This one-bedroom flat in Rio Pinar is located a 4-minute drive from Country Club Rio Pinar and a 5-minute drive from Ventura Country Club, with Lake Eola Park a 12-minute drive away. This pet-friendly apartment sleeps two guests and offers air conditioning, internet, a dryer, and towels, with proximity to Universal Orlando Resort and Florida Mall for entertainment.
9.7 27 reviews
Winter Park, FL
28/06 – 18/07
A$166/nighttotal: A$3320 (20 )
The Emerald, Milk District Gem! Unit 2
1 1
apartment , Orlando
This Milk District Airbnb in Orlando, Florida is conveniently located approximately 1.6km from Lake Eola and a short drive from Downtown Orlando, offering easy access to major attractions such as Universal Studios (25-minute drive) and Walt Disney World Resort (30-40 minute drive). The self-catering property features one bedroom, one bathroom, and sleeps three guests; amenities include a kitchen with fridge, freezer and microwave, air conditioning, a garden, parking, and excellent guest reviews, alongside pet-friendly and 4/20-friendly policies (outdoors only).
10 2 reviews
Winter Park, FL
08/01 – 29/01
A$86/nighttotal: A$1806 (21 )
Hogar Sobre Ruedas
1 2
apartment , Rio Pinar
This self-catering apartment in Orlando's Rio Pinar neighbourhood is conveniently located approximately 15-21 kilometres from attractions such as Church Street Station, the Kia Center, Camping World Stadium, and the Holy Land Experience. The one-bedroom, one-bathroom flat sleeps three guests and features a private terrace with garden views, free Wi-Fi, private parking, air conditioning, and a fully equipped kitchen.
9.9 61 reviews
Winter Park, FL
10/07 – 18/07
A$297/nighttotal: A$2376 (8 )
10 Min To Winter Park, Games, Gym, King Bd, Coffee
1 4
apartment , Casselberry
This Casselberry apartment, less than 48km from Walt Disney World and Universal Studios and 13km from Winter Park, offers easy access to major Orlando attractions. The three-bedroom, two-bathroom property sleeps nine, boasting a chef's kitchen, dedicated home gym, children's play area with trampoline and slide, and amenities including fast Wi-Fi and a smart TV.
9.8 1328 reviews
Winter Park, FL
08/01 – 29/01
A$128/nighttotal: A$2688 (21 )
Downtown (Ivanhoe Village) Loft Apartment
1 2
apartment , Orlando
This Orlando studio apartment is situated in Ivanhoe Village, a short distance from Lake Ivanhoe, the Orlando Science Center, and the Orlando Museum of Art. The self-contained apartment, sleeping two guests, features a kitchenette with fridge and microwave, keyless entry, and is close to numerous breweries and bars.
9.6 128 reviews
Winter Park, FL
03/07 – 10/07
A$179/nighttotal: A$1253 (7 )
Sleeps 3, Winter Park & Downtown
1 2
apartment , Fairview Shores
This one-bedroom apartment is situated in Winter Park, a short distance from the College Park neighbourhood and a 40-kilometre drive from Orlando's major theme parks. The self-catering property features a fully equipped kitchen, a modern bathroom, and can comfortably accommodate up to four guests, making it an ideal choice for families or groups of friends visiting Fairview Shores.
9.9 61 reviews
Winter Park, FL
28/07 – 01/08
A$203/nighttotal: A$812 (4 )
Fern Park Retreat
1 2
apartment , Maitland
This renovated 1958 guest house, situated in the Fern Park district of Maitland, Seminole County, is less than 1.6km from the SunRail station and offers easy access to major highways and Orlando attractions. The self-contained property sleeps two guests in two bedrooms and one bathroom, boasting a modern kitchen with dishwasher, air conditioning, a private fenced garden, and parking; kayaks and a BBQ are available on request.
9.8 21 reviews
Winter Park, FL
10/07 – 18/07
A$280/nighttotal: A$2240 (8 )
The Summerlin Sanctuary
1 4
apartment , Orlando
This Orlando duplex, situated in the Historic District, is less than 1.6km from downtown and within a 32km radius of SeaWorld, Universal Studios, and Orlando International Airport. The recently refurbished two-bedroom, two-bathroom property sleeps six, boasting a fully equipped kitchen, laundry facilities, high-speed internet, a dedicated workspace, and dual outdoor spaces including a private back porch with barbecue and bicycles, and a front patio with a tree swing.
