
Apartment holiday rentals in Winter Garden
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Top-rated apartment rentals in Winter Garden
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 Garden apartment rentals
Weekly apartment rentals

The Calm Blue One - Downtown
A very cozy, quaint spot, and close to everything! Milton recommended great spots, and was very quick to respond and gave clear instructions. Would definitely look into staying again if coming back into the area.

Beautiful one bedroom close to attractions
This place is peaceful and wonderful to stay. Very, VERY clean and organized. If you’re going on vacation in Orlando, this is a great place to go to. Highly recommend and will use this place for my future trip to Orlando!

Private Rooftop Suite!
My boyfriend and I are from NY and we found this perfect airbnb for us to stay at. The place feels like home, it’s very clean, beautiful and the view is amazing!! It was very close to everything as well. We would 100% go back!

Modern 2B/2B Villa Near Disney
Had an extended stay here and it was perfect! The neighborhood is quiet and has great amenities. Short walk to lake louisa as well and is close to shopping. The unit is well kept and had everything I needed for my stay! Jessica and her husband responded quickly and answered all my questions. I appreciated their tentativeness!! Will stay here again if I get the opportunity!

Relaxing 1-Bedroom Farm Retreat. Pets welcome!
An amazing stay, this is what you picture when you want to go out in the country and have a farm, super peaceful, a ton of amenities and activities, super nostalgic, we had an amazing time

Modern Oasis: King Bed + Fireworks • 10 Min Disney
Our stay was perfect! The home was spotless, well decorated, and very spacious. The cabinets were well stocked, the closet had luggage racks which came in handy, the bedroom had an outlet adapter with various ports, and the bathroom had travel toiletries that were readily available. The property itself was located near a variety of restaurants and other retail establishments. Now to the star of the review: José is an absolute gem. He was so kind, so attentive, and extremely patient. José’s response time was always prompt and we did not encounter any issues during our stay. Our flight was set to arrive hours before the scheduled check in time and José graciously accommodated an earlier check in time at no extra cost. We celebrated my gf’s b-day and I inquired about a b-day display upon our arrival. We were welcomed with a balloon, a bottle of champagne, two champagne flutes, and a candle (again at no extra cost). José thank you for an incredible stay! Book here; you won’t regret it! ☺️

2BR Family Retreat Minutes from Disney & Parks!
We had great time there with my family beautiful place everything was every nice and clean didn’t had no problems getting around the area felt just like home

Modern Luxury Kissimmee Retreat
This place beat our expectations! Was easy to access Disney springs and the OCCC from the apartment. The property itself was quiet which made our relaxing time very nice. Furnished very beautifully! The hosts were great to work with and very responsive!
Private apartment rentals

3161-405 Resort Lake View Disney Universal Orlando
Great place to stay Fonti was great with communication

Gorgeous spot 6 min drive to Universal Studios
If you’re visiting Universal Studios, this is a great place to stop and rest.

Unit A Small Apt Close to Theme Parks
The place was exactly as described, very beautiful and well decorated.

Mickey Mouse themed Condo just 15 min to Disney!
Beautifully decorated townhome. Very clean and quiet location. Easy access and parking. Unit is close to clubhouse for easy access to pool and gym. Location is not far from expressway and strip with great entertainment and restaurants. We truly enjoyed our experience!

Luxury Apt + Pool + BBQ + Gym.
This little studio was absolutely amazing for what I needed! It was a reasonable size and price. Also right down the street from the event I was going to! Lando is also an amazing host definitely would stay here again!

Balcony King Suite - Lake & Pool view
very clean space all around and the view was amazing! Marie was very responsive and helpful. 10 out of 10 recommend.

Luxury LakeFront Condo by Disney
We really enjoyed our stay. Nice and easy to find. Clean, tidy and lots of space for our family to relax. Our son really enjoyed the gaming area, with endless games of pool. Christian was a great host and would definitely stay again.

One Bedroom close to Disney
We stayed at Cami’s place during a trip to Disney, and it worked well for our family of three. The unit is in a quiet, gated complex that felt very safe. Our daughter especially loved the pool! The location was great—about a 20–25 minute drive to Magic Kingdom and close to plenty of restaurants and shopping. Cami was responsive and accommodating, especially with our (unplanned) late arrival, which we really appreciated. There were just a couple of things that felt a bit misleading from the listing. It mentioned two queen beds, but they were actually full-sized. Also, the listing stated that there was a washer and dryer in the unit, but if there was, it appeared to be behind a locked door and not accessible to us. This was a bit disappointing since in-unit laundry is something we typically look for, but we managed fine without it. We just wanted to note this in case it’s important for other guests too. That said, we overall had a lovely stay and would recommend it for a Disney trip.
Apartment rentals with a hot tub

King Bed Family Condo Orlando Disney Universal
Very nice Airbnb but sadly the hot tube does not work but other then dad very great place

Perfect Getaway location Near Universal
Had a wonderful time at this Airbnb. The location is great and everything is closeby. The house is very well maintained and was cleaned before our visit. Will definitely visit again. Highly recommended!!! 10/10

Penthouse With EPIC Views
Amazing place and the host was incredibly helpful, down to surprise details on the kitchen counter and in the fridge. I'd highly recommend this spot, and the outdoor patio is truly something special.

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

Beautiful Water View Suite With Superb Location!
Perfect cozy place to stay when going to Disney! Three amazing pools and jacuzzi. Various stores all around!

Modern 3 Bedroom Apartment Near the Theme Parks
The host responded really quick to any questions. It was quiet and nice . The beds were so soft and comfy. I definitely will be back...

2BR Nice/Convenient Resort Condo 3 Miles to Disney
Beautiful condo just like the photos! Great host! Easy check in. Very close to Disney World, plenty of shops and restaurants just as described. Will stay again.

Stefano’s Romantic Studio/Universal Studios area
Stay was clean and comfortable!
Destinations to explore
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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
- Universal Orlando Resort
- SeaWorld Orlando
- Disney Springs
- ESPN Wide World of Sports
- Amway Center
- Epcot
- Magic Kingdom Park
- Reunion West
- Aquatica
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- Walt Disney World Resort Golf
- Island H2O Water Park
- Blue Spring State Park
- ICON Park
- Universal CityWalk
- Universal's Islands of Adventure