storey Lake 105 3171
Aerial view

Stunning 2Bd Apto Close to Disney @ Storey Lake 105 3171

3.5 star property
9.4 out of 10, Exceptional, (8)
"I appreciate the exceptional hospitality. My stay exceeded expectations in every way."
Stunning 2Bd Apto Close to Disney @ Storey Lake 105 3171
Perfect Home for your Vacation SL4807
Studio (4 Bedrooms) | Exterior

Perfect Home for your Vacation SL4807

3.5 star property
9.6 out of 10, Exceptional, (4)
"I found a roach in the first floor bedroom. "
Perfect Home for your Vacation SL4807
Marvelous 2 Bd Apt Close to Disney at Storey Lake 106 3121
Aerial view

Marvelous 2 Bd Apt Close to Disney at Storey Lake 106 3121

4.5 star property
8.6 out of 10, Excellent, (12)
"We absolutely loved this place. It was clean, comfortable for our party of 8 and the amenities were great! We enjoyed the lazy river, pool and water slide at the club next to the community. "
Marvelous 2 Bd Apt Close to Disney at Storey Lake 106 3121
Gorgeous 3Bd 8 Guests @Storey Lake Resort Close to Disney 101 3191
Aerial view

Gorgeous 3Bd 8 Guests @Storey Lake Resort Close to Disney 101 3191

4.5 star property
9.2 out of 10, Wonderful, (14)
"Overall good accomodation and nearby places. nice set up and clean. "
Gorgeous 3Bd 8 Guests @Storey Lake Resort Close to Disney 101 3191
Storey Lake Resort 2bd Condo Overlooking Water #840 2 Bedroom Condo
Condo, 2 Bedrooms | Pool

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

3.0 star property
10.0 out of 10, Exceptional, (1)
"we had a great time and enjoyed the condo for the short time we were there."
Storey Lake Resort 2bd Condo Overlooking Water #840 2 Bedroom Condo
Lakeside Snooze At Storey Lake By Shine Villas 2 Bedroom Condo
Condo, 2 Bedrooms | Pool | A heated pool

Lakeside Snooze At Storey Lake By Shine Villas 2 Bedroom Condo

3.0 star property
Lakeside Snooze At Storey Lake By Shine Villas 2 Bedroom Condo
4013 Breakview Drive
Apartment (3 Bedrooms) | Property amenity

4013 Breakview Drive

3.5 star property
10.0 out of 10, Exceptional, (1)
"This home was gorgeous. We enjoyed our stay at Vista Cay Reserve. Upon our arrival, we had a minor mishap in gaining access through the keypad. An email was sent and another keypad code was issued. Allowing us access to our home away from home. The temperature was a bit stuffy, but the aroma was fresh and welcoming. A lovely greeting card was left with a pack of Oreo treats provided for our stay. Very thoughtful and much appreciated. The amenities were excellent. Kitchen upgraded and anything...
4013 Breakview Drive
Newly Renovated, Beautiful 2bd/2ba Condo #2vc500
50-inch flat-screen TV with cable channels, TV

Newly Renovated, Beautiful 2bd/2ba Condo #2vc500

4.0 star property
10.0 out of 10, Exceptional, (11)
"We thoroughly enjoyed our stay at this beautiful condo. It was in pristine condition and the furnishings were updated & comfortable. Max was a wonderful host and checked in to be sure all was in good order when we arrived. 5 Stars!"
Newly Renovated, Beautiful 2bd/2ba Condo #2vc500
Vacation Meadows - Storey Lake By Shine Villas 710 2 Bedroom Apts
Condo, 2 Bedrooms | Pool

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

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great communication and close to Disney and Universal. Very roomy unit "
Vacation Meadows - Storey Lake By Shine Villas 710 2 Bedroom Apts
Penthouse Next To Convention Center & Universal 3 Bedroom Condo by RedAwning
Condo, 3 Bedrooms | Property grounds

Penthouse Next To Convention Center & Universal 3 Bedroom Condo by RedAwning

3.5 star property
Penthouse Next To Convention Center & Universal 3 Bedroom Condo by RedAwning
4816 Cayview Ave #306
Apartment (3 Bedrooms) | Property amenity

4816 Cayview Ave #306

4.0 star property
10.0 out of 10, Exceptional, (1)
"Very cozy Convenient to al Orlando attractions Easy access to your rental Large pool Delicious adult beverages poolside Cleanliness Quiet and private rooms"
4816 Cayview Ave #306
Casa Bella Townhome 3 Bedroom Condo by RedAwning
Condo, 3 Bedrooms | Exterior

Casa Bella Townhome 3 Bedroom Condo by RedAwning

4.0 star property
8.0 out of 10, Very Good, (1)
Casa Bella Townhome 3 Bedroom Condo by RedAwning
Vista Cay Magic 3 Bedroom Condo by RedAwning
Pool

Vista Cay Magic 3 Bedroom Condo by RedAwning

3.5 star property
Vista Cay Magic 3 Bedroom Condo by RedAwning
New! Vista Cay Luxury Mirage 2 Bedroom Condo by RedAwning
Exterior

New! Vista Cay Luxury Mirage 2 Bedroom Condo by RedAwning

3.5 star property
New! Vista Cay Luxury Mirage 2 Bedroom Condo by RedAwning
Casa Maria Luxurious 3 Bedroom Condo by RedAwning
Condo, 2 Bedrooms | Exterior

Casa Maria Luxurious 3 Bedroom Condo by RedAwning

4.0 star property
Casa Maria Luxurious 3 Bedroom Condo by RedAwning
4012 Vista Cay
Condo (4012 Vista Cay) | Exterior

4012 Vista Cay

4.0 star property
4012 Vista Cay
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

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"It was amazing👍👍👍👍👍"
Sandra Albrekt 9-night trip
Posted 6 hours ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Frequently asked questions

How much do condos in Winter Park cost?
You'll pay from to 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 favorite 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 8.9.
How many condos are there in Winter Park?
Winter Park has 625 condos. To help you find the perfect stay, use our filters to search for the must-have hotel conveniences.