Search and Rent Winter Park Condos

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Compare 2288 Condo Rentals in Winter Park with updated reviews, rates, and availability.

Cozy condo at Magical City ORLANDO-FL 13 minutes from airport.
10.0 out of 10, Exceptional, (4)
"Loved staying at this condo. It's very clean, has plenty of space and provide everything we needed. The host was very nice and always responded quickly. I also loved the big shower/bath tub in the master bathroom."
Cozy condo at Magical City ORLANDO-FL 13 minutes from airport.
2 BR RESORT IN PERFECT LOCATION NEAR UNIVERSAL
7.8 out of 10, Good, (28)
"The location was good. The room was a little rundown but not bad. People were very nice at the property."
The price is $139
$323 total
includes taxes & fees
Jun 6 - Jun 7
2 BR RESORT IN PERFECT LOCATION NEAR UNIVERSAL
DEAL! JUN 11-19 2.5 BDRS 2 BTHS JETSKI LAKE,POOL & HOTTUB SLEEP 8 1 MIEL DISNEY
9.8 out of 10, Exceptional, (137)
"We met our daughter and her family for the weekend and had a wonderful stay. Comfortable, well equipped and perfect location! Poolside karaoke was fun and the pools and spa were clean and well maintained! Also, beautiful lake views with trails to walk. Definitely coming back!!! Thank you!!"
The price is $99
$274 total
includes taxes & fees
Jun 18 - Jun 19
DEAL! JUN 11-19 2.5 BDRS 2 BTHS JETSKI LAKE,POOL & HOTTUB SLEEP 8 1 MIEL DISNEY
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Caribbean Villa
9.8 out of 10, Exceptional, (12)
"Stay was nice, close to stores and easy drive to Disney. Would stay again."
The price is $95
$242 total
includes taxes & fees
Jun 6 - Jun 7
Caribbean Villa
Modern Spacious 2 Bedroom Condo w/ Water Views! Great Location, Close to Disney, Restaurants & Shopping! Gated Resort w/ waterpark, Free Wifi!
9.2 out of 10, Wonderful, (17)
"We had a short stay at this location for my childs sports competition at the ESPN Wide World of Sports. The location of this condo is perfect to zip up and down 522 that takes you directly to the Disney parks avoiding I-4. its also close to a lot of places to get food and other non-Disney things to do."
Modern Spacious 2 Bedroom Condo w/ Water Views! Great Location, Close to Disney, Restaurants & Shopping! Gated Resort w/ waterpark, Free Wifi!
Luxury Apartment * JACUZZI * Lake Views * Close to Disney
9.0 out of 10, Wonderful, (99)
"The location was centrally located for the Disney parks. There was a subway, Wendy’s, McDonald’s and Chik-fil-a within walking distance. The pool and hot tub were clean and warm. The drink/snack shack was a nice surprise. View from the room was awesome. Needs improvement- only 4 bath towels and 2 pool towels were provided. Our family of 4 had to buy 2 beach towels and wash towels every other day. The kitchen was sparse, no kitchen towels or even hot pads so cooking was a struggle. The place was...
Luxury Apartment * JACUZZI * Lake Views * Close to Disney
C4731-203-Storey Lake Resort/Near Disney/Universal
9.0 out of 10, Wonderful, (8)
"We enjoyed this property! Great entertainment in the pool area, and the beds were really comfortable… very thankful after being at the Disney parks all day! The property was close to the Disney parks, which was our main need. This space met our needs for our family, and the main living spaces were very cute. I read in another review about the darkness of one of the bedrooms and it was very accurate… great for kids who need to sleep, but difficult to see anything in there. We didn’t need it , but...
C4731-203-Storey Lake Resort/Near Disney/Universal
2 Bedroom /2 Bathroom Condo near Disney-Balcony-EV Charging-Free Parking
9.6 out of 10, Exceptional, (4)
"Everything was perfect"
2 Bedroom /2 Bathroom Condo near Disney-Balcony-EV Charging-Free Parking
Large condo less than 10 minutes from major Parks
9.0 out of 10, Wonderful, (6)
"Good"
Large condo less than 10 minutes from major Parks
4731 208 - 3 Bedroom Corner Unit in Storey Lake Resort Under 10 Min to Disney
10.0 out of 10, Exceptional, (79)
"We enjoyed out stay at this property. The amenities were a lot of fun for teens and parents. It was quick and easy to uber to the parks."
4731 208 - 3 Bedroom Corner Unit in Storey Lake Resort Under 10 Min to Disney
LUXURY!! Relaxing, Affordable, Newly Renovated, Gorgeous LakeView, Disney 1 Mile
9.6 out of 10, Exceptional, (214)
"We stayed here for daughter’s competition, and it was a great location to Disney and universal. The condo was spacious and the view of the pool and lake was nice. Lots of places to eat nearby."
The price is $115
$291 total
includes taxes & fees
Jun 4 - Jun 5
LUXURY!! Relaxing, Affordable, Newly Renovated, Gorgeous LakeView, Disney 1 Mile
Purple Chair Condo! Free Resort Amenities & Mins from Disney! Modern & Elegant!
9.8 out of 10, Exceptional, (30)
"Great property in a great area! We thoroughly enjoyed the space. Everything was super clean and well taken care of. Beds slept great which was awesome because we were logging 30000 steps a day at the parks!"
Purple Chair Condo! Free Resort Amenities & Mins from Disney! Modern & Elegant!
Luxury Condo at Hotel prices at Lake Cay, Orlando Fl
9.8 out of 10, Exceptional, (124)
"Really enjoyed this property. Check in was easy and access to the community was also simple. Unit was clean and comfortable. Overlooks a lake with an alligator and a nice view of sea world. I would stay here again without a doubt."
Luxury Condo at Hotel prices at Lake Cay, Orlando Fl
Neat & Cozy Pool View Condo -8 min from Disney
9.6 out of 10, Exceptional, (15)
"We stayed in this property in early April 2024, around the tail end of Spring Break Season and we had an absolutely fantastic time. We’d seen some previous reviews talking about the site having noise problems but that was categorically not our experience at all, it’s was a really relaxed and quiet vibe throughout our stay with not a single instance of excessive noise from other visitors. The property itself is fantastic, really well presented, clean and tidy with all of the...
Neat & Cozy Pool View Condo -8 min from Disney
Luxury Lakefront Penthouse 3BR/2Bath Condo - Vista Cay
9.4 out of 10, Exceptional, (46)
"We couldn't have been happier with this property! Location was just two minutes from the convention center, so back and forth over both days was super quick. The property itself was SUPER quiet, we rarely saw other people. Parking was never an issue. Bed was more comfortable that mine at home. Would absolutely stay here again!"
The price is $179
$379 total
includes taxes & fees
Jun 4 - Jun 5
Luxury Lakefront Penthouse 3BR/2Bath Condo - Vista Cay
5000-403 - 3 BED, 2 BATH, PARK AND LAKEVIEW
9.6 out of 10, Exceptional, (204)
"The entire condo was sparkling clean thank you for a great stay!"
The price is $119
$417 total
includes taxes & fees
Jun 9 - Jun 10
5000-403 - 3 BED, 2 BATH, PARK AND LAKEVIEW
Vista Cay Huge Lakefront Next to Clubhouse
10.0 out of 10, Exceptional, (112)
"Property was exactly what our family needed for a 2 day Disney pass. Convenient to restaurant and parks and the condo was clean and perfect for our family of 5. Gary was an excellent communicator, making check-in and check-out as smooth as possible. He even took care of ordering and having a stroller delivered for the week. The kids loved the convenience of the pool and arcade right next door. We would absolutely stay here again!"
Vista Cay Huge Lakefront Next to Clubhouse
Lake Front Updated Stunner WOW
10.0 out of 10, Exceptional, (83)
"The condo is in beautiful condition and steps from the pool. Owner called to make sure stay was perfect, which was very nice. Will stay again!"
Lake Front Updated Stunner WOW
Clean, Comfortable, Family Friendly Condo, EXCELLENT Location! Mins to DISNEY!!
9.6 out of 10, Exceptional, (183)
"Property was just as described and a perfect location to Disney parks. Mary was a wonderful hostess. She checked in regularly to see how we were doing and if we needed anything. I will definitely recommend her and her properties. We look forward to staying at one of her homes again in the future. Thanks again for allowing us to use your home."
Clean, Comfortable, Family Friendly Condo, EXCELLENT Location! Mins to DISNEY!!
Large Space ★ Heated Pool ★ Close to Universal
9.8 out of 10, Exceptional, (60)
"Property is very spacious and nice!"
The price is $350
$647 total
includes taxes & fees
Jul 4 - Jul 5
Large Space ★ Heated Pool ★ Close to Universal
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See all available properties in Winter Park
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.

