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231 Apartments or condos in Winter Park, FL
10 5 reviews
Winter Park, FL
06/28 – 07/01
$242/nighttotal: $726 (3 )
Close To The Action, Peaceful When You Return - 2br In Downtown, Sleeps 6
2 4
apartment , Orlando
This Downtown Orlando condo is located in the Lawsona - Fern Creek neighborhood, less than a 5-minute walk to Lake Eola Park, 5 miles to Amway Center, and 10 miles to Camping World Stadium. This 2-bedroom, 1-bathroom rental sleeps up to 5 guests and includes a full kitchen with a microwave oven and dishwasher, air conditioning, parking, and an on-site washer and dryer.
9.5 232 reviews
Winter Park, FL
06/28 – 07/01
$205/nighttotal: $615 (3 )
Mills House @Wp. Sleeps 10 Renovated. Queen Beds
1 4
apartment , Fairview Shores
This Fairview Shores house boasts a central Winter Park location, minutes from Lake Eola, Park Avenue, and Mills 50, offering easy access to major highways and theme parks within a 25-minute drive. The three-bedroom home comfortably sleeps eleven guests, features a fully equipped kitchen with modern appliances, a large fenced backyard with a BBQ grill, free parking for 3-4 vehicles, and Roku TVs for entertainment.
9.6 108 reviews
Winter Park, FL
06/28 – 07/01
$175/nighttotal: $525 (3 )
Centrally Located Orlando Home
1 4
apartment , Fern Park
This stylish three-bedroom, two-bathroom house in Fern Park, Florida, is conveniently located near Kewanee Park, offering easy access to major roadways, downtown Orlando (10 miles), and Orlando International Airport (15 miles). The 3-bedroom, 2-bathroom home sleeps six and features a fully equipped kitchen with stainless steel appliances, a washer/dryer (additional cost), keyless entry, and a backyard; nearby attractions include Publix, Winn-Dixie, Walmart, and Universal/Disney (approximately 45 minutes away).
10 103 reviews
Winter Park, FL
06/28 – 07/01
$230/nighttotal: $690 (3 )
Walk To Lake Eola 2 Br Balcony Apt + Free Parking
1 4
apartment , Orlando
This Thornton Park rental is centrally located in Orlando, Florida, a short walk from Lake Eola Park and minutes from the Central Business District, offering easy access to major attractions like Universal Studios and Walt Disney World. This two-bedroom, two-bathroom apartment sleeps six, features a fully equipped kitchen with dishwasher, in-unit laundry, and private parking for two vehicles, plus a private balcony overlooking Thornton Park's streets.
9.7 79 reviews
Winter Park, FL
07/10 – 07/18
$171/nighttotal: $1368 (8 )
Cozy Downtown Living Sleeps 8 W/ Free Parking
1 4
apartment , Orlando
This two-bedroom house is located in downtown Orlando, within walking distance of Lake Eola Park, offering easy access to restaurants and shops. The fully renovated home features a full kitchen with quartz countertops and stainless steel appliances, a bonus room with a pull-out sofa bed, in-unit laundry, two parking spaces, and sleeps up to eight guests.
10 2 reviews
Winter Park, FL
06/28 – 07/01
$177/nighttotal: $531 (3 )
Cozy Orlando Home Close To Parks, Dining, And Downtown Fun
2 4
apartment , Orlando
This Orlando dwelling is situated in the Lawsona - Fern Creek district, a 6,864-foot walk from Lake Eola Park, offering convenient access to Universal Orlando Resort and Florida Mall. This 2-bedroom, 1-bathroom apartment accommodates up to 6 guests and features complimentary Wi-Fi, air conditioning, and a fully equipped kitchen with a fridge, microwave, and dishwasher.
