Apartments in Winter Park for Rent

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Check prices for these dates

Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Our top choices for Winter Park apartments

Property grounds
Virbo Host Website is not working for me. Do not book this property. Thank you

Virbo Host Website is not working for me. Do not book this property. Thank you

2.0 star property
Fairview Shores
$91 nightly
The price is $100
Dec 14 - Dec 15
Total with taxes and fees
Virbo Host Website is not working for me. Do not book this property. Thank you
Fridge, microwave, oven, stovetop
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

3.0 star property
Orlando
10.0 out of 10, Exceptional, (1)
"Pool is very inviting"
United States
Geri Lamborn M.
$244 nightly
The price is $271
Dec 21 - Dec 22
Total with taxes and fees
Quiet and safe neighborhood come to this great place with lots of room for relax
Outdoor dining
Stylish Boutique Guest house in Winter Park

Stylish Boutique Guest house in Winter Park

Winter Park
10.0 out of 10, Exceptional, (95)
"We had a comfortable, quiet stay and would stay again if we’re in the area!"
United States
Colin W.
$307 nightly
The price is $341
Dec 21 - Dec 22
Total with taxes and fees
Stylish Boutique Guest house in Winter Park
Outdoor pool
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
9.4 out of 10, Exceptional, (3)
"Fantastic Host"
United States
Marek K.
$148 nightly
The price is $164
Dec 21 - Dec 22
Total with taxes and fees
1-bedroom vacation room just 12 minutes from University of Central Florida
Terrace/patio
Tiny house in Orlando

Tiny house in Orlando

Orlando
9.4 out of 10, Exceptional, (6)
"The women was very nice and the space was really cozy, and clean. It was close to stores and other places i really liked it"
United States
Jasper
$84 nightly
The price is $105
Dec 13 - Dec 14
Total with taxes and fees
Tiny house in Orlando
Fridge, microwave
Modern Guest Suite near UCF

Modern Guest Suite near UCF

Union Park
10.0 out of 10, Exceptional, (3)
"great stay!"
United States
Santiago
$122 nightly
The price is $135
Dec 15 - Dec 16
Total with taxes and fees
Modern Guest Suite near UCF
Exterior
The Blue Aztec

The Blue Aztec

3.0 star property
Sanford
9.6 out of 10, Exceptional, (13)
"Great location! Great Dining! "
United States
Lisa
$215 nightly
The price is $232
Dec 10 - Dec 11
Total with taxes and fees
The Blue Aztec
Property grounds
Modern Comfort: Mills/50 Hideaway

Modern Comfort: Mills/50 Hideaway

Colonialtown North
10.0 out of 10, Exceptional, (1)
"Enjoyed my 2 night stay ! "
United States
Jocelyn
$209 nightly
The price is $209
Dec 15 - Dec 16
Total with taxes and fees
Modern Comfort: Mills/50 Hideaway
Property grounds
COZY 2BR Condo with Pool bike-trail near lake beach fireplace SAFE community

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

2.0 star property
Deltona
9.6 out of 10, Exceptional, (4)
"Loved the proximity to the wonderful bike and walking trail!"
United States
Sharon H.
$263 nightly
The price is $292
Dec 15 - Dec 16
Total with taxes and fees
COZY 2BR Condo with Pool bike-trail near lake beach fireplace SAFE community
1 bedroom, desk, iron/ironing board, free WiFi
Yania's Cozy Getaway

Yania's Cozy Getaway

Azalea Park
9.6 out of 10, Exceptional, (11)
"Clean quiet property. Perfect for studying. "
United States
Angela S.
$151 nightly
The price is $168
Dec 10 - Dec 11
Total with taxes and fees
Yania's Cozy Getaway
Exterior
Totally 80's

Totally 80's

3.0 star property
Sanford
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."
United States
Serge
$140 nightly
The price is $157
Dec 13 - Dec 14
Total with taxes and fees
Totally 80's
Fridge, microwave, stovetop, coffee/tea maker
Cozy independent studio

Cozy independent studio

Azalea Park
10.0 out of 10, Exceptional, (1)
"Private, beautiful, cozy abode"
United States
Monique G.
$125 nightly
The price is $138
Dec 18 - Dec 19
Total with taxes and fees
Cozy independent studio
Terrace/patio
The Front Porch

The Front Porch

3.0 star property
Sanford
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. "
United States
Patrick
$210 nightly
The price is $235
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Front Porch
Outdoor dining
Traveler's Dream: Refresh & Recharge Poolside

Traveler's Dream: Refresh & Recharge Poolside

2.0 star property
Casselberry
9.4 out of 10, Exceptional, (6)
"We came to see a sick friend so it was a short stay. Our host was most accomodating. A great stay considering our circumstances."
United States
Theresa K.
$128 nightly
The price is $140
Dec 11 - Dec 12
Total with taxes and fees
Traveler's Dream: Refresh & Recharge Poolside
1 bedroom, iron/ironing board, free WiFi, bed sheets
Beautiful Studio near Int. Drive, Disney & Airport.

