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231 Apartments or condos in Winter Park, FL
9.8 109 reviews
Winter Park, FL
06/28 – 07/18
$140/nighttotal: $2800 (20 )
Winter Park Guest Suite |Near Ucf/fullsail/rollins
1 1
apartment , Goldenrod
This Winter Park guest suite, a short drive from UCF, Rollins College, Full Sail University, and Park Avenue, offers a convenient location for exploring Central Florida attractions. The 400-square-foot, one-bedroom, one-bathroom suite provides a private entrance, fully equipped kitchen (with fridge, freezer, microwave, and two-burner cooktop), air conditioning, parking, and sleeps two guests.
9.2 5 reviews
Winter Park, FL
07/03 – 07/10
$133/nighttotal: $931 (7 )
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.
Winter Park, FL
06/28 – 07/18
$106/nighttotal: $2120 (20 )
Lake Eola View 1 Bedroom Thornton Park
1 1
apartment , Orlando
This Orlando condo is located in Thornton Park, offering a Lake Eola view and situated 0.7 miles from the city center, a 17-minute walk to Church Street Station, and 1.1 miles from the Kia Center. This one-bedroom, one-bathroom apartment accommodates up to three guests and features complimentary WiFi, private parking, a fully equipped kitchen with an oven and microwave, and air conditioning for your convenience.
9.4 29 reviews
Winter Park, FL
06/17 – 06/23
$82/nighttotal: $492 (6 )
Spacious Private & Lovely
1 1
apartment , Winter Park
This Winter Park apartment, ideally located in a central area, offers easy access to Winter Park's shops and restaurants, with proximity to attractions like Park Avenue, though exact distances to specific landmarks such as the Charles Hosmer Morse Museum of American Art, Lake Eola, and Kraft Azalea Garden are unspecified. The one-bedroom, one-bathroom unit comfortably sleeps four guests and includes amenities such as air conditioning, internet, parking, and a full kitchen; further details on interior design and specific apartment features are unavailable.
8.0 8 reviews
Winter Park, FL
06/28 – 07/18
$120/nighttotal: $2400 (20 )
Modern Oasis Near Lake Eola
1 1
apartment , Orlando
This Lake Eola Heights apartment rental is conveniently located less than a mile from Lake Eola Park, and within three miles of the Kia Center and Camping World Stadium. This one-bedroom, one-bathroom unit sleeps three guests and features a fully equipped kitchen, in-unit laundry, a balcony, and access to community amenities including a garden and grills; enjoy nearby attractions and public transportation via the Lynx Central Station, a 21-minute walk away.
9.9 20 reviews
Winter Park, FL
06/20 – 06/27
$307/nighttotal: $2149 (7 )
Stylish Orlando Stay | Walk To Nightlife & Hot Tub
1 6
apartment , Orlando
This 3-bedroom, 2-bathroom apartment is situated in Orlando's Mills 50 neighborhood, offering 0.2 miles to Leu Gardens, 2.2 miles to Downtown Orlando, and within 10 miles of Universal Orlando Resort. This rental features a private fenced backyard with a hot tub, a chef's kitchen with premium appliances, a king bed in the primary suite, in-unit laundry, driveway parking, and an available Level 2 EV charger, accommodating up to 6 guests.
9.6 19 reviews
Winter Park, FL
08/11 – 08/13
$116/nighttotal: $232 (2 )
Tiny Unit In Cottage In The Middle Of Downtown
1 2
apartment , Orlando
This downtown Orlando apartment rental boasts an exceptional location, steps from Lake Eola Park, Amway Center, and the Dr. Philips Center for the Performing Arts, with Universal Studios and Disney World within a short drive. This 100-square-foot studio features a private entrance, bedroom, bathroom, and outdoor porch space, accommodating two guests and offering amenities such as a mini-refrigerator, coffee maker, and streaming services; free parking is included.
