Apartments in Winter Park for Rent

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Check prices for these dates

In two weeks
Sep 12 - Sep 14
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23
In four months
Dec 19 - Dec 21

Apartments in Winter Park

Our top choices for Winter Park apartments

Stylish Boutique Guest house in Winter Park
Outdoor dining

Stylish Boutique Guest house in Winter Park

10.0 out of 10, Exceptional, (87)
"We loved the location cleanliness accessibility "
The price is ￥19,849
￥48,299 total
includes taxes & fees
Sep 3 - Sep 4
Stylish Boutique Guest house in Winter Park
The Front Porch
Terrace/patio

The Front Porch

3.0 star property
10.0 out of 10, Exceptional, (2)
"What a great space. 2 big bedrooms, and a great front porch apace with a hammock to watch the sunrise. Quite street just blocks from the center of downtown Sanford. I've used their properties 8-10 tines and ive never been disappointed. "
The Front Porch
Bella Breeze
Mini-fridge, microwave, cookware/dishes/utensils

Bella Breeze

2.5 star property
9.4 out of 10, Exceptional, (3)
"Cute little place within walking distance to downtown "
Bella Breeze
The Blue Aztec
Exterior

The Blue Aztec

3.0 star property
9.6 out of 10, Exceptional, (13)
"Great location! Great Dining! "
The Blue Aztec
Cozy 1-bedroom apartment in fabulous Kissimmee with WiFi, AC
Private kitchen

Cozy 1-bedroom apartment in fabulous Kissimmee with WiFi, AC

2.0 star property
10.0 out of 10, Exceptional, (3)
"Stayed for 5 days room was excellently prepared and was easy access....owner only communicates in spanish so that was an issue and not having adequate paper supplies ie no toilet paper, poor communication from the hosts otherwise 10/10 "
The price is ￥13,233
￥22,133 total
includes taxes & fees
Sep 11 - Sep 12
Cozy 1-bedroom apartment in fabulous Kissimmee with WiFi, AC
The Mellow Yellow
Standard Apartment | Living area

The Mellow Yellow

3.0 star property
6.0 out of 10, (3)
"Needs updated. Looks like it had some type of water leak and it was never repaired. I was highly disappointed but stayed anyway due to the fact that I had rented from them before and know this was not"
The Mellow Yellow
The Jazz Loft
Exterior

The Jazz Loft

3.0 star property
8.0 out of 10, Very Good, (4)
"The loft was very cool and unique. Loved it. I will definitely book this again."
The Jazz Loft
Cozy Private Apartment - Stylish & Spotless — No sharing areas
Terrace/patio

Cozy Private Apartment - Stylish & Spotless — No sharing areas

10.0 out of 10, Exceptional, (21)
"The hosts put a lot of thought and care into making the stay fantastic. I would highly recommend staying here! Great location in a quiet neighborhood. "
The price is ￥13,086
￥27,588 total
includes taxes & fees
Aug 30 - Aug 31
Cozy Private Apartment - Stylish & Spotless — No sharing areas
King Bed - Fire Pit - Private - Grill - Location
Interior

King Bed - Fire Pit - Private - Grill - Location

10.0 out of 10, Exceptional, (3)
"This property was exactly what I was hoping for. It was myself, my daughter and granddaughter. It was so easy to find. The beds are amazing. I haven’t slept this soundly in years. I will definitely book the residence again. I wouldn’t change one thing. You can’t go wrong booking this beautiful property. My first VRBO experience and I couldn’t have asked for more. I felt so at home. Thank you!!"
The price is ￥11,027
￥37,732 total
includes taxes & fees
Aug 30 - Aug 31
King Bed - Fire Pit - Private - Grill - Location
Apartment with WiFi, AC, and Pool in Casselberry
Fridge, microwave, stovetop, coffee/tea maker

Apartment with WiFi, AC, and Pool in Casselberry

2.0 star property
10.0 out of 10, Exceptional, (3)
"In town for a work project and this was perfect for my needs. Quiet, clean, comfortable bed, plenty of space and hot shower to name a few. I would definitely recommend!"
The price is ￥9,941
￥20,678 total
includes taxes & fees
Sep 1 - Sep 2
Apartment with WiFi, AC, and Pool in Casselberry
The Contemporary
Standard Apartment | Living area | 50-inch LCD TV with digital channels, Netflix, streaming services

The Contemporary

3.0 star property
The Contemporary
Boho Nights
Standard Apartment | Living area | 50-inch LED TV with digital channels, Netflix, streaming services

Boho Nights

3.0 star property
8.4 out of 10, Very Good, (5)
"My favorite place to stay when in Sanford. "
Boho Nights
Charming Caribbean 1-bedroom roomy Apartment in amazing Downtown Sanford
Private kitchen