9.8 10 reviews
Winter Park, FL
03/09 – 08/09
A$218/nighttotal: A$1090 (5 )
Cozy 1-bedroom Condo In Luxury Gated Community
1 2
apartment , Orlando
This renovated condo in Orlando's Ventura neighbourhood offers convenient access, being only 8 kilometres from Orlando International Airport and within a 30-kilometre drive to major theme parks such as Universal Orlando Resort and Walt Disney World. This family-friendly apartment accommodates up to five guests with a Queen bed, a Twin bed, and a Queen pull-out sofa, featuring air conditioning, Wi-Fi, a fully equipped kitchen, and access to a communal swimming pool and garden, with nearby opportunities for water sports and shopping at Florida Mall and Orlando International Premium Outlets.
8.8 74 reviews
Winter Park, FL
10/07 – 18/07
A$362/nighttotal: A$2896 (8 )
Suites By The Wellborn
2 4
apartment , Orlando
Apartment rental with an excellent rating of 88% based on 74 reviews. Your accommodation will be based in Orlando. Services and facilities include a fridge, an access for persons with reduced mobility and a restaurant. This is a family-friendly apartment!
9.9 115 reviews
Winter Park, FL
08/01 – 29/01
A$292/nighttotal: A$6132 (21 )
Yale House In College Park 2 Mi From Downtown
1 2
apartment , Orlando
This charming apartment is located in a peaceful neighbourhood just 2 kilometres from downtown Orlando, close to shops, restaurants, and a grocery store. It has received excellent ratings for location, cleanliness, and user experience. The two-bedroom flat can accommodate up to four guests and features a spacious living room, a fully equipped kitchen, and a dedicated workspace. It also offers a range of amenities including a Jacuzzi, a garden, a fitness centre, and a private gym in a detached garage.
9.5 8 reviews
Winter Park, FL
23/06 – 28/06
A$220/nighttotal: A$1100 (5 )
Paradise Apartment
2 2
apartment , Winter Park
This Orlando flat is situated approximately 12.9 kilometres from downtown attractions such as Church Street Station and Spectrum Stadium, and around 12.7 kilometres from Addition Financial Arena. This property offers two bathrooms, accommodates eleven guests, and boasts a floor area of 7 square metres, complete with air conditioning, a kitchen, WiFi, a swimming pool, a garden, barbecue facilities, and a sun terrace.
Best family friendly Winter Park, FL Holiday Apartments
Among the 231 accommodations in Winter Park, FL, here are the 4 best family friendly holiday apartments
9.7 111 reviews
Winter Park, FL
10/07 – 18/07
A$278/nighttotal: A$2224 (8 )
The Sunrise House
1 4
apartment , Orlando
This Orlando bungalow, situated in the Audubon Park district, offers easy access to Mills 50's attractions, Downtown Orlando (8km), and Winter Park (6km), placing guests within convenient reach of major theme parks. Sleeping up to nine guests, the three-bedroom, one-bathroom property boasts a mid-century modern design, including smart TVs, a dedicated workspace, laundry facilities, and a garden; nearby activities include exploring Audubon Park and enjoying the local breweries and restaurants.
10 17 reviews
Winter Park, FL
28/06 – 18/07
A$693/nighttotal: A$13860 (20 )
Recharge @ Timberland Lodge: Pool Hottub Sauna
4 1
apartment , Wekiwa Springs
This charming chalet is located in Longwood, Florida, just a short drive from Wekiwa Springs State Park and other local attractions. It’s rated excellent by previous guests and offers a peaceful retreat in a tranquil setting. The chalet has four bedrooms and three bathrooms, comfortably accommodating up to eleven guests. It also features a private pool, sauna, and outdoor shower, alongside a fully equipped kitchen, air conditioning, and a jacuzzi for ultimate relaxation.
10 1 review
Winter Park, FL
10/07 – 18/07
A$425/nighttotal: A$3400 (8 )
The Canopy On Periwinkle-\na Home Away From Home
4 4
apartment , Goldenrod
This four-bedroom, two-bathroom flat is located in the Goldenrod district of Winter Park, offering convenient access to the Mall at Millenia (approximately 5 kilometres away), Wekiwa Springs State Park (around 10 kilometres away), and entertainment venues such as the Kia Center and Camping World Stadium. This spacious 128 square metre residence accommodates up to ten guests and features a fully equipped kitchen, air conditioning, a garden, a spa, and parking, with an enclosed patio area ideal for outdoor dining and Wi-Fi for remote work.
9.8 188 reviews
Winter Park, FL
23/06 – 28/06
A$210/nighttotal: A$1050 (5 )
Lake Marion Apt With Canoe In Altamonte Springs!
1 2
apartment , Altamonte Springs
This charming one-bedroom house is situated in Altamonte Springs, just 18 kilometres from downtown Orlando and Church Street Station, offering a peaceful escape from the city's hustle and bustle. The property has consistently received excellent ratings for its cleanliness, location and overall experience. The 42 square metre house comfortably accommodates two guests and features a separate bedroom and living area. Guests can enjoy a fully equipped kitchen, a private garden, a spa, free Wi-Fi, air conditioning, and direct access to Lake Marion, complete with a canoe for exploring the tranquil waters.