Winter Park, FL
06/17 – 06/23
$128/nighttotal: $768 (6 )
Lake Eola Thornton Park Studio With Balcony
1 1
studio , Orlando
This studio apartment is situated in Orlando's Thornton Park district, just steps from Lake Eola and within a 19-minute walk of Church Street Station, with the Kia Center located 1.2 miles away. This 750 sq ft studio accommodates up to 3 guests and features a private balcony, free WiFi, air conditioning, and a kitchen with a fridge and microwave oven.
9.0 41 reviews
Winter Park, FL
09/03 – 09/08
$133/nighttotal: $665 (5 )
️Walk To Lake Eola & Restaurants
2 2
apartment , Orlando
This Thornton Park rental is less than a mile from Lake Eola and the Dr. Phillips Center for the Performing Arts, offering easy access to Camping World Stadium and the Kia Forum within a 3-mile radius. This two-bedroom, one-bathroom apartment sleeps four, includes in-unit laundry, and provides essential amenities such as a hair dryer and internet access; guests can enjoy nearby attractions like Church Street Station and Lynx Central Station, easily accessible by foot.
8.6 10 reviews
Winter Park, FL
07/21 – 08/04
$53/nighttotal: $742 (14 )
Tiny House In Orlando
1 1
apartment , Lockhart
This Orlando apartment rental is conveniently located near Camping World Stadium and the Kia Forum, an 11-minute drive from each, offering easy access to major attractions. The one-bedroom, one-bathroom unit sleeps one guest and includes WiFi, air conditioning, and essential amenities like towels, linens, and toiletries.
9.2 17 reviews
Winter Park, FL
07/03 – 07/31
$128/nighttotal: $3584 (28 )
#1 Rated Neighborhood|.4 Mi. To Advent Hospital
1 2
apartment , Orlando
This College Park bungalow, a 2-bedroom, 1-bathroom house, is located 0.4 miles from AdventHealth Hospital and 0.7 miles from College Park's Main Street, offering easy access to local shops and restaurants. This Orlando vacation rental sleeps four, features a fenced backyard, a separate office, a full kitchen with dishwasher, and includes amenities such as a swimming pool, fitness center, and parking; a minimum 28-day stay is required.
9.6 4 reviews
Winter Park, FL
08/11 – 08/13
$126/nighttotal: $252 (2 )
Orlando Tiny Home Near Kia Center W Free Parking
1 2
apartment , Orlando
This one-bedroom apartment is situated in the Lawsona - Fern Creek neighborhood of Orlando, just minutes from Lake Eola and 20 minutes from Orlando's theme parks. The apartment features a sleek modern design, a fully equipped kitchen with a glass cooktop, microwave, and a large refrigerator with an ice maker, a private porch, and a modern bathroom with an oversized rain shower.
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.
10 9 reviews
Winter Park, FL
08/02 – 08/04
$380/nighttotal: $760 (2 )
Tropical Pool & Spa Home, 3/2, Near Disney, Universal, Sea World, Beaches
3 6
apartment , Altamonte Springs
This Altamonte Springs vacation rental is conveniently located less than a mile from Altamonte Mall and Cranes Roost Park, and 2.5 miles from Sanlando Park, offering easy access to shopping and recreation. This 1,650-square-foot home sleeps six guests and boasts three bedrooms, two bathrooms, a private patio, a swimming pool, a Jacuzzi, and a fully equipped kitchen including a refrigerator, microwave, and dishwasher; plus an on-site game room.
9.8 119 reviews
Winter Park, FL
06/20 – 06/27
$205/nighttotal: $1435 (7 )
Charming 3/2 Mid‑century • 6 Min From Downtown
1 6
apartment , Orlando
This mid-century modern house in Orlando's Hourglass District offers convenient access to Downtown Orlando, Orlando International Airport, and major theme parks like Disney World (35-40 minutes away) and Universal Studios (25 minutes away). This 1530-square-foot vacation rental boasts three bedrooms, two bathrooms, sleeps eight guests, and features a fully equipped kitchen, a Jacuzzi, a private garden, and a terrace, plus modern amenities including fast WiFi and a washer/dryer.
