Apartments in Winter Park for Rent

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Winter Park apartments

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
Orlando
10.0 out of 10, Exceptional, (2 reviews)
"Pool is very inviting"
United States
Geri Lamborn M.
$264 nightly
The price is $293
May 4 - May 5
Total with taxes and fees
Quiet and safe neighborhood come to this great place with lots of room for relax
Fridge, microwave, oven, stovetop

Stylish Boutique Guest house in Winter Park

Stylish Boutique Guest house in Winter Park
Winter Park
10.0 out of 10, Exceptional, (108 reviews)
"Excellent location, peaceful setting "
United States
Christy M.
$312 nightly
The price is $346
May 4 - May 5
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 reviews)
"Fantastic Host"
United States
Marek K.
$150 nightly
The price is $166
May 13 - May 14
Total with taxes and fees
1-bedroom vacation room just 12 minutes from University of Central Florida
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
Fairview Shores
$99 nightly
The price is $109
May 4 - May 5
Total with taxes and fees
Virbo Host Website is not working for me. Do not book this property. Thank you
Interior

Studio With Hot Tub & Pool Near Universal Studios

Studio With Hot Tub & Pool Near Universal Studios
3.0 star property
International Drive District
$121 nightly
The price is $136
May 26 - May 27
Total with taxes and fees
Studio With Hot Tub & Pool Near Universal Studios
Standard Apartment | Living area | 50-inch LCD TV with digital channels, Netflix, streaming services

The Blue Aztec

The Blue Aztec
3.0 star property
Sanford
9.6 out of 10, Exceptional, (13 reviews)
"Great location! Great Dining! "
United States
Lisa
$220 nightly
The price is $237
May 4 - May 5
Total with taxes and fees
The Blue Aztec
2 bedrooms, desk, free WiFi

The Front Porch

The Front Porch
3.0 star property
Sanford
9.2 out of 10, Wonderful, (5 reviews)
"Enjoyed the place. Nice and relaxing. Close to downtown and lots of options for food. "
United States
Johnny
$190 nightly
The price is $213
May 4 - May 5
Total with taxes and fees
The Front Porch
Apartment (2 Bedrooms) | Front of property

Poolside Bliss & Theme Park Thrills: Orlando Oasis

Poolside Bliss & Theme Park Thrills: Orlando Oasis
3.5 star property
International Drive District
$352 nightly
The price is $393
May 4 - May 5
Total with taxes and fees
Poolside Bliss & Theme Park Thrills: Orlando Oasis
Exterior detail

Cozy Private Apartment - Stylish & Spotless — No sharing areas

Cozy Private Apartment - Stylish & Spotless — No sharing areas
Orlando
10.0 out of 10, Exceptional, (31 reviews)
"Awesome place to stay! Clean as a whistle, and nice and private! "
United States
N T.
$165 nightly
The price is $183
May 4 - May 5
Total with taxes and fees
Cozy Private Apartment - Stylish & Spotless — No sharing areas
1 bedroom, iron/ironing board, free WiFi, bed sheets

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

Cozy Apartment in S Orlando, approx. 20 minutes away from Disney and Universal.
Southchase
9.8 out of 10, Exceptional, (27 reviews)
"Everything was amazing described how it was owners were super sweet and loving we were happy to find this place to stay "
United States
Pamela Y.
$117 nightly
The price is $129
May 4 - May 5
Total with taxes and fees
Cozy Apartment in S Orlando, approx. 20 minutes away from Disney and Universal.
Terrace/patio

The Blue Aztec

The Blue Aztec
Sanford
10.0 out of 10, Exceptional, (14 reviews)
"Perfect location within walking distance of all the fun yet nice and quiet. Place was squeaky clean. Will stay again"
United States
Min O.
$165 nightly
The price is $175
May 4 - May 5
Total with taxes and fees
The Blue Aztec
Exterior

8303 Palm Disney

8303 Palm Disney
3.5 star property
Orlando
8.0 out of 10, Very Good, (1 review)
"We had a great time. Resort was nice. Lots of amenities, including snacks in room, Coffee provided, stocked kitchenette, theme park and shopping transportation and Disney themed space. We appreciated being just minutes away from restaurants and things to do. Transportation is limited to specific drop and pickup times so ride share or car may be beneficial for more travel flexibility. We needed a relaxing getaway with a little fun and this was a good place to stay. "
United States
Marie S
$253 nightly
The price is $285
May 4 - May 5
Total with taxes and fees
8303 Palm Disney
Living area