Best Winter Park, FL holiday apartments with a kitchen
9.7 151 reviews
Winter Park, FL
03/09 – 08/09
A$217/nighttotal: A$1085 (5 )
Funky Remodeled Otown Bungalow Sleeps 8
1 2
apartment , Winter Park
This Winter Park bungalow, ideally situated near Orlando, offers easy access to numerous attractions and is within convenient driving distance of major theme parks. Sleeping up to eight guests, this two-bedroom, two-bathroom property boasts a well-equipped kitchen, multiple 55" Roku TVs, a dedicated workstation, and outdoor gazebo access.
10 16 reviews
Winter Park, FL
28/07 – 01/08
A$138/nighttotal: A$552 (4 )
"The Sweet Suite" - Private & Quiet, Near 408/417
1 2
apartment , Azalea Park
This one-bedroom flat in East Orlando is conveniently located just 20-30 minutes from Orlando's theme parks and attractions, offering easy access to the city's excitement. It has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience. The 30 square metre apartment comfortably accommodates two guests and features a modern kitchen with a full-size fridge, cooktop, and all the necessary equipment for self-catering. You'll also enjoy a private garden, a spa, and a large flat-screen TV for entertainment.
9.2 44 reviews
Winter Park, FL
03/09 – 08/09
A$242/nighttotal: A$1210 (5 )
8th Green Cottage "A Relaxing Oasis In The City" Guesthouse
2 2
apartment , Orlando
This two-bedroom house is located in College Park, just 2km from Dubsdread Golf Course, Lee Road Shopping Center, and AdventHealth Orlando, offering a peaceful escape from the bustling tourist attractions. It has consistently received excellent ratings from previous guests. The 79 square metre property can comfortably accommodate up to four guests and features a fully equipped kitchen, a private garden, a swimming pool, a jacuzzi, and a terrace. Relax in the spa tub after a day exploring Orlando's attractions, or enjoy the Florida sunshine in the private garden.
Winter Park, FL
28/06 – 18/07
A$217/nighttotal: A$4340 (20 )
Mid Term Rental 2 Bedroom Retreat Steps To Lake Eola Thornton Park
2 1
apartment , Orlando
This two-bedroom flat in Orlando's South Eola district offers prime waterfront views of historic Lake Eola and is within 500 metres of Thornton Park's dining, nightlife, and attractions including the Dr. Phillips Centre and Amway Arena. This 79 square metre apartment accommodates up to four guests and includes a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, parking, and is conveniently located for Universal Orlando Resort and Universal Studios Florida.
Frequently asked questions about apartment rentals in Winter Park, FL
What are the top cultural and historical sites in Winter Park, FL?
Winter Park is full of history and culture. The Albin Polasek Museum & Sculpture Gardens is a must-see for art lovers, showcasing the work of the renowned sculptor. And the Winter Park Historical Society Museum offers a fascinating glimpse into the city's past, with exhibits on its early settlers and development.
Winter Park is known for its charming, walkable downtown with beautiful architecture and lush landscaping. It's also home to several renowned museums, including the Morse Museum and the Albin Polasek Museum, and the beautiful Rollins College campus adds a vibrant atmosphere. And of course, Winter Park is famous for its beautiful chain of lakes and its many opportunities for outdoor recreation.
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 at the Winter Park Village, is a great place to find local produce, artisan crafts, and delicious food from local vendors. Park Avenue also has several restaurants and cafes offering a variety of cuisines.
What are the best apartments with a jacuzzi in Winter Park, FL?
How is the public transportation system in Winter Park, FL?
Winter Park has a decent public transportation system, with the Lynx bus service running through the city. However, for getting around within the city, walking or cycling is often the easiest and most enjoyable option, especially in the downtown area.
What are the best apartments for families and kids in Winter Park, FL?
What amenities are typically included in apartments in Winter Park, FL?
Apartments in Winter Park typically include basic amenities like central air conditioning, a refrigerator, and a stove. Many also offer laundry facilities, either in-unit or on-site. Some luxury apartments may include additional features like a swimming pool, fitness centre, or parking.
What are the best pet friendly apartments in Winter Park, FL?
Best Winter Park, FL holiday apartments with air conditioning
9.7 35 reviews
Winter Park, FL
03/07 – 10/07
A$108/nighttotal: A$756 (7 )
New Built Private Studio Orlando/winter Park Area
1 2
apartment , Goldenrod
This Goldenrod studio apartment is conveniently located minutes from Winter Park's city centre, close to Full Sail University and within a 24km radius of UCF, Valencia College, and Rollins College. The self-catering unit features a queen-sized bed, a sofa bed, a fully equipped kitchen with fridge, freezer and microwave, a private bathroom, high-speed Wi-Fi, and can comfortably accommodate up to three guests.
