Apartments and Condos in Winter Park, FL

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Winter Park, FL apartments
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231 Apartments or condos in Winter Park, FL

Best family friendly Winter Park, FL apartment rentals

Among the 231 accommodations in Winter Park, FL, here are the 4 best family friendly apartments

76 M² Ferienwohnung ∙ 2 Schlafzimmer ∙ 4 Gäste - Winter Park, FL
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.
Vacation Home Away From Home In Orlando - Winter Park, FL
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.
Historic Orlando Casita Joy, Dt, Lake Eola, Delaney Park, 2 Bedrooms 1 Bathroom Unit B - Winter Park, FL
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.
Orlando Oasis: Private Pool Home - Winter Park, FL
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

Upstairs Apt - 1924 Craftsman In Historic Downtown - Winter Park, FL
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.
Charming Bungalow In Winter Park - Winter Park, FL
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.
New  Boho 1br Steps To Lake Eola - Thornton Park - Winter Park, FL
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.
213 Winter Park/downtown Villa+studio Pri Entrance - Winter Park, FL
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

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Best Winter Park, FL apartment rentals with air conditioning

Peaceful Home Near Lake, Mins From Dwntwn Orlando - Winter Park, FL
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.
Winter Park Guest Suite |Near Ucf/fullsail/rollins - Winter Park, FL
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.
Tiny House In Orlando - Winter Park, FL
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.
"The Sweet Suite" - Private & Quiet, Near 408/417 - Winter Park, FL
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

Florida Vacation With Pool Fun For Families - Winter Park, FL
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.
Cozy 4/2, King Beds, Pergola & Hot Tub, Local Pool! - Winter Park, FL
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.
8th Green Cottage "A Relaxing Oasis In The City" Guesthouse - Winter Park, FL
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.
Orlando Area Pool Home In Maitland - Winter Park, FL
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.
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