Updated Home* 2 King Bed Suites * Downtown Orlando
1 4
apartment , Orlando
This charming two-bedroom apartment in Downtown Orlando is just a short distance from the Amway Center and Dr. Phillips Performing Arts Center, with Universal Studios and Disney World reachable within 30 minutes. With excellent ratings for cleanliness, location and user experience, this property offers a comfortable and convenient base for exploring the city. This spacious home sleeps up to six guests and features a well-equipped kitchen, a private garden and parking. Enjoy the convenience of being close to restaurants, bars and shops, as well as the option of preparing meals in the apartment.
10 96 reviews
Winter Park, FL
08/01 – 29/01
677 ﺩ.ﺇ/nighttotal: 14217 ﺩ.ﺇ (21 )
King/queen Quiet Vibey Bungalow
1 2
apartment , Orlando
This Orlando holiday home is situated in the ColonialTown North (Mills/50) district, a short walk from local amenities and approximately 16km from Universal Studios, 24km from Walt Disney World Resort, and 24km from Orlando International Airport. The 118 sq m property boasts two bedrooms (king and queen-size beds plus a pull-out twin XL), two bathrooms, sleeps five guests, and includes a well-equipped kitchen, two smart TVs, high-speed internet, and a washer/dryer.
9.8 37 reviews
Winter Park, FL
03/09 – 08/09
959 ﺩ.ﺇ/nighttotal: 4795 ﺩ.ﺇ (5 )
3bd In Winter Park, 10 Min Park Ave/rollins, Pets
1 2
apartment , Winter Park
This three-bedroom house in Winter Park, Florida, is conveniently located within a 3km radius of AdventHealth Winter Park, Rollins College, Park Avenue, and Winter Park Village. The self-catering property sleeps six guests and boasts a fully equipped kitchen with dishwasher, a garden, fitness centre, and parking, plus excellent guest reviews for cleanliness and location.
9.9 211 reviews
Winter Park, FL
08/01 – 29/01
294 ﺩ.ﺇ/nighttotal: 6174 ﺩ.ﺇ (21 )
Lake Eola Suite 2
1 2
apartment , Orlando
This one-bedroom flat is situated in downtown Orlando, just two blocks from Lake Eola, a picturesque park and fountain, and 2.4 kilometres from the Amway Center and Dr. Phillips Center. The apartment, which sleeps up to three guests, includes a fully equipped kitchen, a garden, and parking, and is pet-friendly for a small cleaning fee.
9.6 135 reviews
Winter Park, FL
10/07 – 18/07
806 ﺩ.ﺇ/nighttotal: 6448 ﺩ.ﺇ (8 )
Charming Heated Pool Home In Altamonte Springs
3 4
apartment , Altamonte Springs
This house is located in Altamonte Springs, just 5 kilometres from Altamonte Mall, Maitland Art Center, and Cranes Roost Park, making it easy to explore the area. Guests have consistently rated this property excellent for its location, cleanliness, and overall experience. The property is a 3-bedroom, 2-bathroom house with a floor area of 153 square metres, comfortably accommodating up to 6 guests. This family-friendly home offers a range of amenities including a swimming pool, terrace, garden, and parking, as well as a fully equipped kitchen and air conditioning for a comfortable stay.
10 18 reviews
Winter Park, FL
28/07 – 01/08
585 ﺩ.ﺇ/nighttotal: 2340 ﺩ.ﺇ (4 )
Renovated Condo Lake Eola View Great Location
1 2
apartment , Orlando
This Thornton Park apartment offers stunning Lake Eola views, a prime location within walking distance of the Dr. Philips Center and Amway Center, and easy access to public transport. The 65 square metre flat comprises one bedroom, one bathroom, sleeps two guests, and includes a 50" flat-screen TV, parking, and a fully equipped kitchen with fridge and microwave; the owner resides separately on the property.