9.8 138 reviews
Winter Park, FL
07/10 – 07/18
$235/nighttotal: $1880 (8 )
Updated Home* 2 King Bed Suites * Downtown Orlando
1 4
apartment , Orlando
This two-bedroom, two-bathroom apartment is located in the charming Delaney Park district of Downtown Orlando, just minutes from the Amway Center and Dr. Phillips Performing Arts Center, and within a 30-minute drive to Universal Studios and Disney World. The apartment has excellent ratings for location, cleanliness, and user experience, making it a great option for travelers looking for a comfortable and convenient place to stay. The apartment offers a spacious layout with enough room for up to six guests, perfect for families or groups of friends. Guests can enjoy a fully equipped kitchen, a private backyard, and easy parking, ensuring a comfortable and enjoyable stay in the heart of Orlando.
9.8 34 reviews
Winter Park, FL
06/28 – 07/18
$112/nighttotal: $2240 (20 )
Sleeps 2 | Lake Eola |Downtown Orlando | Oasis
1 1
apartment , Orlando
This 1-bedroom guest suite is located in the historic Lake Eola Heights neighborhood of Orlando, a 2-minute walk to Lake Eola Park and within easy reach of downtown Orlando's dining, shopping, and the Dr. Phillips Center for the Arts. This second-floor apartment accommodates up to 2 guests and features a fully equipped kitchen, air conditioning, and a garden, with the surrounding area being highly walkable and bike-friendly for local exploration.
9.9 122 reviews
Winter Park, FL
06/28 – 07/18
$139/nighttotal: $2780 (20 )
The Emerald | Walk To Downtown Orlando & Lake Eola
2 1
apartment , Orlando
This charming apartment is located in Downtown Orlando, just 15 minutes from Universal Studios and the airport, putting you right in the heart of the action. Guests consistently rate the apartment excellent for its cleanliness, location, and overall experience. The apartment has two bedrooms, one bathroom, and can comfortably accommodate up to four guests. You'll enjoy a fully equipped kitchen, a spacious living area, a private entrance, on-site parking, and a luxurious walk-in shower.
9.6 65 reviews
Winter Park, FL
06/28 – 07/01
$208/nighttotal: $624 (3 )
Modern Resort-style Stay
2 4
apartment , Orlando
Located just 0.1 miles from Ventura Country Club, this resort offers a peaceful ambiance and convenient access to golfing. Highly rated by guests, this resort provides a comfortable and modern stay for up to 4 guests in its 2-bedroom, 2-bathroom condos. The resort features a fully equipped kitchen, free WiFi, a Smart TV, and a washing machine for added convenience. Guests can enjoy the water park, spa tub, swimming pool, and terrace/balcony. The resort's proximity to Ventura Country Club and other attractions, combined with its excellent amenities, makes it an ideal choice for travelers seeking a relaxing and enjoyable stay in Orlando.
9.6 4 reviews
Winter Park, FL
06/23 – 06/28
$105/nighttotal: $525 (5 )
1-bedroom Vacation Room Just 12 Minutes From University Of Central Florida
1 2
apartment , Winter Park
This Winter Park studio apartment is conveniently located near Orlando International Airport, Disney World, and Universal Studios, with Full Sail University just one mile away. The unit features a private entrance, parking, a kitchen with a fridge and microwave, a swimming pool, and accommodates up to two guests; shared laundry facilities are available.
9.4 308 reviews
Winter Park, FL
06/28 – 07/18
$95/nighttotal: $1900 (20 )
Lake Eola View 1 Bedroom Thornton Park
1 1
apartment , Orlando
This Thornton Park condo overlooks Lake Eola, offering proximity to the Dr. Philips Center for the Performing Arts and numerous restaurants and bars in the Thornton Park district. This one-bedroom, one-bathroom unit sleeps two guests and includes a kitchen with a refrigerator, freezer, and microwave, plus parking, air conditioning, and access to Hulu, Netflix, and the AT&T cable app.
Best Family Apartments in Winter Park, FL
These family-friendly vacation apartments in Winter Park, FL offer plenty of space with city attractions within easy reach.
