Apartment vacation 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.

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Guest favorite

Apartment in Orlando

4.93 out of 5 average rating, 112 reviews

Private Apartment, Parking, Queen and Pullout Bed

No checkout cleaning list! Easy self check-in! Smart locks in a remodeled and updated apartment located off I-4, south of downtown. Residential neighborhood, less than 20 minutes from all of the theme parks it's easy to get around by car anywhere in Orlando. Park freely in the driveway and have the back apartment to yourself. Smart tv's in the living room and bedroom, full bathroom, washer & dryer, and kitchen will make your stay comfortable. I live in the front apartment, welcome to my duplex.

Superhost

Apartment in Florida Center

4.9 out of 5 average rating, 152 reviews

18 - Near Universal & Lake View

In the Heart of Orlando! Welcome to our fully renovated apartment, designed for comfort and style. Located on iconic International Drive, you'll be surrounded by Orlando’s top attractions, including Universal Studios, SeaWorld, and the Convention Center. Enjoy a wide variety of restaurants, bars, and shopping centers right at your doorstep, with Disney Parks just a short drive away. This apartment offers the perfect blend of location, comfort, and convenience for an unforgettable vacation.

Guest favorite

Apartment in Kissimmee

4.89 out of 5 average rating, 96 reviews

*NrDisney*BrandNew*LakeFront*APT

Experience lakeside living in this BRAND NEW 5-star luxury apartment, boasting a modern design near Disney and the airport. Perfect for executive stays or Disney vacations, the property is located just 20 minutes from Disney and the airport. Enjoy private outdoor dining on the patio, and unwind in the hammock while soaking up the serene atmosphere. This 5-star apartment offers off-street parking and complimentary Wi-Fi. Step out directly to the lake for stunning sunset and sunrise views

Top guest favorite

Apartment in Winter Park

4.97 out of 5 average rating, 193 reviews

Just 3 Blocks to Shops/Restaurants on Park Ave!

Modern, clean and unique. Fastest internet speed available: 263MBPS download and 21.5 MBPS upload! Second floor penthouse unit overlooking the pool area. Gorgeous acacia wood floors, quartz counter tops, high-end cabinetry and fixtures, great new furnishings and mattresses, 8' solid core interior doors, high ceilings, spacious open layout with a balcony offering fantastic sunset views and more! If you haven't explored Winter Park's Park Avenue, then you must!

Superhost

Apartment in Florida Center

4.76 out of 5 average rating, 139 reviews

29-Universal, International Dr,Convention Center

The best location in Orlando. Our apartment is completely renovated with a beautiful wooden floor, 2 bedrooms, 2 bathrooms, fully equipped kitchen all brand new with everything you need for your stay. Do not miss an incredible vacation in a privileged place. In the heart of International Drive, an area full of restaurants, bars, shopping centers, and many attractions. Very near to Universal Studios, Convention Center, Sea World and a few minutes from Disney.

Guest favorite

Apartment in Kissimmee

4.94 out of 5 average rating, 71 reviews

Apartment Close to Disney, Parks and Shopping

Peaceful and centrally-located Apartment. Close to Parks, Restaurants, Shopping and all the attractions to make your vacations, spectacular. Easy access to freeways. Just minutes to Disney, SeaWorld, Universal, Shopping Malls and more. This apartment comes completely furnished to make your stay enjoyable. Include cable tv and WiFi, laundry machine in apartment plus facilities on-site such as pool, fitness center and parking.

Top guest favorite

Apartment in Kissimmee

4.93 out of 5 average rating, 359 reviews

Great Full Apartment. Just 5' from Disney Orlando

Fantastic apartment in a nice and quiet place. Private gate area with security, locate in the best resort of Kissimmee: Legacy Dunes. Only 4 milles from Disney Parks. Full kitchen, laundry, central A/C, 2 bedroom, 2 bathrooms. Living room, dining room, balcony. Climatized pool, club house, fitness area, tennis court, childs área, free parking and wifi.

