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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Winter Park apartments

Outdoor pool

Apartment in Orlando

1-bedroom vacation room just 12 minutes from University of Central Florida
9.4 out of 10, Exceptional, (3 reviews)
"Fantastic Host"
United States
Marek K.
The price is AED 228
AED 640 total
includes taxes & fees
28 Jan - 29 Jan
1-bedroom vacation room just 12 minutes from University of Central Florida
Property grounds

Apartment in Fairview Shores

Virbo Host Website is not working for me. Do not book this property. Thank you
2.0 star property
The price is AED 198
AED 400 total
includes taxes & fees
28 Jan - 29 Jan
Virbo Host Website is not working for me. Do not book this property. Thank you
1 bedroom, desk, iron/ironing board, free WiFi

Apartment in Orlando

Clean Luxury Boho in Orlando 25 min from Theme Parks
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"The room was beautifully decorated and SPOTLESS. Just what we needed. Close to the airport and highways. Highly recommend."
United States
Leslie
The price is AED 257
AED 730 total
includes taxes & fees
19 Jan - 20 Jan
Clean Luxury Boho in Orlando 25 min from Theme Parks
1 bedroom, iron/ironing board, free WiFi, bed sheets

Apartment in Conway

Beautiful Studio near Int. Drive, Disney & Airport.
9.2 out of 10, Wonderful, (16 reviews)
"The property is minimal but enhouses everything we needed. Great place to stay. "
United States
JoAnn E.
The price is AED 248
AED 580 total
includes taxes & fees
19 Jan - 20 Jan
Beautiful Studio near Int. Drive, Disney & Airport.
Fridge, microwave, stovetop, coffee/tea maker

Apartment in Orlando

Relax and Explore: Guestsuite in Downtown Orlando
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Perfect for our thanksgiving visit with oour daughter and grand daughter."
United States
james L.
The price is AED 212
AED 539 total
includes taxes & fees
28 Jan - 29 Jan
Relax and Explore: Guestsuite in Downtown Orlando
Property grounds

Apartment in Colonialtown North

Modern Comfort: Mills/50 Hideaway
10.0 out of 10, Exceptional, (1 review)
"Enjoyed my 2 night stay ! "
United States
Jocelyn
The price is AED 263
AED 795 total
includes taxes & fees
2 Feb - 3 Feb
Modern Comfort: Mills/50 Hideaway
1 bedroom, iron/ironing board, WiFi, bed sheets

Apartment in Conway

Luxurious Bath, Peaceful Stay: Private Guesthouse
10.0 out of 10, Exceptional, (1 review)
"Everything was as advertised, clean and quiet, perfect location for what I was in town for. 10/10 would stay here again!"
United States
Wesley K.
The price is AED 298
AED 697 total
includes taxes & fees
21 Jan - 22 Jan
Luxurious Bath, Peaceful Stay: Private Guesthouse
2 bedrooms, desk, free WiFi

Apartment in Sanford

The Front Porch
3.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"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
The Front Porch
Outdoor dining

Apartment in Casselberry

Traveler's Dream: Refresh & Recharge Poolside
2.0 star property
9.2 out of 10, Wonderful, (7 reviews)
"Good location, just off 436. Safe, quiet neighborhood."
United States
Dwain H.
The price is AED 248
AED 516 total
includes taxes & fees
19 Jan - 20 Jan
Traveler's Dream: Refresh & Recharge Poolside
Fridge, microwave

Apartment in Union Park

Modern Guest Suite near UCF
10.0 out of 10, Exceptional, (3 reviews)
"great stay!"
United States
Santiago
The price is AED 178
AED 480 total
includes taxes & fees
3 Feb - 4 Feb
Modern Guest Suite near UCF
1 bedroom, iron/ironing board, free WiFi, bed sheets

