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
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Winter Park apartments

Exterior

1. Winter Park Spacious Unit - 118

Winter Park Spacious Unit - 118
Winter Park
10.0 out of 10, Exceptional, (1 review)
"Good property and location!"
United States
Jorge C.
The price is CA $112
CA $505 total
includes taxes & fees
Sep 20 - Sep 21
Winter Park Spacious Unit - 118
Coffee/tea maker, fridge, microwave, oven

2. Stylish Boutique Guest house in Winter Park

Stylish Boutique Guest house in Winter Park
Winter Park
10.0 out of 10, Exceptional, (109 reviews)
"We enjoyed a great stay! "
United States
Amanda B.
The price is CA $210
CA $486 total
includes taxes & fees
Sep 20 - Sep 21
Stylish Boutique Guest house in Winter Park
Shower, hair dryer, towels, soap

3. Apartment. Downtown Orlando 10 min & Disney 25 min

Apartment. Downtown Orlando 10 min & Disney 25 min
Fairview Shores
The price is CA $114
CA $235 total
includes taxes & fees
Sep 28 - Sep 29
Apartment. Downtown Orlando 10 min & Disney 25 min
Coffee/tea maker, fridge, microwave, oven

4. Quiet and safe neighborhood come to this great place with lots of room for relax

Quiet and safe neighborhood come to this great place with lots of room for relax
Orlando
9.6 out of 10, Exceptional, (4 reviews)
"It felt safe and secure as a community as well as the accommodations. The host was nice and unintrusive. This was actually my second time staying there. I would do it again."
United States
Olubankole S.
The price is CA $186
CA $410 total
includes taxes & fees
Sep 20 - Sep 21
Quiet and safe neighborhood come to this great place with lots of room for relax
Outdoor pool

5. 1-bedroom vacation room just 12 minutes from University of Central Florida

1-bedroom vacation room just 12 minutes from University of Central Florida
Orlando
9.6 out of 10, Exceptional, (4 reviews)
"Great location close to lots of things to do. Very clean and cozy. Quiet neighborhood, very friendly owners. Will definitely go back."
United States
jamie l.
The price is CA $76
CA $231 total
includes taxes & fees
Oct 8 - Oct 9
1-bedroom vacation room just 12 minutes from University of Central Florida
Exterior

6. OASIS UNDER THE OAK TREE.

OASIS UNDER THE OAK TREE.
Goldenrod
10.0 out of 10, Exceptional, (1 review)
"This is a unique and affordable family opportunity in a residential area close to everything. Military friendly host makes you feel like you are safe with family. Plenty of space for spreading out inside the camper that still provides a private closed off space for quiet time. Less than 10 minutes from Full Sail University for visiting students. I enjoyed the quiet neighborhood and the comfortable living in this very cool urban camping setting. Lots of extras available to hang out in the...
United States
Peg W.
The price is CA $128
CA $153 total
includes taxes & fees
Oct 1 - Oct 2
OASIS UNDER THE OAK TREE.
Property grounds

7. Modern Comfort: Mills/50 Hideaway

Modern Comfort: Mills/50 Hideaway
Colonialtown North
8.4 out of 10, Very good, (5 reviews)
"Enjoyed my 2 night stay ! "
United States
Jocelyn
The price is CA $80
CA $290 total
includes taxes & fees
Sep 23 - Sep 24
Modern Comfort: Mills/50 Hideaway
Outdoor dining

8. Traveler's Dream: Refresh & Recharge Poolside

Traveler's Dream: Refresh & Recharge Poolside
Casselberry
9.2 out of 10, Wonderful, (15 reviews)
"Easy check-in/out experience. Quaint and cozy. Just what we needed for our stay."
United States
Kaitlin G.
The price is CA $94
CA $180 total
includes taxes & fees
Oct 1 - Oct 2
Traveler's Dream: Refresh & Recharge Poolside
Smart TV

9. Thornton park oasis 1 bedroom

Thornton park oasis 1 bedroom
Thornton Park
10.0 out of 10, Exceptional, (24 reviews)
"Stayed a second time great location and great hosts "
United States
Cassidy T.
The price is CA $95
CA $220 total
includes taxes & fees
Sep 20 - Sep 21
Thornton park oasis 1 bedroom
Apartment, Patio | Private kitchen

10. Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool

Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool
4.0 star property
Downtown Orlando
10.0 out of 10, Exceptional, (1 review)
"Very nice place"
United States
John
The price is CA $146
CA $553 total
includes taxes & fees
Sep 23 - Sep 24
Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool
Interior

11. Adorable 1-bedroom home w/ Full Kitchen & Parking - Sleeps 4

Adorable 1-bedroom home w/ Full Kitchen & Parking - Sleeps 4
Colonialtown South
9.4 out of 10, Exceptional, (16 reviews)
"Great location in downtown Orlando -nice neighborhood feel and lots of local eats!"
United States
Cathy G.
The price is CA $95
CA $340 total
includes taxes & fees
Sep 21 - Sep 22
Adorable 1-bedroom home w/ Full Kitchen & Parking - Sleeps 4
Smart TV

12. Historic Home Lake Eola Studio Thornton Park

Historic Home Lake Eola Studio Thornton Park
Thornton Park
8.6 out of 10, Excellent, (10 reviews)
"Great place in a great spot "
United States
Marcus
The price is CA $128
CA $257 total
includes taxes & fees
Sep 23 - Sep 24
Historic Home Lake Eola Studio Thornton Park
Exterior

13. ⛲️Walk to Lake Eola & restaurants

⛲️Walk to Lake Eola & restaurants
Thornton Park
9.0 out of 10, Wonderful, (49 reviews)
"Host is responsive and accommodations as stated. I would definitely stay here again"
United States
Jane L.
The price is CA $140
CA $268 total
includes taxes & fees
Oct 18 - Oct 19
⛲️Walk to Lake Eola & restaurants
Iron/ironing board, WiFi (free), bed sheets

14. Downtown Private Efficiency Lake Eola Central Business District

Downtown Private Efficiency Lake Eola Central Business District
Downtown Orlando
9.6 out of 10, Exceptional, (66 reviews)
"Great place to stay"
United States
James P.
The price is CA $88
CA $212 total
includes taxes & fees
Sep 20 - Sep 21
Downtown Private Efficiency Lake Eola Central Business District
1 bedroom, iron/ironing board, WiFi (free), bed sheets

15. TINY unit in cottage in the middle of Downtown

TINY unit in cottage in the middle of Downtown
Downtown Orlando
9.6 out of 10, Exceptional, (19 reviews)
"Fantastic location, tiny but well appointed and really enjoyed my stay."
United States
Lenore W.
The price is CA $75
CA $197 total
includes taxes & fees
Sep 20 - Sep 21
TINY unit in cottage in the middle of Downtown
TV

16. Chic Downtown Orlando Studio

Chic Downtown Orlando Studio
Englewood Park
10.0 out of 10, Exceptional, (1 review)
"Everything went smoothly and the room provided exactly what I needed for my trip"
United States
Luke
Chic Downtown Orlando Studio
Outdoor spa tub

17. Modern Zen. Private Studio & Hot tub in the heart of downtown Orlando

Modern Zen. Private Studio & Hot tub in the heart of downtown Orlando
Colonialtown South
10.0 out of 10, Exceptional, (24 reviews)
"Fantastic stay, gorgeous and very relaxing. Our hostess kept in touch and had terrific hospitality."
United States
Christine
The price is CA $237
CA $527 total
includes taxes & fees
Sep 20 - Sep 21
Modern Zen. Private Studio & Hot tub in the heart of downtown Orlando
Interior

18. Cozy studio in fabulous Orlando close to everything

Cozy studio in fabulous Orlando close to everything
Orlando
10.0 out of 10, Exceptional, (22 reviews)
"Super cute would stay here again"
United States
Kristen a.
The price is CA $140
CA $233 total
includes taxes & fees
Sep 20 - Sep 21
Cozy studio in fabulous Orlando close to everything
Coffee/tea maker, fridge, microwave, oven