9.8 128 reviews
Winter Park, FL
06/20 – 06/27
$264/nighttotal: $1848 (7 )
Cheerful 3 Bedroom With A Spacious Shaded Yard
1 6
apartment , Goldenrod
This mid-century home is located in Goldenrod, just a short drive from downtown Orlando, Park Ave, and UCF, making it a convenient base for exploring the area. The property consistently receives excellent ratings for its cleanliness, location, and overall experience. This spacious house has three bedrooms and two bathrooms, comfortably accommodating up to 16 guests. Enjoy modern amenities like a full kitchen, washer and dryer, air conditioning, and a private yard perfect for outdoor gatherings.
10 21 reviews
Winter Park, FL
07/21 – 08/04
$150/nighttotal: $2100 (14 )
Modern Winter Park 2br Near Park Ave Sleeps 6
1 1
apartment , Goldenrod
This duplex home is located in Winter Park, offering convenient access to local attractions without being in the immediate vicinity of major city centers. This fully equipped 2-bedroom, 2-bathroom duplex accommodates up to 4 guests and features a private, fenced backyard, in-unit laundry, and a modern open-concept living area.
Best Winter Park, FL apartment rentals with a kitchen
9.5 59 reviews
Winter Park, FL
08/02 – 08/04
$184/nighttotal: $368 (2 )
Firepit Grill & 3 Kings W/ Tvs
1 6
apartment , Azalea Park
This Azalea Park condo is located near the local park and community center, providing convenient access to neighborhood amenities. This family-friendly, three-bedroom, two-bathroom rental accommodates up to six guests and features a private, fenced yard with a grill, patio seating, and a firepit, plus two dedicated parking spaces and individual TVs in each bedroom.
9.4 220 reviews
Winter Park, FL
08/02 – 08/04
$268/nighttotal: $536 (2 )
The Frogs Castle
3 6
apartment , Longwood
This 3-bedroom, 2-bathroom house is located in a quiet, wooded neighborhood in Longwood, Florida, just 6 miles from Wekiwa Springs State Park, a popular destination for swimming, kayaking, and tubing. The home features a spacious living area, a fully equipped kitchen, a back patio with a grill, and ample parking for up to 5 vehicles, making it ideal for families or groups of up to 8 guests.
9.0 2 reviews
Winter Park, FL
07/03 – 07/10
$116/nighttotal: $812 (7 )
Pleasant 1-bedroom House With Ac In Sunny Orlando
1 2
apartment , Rio Pinar
This Orlando apartment is located in Rio Pinar, a 4-minute drive from Country Club Rio Pinar and 5 minutes from Ventura Country Club, with convenient access to Florida Mall, Orlando International Premium Outlets, Universal Orlando Resort, and Universal Epic Universe. This 1-bedroom, 1-bathroom rental accommodates up to 2 guests and includes internet, air conditioning, a dryer, towels, and basic toiletries, offering a comfortable stay near golf courses and attractions like Lake Eola Park and Tinker Field.
9.6 49 reviews
Winter Park, FL
08/02 – 08/04
$193/nighttotal: $386 (2 )
Orlando Downtown 3bbd Near Arts Center | Sleeps 13
1 6
apartment , Orlando
This historic 1935 remolded residence is located in Downtown Orlando, a short walk from the Dr. Phillips Performing Arts Center and Lake Eola. This spacious 3-bedroom, 3-bathroom house accommodates up to 13 guests with a gourmet chef's kitchen, multiple lounge areas, and designer interiors, offering a blend of historic architecture and modern comfort with amenities like air conditioning, internet, and parking.
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
10 5 reviews
Winter Park, FL
06/20 – 06/27
$222/nighttotal: $1554 (7 )
Close To The Action, Peaceful When You Return - 2br In Downtown, Sleeps 6
2 6
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.
9.8 104 reviews
Winter Park, FL
06/28 – 07/18
$150/nighttotal: $3000 (20 )
Lakefront Artist's Loft - Relax In Luxury!