9.7 151 reviews
Winter Park, FL
03/09 – 08/09
561 ﺩ.ﺇ/nighttotal: 2805 ﺩ.ﺇ (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.
9.9 158 reviews
Winter Park, FL
23/06 – 28/06
404 ﺩ.ﺇ/nighttotal: 2020 ﺩ.ﺇ (5 )
Priv. Modern Cozy Cp 1b/1ba Suite Near Dt Orl & Wp
1 2
apartment , Orlando
This Orlando guesthouse is situated in the College Park neighbourhood, a short 8km drive from Dubsdread Golf Course and local shops, and within 16km of Orlando city centre. The modern 2021 townhome sleeps two guests in one bedroom with a queen-size bed, private bathroom, and in-room amenities including a mini-fridge, microwave, and Roku smart TV; guests also enjoy access to a private patio and on-site parking.
9.4 82 reviews
Winter Park, FL
03/07 – 10/07
523 ﺩ.ﺇ/nighttotal: 3661 ﺩ.ﺇ (7 )
Walk To Bike Trail, Baldwin Lake
1 2
apartment , Orlando
This Orlando apartment, near Baldwin Park, offers easy access to Baldwin Park Lake and the Cady Way Trail, a short walk from various amenities. The two-bedroom, one-bathroom dwelling sleeps three guests, boasting a full kitchen, private patio with sunset views, and access to shared laundry facilities and two additional guesthouses in the backyard.
9.2 61 reviews
Winter Park, FL
08/01 – 29/01
312 ﺩ.ﺇ/nighttotal: 6552 ﺩ.ﺇ (21 )
Comfy & Cool, Kitchen/pool, Disney+ Near Orlando
1 2
apartment , Altamonte Springs
This one-bedroom apartment in Altamonte Springs is located just a few kilometres from the attractions of Orlando, in a peaceful neighbourhood with easy access to I-4 and SR-436. The apartment has received excellent ratings for its location, cleanliness, and overall experience. The apartment is suitable for up to four guests and comes with a fully equipped kitchen, a screened porch, and access to a swimming pool. Guests can enjoy free Wi-Fi, a Roku TV, and keyless entry for a convenient and comfortable stay.
9.2 17 reviews
Winter Park, FL
03/07 – 31/07
470 ﺩ.ﺇ/nighttotal: 13160 ﺩ.ﺇ (28 )
#1 Rated Neighborhood|.4 Mi. To Advent Hospital
1 2
apartment , Orlando
This College Park bungalow, situated 0.6 km from AdventHealth Hospital and 1.1 km from Main Street College Park, offers a convenient location in Orlando's top-rated neighbourhood (2023 Orlando Weekly). The two-bedroom, one-bathroom property sleeps four, includes a kitchen with dishwasher, and boasts a private fenced backyard, ample parking, a fitness centre, swimming pool, and is perfect for extended stays (minimum 28 days).
9.3 147 reviews
Winter Park, FL
10/07 – 18/07
483 ﺩ.ﺇ/nighttotal: 3864 ﺩ.ﺇ (8 )
Cozy College Park Duplex @Lake Fairview. Sleeps7
1 4
apartment , Orlando
This three-bedroom apartment is situated in College Park, a district just 8km from Orlando city centre, with easy access to attractions like Lake Eola Park and the theme parks. The 1150 sq ft property features a fully equipped kitchen, a comfortable living room with a 55” TV, and a dedicated workspace in one of the bedrooms, making it ideal for families or groups of up to seven guests.
Best family friendly Winter Park, FL apartment rentals
Among the 231 accommodations in Winter Park, FL, here are the 4 best family friendly apartments
Winter Park, FL
10/07 – 18/07
500 ﺩ.ﺇ/nighttotal: 4000 ﺩ.ﺇ (8 )
76 M² Ferienwohnung ∙ 2 Schlafzimmer ∙ 4 Gäste
2 4
apartment , Orlando
This two-bedroom condo in Orlando offers a family-friendly base with convenient access to Universal Orlando Resort, SeaWorld Orlando, and Orlando International Airport, located within 19 kilometres of the latter. This 76 square metre apartment accommodates up to four guests and features a full kitchen, a private balcony, and access to resort amenities including a swimming pool, fitness centre, and pickleball courts.