19. Orlando Tiny Home near KIA center w Free Parking

Orlando Tiny Home near KIA center w Free Parking
Lawsona - Fern Creek
9.2 out of 10, Wonderful, (5 reviews)
"Good little pad. Great location for our visit. Path to rear parking is narrow if you’re traveling with a larger car. No issues with our stay. "
United States
luis angel c.
The price is CA $132
CA $247 total
includes taxes & fees
Sep 20 - Sep 21
Orlando Tiny Home near KIA center w Free Parking
Interior

20. Downtown Orlando “Birdhouse”

Downtown Orlando “Birdhouse”
Lawsona - Fern Creek
10.0 out of 10, Exceptional, (6 reviews)
"This place was amazing. Clean and conveniently located next to downtown. The neighborhood and everything is just perfect"
United States
Travis W.
The price is CA $147
CA $396 total
includes taxes & fees
Oct 6 - Oct 7
Downtown Orlando “Birdhouse”
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

Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites

10/10 Excellent
"The staff was amazing and helpful always. They always brought us towels and answered any questions we had. Super accommodating. I will say when we went there was a TON of large groups who would leave trash in the halls, it was not the staff it was more so the people who were very unclean lol. The staff and hotel were amazing!"
Eileen 5-night trip
Posted less than an hour ago
Universal's Endless Summer Resort - Dockside Inn and Suites

Find out more about Winter Park

Winter Park Apartments information

Number of reviews
274
Accommodation
2512 Apartments
Lowest Price
CA $153
Highest Price
CA $553

Frequently asked questions

What's it like to stay at an apartment in Winter Park?
You can choose from 19 apartments in Winter Park for your trip. You might want to visit the area's shops and enjoy its restaurants. Discover top places in the surrounding region such as Universal Studios Florida and Universal Orlando Resort.
How do you know if an apartment is the best choice for you?
Offering a kitchen for convenient meals, an apartment is often more spacious than a traditional hotel room. Apartments are a good option for couples looking to stay away from the tourist areas, but also for families who want the conveniences of home.
What's a favorite apartment for my stay in Winter Park?
Below are some of the favorite apartments in the area to choose from: Century Millenia: Located in Orlando, 10.6 mi/17 km from the heart of Winter Park. Includes laundry facilities and free WiFi. Free parking and a fitness center are on site. Lake Buena Vista Vacation Rental: Located 17.5 mi/28.1 km away in Orlando. Free WiFi, separate dining areas, and Smart TVs are included. Free parking and a 24-hour fitness center are on site. ⛲️Walk to Lake Eola & restaurants: Located in Orlando, 4.1 mi/6.6 km away. Includes Smart TVs. Access to onsite laundry facilities is available on site. Landing Furnished Apartments - Maitland: Located 5.1 mi/8.3 km away in Orlando. Laundry facilities and Smart TVs are included. Free parking and a 24-hour fitness center are on site. Executive 3 Br Villa @Universal / Vista Cay/Conv.Center: Located in Orlando, 13.6 mi/21.8 km from Winter Park. Includes a private pool, a private hot tub, and laundry facilities. Free parking and a 24-hour health club are on site.
How many apartments are there in Winter Park?
Expedia has 19 apartments to book in Winter Park.
What can I expect from the weather during my trip to Winter Park?
Weather is only one factor, but it can really affect your travel plans, especially if you're planning an extended stay in Winter Park. The hottest months are usually July and August with an average temp of 82°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Park are August, September, July, and June, with each month seeing an average of 7 inches of rainfall.
What should I see in Winter Park?
Winter Park is known for its restaurants and shops. Cultural attractions include Albin Polasek Museum and Sculpture Gardens and Rollins Museum of Art, whereas Kraft Azalea Gardens and Virginia S. Nelson Rose Garden are a couple of picturesque spots to enjoy the outdoors. While in the area, you can also visit popular places like Universal Studios Florida and Universal Orlando Resort.
What's the best way to get to and around Winter Park?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Orlando Intl. Airport (MCO), which is located 11.8 mi (19 km) from the heart of the city. Otherwise, look for flights into Orlando Sanford Intl. Airport (SFB), which is 13.4 mi (21.6 km) away. If you want to explore the larger area, ride aboard one of the trains from Winter Park Station.

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