1 1
apartment , Orlando
This Orlando vacation home is located in College Park, just over a mile from Dubsdread Golf Course and within a three-mile radius of Camping World Stadium, Kia Center, AdventHealth Orlando, and the Orlando Science Center. This house has earned excellent ratings for user experience, location, and cleanliness. The home has one bedroom and one bathroom, with a floor area of 300 square feet, and a guest capacity of two. You'll enjoy amenities like a private pool, water park access, an outdoor pool and spa tub, a garden, and parking, making it perfect for a relaxing and enjoyable stay.
9.0 128 reviews
Winter Park, FL
10/05 – 10/14
$518/nighttotal: $4662 (9 )
Century Millenia
2 4
apartment , Orlando
This Florida Center apartment rental is conveniently located less than 1.2 miles from Mall at Millenia and Orlando International Premium Outlets, and within 3 miles of Universal Orlando Resort and Universal CityWalk. The unit offers free Wi-Fi, in-unit laundry, a swimming pool, and concierge service, providing easy access to major attractions and all the comforts of home.
9.6 61 reviews
Winter Park, FL
06/28 – 07/18
$81/nighttotal: $1620 (20 )
Cozy Urban Flat Near Lake Eola
1 1
apartment , Orlando
This downtown Orlando apartment rental is located within walking distance of Thornton Park's restaurants and offers easy access to other downtown attractions. The one-bedroom, one-bathroom unit sleeps two guests and includes a kitchen, air conditioning, and internet access.
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.
9.5 94 reviews
Winter Park, FL
06/20 – 06/27
$376/nighttotal: $2632 (7 )
Orlando Area 5/2 Pool Disney Universal Daytona
5 6
apartment , Altamonte Springs
This Altamonte Springs rental is located a 15-minute drive from Orlando and a short distance from popular attractions like Disney World, Universal Studios, and Epcot. The property boasts excellent user, location, and cleanliness ratings. This 5-bedroom, 2-bathroom home comfortably sleeps up to 16 guests and includes a private pool, a large fenced yard with a charcoal grill, a professional pool table, a regulation-size ping pong table, a fussball table, a domino table, a fully equipped kitchen, high-speed internet, a washer and dryer, and themed bedrooms.
10 7 reviews
Winter Park, FL
07/03 – 07/10
$576/nighttotal: $4032 (7 )
The Soundwave Retreat Pool, Spa & Golf Oasis
4 2
apartment , Casselberry
This Casselberry vacation home, near the Casa Feliz Historic Home Museum and Orlando Science Center, offers easy access to local attractions and parks. This 2,460-square-foot rental boasts four bedrooms, two bathrooms, sleeps fourteen guests, and includes a private water park, hot tub, and fully equipped kitchens in each bedroom.
9.5 68 reviews
Winter Park, FL
07/03 – 07/31
$124/nighttotal: $3472 (28 )
Greatest Location In Winter Park! (4)
2 2
apartment , Winter Park
This Winter Park house rental boasts an exceptional location, practically on Rollins College's campus and one block from Park Avenue's shops and restaurants, offering easy access to the Saturday Farmers Market and Winter Park's historic district. The two-bedroom, two-bathroom property sleeps six guests, features a fully furnished kitchen with a fridge, freezer, microwave, and dishwasher, plus a Jacuzzi and garden, and multiple units are available for larger groups.
10 5 reviews
Winter Park, FL
08/02 – 08/04
$370/nighttotal: $740 (2 )
Urban Oasis: Dog Friendly - Bungalow Retreat - Downtown Orlando
3 6
apartment , Orlando
This College Park bungalow in Orlando is centrally located, a short bike ride from local restaurants and shops, and a short drive from Universal Orlando Resort, including Universal Studios Florida, Islands of Adventure, and The Wizarding World of Harry Potter. This three-bedroom, one-bathroom house sleeps six comfortably with two king-size beds and one queen-size bed, offering a fully equipped kitchen, air conditioning, a fenced backyard, free internet, and on-site parking; bike rentals are available for exploring College Park.