9.6 20 reviews
Winter Park, FL
07/28 – 08/01
$165/nighttotal: $660 (4 )
Dog-friendly Apt W/ Fenced Yard In Winter Park
2 2
apartment , Goldenrod
This studio apartment is located in Goldenrod, Winter Park, offering proximity to Walt Disney World, Orlando International Airport, and downtown Winter Park, with beaches approximately 45 miles away. This 650 sq ft dwelling accommodates up to 6 guests, featuring a kitchenette with essential appliances, central air conditioning, free WiFi, and a small fenced yard perfect for pets, with nearby attractions including the Winter Park Tennis Center and Dubsdread Golf Course.
10 10 reviews
Winter Park, FL
06/28 – 07/01
$374/nighttotal: $1122 (3 )
2/2 Penthouse Downtown Orlando
2 4
apartment , Orlando
This Orlando penthouse rental is located in the Holden-Paramore district, near Lake Eola and within two miles of the Amway Center, Camping World Stadium, and Orlando City Soccer Stadium. The 1,750-square-foot, two-bedroom, two-bathroom unit sleeps four and features a wrap-around balcony, fully equipped kitchen with Nespresso machine, in-unit laundry, and secure parking; building amenities include a 24-hour doorman and soon-to-open gym.
9.8 71 reviews
Winter Park, FL
07/28 – 08/01
$520/nighttotal: $2080 (4 )
Lakefront Paradise Near Attractions
1 2
apartment , Fairview Shores
This Winter Park lakefront home, located five miles from downtown Orlando and a 20-minute drive from Disney and Universal, offers easy access to major attractions and upscale shopping on Park Avenue. The three-bedroom, three-bathroom house sleeps eight, features a spacious open floor plan with a fully equipped kitchen, a screened sunroom, a large lawn, complimentary kayaks and paddleboards, and an outdoor firepit.
10 109 reviews
Winter Park, FL
06/28 – 07/18
$176/nighttotal: $3520 (20 )
Stylish Boutique Guest House In Winter Park
3 1
apartment , Winter Park
This Winter Park apartment is conveniently located within a 3-mile radius of popular attractions like Casa Feliz Historic Home Museum, Morse Museum of American Art, and Lee Road Shopping Center. Guests have consistently rated this property excellent, highlighting its comfortable and well-equipped features. This two-bedroom rental can accommodate up to four guests and offers a fully equipped kitchen, a fireplace, and a sofa bed for extra sleeping space. Enjoy the on-site amenities, including a water park, fitness center, garden, and a swimming pool, along with free WiFi and parking.
Best Winter Park, FL apartment rentals with a kitchen
Winter Park, FL
07/10 – 07/18
$150/nighttotal: $1200 (8 )
Apartment ∙ 2 Bedrooms ∙ 4 Guests
2 4
apartment , Orlando
This 2-bedroom condo is located in a secure, gated resort community in Orlando, 25 miles from major theme parks and 10 miles from Orlando International Airport. This family-friendly apartment offers resort-style amenities including a swimming pool, fitness gym, tennis, pickleball, and basketball courts, with a private furnished patio, a fully equipped kitchen, and complimentary high-speed internet and central A/C, accommodating up to 4 guests.
9.5 8 reviews
Winter Park, FL
06/28 – 07/01
$177/nighttotal: $531 (3 )
Paradise Apartment
2 4
apartment , Winter Park
Paradise Apartment, located in Orlando, is approximately 8 miles from downtown attractions including Church Street Station and Spectrum Stadium, and 7.9 miles from Addition Financial Arena. This 80 square foot rental unit features 1 bedroom, 2 bathrooms, a full kitchen, air conditioning, Wi-Fi, a swimming pool, garden, and parking, with a guest capacity of 11.
10 36 reviews
Winter Park, FL
06/28 – 07/01
$181/nighttotal: $543 (3 )
Bungalow On Quiet Street Close To Trendy Cafes, Pubs, And Parks. Dogs Welcome!
