
Apartment holiday rentals in Winter Park
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Top-rated apartment rentals in Winter Park
Guests agree: these apartments are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Winter Park apartment rentals
Weekly apartment rentals

"The Sweet Suite" - Private & Quiet, Near 408/417
Better than what the pictures describe , very cozy and host was kind and responsive , will stay again .

Suites at Lake Buena Vista close Disney Spring
Apartment on the 3rd floor, clean, good for 4 people. Great location, in the center of the parks (Disney x Universal x Icon), very good condominium too, good structure, clean and organized, free parking with several spaces.

Downtown Orlando Zen High-Rise - Free Parking!
This location, condo, and amenities were great. Glorious was a wonderful host. I would recommend and would rent again!

Thornton park paradise 1 bedroom
GREAT place, we only stayed one night but will definitely be coming back in the future. It is walking distance from 7-eleven, Starbucks, and Lake Eola park with was perfect for what we needed. Host was super friendly and the place was clean, all in all we had a wonderful stay!

Winter Garden Charm, Near Disney
I had a great stay at Sebastian’s place. The apartment is well equipped and the complex has an amazing gym and a lovely pool. Location wise, there’s a Publix within a short drive as well as a nice little Downtown area that’s great for a stroll. What I appreciated most—and the main reason I chose this place—was that it made me feel like a local rather than a tourist, so it really fit the bill.

Private Rooftop Suite!
Brandon’s place was a great location for everything we wanted to do. It matches the description and photos. The terrace outside is a fabulous place to spend time and chill on an evening. Brandon is a fantastic host, responding to any queries promptly and always available if needed. Thanks for a wonderful stay!

SoDo Love 2: Newly renovated, PET Friendly home!.
Highly recommend this Airbnb! We will be booking again for our next trip. Mark and Kim were fantastic hosts! Their home was perfect for our extended trio and had all the amenities we needed for a comfortable stay. Excellent communicators and made us feel so welcome! Location and neighborhood was perfect for nice walks and close to everything. The home was nicely designed and very clean!

Apartment in Altamonte Springs!
This was my first ever stay in an airbnb and Zeus Royalty made it hard to top! The home is kept clean, the bed is cozy, and the area is filled with convince. Any issues or questions were immediately addressed. I never felt worried about being in someone else’s space. Truly a home away from home. I will definitely be back to enjoy another stay!
Private apartment rentals

Resort Studio Near Universal
The room was very clean and in a convenient location close to shops, food, and universal! My family had an amazing time and would definitely recommend 10/10

Penthouse With EPIC Views
I had a great stay! The place was clean, comfortable, and just as described. Check-in was smooth, and the host was responsive and helpful throughout the visit. The location was convenient and quiet, perfect for what I needed. I would definitely stay here again and recommend it to others.

Completely Private and Cozy Studio
Great host very proactive

Modern downtown apartment
Nelly was a fabulous host. She was responsive to my needs and the place is absolutely lovely. A great location con downtown Orlando I would definitely stay there again

Spacious 2BD/2BTH Luxury Condo
Although I do not always take the time to write reviews as I should, this one is worth writing. This was a last minute booking as my previous booking in Orlando was found to be a scam and Frank helped out and made his place available on short notice wirth less than 24 hours until my arrival. This apartment was great, spacious, and comfortable and I would 100% come back and stay here as I am in Orlando very frequently. It is super close to Publix and many restaurants, Lake Eola, and less than 20 minutes drive to Universal and Disney. This is not a complaint as it is prevalent in many AirBnb's but make sure to bring extra toilet paper and paper towels as there was enough for just a couple of days and there is not any cleaning supplies to keep tidy but the Publix is just a few blocks away. Lastly, I actually lost my keys and the apartment FOB in Universal and Frank was so understandable. They were turned in to Lost and Found the next day so everything worked out. Stay here!

Cozy Private Apartment - Stylish & Spotless
I would definitely recommend booking the space is so beautiful so clean it smelled great ! Very private ! Super nice hosts! Everything about it is amazing truly! Instantly fell in love with it

Chic 1-Bedroom Apt in Lake Nona
Awesome place to stay..Very comfortable and peaceful area…Definitely will recommend!

Luxury Living in Kissimmee
Max is a great host and his Airbnb is very comfortable and clean. He is also a great communicator and texts back very fast when we have questions! I 100% recommend this stay! You will enjoy it just like we did :)
Apartment rentals with a hot tub

King Bed Family Condo Orlando Disney Universal
Great stay! Exactly what my small family needed for our quick weekend in town!

3141-103 Resort Lake View Disney Universal Orlando
We had an amazing stay at Fonti’s place at Storey Lake in Kissimmee! Everything was exactly as advertised, clean, comfortable, and fully equipped with everything we needed for a relaxing vacation. The home was perfect for our group, and the location couldn’t have been better. Communication with Fonti and the entire Fonti Vacation Home Staff was outstanding from start to finish. They were always responsive, helpful, and made sure we felt right at home. We highly recommend this place to anyone visiting the area and would definitely stay here again. Thank you for a wonderful experience!

Apartment near Universal Studios - free parking
Patrick and Sara's place was perfect. It was exactly how it was described. Everything was clean and newly updated. Location was perfect. It was 7 mins from Universal and 14 mins from Epic! I would definitely stay again.

Luxury condo in Orlando 1 br/1 ba
good place to stay, close to all attractions and MCO airport.

BEST Views~2B2B~Universal~Disney
Very very comfortable beds!!! As described - great views and fantastic space. It was great 👍& it has an awesome view & the living room view was beautiful! The pools and playground were awesome!

Modern 3 Bedroom Apartment Near the Theme Parks
Loved staying here! Avoided all Orlando Traffic coming in. This is a good spot. 20 minutes away from Disney parks. Great restaurants, and local areas to hang out! The host was amazing in the space was spotless, just as described

2 Bedrooms/2 Bathrooms Storey Lake Resort 3150-404
Great location to Disney - about 10 minutes about so close enough to get there quickly but far enough away to be outside of the craziness. Clean place, nice beds, great for kids.

Stefano’s Romantic Studio/Universal Studios area
This is great place stay. It is very clean and the host is always available and communicates well!
Quick stats about flat rentals in Winter Park
Total rentals
70 properties
Nightly prices starting at
₹2,569 before taxes and fees
Total number of reviews
3.5K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
30 properties have a pool
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Disney's Animal Kingdom Theme Park
- SeaWorld Orlando
- Universal Orlando Resort
- Playalinda Beach
- Disney Springs
- ESPN Wide World of Sports
- Titusville Beach
- Amway Center
- Daytona International Speedway
- Epcot
- Reunion West
- Magic Kingdom Park
- Aquatica
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- Universal's Islands of Adventure
- Island H2O Water Park
- Walt Disney World Resort Golf
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