9.6 20 reviews
Winter Park, FL
23/06 – 28/06
1434 ﺩ.ﺇ/nighttotal: 7170 ﺩ.ﺇ (5 )
Vacation Home Away From Home In Orlando
4 2
apartment , Casselberry
This Casselberry holiday home is situated 1.4 kilometres from Red Bug Lake Park and within 9.7 kilometres of Kraft Azalea Gardens and Winter Park Village. This five-bedroom property boasts 185 square metres of space, sleeping up to twelve guests, and includes a fully equipped kitchen, terrace, garden, tennis court, and in-house laundry facilities.
8.7 10 reviews
Winter Park, FL
28/07 – 01/08
674 ﺩ.ﺇ/nighttotal: 2696 ﺩ.ﺇ (4 )
Historic Orlando Casita Joy, Dt, Lake Eola, Delaney Park, 2 Bedrooms 1 Bathroom Unit B
2 2
apartment , Orlando
This renovated Casita, located in downtown Orlando near Lake Eola and Delaney Park, is a 12-minute walk from Church Street Station and within 1.3 km of the Amway Center and 4 km of Camping World Stadium. This 2-bedroom, 1-bathroom apartment offers 300 square metres of space, sleeps up to 7 guests, and includes free Wi-Fi, private parking, a fully equipped kitchen, and air conditioning.
Winter Park, FL
03/07 – 31/07
1821 ﺩ.ﺇ/nighttotal: 50988 ﺩ.ﺇ (28 )
Orlando Oasis: Private Pool Home
2 2
apartment , Holden Heights
This two-bedroom apartment in Holden Heights is located just a short distance from Orlando city centre, making it a convenient base for exploring the area's many attractions, including Florida Mall and Universal Orlando Resort, both within 10km. The apartment is situated on a tranquil lake, offering a peaceful escape from the hustle and bustle of the city. The apartment has an open-plan layout, perfect for families or groups of up to five guests. The apartment offers a range of amenities, including a swimming pool, a private garden and a spa, ensuring a comfortable and enjoyable stay.
Best Winter Park, FL apartment rentals with a kitchen
10 35 reviews
Winter Park, FL
23/06 – 28/06
484 ﺩ.ﺇ/nighttotal: 2420 ﺩ.ﺇ (5 )
Upstairs Apt - 1924 Craftsman In Historic Downtown
1 2
apartment , Orlando
This one-bedroom flat is located in Orlando's historic Lake Eola Heights district, a mere 300 metres from Lake Eola Park, and within easy reach of Thornton Park, Mills 50, and the Dr. Phillips Centre for the Performing Arts, with theme parks a 15-30 minute drive away. This property offers private parking, a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, and accommodates two guests, making it ideal for those seeking a comfortable base for exploring Orlando.
9.9 75 reviews
Winter Park, FL
10/07 – 18/07
898 ﺩ.ﺇ/nighttotal: 7184 ﺩ.ﺇ (8 )
Charming Bungalow In Winter Park
3 4
apartment , Orlando
This Orwin Manor bungalow offers three bedrooms and two bathrooms, comfortably sleeping six guests, and is conveniently located near Orlando's hospitals and downtown, providing easy access to local restaurants. The 160 square metre single-family home boasts an open-plan layout, hardwood floors, a fully equipped kitchen including a dishwasher, air conditioning, ample parking, and a landscaped yard; emotional support animals are permitted for an additional fee.