2 4
apartment , Orlando
This Baldwin Park vacation rental is conveniently located within three miles of Orlando Fashion Square mall, East Orlando Shopping Center, the Plaza Theatre, Harry P. Leu Gardens, and Lake Virginia. This 1,100-square-foot house features two bedrooms, one bathroom, and accommodates four guests, offering a fenced yard, patio, barbecue grill, fully equipped kitchen, and free internet access.
9.4 6 reviews
Winter Park, FL
07/28 – 08/01
$132/nighttotal: $528 (4 )
Retro Lake Eola 1 Bedroom Condo Thornton Park
1 2
apartment , Orlando
This South Eola District condo offers stunning Lake Eola views, walking distance to Thornton Park's restaurants and the Dr. Philips Center for the Performing Arts, and easy access to Amway Center via various transportation options. The one-bedroom, one-bathroom apartment sleeps two guests and features a 55" flat-screen TV, queen-size bed, and a full kitchen with a refrigerator and microwave, plus one designated parking spot (additional parking available for a fee).
Frequently Asked Questions about apartment rentals in Winter Park, FL
What are the top cultural and historical sites in Winter Park, FL?
The Albin Polasek Museum & Sculpture Gardens is a must-see for art lovers. It's a beautiful place with a lot of history and amazing sculptures. You can also check out the Winter Park History Museum, where you can learn about the city's past and see some interesting artifacts.
Winter Park is known for its beautiful canals and charming downtown area. It's also home to Rollins College, which adds a touch of youthful energy to the city. The city is also famous for being a popular destination for art lovers and those who appreciate a sophisticated atmosphere.
What are the best apartments with a pool in Winter Park, FL?
Where can you find the best local markets and street food in Winter Park, FL?
The Winter Park Farmers' Market, held every Saturday morning, is a great place to find local produce and artisan goods. There are also a lot of great restaurants on Park Avenue that offer delicious food and a lively atmosphere.
What are the best apartments with a jacuzzi in Winter Park, FL?
Which seasonal events or festivals should apartment renters look forward to in Winter Park, FL?
The Winter Park Sidewalk Art Festival is a big one, held every year in November. It's a great event for art lovers and features works by local artists. The Winter Park Concours d'Elegance, held in the spring, is also a popular event for car enthusiasts.
What are the best apartments for families and kids in Winter Park, FL?
What amenities are typically included in apartments in Winter Park, FL?
Most apartments in Winter Park include basic amenities like a washer and dryer, central air, and a swimming pool. Some newer apartments may also offer amenities like a fitness center, a clubhouse, and a business center.
What are the best pet friendly apartments in Winter Park, FL?
What leisure activities are available for relaxation in Winter Park, FL?
Winter Park is a great place to relax and enjoy the outdoors. You can go for a walk or bike ride along the scenic trails, or rent a kayak or canoe and explore the canals. There are also several parks and gardens in the city, where you can relax and enjoy the beautiful scenery.
What are the best apartments with parking in Winter Park, FL?
Best Winter Park, FL apartment rentals with air conditioning
9.7 125 reviews
Winter Park, FL
07/10 – 07/18
$203/nighttotal: $1624 (8 )
213 Winter Park/downtown Villa+studio Epic Disney
1 4
apartment , Fern Park
This Fern Park studio, located in Kissimmee, offers convenient access to I-4, placing Universal Studios, Disney World, and SeaWorld within a short driving distance, and is also near Winter Park and Wekiwa Springs State Park. The 5-bedroom, 3-bathroom house includes a fully equipped studio apartment with a kitchenette, high-speed internet (300 Mbps), a Jacuzzi, a private fenced backyard with a play structure, and parking for multiple vehicles, accommodating up to 14 guests.
Winter Park, FL
06/28 – 07/18
$108/nighttotal: $2160 (20 )
Beautiful Flat In Winter Park
1 1
apartment , Winter Park
This centrally located one-bedroom, one-bathroom condo in Winter Park provides easy access to Orlando's major attractions and hospitals, placing you within a few miles of Universal Orlando Resort and Walt Disney World. This apartment accommodates up to three guests and features a full kitchen, air conditioning, and access to a swimming pool, making it a convenient base for exploring the Orlando area.
