Apartments in Winter Park for Rent

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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

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 12 - May 13
Total with taxes and fees
1-bedroom vacation room just 12 minutes from University of Central Florida
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.
$253 nightly
The price is $282
Apr 30 - May 1
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.
$310 nightly
The price is $344
May 1 - May 2
Total with taxes and fees
Stylish Boutique Guest house in Winter Park
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
Apr 30 - May 1
Total with taxes and fees
Virbo Host Website is not working for me. Do not book this property. Thank you
1 bedroom, iron/ironing board, 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 3 - May 4
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.
$160 nightly
The price is $170
May 17 - May 18
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
$271 nightly
The price is $305
May 4 - May 5
Total with taxes and fees
8303 Palm Disney
1 bedroom, desk, iron/ironing board, free WiFi

Private guest studio in the heart of orlando.

Private guest studio in the heart of orlando.
Orlando
9.8 out of 10, Exceptional, (58 reviews)
"The guest studio was really good; good facilities, clean and tidy and with lovely little touches in the bathroom. "
United Kingdom
Rebecca
$122 nightly
The price is $134
May 11 - May 12
Total with taxes and fees
Private guest studio in the heart of orlando.
Lobby

Pinnacle Apartments W Amenties by Heavenly Homes

Pinnacle Apartments W Amenties by Heavenly Homes
4.0 star property
Orlando
$288 nightly
The price is $324
May 5 - May 6
Total with taxes and fees
Pinnacle Apartments W Amenties by Heavenly Homes
Apartment (1 Bedroom) | Interior

Large Condo With Pool, Hot Tub and Bbq!

Large Condo With Pool, Hot Tub and Bbq!
3.0 star property
International Drive District
$131 nightly
The price is $147
May 4 - May 5
Total with taxes and fees
Large Condo With Pool, Hot Tub and Bbq!
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
Deltona
9.4 out of 10, Exceptional, (6 reviews)
"Loved the proximity to the wonderful bike and walking trail!"
United States
Sharon H.
$268 nightly
The price is $299
Apr 30 - May 1
Total with taxes and fees
COZY 2BR Condo with Pool bike-trail near lake beach fireplace SAFE community
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 3 - May 4
Total with taxes and fees
Cozy Private Apartment - Stylish & Spotless — No sharing areas
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
$213 nightly
The price is $229
May 17 - May 18
Total with taxes and fees
The Blue Aztec
Apartment, Patio

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
4.0 star property
Kirkman North
$355 nightly
The price is $399
May 3 - May 4
Total with taxes and fees
Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
2 bedrooms, iron/ironing board, WiFi, bed sheets

Charming 2-bedroom apartment with WiFi, AC in lovely Orlando

Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
Orlando
9.8 out of 10, Exceptional, (12 reviews)
"Very clean and hospitable. Recommend staying here for sure!"
United States
Kyle Y.
$225 nightly
The price is $251
Apr 30 - May 1
Total with taxes and fees
Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
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
Apr 30 - May 1
Total with taxes and fees
Traveler's Dream: Refresh & Recharge Poolside
1 bedroom, iron/ironing board, WiFi, bed sheets

Serenity @ Court

Serenity @ Court
Sanford
10.0 out of 10, Exceptional, (13 reviews)
"Wonderful stay. The location was convenient, the property was clean and spacious, and the host was responsive and friendly. Great choice for anyone visiting the area."
United States
Karen H.
$178 nightly
The price is $197
Apr 30 - May 1
Total with taxes and fees
Serenity @ Court
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
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
$200 nightly
The price is $225
May 4 - May 5
Total with taxes and fees
The Front Porch
Property grounds

Cozy Countryside Studio Near Sanford - 1 BR, 1BA

Cozy Countryside Studio Near Sanford - 1 BR, 1BA
Sanford
9.6 out of 10, Exceptional, (5 reviews)
"Dana was amazing and was very accommodating. Our trip was relaxing and we would stay again. "
United States
Lisa B.
$170 nightly
The price is $188
May 11 - May 12
Total with taxes and fees
Cozy Countryside Studio Near Sanford - 1 BR, 1BA
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 Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

8/10 Good
"Resort was very nice with so many good things. Multiple pools with water slide. Diner was very good with so many options for breakfast, lunch and dinner. Staff was excellent and very helpful. Location is also great. The only disappointment was the size of the room. It was just way too small for 6 people. It just did not have enough space for laying down and opening luggage, when sofa bed is opened there is no space to put away the tables."
Syed Qutubuddin 6-night trip
Posted 3 hours ago
Universal's Cabana Bay Beach Resort

Find out more about Winter Park

Winter Park Apartments information

Number of reviews
302
Accommodation
2263 Apartments
Lowest Price
$109
Highest Price
$399

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. ⛲️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 Apartments - Southwest Orlando: Located 10.1 mi/16.2 km away in Orlando. Laundry facilities, free WiFi, and outdoor space are included. Free parking and a 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 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 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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