Superhost

Apartment in Orlando

4.79 out of 5 average rating, 138 reviews

Cozy Modern studio in Orlando close to UCF and MCO

This new, modern, and cozy studio is ready for you! It’s a one bedroom and one bathroom space that can be perfect for your weekend getaway. It’s a studio connected with the main home. However, guest and tenants have no shared space. With all of Orlando’s hot spots within 30 minutes, this spot ensures you’ll get the best out of your stay.

Top guest favorite

Apartment in Lake Nona

5 out of 5 average rating, 9 reviews

Chic 1-Bedroom Apt in Lake Nona

Nestled in a safe serene community on the edge of Lake Nona and Orlando proper, offering everything you need for a short visit or extended stay. This modern apartment is perfect for any solo traveler, couple, or business visit. Maximize your comfort by letting us know what brings you to town!

Superhost

Apartment in Kissimmee

4.78 out of 5 average rating, 234 reviews

Charming apartment close to Disney

the apartment was all renewed, elegant and sophisticated. It is very near to Disney, quiet, cozy, it has everything you need for a excellent travel. We have 3 rooms, one with a queen bed, closet and bathroom, one with a queen bed and closet and one with two twin beds. Your family will like.

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What guests are saying

Just Renovated 2/2 Resort Home

4.83 out of 5 average rating, 92 reviews3 weeks ago

Great upgraded apt with balcony! It’s easy to get anywhere from this location. The pool was nice and peaceful. My only concern was the thermostat being locked so it wouldn’t go lower than 70. I sleep hot and there wasn’t even a fan to use to cool down. But other than that, it was a great stay!

Apartment in Florida Center

What guests are saying

Unit A Small Apt Close to Theme Parks

4.6 out of 5 average rating, 72 reviews2 weeks ago

Good price on this unit, pictures and description accurate. It was much more spacious than some of the other similar airbnbs Ive had recently. Kitchen functional, a few dishes and pots and pans, etc to use. Check in was easy, communication was good, everything seemed in order. In the description, Nancy does mention there will be some noise from others living on shared walls. While it didnt really bother me, there definitely is some noise at various times during the day, so just worth considering. I would stay at Nancys place again if I were in the area.

Apartment in Kissimmee

What guests are saying

Stylish 2BR/ 2BA Apt near Disneyworld & OCC

4.93 out of 5 average rating, 14 reviews2 months ago

We only stayed one night but it was a nice size place for an apartment, close to the parks in orlando. Short drive there from Universal. The patio was huge. The only thing I would say we did not like was the extra towels were a lil damp. That's happened before at other places we've stayed at. Maybe the cleaners didn't have time to dry them all the way but im not a fan of that. Otherwise a nice stay.

Apartment in Orlando

What guests are saying

1BR w/ Lazy River in Kissimmee!

4.77 out of 5 average rating, 13 reviews2 days ago

This place is amazing. Our place was spotless. The whole building smelled and looked clean. The amenities were amazing. From the morning coffee, to pools to lazy river to several common areas including a pool table, this place is one of the best places I have ever visited. The staff is amazing - especially the concierge - Vito. So helpful and friendly. Every staff member was amazingly helpful. Booked for a week and had to cancel one night and the host made it easy for us. Highly recommend this place as we will be returning to Lucent at Sunrise.

Apartment in Kissimmee

What guests are saying

Premier Resort One Bedroom APT Next to Universal

4.81 out of 5 average rating, 47 reviews1 week ago

Mikes place was exactly as described , TV’s are way bigger than the photos provided. Check in is easy you don’t have to talk to nobody at the front desk easy access in and out . There is construction going on around the property but that wasn’t a downfall to me. Only downfall is the water is lukewarm in the shower I’m a hot hot hot water person but I understand all residents are on a water heater so overall I am really greatful and appreciative of my stay and highly recommend if you just want somewhere peaceful and nice to sleep at

Apartment in Florida Center

What guests are saying

Luxurious 2/2 Downtown Apartment

4.86 out of 5 average rating, 29 reviews4 weeks ago

Our stay at Anna's place was great. The condo was exactly as pictured and clean. The condo was surprisingly quiet for the location. The location was perfect. Within walking distance of downtown Orlando, great restaurants, and Publix. Short drive to the parks. We will be coming back next year!

Apartment in Orlando