9.2 5 reviews
Winter Park, FL
06/23 – 06/28
$128/nighttotal: $640 (5 )
Cozy Golf Condo | 3 Pools, Gym, 15min To Airport
1 2
apartment , Orlando
This gated condo, part of the "Gated Resort Condo W/ Porch, Golf, Pools & Gym" offer, is situated in Orlando's Ventura neighborhood, a 15-minute drive from Orlando International Airport and 35 minutes from Universal and Disney theme parks. The one-bedroom, one-bathroom unit sleeps four, features a full kitchen, in-unit laundry, screened porch, and access to resort amenities including three pools, a hot tub, golf course, gym, and tennis and basketball courts.
9.3 147 reviews
Winter Park, FL
07/10 – 07/18
$132/nighttotal: $1056 (8 )
Cozy College Park Duplex @Lake Fairview. Sleeps7
1 4
apartment , Orlando
This College Park duplex is located near Lake Fairview, offering easy access to the attractions of Winter Park and College Park, and is just 8 minutes from downtown Orlando and Lake Eola Park. The three-bedroom, two-bathroom apartment comfortably accommodates up to seven guests and features a fully equipped kitchen, a washer-dryer combo, dedicated parking for two to three vehicles, and a Roku-enabled TV in the living room and master bedroom.
Neighborhoods and points of interest in Winter Park, FL
Explore Pet-Friendly Apartments in Winter Park, FL
A quality pet-friendly vacation apartment in Winter Park, FL means nearby dog parks and city walks are just steps away from your front door.
9.6 20 reviews
Winter Park, FL
06/23 – 06/28
$391/nighttotal: $1955 (5 )
Vacation Home Away From Home In Orlando
4 2
apartment , Casselberry
This Casselberry vacation home is located 0.9 miles from Red Bug Lake Park, within 6 miles of Kraft Azalea Gardens and Winter Park Village, offering easy access to area attractions. This 1990-square-foot house features five bedrooms, two bathrooms, sleeps twelve guests, and includes a fully equipped kitchen, a terrace, a tennis court, and free Wi-Fi.
8.0 8 reviews
Winter Park, FL
06/23 – 06/28
$175/nighttotal: $875 (5 )
Historic Orlando Casita Love Apt A With Backyard
1 2
apartment , Orlando
This one-bedroom Orlando apartment, a historic casita, is centrally located near Church Street Station (a 12-minute walk), the Kia Center (15-minute walk), and Camping World Stadium (2.4 miles). This 510-square-foot rental features a fully equipped kitchen, free Wi-Fi, a private backyard, and accommodates up to four guests, making it ideal for couples or solo travelers exploring Orlando's attractions.
8.0 11 reviews
Winter Park, FL
06/23 – 06/28
$178/nighttotal: $890 (5 )
2/1 With Private Backyard In The Heart Of Ivanhoe
2 2
apartment , Orlando
This 2-bedroom, 1-bathroom apartment in Orlando's Village Ivanhoe district is a 14-minute walk to AdventHealth Station and a short walk to Lake Ivanhoe, with the Orlando Science Center 12 minutes away. This pet-friendly rental accommodates up to 8 guests and features a fully equipped kitchen, complimentary Wi-Fi, on-site laundry, and is conveniently located near Universal Orlando Resort and the Kia Center.
9.6 47 reviews
Winter Park, FL
06/23 – 06/28
$86/nighttotal: $430 (5 )
Cozy Town Suites B
1 2
apartment , Eatonville
This one-bedroom Eatonville apartment is situated in a quiet, newly renovated historic town, less than a minute from Winter Park and 26 minutes from Walt Disney World. The apartment features a queen-sized bed, a private bathroom with a shower, and amenities like air conditioning, Wi-Fi, and parking.