Search Apartments in Winter Park

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Apartments in Winter Park

Casa Chiquita apartment efficiency

9.8 out of 10, Exceptional, (6)
"This property was perfect for our 4 night stay with our 2 year old grandson. It was so clean and met all of our wants and needs. We will definitely stay here again."
The price is SAR 257
SAR 681 total
includes taxes & fees
23 Jul - 24 Jul
Casa Chiquita apartment efficiency

Cozy Private Apartment - Stylish & Spotless — No sharing areas

10.0 out of 10, Exceptional, (19)
"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 SAR 319
SAR 645 total
includes taxes & fees
24 Jun - 25 Jun
Cozy Private Apartment - Stylish & Spotless — No sharing areas

NEW Designed Apt 2023 NrUCF PETSOk PrivateEntry

9.8 out of 10, Exceptional, (11)
"We enjoyed our stay here! I would recommend for a couple rather than more people but the host William was attentive and super helpful when we left airpods after our check out. He had them overnighted to us immediately. Very happy!"
The price is SAR 266
SAR 619 total
includes taxes & fees
24 Jun - 25 Jun
NEW Designed Apt 2023 NrUCF PETSOk PrivateEntry

Modern Guest Suite near UCF

10.0 out of 10, Exceptional, (1)
"great stay!"
The price is SAR 208
SAR 520 total
includes taxes & fees
25 Jun - 26 Jun
Modern Guest Suite near UCF

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

10.0 out of 10, Exceptional, (3)
"Lovely small place for a few nights stay. Mini kitchen and 2 bed nice bathroom! Loved it for 2-4 people. "
The price is SAR 394
SAR 955 total
includes taxes & fees
2 Jul - 3 Jul
Charming 2-bedroom apartment with WiFi, AC in lovely Orlando

*NewRenovatedAPT*KINGbed*PetsOk+Priv Entry

8.0 out of 10, Very Good, (5)
"Easy access great location!"
The price is SAR 300
SAR 649 total
includes taxes & fees
7 Jul - 8 Jul
*NewRenovatedAPT*KINGbed*PetsOk+Priv Entry

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

2.0 star property
10.0 out of 10, Exceptional, (1)
"it was clean, and all was as advertised great spot "
The price is SAR 368
SAR 1,154 total
includes taxes & fees
23 Jun - 24 Jun
COZY 2BR Condo with Pool bike-trail near lake beach fireplace SAFE community

Private guest studio in the heart of orlando.

9.8 out of 10, Exceptional, (38)
"Great clean place to stay "
The price is SAR 263
SAR 539 total
includes taxes & fees
30 Jun - 1 Jul
Private guest studio in the heart of orlando.

Bella Breeze

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

The Cherry Blossom

3.0 star property
7.4 out of 10, Good, (3)
"Its was okay...For me, I didn't too like that it was a back unit "
The Cherry Blossom

The Blue Aztec

10.0 out of 10, Exceptional, (7)
"We had a nice stay in Sanford and the Blue Aztec was perfect. Great location and very clean and comfortable. Will definitely rebook when we are in the area again."
The price is SAR 300
SAR 636 total
includes taxes & fees
23 Jun - 24 Jun
The Blue Aztec

The Mellow Yellow

3.0 star property
6.0 out of 10, (2)
"Owners had over booked this property, but proactively reached out and moved me to like property, BoHo Nights. Very nice place. Easy walk to downtown Sanford. Coffee options provided were appreciated."
The Mellow Yellow

The Blue Aztec

3.0 star property
9.6 out of 10, Exceptional, (13)
"Great location! Great Dining! "
The Blue Aztec

Boho Nights

10.0 out of 10, Exceptional, (11)
"Walking distance to downtown Sanford. Over all amazing stay!"
The price is SAR 285
SAR 620 total
includes taxes & fees
26 Jun - 27 Jun
Boho Nights

The Front Porch

10.0 out of 10, Exceptional, (5)
"Nicely decorated great location"
The price is SAR 488
SAR 914 total
includes taxes & fees
23 Jun - 24 Jun
The Front Porch

Boho Nights

3.0 star property
8.0 out of 10, Very Good, (4)
"My favorite place to stay when in Sanford. "
Boho Nights

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

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

The Studio Very Private with own entrance!

10.0 out of 10, Exceptional, (1)
"The studio was beautiful. Having access to a Keurig for my morning coffee was absolutely amazing. Access to WiFi kept me connected when I needed to be and it was so peaceful just what I was looking for in a vacation getaway"
The price is SAR 234
SAR 543 total
includes taxes & fees
23 Jul - 24 Jul
The Studio Very Private with own entrance!

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."
Totally 80's
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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Frequently asked questions

What's it like to stay at an apartment in Winter Park?
You can choose from 29 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?
Listed below are some of the more popular 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. Huge, Modern, 5 - Star Studio Apartment: Located 19.5 mi/31.3 km away in Kissimmee. A private pool, free WiFi, and Smart TVs are included. Onsite laundry facilities and a water park are 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. 3919 Orlando Vacational Apartment: Located 7.1 mi/11.4 km away in Orlando. Amenities include free WiFi. Free parking and a fitness center are on site. Vista Cay Luxury 3 Bedroom Condo 3066: It's situated in Orlando, 13.6 mi/21.9 km from Winter Park.
How many apartments are there in Winter Park?
Expedia has 29 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.