Other property types in Winter Park

Avanti International Resort
3.0 star property
7.8 out of 10, Good, (2142)
"Excelente and create attention and clear "
The price is $94
$123 total
includes taxes & fees
Jun 6 - Jun 7
Avanti International Resort
Lake Buena Vista Resort Village & Spa
4.0 star property
8.4 out of 10, Very Good, (7297)
"Trash cans were little had to change often"
The price is $176
$224 total
includes taxes & fees
Jun 4 - Jun 5
Lake Buena Vista Resort Village & Spa
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, (4890)
"Extremely convenient, clean room and grateful for the restaurant service till midnight."
The price is $209
$235 total
includes taxes & fees
Jun 4 - Jun 5
Hyatt Regency Orlando International Airport
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.

Winter Park Condo Rentals information

Number of reviews
1,239
Accommodation
2288 Condo Rentals
Lowest Price
$95
Highest Price
$350

Frequently asked questions

How much do condos in Winter Park cost?
Condos in Winter Park range from $95 to $350 per night. This means extra space for the entire squad at a price that’s easy on your wallet. This price was 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?
Select from multiple condos in Winter Park with a total average guest review rating of 9.4. 55 W #3006 comes highly recommended if you’re with a group or just want to stretch out. This 3.5-star stay also comes with a lake view and a swimming pool. 55 W #2901 is another top option. It has a 3.5-star rating and conveniences such as a swimming pool and free self parking.
How many condos are there in Winter Park?
Winter Park has 2288 condos. To help you locate the ideal digs, use our handy filter tool to search for the must-have hotel perks.
Why book your condo in Winter Park with Expedia?
Vacays should be a piece of cake, so if you’re seeking condos at an affordable rate, Expedia has you covered. Save cash and choose something cheap and cheerful, or splurge on a luxury condo and spoil your favorite people. Use our search filters to find a stay in Winter Park that suits your needs.
How can I find cheap condos in Winter Park?
Expedia can help you easily locate cheap condos in Winter Park. To discover your special stay in a few quick clicks, use our convenient filter tool to tailor your search results by budget, star rating and amenities.
What is there to do in Winter Park near my condo?
You’ll find loads of terrific things to do in Winter Park. Drop by big attractions like Orlando Science Center, Orlando Museum of Art and Church Street Station. Boardwalk Bowl Entertainment Center, Orange County Regional History Center and The Plaza Theatre are also visitor favorites.

Recent reviews of Winter Park hotels
Expedia verified reviews