Charming Caribbean 1-bedroom roomy Apartment in amazing Downtown Sanford

2.0 star property
9.4 out of 10, Exceptional, (3)
"Clean, close to downtown restaurant and sights. Was a work trip and host helped my wife set up her work computer which was much appreciated. Just a great place to stay for short term."
The price is ￥13,968
￥42,286 total
includes taxes & fees
Sep 5 - Sep 6
Charming Caribbean 1-bedroom roomy Apartment in amazing Downtown Sanford
Totally 80's
Exterior

Totally 80's

3.0 star property
9.4 out of 10, Exceptional, (3)
"Cute, clean, and comfortable. Located in a safe neighborhood, the house had everything we needed for a great stay. Communication was timely and smooth—highly recommend."
The price is ￥11,782
￥23,092 total
includes taxes & fees
Sep 2 - Sep 3
Totally 80's
Casa Chiquita apartment efficiency
Property grounds

Casa Chiquita apartment efficiency

9.8 out of 10, Exceptional, (6)
"This is our second time staying here. It was just as clean, quiet and clean as the first stay. We will be back"
The price is ￥9,061
￥25,540 total
includes taxes & fees
Sep 11 - Sep 12
Casa Chiquita apartment efficiency
Cozy Apartment in S Orlando, approx. 20 minutes away from Disney and Universal.
Terrace/patio

Cozy Apartment in S Orlando, approx. 20 minutes away from Disney and Universal.

10.0 out of 10, Exceptional, (14)
"Quiet peaceful location"
The price is ￥11,762
￥20,309 total
includes taxes & fees
Aug 30 - Aug 31
Cozy Apartment in S Orlando, approx. 20 minutes away from Disney and Universal.
Studio in the heart of Orlando
Property grounds

Studio in the heart of Orlando

8.8 out of 10, Excellent, (3)
"Clean room. Comfortable bed. Quiet neighborhood. A nice place to come back to after being out and about all day. There were a few rules that we were not used to seeing, but it could be because it is on the college side of Orlando. Overall, it was good place to stay and served its purpose.served the purpose "
The price is ￥6,910
￥23,083 total
includes taxes & fees
Sep 29 - Sep 30
Studio in the heart of Orlando
Central Orlando Private Suite With a Full kitchen and "living room"
Fridge, microwave, oven, stovetop

Central Orlando Private Suite With a Full kitchen and "living room"

2.0 star property
The price is ￥12,498
￥24,444 total
includes taxes & fees
Aug 30 - Aug 31
Central Orlando Private Suite With a Full kitchen and "living room"
Vacational Apartment at Orlando 3608
Free WiFi

Vacational Apartment at Orlando 3608

2.0 star property
The price is ￥18,379
￥32,550 total
includes taxes & fees
Aug 30 - Aug 31
Vacational Apartment at Orlando 3608
COZY 2BR Condo with Pool bike-trail near lake beach fireplace SAFE community
Property grounds

COZY 2BR Condo with Pool bike-trail near lake beach fireplace SAFE community

2.0 star property
10.0 out of 10, Exceptional, (3)
"The accommodations were great as described. We were able to spend quality time with the grandchildren. "
The price is ￥14,424
￥45,064 total
includes taxes & fees
Sep 1 - Sep 2
COZY 2BR Condo with Pool bike-trail near lake beach fireplace SAFE community
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

Find out more about Winter Park

Winter Park Apartments information

Number of reviews
149
Accommodation
2106 Apartments
Lowest Price
￥8,204
Highest Price
￥25,407

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What's it like to stay at an apartment in Winter Park?
You can choose from 26 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 an outdoor pool are on site. Vacational Apartment at Orlando 3608: Located 6.9 mi/11.2 km away in Orlando. Amenities include free WiFi. Access to free parking is available on site. Cozy Apartment in S Orlando, approx. 20 minutes away from Disney and Universal.: Located in Orlando, 14.6 mi/23.6 km away. Includes Smart TVs. Onsite laundry facilities and a hot tub are on site. 1 Mi to Disney: Lakefront Condo w/ Pool Access!: Located 18.8 mi/30.2 km away in Orlando. Amenities include private balconies. Free parking and an outdoor pool are on site. Lake Buena Vista Vacation Rental: Located in Orlando, 17.5 mi/28.1 km from Winter Park. Includes free WiFi, separate dining areas, and Smart TVs. Free parking and a 24-hour fitness center are on site.
How many apartments are there in Winter Park?
Expedia has 26 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 Casa Feliz Historic Home Museum and Albin Polasek Museum and Sculpture Gardens, whereas Kraft Azalea Gardens and Lake Virginia 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.