Winter Park, FL
28/06 – 18/07
454 ﺩ.ﺇ/nighttotal: 9080 ﺩ.ﺇ (20 )
New Boho 1br Steps To Lake Eola - Thornton Park
1 1
apartment , Orlando
This one-bedroom flat offers a prime waterfront position in Orlando's South Eola district, within direct walking distance of Lake Eola and close to the Amway Arena and Dr. Phillips Centre. This apartment, accommodating two guests, includes a kitchen with a fridge and microwave, air conditioning, Wi-Fi, and parking, with easy access to Universal Orlando Resort and convenient public transport links.
9.7 123 reviews
Winter Park, FL
10/07 – 18/07
746 ﺩ.ﺇ/nighttotal: 5968 ﺩ.ﺇ (8 )
213 Winter Park/downtown Villa+studio Pri Entrance
1 4
apartment , Fern Park
This Fern Park studio apartment, near the Kissimmee border, offers easy access to major Orlando attractions; Universal Studios is 24 minutes (approx. 38.6km), Disney World 30 minutes (approx. 48.3km), SeaWorld 29 minutes (approx. 46.7km), and Winter Park 15 minutes (approx. 24.1km) away. Sleeping up to 14 guests, this five-bedroom, three-bathroom self-catering property boasts a fully equipped kitchen, Jacuzzi, garden, high-speed internet (300 Mbps), and free parking; a children's play structure is also available in the large, fenced backyard.
Frequently Asked Questions about apartment rentals in Winter Park, FL
What are the top cultural and historical sites in Winter Park, FL?
The Winter Park History Museum is a great place to learn about the city's past, while the Albin Polasek Museum & Sculpture Gardens showcases the works of the renowned sculptor. You can also visit the Charles Hosmer Morse Museum of American Art, which houses a significant collection of Tiffany glass.
Winter Park is known for its beautiful tree-lined streets, charming architecture, and vibrant arts scene. The city is also home to a number of beautiful parks, including Central Park and the Kraft Azalea Garden. Plus, it's a haven for watersports enthusiasts, with access to the Winter Park Chain of Lakes.
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 on Saturdays is a great place to find local produce, artisan goods, and some delicious food stalls. You can also find some great street food options at the Winter Park Village, especially during special events.
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 connecting the city to Orlando and other areas. However, it's best to have a car if you want to explore the surrounding areas and enjoy the full Winter Park experience.
What are the best apartments for families and kids in Winter Park, FL?
What leisure activities are available for relaxation in Winter Park, FL?
Winter Park is perfect for relaxation. Stroll through the beautiful Central Park, rent a kayak or canoe on one of the lakes, or simply relax by the pool. The city also has a number of spas and wellness centres.
What are the best pet friendly apartments in Winter Park, FL?
Best Winter Park, FL apartment rentals with air conditioning
10 8 reviews
Winter Park, FL
08/01 – 29/01
608 ﺩ.ﺇ/nighttotal: 12768 ﺩ.ﺇ (21 )
Peaceful Home Near Lake, Mins From Dwntwn Orlando
1 2
apartment , Orlando
This Baldwin Park flat offers a prime Orlando location, just 1.6 to 2.4 kilometres from Downtown Orlando's attractions and a short drive to Walt Disney World and Universal Studios. This one-bedroom flat accommodates four guests and features a swimming pool, fitness centre, and a garden, with a kitchen equipped with a microwave oven and dishwasher.
9.8 109 reviews
Winter Park, FL
28/06 – 18/07
515 ﺩ.ﺇ/nighttotal: 10300 ﺩ.ﺇ (20 )
Winter Park Guest Suite |Near Ucf/fullsail/rollins
1 1
apartment , Goldenrod
This charming guesthouse is situated in a central Winter Park neighbourhood, just a short drive from UCF, Rollins College, Full Sail, and Park Avenue. The property consistently receives excellent ratings for its cleanliness, location, and overall experience. The self-contained suite is attached to the main house but has its own private entrance, accommodating up to two guests. The suite includes a fully equipped kitchen with a fridge, freezer, microwave, and cooktop, as well as air conditioning and parking.