10 14 reviews
Winter Park, FL
28/06 – 18/07
A$163/nighttotal: A$3260 (20 )
Lake Eola View 1 Bedroom Thornton Park
1 1
apartment , Orlando
This Orlando apartment, situated in the South Eola district, offers lakefront views and is conveniently located near Thornton Park's restaurants and the Dr. Philips Center for the Performing Arts, with major attractions such as Universal Orlando Resort and the Florida Mall within a reasonable driving distance (distances vary depending on traffic). The one-bedroom, one-bathroom flat sleeps two guests and includes a kitchen with a fridge and microwave, air conditioning, parking, internet access, and in-unit streaming services (Hulu, Netflix, and AT&T TV app).
10 2 reviews
Winter Park, FL
08/01 – 29/01
A$247/nighttotal: A$5187 (21 )
Cozy Orlando Home Close To Parks, Dining, And Downtown Fun
2 2
apartment , Orlando
This Orlando apartment, situated in the Lawsona-Fern Creek neighbourhood, is a 13-minute walk (approximately 1km) from Lake Eola Park and offers easy access to attractions such as the Florida Mall and Universal Orlando Resort. The two-bedroom, one-bathroom property sleeps six guests and features a fully equipped kitchen with dishwasher, a terrace, air conditioning, Wi-Fi, and a workspace, perfect for families or groups visiting the city.
Winter Park, FL
28/06 – 18/07
A$122/nighttotal: A$2440 (20 )
Cute & Cozy Guest Suite In Orlando Near Disney, Universal, Downtown, And Airport
1 1
apartment , Conway
This private studio apartment in Conway is situated near the Sodo and Hourglass Districts, offering convenient access to Orlando International Airport (24 km), Disney (40 km), Universal Studios (32 km), and Downtown Orlando (24 km). This soundproofed suite accommodates up to four guests and features air conditioning, internet, and parking, making it an ideal base for exploring nearby attractions such as Universal Orlando Resort and Florida Mall.
Best pet-friendly Winter Park, FL holiday apartments
Among the 231 accommodations in Winter Park, FL, here are the 4 best pet friendly holiday apartments
Winter Park, FL
03/09 – 08/09
A$239/nighttotal: A$1195 (5 )
Orlando Cp Duplex. Pet Friendly. Near Dt & Wp ️
2 2
apartment , Orlando
This College Park flat offers a 7-minute drive to downtown Orlando's nightlife and arts scene, with Universal Studios 17 minutes away and Walt Disney World 26 minutes distant. This two-bedroom duplex accommodates up to seven guests and features a private, fenced garden suitable for one pet under 11kg, plus private parking for two to three vehicles under a carport.
9.1 43 reviews
Winter Park, FL
28/06 – 18/07
A$143/nighttotal: A$2860 (20 )
New Renovated House Near Everything
1 1
apartment , Eatonville
This centrally located apartment in Eatonville is within easy reach of the town's attractions, making it a great base for exploring. It has consistently received excellent ratings for cleanliness, location, and overall experience, ensuring a comfortable stay. The apartment features three bedrooms and two bathrooms, comfortably accommodating up to five guests. It comes equipped with a modern kitchen, a garden, and parking, offering everything you need for a relaxing and enjoyable trip.
9.8 17 reviews
Winter Park, FL
08/01 – 29/01
A$445/nighttotal: A$9345 (21 )
Modern, Charming Home In The Heart Of Winter Park- Perfect For A Couples Retreat Or Small Group!
3 2
apartment , Winter Park
This Winter Park house, near Park Avenue, Rollins College, and Winter Park Village, offers easy access to AdventHealth Winter Park (under 2 km), Rollins College and Park Avenue (around 8 km), and Winter Park Village (approximately 12 km). The 1100 square metre property boasts three bedrooms, one bathroom, sleeps six, and includes a fully equipped kitchen with stainless steel appliances, a garden, parking, and Wi-Fi; nearby attractions include the Morse Museum and Dr. Phillips Center for the Performing Arts.
Winter Park, FL
28/06 – 18/07
A$138/nighttotal: A$2760 (20 )
Chris & Tish Cozy Apartments -1 Bedroom With Queen Size Bed.
1 1
apartment , Eatonville
This Maitland apartment, near Eatonville, is conveniently located 2 km from the Casa Feliz Historic Home Museum, 20 km from Wekiwa Springs State Park, and 19 km from Tinker Field. The one-bedroom, one-bathroom flat sleeps two guests and includes Wi-Fi, air conditioning, and access to nearby attractions such as Universal Studios and the Wizarding World of Harry Potter.