Apartment in Azalea Park

Cozy independent studio
10.0 out of 10, Exceptional, (1 review)
"Private, beautiful, cozy abode"
United States
Monique G.
The price is AED 202
AED 528 total
includes taxes & fees
28 Jan - 29 Jan
Cozy independent studio
Fridge, microwave, stovetop, coffee/tea maker

Apartment in Apopka

Studio minutes away from beautiful springs.
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Clean place and nice host."
United States
Tyson P.
The price is AED 314
AED 427 total
includes taxes & fees
16 Jan - 17 Jan
Studio minutes away from beautiful springs.
Interior

Apartment in Sanford

Totally 80's
3.0 star property
9.4 out of 10, Exceptional, (3 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
The price is AED 294
AED 576 total
includes taxes & fees
18 Jan - 19 Jan
Totally 80's
Standard Apartment | Living area | 50-inch LCD TV with digital channels, Netflix, streaming services

Apartment in Sanford

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

Apartment in Sky Lake

Charming studio in delightful Orlando with WiFi and AC
9.4 out of 10, Exceptional, (8 reviews)
"We thoroughly enjoyed our stay in this little studio apartment. The bed was super comfy. The unit had everything we needed and was very cleanWe had the pleasure of meeting the owner Ashlee...shes wonderful! Would definitely stay again!"
United States
Cindy T.
Charming studio in delightful Orlando with WiFi and AC
Standard Apartment | Living area | 50-inch LED TV with digital channels, Netflix, streaming services

Apartment in Sanford

Boho Nights
3.0 star property
9.0 out of 10, Wonderful, (8 reviews)
"Wonderful spot, and excellent hosts!"
United States
Thomas
Boho Nights
Outdoor dining

Apartment in Orlando

CozyHome BigGrdn RmWTub PetOkUCF
10.0 out of 10, Exceptional, (3 reviews)
"William was exceptionally helpful, communicative, and had great amenities in place. Everything was clean, set up well, and absolutely beautiful."
United States
Rose W.
CozyHome BigGrdn RmWTub PetOkUCF
1 bedroom, free WiFi, bed sheets

Apartment in Downtown Orlando

TINY unit in cottage in the middle of Downtown
9.4 out of 10, Exceptional, (11 reviews)
"Perfect for my needs"
United States
Enrique
The price is AED 192
AED 496 total
includes taxes & fees
18 Jan - 19 Jan
TINY unit in cottage in the middle of Downtown
TV, video games, DVD player, books

Apartment in Buena Ventura Lakes

New APT 15Min Drive Disney and Airport - Parks KingBed Pets
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"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.
New APT 15Min Drive Disney and Airport - Parks KingBed Pets
Exterior

Apartment in Sanford

The Jazz Loft
3.0 star property
8.0 out of 10, Very Good, (6 reviews)
"The loft was very cool and unique. Loved it. I will definitely book this again."
United States
sherri
The Jazz Loft
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

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
"Beautiful rooms"
Natalie 1-night trip
Posted 1 day ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Frequently asked questions

What's it like to stay at an apartment in Winter Park?
You can choose from 10 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 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. WaterPark Free Access - Luxury at Disney: Located 10.1 mi/16.3 km away in Orlando. Free WiFi, private patios, and separate dining areas are included. Storey Lake condos by UNE Homes: Located in Kissimmee, 19.6 mi/31.5 km away. Includes free WiFi, outdoor space, and separate dining areas. Free parking and a children's pool are on site. Cozy Apartment in S Orlando, approx. 20 minutes away from Disney and Universal.: Located 14.6 mi/23.6 km away in Orlando. Amenities include Smart TVs. Onsite laundry facilities and a hot tub are on site. 3697 Orlando Vacational Apartment 1st floor near Universal Studios: Located in Orlando, 6.9 mi/11.1 km from Winter Park. Includes free WiFi and Smart TVs. Free parking and a fitness center are on site.
How many apartments are there in Winter Park?
Expedia has 10 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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