8.6 10 reviews
Winter Park, FL
03/07 – 10/07
277 ﺩ.ﺇ/nighttotal: 1939 ﺩ.ﺇ (7 )
Tiny House In Orlando
1 2
apartment , Lockhart
This Lockhart apartment, a self-contained flat ideal for solo travellers, is unfortunately lacking precise location details, preventing specification of proximity to local landmarks. The 1-bedroom, 1-bathroom unit offers air conditioning, Wi-Fi, linens, towels, and basic toiletries; further details regarding size, layout, and nearby attractions are unavailable.
9.9 67 reviews
Winter Park, FL
03/07 – 10/07
257 ﺩ.ﺇ/nighttotal: 1799 ﺩ.ﺇ (7 )
"The Sweet Suite" - Private & Quiet, Near 408/417
1 2
apartment , Azalea Park
This self-contained apartment in East Orlando's Azalea Park neighbourhood is conveniently located near the intersection of Colonial and Goldenrod Roads, approximately 27 kilometres from Walt Disney World Resort and 14 kilometres from Orlando International Airport. The one-bedroom, one-bathroom unit sleeps two guests and features a fully equipped kitchen, 58-inch LED Roku TV, queen-size bed, private parking, and is within easy reach of public transport and numerous fast-food restaurants.
Best pet-friendly Winter Park, FL apartment rentals
9.4 42 reviews
Winter Park, FL
28/07 – 01/08
745 ﺩ.ﺇ/nighttotal: 2980 ﺩ.ﺇ (4 )
Florida Vacation With Pool Fun For Families
4 2
apartment , Casselberry
This charming three-bedroom house is located in Casselberry, just 5km from Altamonte Mall and within 10km of Cranes Roost Park and Red Bug Lake Park, offering easy access to shopping and outdoor activities. The property consistently receives excellent ratings for location, cleanliness, and overall user experience. The house comfortably accommodates up to 7 guests and provides a fully equipped kitchen, a private pool, a garden with barbecue facilities, and free Wi-Fi. Enjoy the Florida sunshine with al fresco dining and relax by the pool, while exploring the nearby golf courses and parks.
9.6 15 reviews
Winter Park, FL
03/07 – 10/07
1333 ﺩ.ﺇ/nighttotal: 9331 ﺩ.ﺇ (7 )
Cozy 4/2, King Beds, Pergola & Hot Tub, Local Pool!
4 2
apartment , Casselberry
This apartment is located in Casselberry, just under 6 miles from Winter Park, less than 12 miles from downtown Orlando, and under 30 miles from I-Drive & Disney, making it a convenient base for exploring the area. It has received excellent user ratings, highlighting its appeal to travellers. The property offers 144 square metres of space, accommodating up to 13 guests in its four bedrooms and two bathrooms. Amenities include a fully equipped kitchen, a private patio with a hot tub and pool, a dedicated kids' play area, a Marvel Arcade, and free high-speed Wi-Fi.
9.2 44 reviews
Winter Park, FL
03/09 – 08/09
624 ﺩ.ﺇ/nighttotal: 3120 ﺩ.ﺇ (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.
9.9 183 reviews
Winter Park, FL
08/01 – 29/01
884 ﺩ.ﺇ/nighttotal: 18564 ﺩ.ﺇ (21 )
Orlando Area Pool Home In Maitland
1 2
apartment , Altamonte Springs
This Maitland holiday home is located just 5km from Altamonte Mall, Cranes Roost Park, and RDV Sportsplex, placing you within easy reach of the area's attractions. It has received excellent ratings for location, cleanliness, and overall user experience. The property offers 167 square metres of living space, comfortably accommodating families or groups. You'll have access to a range of amenities including a private pool, a fenced garden, a fireplace, and barbecue grills, as well as a fully equipped kitchen and free Wi-Fi.