Beautiful Studio near Int. Drive, Disney & Airport.

Conway
9.2 out of 10, Wonderful, (15)
"The property is minimal but enhouses everything we needed. Great place to stay. "
United States
JoAnn E.
$152 nightly
The price is $168
Dec 14 - Dec 15
Total with taxes and fees
Beautiful Studio near Int. Drive, Disney & Airport.
TV, video games, DVD player, books
New APT 15Min Drive Disney and Airport - Parks KingBed Pets

New APT 15Min Drive Disney and Airport - Parks KingBed Pets

2.0 star property
Buena Ventura Lakes
10.0 out of 10, Exceptional, (1)
"What a great place to stay! My husband and I were in the area to watch our son’s junior golf tournament. Everything was super clean, quiet neighborhood and comfy king bed. William was a fantastic host, answering all of our questions quickly. We would definitely stay here again! "
United States
Lisa L.
$165 nightly
The price is $175
Dec 10 - Dec 11
Total with taxes and fees
New APT 15Min Drive Disney and Airport - Parks KingBed Pets
Private kitchen
Charming Caribbean 1-bedroom roomy Apartment in amazing Downtown Sanford

Charming Caribbean 1-bedroom roomy Apartment in amazing Downtown Sanford

2.0 star property
Sanford
9.6 out of 10, Exceptional, (4)
"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."
United States
Frank F.
$263 nightly
The price is $291
Dec 19 - Dec 20
Total with taxes and fees
Charming Caribbean 1-bedroom roomy Apartment in amazing Downtown Sanford
Smart TV
Thornton park paradise 1 bedroom Lake Eola

Thornton park paradise 1 bedroom Lake Eola

2.0 star property
Thornton Park
10.0 out of 10, Exceptional, (1)
"Loved the area! This was an amazing stay conveniently located close to Universal and restaurants. Very clean and nice inside! Definitely will stay here the next time we visit Universal Studios. "
United States
Katie G.
$147 nightly
The price is $162
Dec 18 - Dec 19
Total with taxes and fees
Thornton park paradise 1 bedroom Lake Eola
Interior
King Bed - Fire Pit - Private - Grill - Location

King Bed - Fire Pit - Private - Grill - Location

Orlando
10.0 out of 10, Exceptional, (6)
"Great place! We loved it!"
United States
Sheri
$245 nightly
The price is $272
Dec 14 - Dec 15
Total with taxes and fees
King Bed - Fire Pit - Private - Grill - Location
1 bedroom, desk, iron/ironing board, WiFi
Relax and Explore: Guestsuite in Downtown Orlando

Relax and Explore: Guestsuite in Downtown Orlando

2.0 star property
Orlando
10.0 out of 10, Exceptional, (2)
"Perfect for our thanksgiving visit with oour daughter and grand daughter."
United States
james L.
$171 nightly
The price is $190
Jan 3 - Jan 4, 2026
Total with taxes and fees
Relax and Explore: Guestsuite in Downtown Orlando
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

Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport

10/10 Excellent
"All good!"
Eileen 1-night trip
Posted 13 hours ago
Wyndham Garden Orlando Airport

Find out more about Winter Park

Winter Park Apartments information

Number of reviews
169
Accommodation
2262 Apartments
Lowest Price
$100
Highest Price
$341

Frequently asked questions

What's it like to stay at an apartment in Winter Park?
You can choose from 9 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. 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. Vista Cay Swanky: Located in Orlando, 13.6 mi/21.8 km away. Includes private balconies and separate dining areas. An outdoor pool and a game room are on site. "Discover the Best of Orlando at 3648 Apartment: Your Perfect Vacation Home!": Located 6.9 mi/11.1 km away in Orlando. Free WiFi, private balconies, and Smart TVs are included. A fitness center and onsite laundry facilities are on site. "Orlando Magic at 3697 Vacation Apartment: Your Getaway!": Located in Orlando, 6.9 mi/11.1 km from Winter Park. Includes free WiFi, private balconies, and Smart TVs. A fitness center and onsite laundry facilities are on site.
How many apartments are there in Winter Park?
Expedia has 9 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 Morse Museum of American Art, 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.

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