King Bed - Fire Pit - Private - Grill - Location

King Bed - Fire Pit - Private - Grill - Location
Orlando
10.0 out of 10, Exceptional, (7 reviews)
"Enjoyed stay met purpose "
United States
Lane R.
$243 nightly
The price is $270
May 4 - May 5
Total with taxes and fees
King Bed - Fire Pit - Private - Grill - Location
Lobby

Pinnacle Apartments W Amenties by Heavenly Homes

Pinnacle Apartments W Amenties by Heavenly Homes
4.0 star property
Orlando
$246 nightly
The price is $277
May 4 - May 5
Total with taxes and fees
Pinnacle Apartments W Amenties by Heavenly Homes
Exterior

Superb Renovated Suite, Amazing Water View Best Location to Disney and Universal

Superb Renovated Suite, Amazing Water View Best Location to Disney and Universal
International Drive District
8.6 out of 10, Excellent, (18 reviews)
"The room was perfect for what we needed. The view was beautiful."
United States
Sarah L.
$152 nightly
The price is $169
May 6 - May 7
Total with taxes and fees
Superb Renovated Suite, Amazing Water View Best Location to Disney and Universal
A heated pool

2 Bed Sea World Orlando Apt - Minutes From The Parks

2 Bed Sea World Orlando Apt - Minutes From The Parks
International Drive District
10.0 out of 10, Exceptional, (2 reviews)
"The apartment had everything we needed. It was very comfortable and conveniently located."
United States
Joseph
$223 nightly
The price is $223
May 4 - May 5
Total with taxes and fees
2 Bed Sea World Orlando Apt - Minutes From The Parks
Outdoor dining

Traveler's Dream: Refresh & Recharge Poolside

Traveler's Dream: Refresh & Recharge Poolside
Casselberry
9.4 out of 10, Exceptional, (10 reviews)
"Good location, just off 436. Safe, quiet neighborhood."
United States
Dwain H.
$128 nightly
The price is $140
May 4 - May 5
Total with taxes and fees
Traveler's Dream: Refresh & Recharge Poolside
Standard Apartment | Living area | 50-inch LED TV with digital channels, Netflix, streaming services

Boho Nights

Boho Nights
3.0 star property
Sanford
9.6 out of 10, Exceptional, (14 reviews)
"Wonderful spot, and excellent hosts!"
United States
Thomas
$137 nightly
The price is $154
May 12 - May 13
Total with taxes and fees
Boho Nights
Interior

Totally 80's

Totally 80's
3.0 star property
Sanford
8.4 out of 10, Very Good, (10 reviews)
"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
$130 nightly
The price is $146
May 5 - May 6
Total with taxes and fees
Totally 80's
2 bedrooms, iron/ironing board, WiFi, bed sheets

Resort apartment with pool view in Kissimmee

Resort apartment with pool view in Kissimmee
Kissimmee
9.6 out of 10, Exceptional, (18 reviews)
"Great rental "
United States
Kristen T.
$237 nightly
The price is $265
May 4 - May 5
Total with taxes and fees
Resort apartment with pool view in Kissimmee
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Park Hotel Reviews

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

8/10 Good
"Airport noise woke us up"
Richard 1-night trip
Posted 1 hour ago
Hyatt Regency Orlando International Airport

Find out more about Winter Park

Winter Park Apartments information

Number of reviews
265
Accommodation
2263 Apartments
Lowest Price
$109
Highest Price
$393

Frequently asked questions

What's it like to stay at an apartment in Winter Park?
You can choose from 18 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. Luxury Villas Collection - Near Parks & Shopping: Located 4.9 mi/7.8 km away in Orlando. Amenities include free WiFi. Free parking and onsite laundry facilities are on site. Landing Apartments - Southwest Orlando: Located in Orlando, 10.1 mi/16.2 km away. Includes laundry facilities, free WiFi, and outdoor space. Free parking and a fitness center are on site. ⛲️Walk to Lake Eola & restaurants: Located 4.1 mi/6.6 km away in Orlando. Amenities include Smart TVs. Access to onsite laundry facilities is available 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 18 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 Winter Park History Museum, whereas Lake Virginia and Mead 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.

Explore a world of travel with Expedia