Best apartment offers in Winter Park, FL

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Winter Park, FL apartments
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231 Holiday apartments Winter Park, FL

Best family friendly Winter Park, FL Holiday Apartments and Self Catering Accommodations

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

Charming Clean Home Near East End Market Large Fenced Yard - Winter Park, FL
10 36 reviews
Winter Park, FL
28/06 – 01/07
257 €/nighttotal: 771 € (3 )

Charming Clean Home Near East End Market Large Fenced Yard

3 4
apartment , Winter Park
This family-friendly house is located in the heart of Orlando, just 1.6 kilometres from Harry P. Leu Gardens and Lake Virginia, offering easy access to the city's attractions. The property is highly rated by previous guests, receiving an excellent rating for its comfort and amenities.
The house spans 111 square metres and comfortably accommodates up to six guests in its three bedrooms and two bathrooms. Guests can enjoy a fully equipped kitchen, a garden with barbecue facilities, and a terrace or balcony for relaxing and enjoying the sunshine.
Stylish & Cozy King Bed Retreat @ Baldwin Park - Winter Park, FL
10 56 reviews
Winter Park, FL
28/07 – 01/08
189 €/nighttotal: 756 € (4 )

Stylish & Cozy King Bed Retreat @ Baldwin Park

1 2
apartment , Orlando
This fully furnished two-bedroom house is situated near Baldwin Park, a short drive (minutes) from Downtown Orlando, Orlando International Airport (MCO), and several theme parks.
The 2-bathroom property, sleeping up to 5 guests, boasts a private backyard with a fire pit, high-speed internet, a fully equipped kitchen including a dishwasher, and keyless entry; peaceful walking trails are also nearby, with Downtown Disney easily accessible.
Updated Home* 2 King Bed Suites * Downtown Orlando - Winter Park, FL
9.8 138 reviews
Winter Park, FL
28/06 – 18/07
205 €/nighttotal: 4100 € (20 )

Updated Home* 2 King Bed Suites * Downtown Orlando

2 1
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.
76 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests - Winter Park, FL
Winter Park, FL
10/07 – 18/07
118 €/nighttotal: 944 € (8 )

76 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests

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.

Best Winter Park, FL holiday apartments with a kitchen

Centrally Located Orlando Home - Winter Park, FL
9.6 111 reviews
Winter Park, FL
28/06 – 01/07
151 €/nighttotal: 453 € (3 )

Centrally Located Orlando Home

1 4
apartment , Fern Park
This stylish three-bedroom house in Fern Park, a quiet Orlando suburb, is located approximately 15-25 km from Full Sail University, Rollins College, and downtown Orlando.
The 3-bedroom, 2-bathroom property sleeps six guests and features a fully equipped kitchen with stainless steel appliances, a garden, parking, keyless entry, and is within walking distance of Kewanee Park; a washer/dryer is available at an extra cost.
Cozy Downtown Living Sleeps 8 W/ Free Parking - Winter Park, FL
9.7 83 reviews
Winter Park, FL
10/07 – 18/07
148 €/nighttotal: 1184 € (8 )

Cozy Downtown Living Sleeps 8 W/ Free Parking

1 4
apartment , Orlando
This two-bedroom house is situated in downtown Orlando, within walking distance of Lake Eola Park.
The property, sleeping up to eight guests, boasts a fully equipped kitchen with quartz countertops, stainless steel appliances, and a bonus room with a pull-out sofa bed and workstation; two free parking spaces are also provided.
Botanical Tranquility - Winter Park, FL
8.7 6 reviews
Winter Park, FL
28/06 – 18/07
71 €/nighttotal: 1420 € (20 )

Botanical Tranquility

1 1
apartment , Casselberry
This Casselberry apartment is conveniently located approximately 17-24 km from various Orlando attractions including Orlando Sanford International Airport, Addition Financial Arena, and the Florida Mall.
The self-catering flat offers one bedroom, one bathroom, sleeps three guests, and boasts a private pool, free Wi-Fi, and parking; nearby activities include visiting the Amway Center and Camping World Stadium.
Chic Downtown Orlando Studio - Winter Park, FL
8.8 20 reviews
Winter Park, FL
28/06 – 18/07
59 €/nighttotal: 1180 € (20 )

Chic Downtown Orlando Studio

1 1
apartment , Orlando
This Orlando studio flat offers a prime downtown location, just 200 meters from Lake Eola Park, putting you within walking distance of numerous cafes, restaurants, and entertainment venues.
This newly remodelled studio accommodates up to two guests with a fully equipped kitchenette, Wi-Fi, air conditioning, and complimentary parking for one vehicle, making it ideal for a comfortable stay.

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Best Winter Park, FL holiday apartments with air conditioning

2 Min To Park Ave | Charming Winter Park Bungalow - Winter Park, FL
9.8 86 reviews
Winter Park, FL
10/07 – 18/07
134 €/nighttotal: 1072 € (8 )

2 Min To Park Ave | Charming Winter Park Bungalow

1 4
apartment , Fairview Shores
This apartment is located in Winter Park, a charming neighbourhood just 2 kilometres from Park Avenue and its diverse dining scene, and 40 kilometres from Orlando International Airport. It has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment can comfortably accommodate up to four guests and features a spacious and open layout. Guests can enjoy a peaceful outdoor patio, a well-equipped kitchen, air conditioning, a garden, a fitness centre, and parking.
2/1 With Private Backyard In The Heart Of Ivanhoe - Winter Park, FL
8.0 12 reviews
Winter Park, FL
10/07 – 18/07
140 €/nighttotal: 1120 € (8 )

2/1 With Private Backyard In The Heart Of Ivanhoe

2 4
apartment , Orlando
This two-bedroom flat is situated in Orlando's Village Ivanhoe district, a mere 300 metres from Lake Ivanhoe and 960 metres from the Orlando Science Center, with AdventHealth Station 1.1 kilometres away for public transport access.
This accommodation for up to eight guests offers a fully equipped kitchen, on-site parking, free Wi-Fi, television, and laundry facilities, and is conveniently located for visiting Universal Orlando Resort.
️Walk To Lake Eola & Restaurants - Winter Park, FL
9.0 42 reviews
Winter Park, FL
28/07 – 01/08
131 €/nighttotal: 524 € (4 )

️Walk To Lake Eola & Restaurants

2 2
apartment , Orlando
This Thornton Park flat is less than 1.6km from Lake Eola and the Dr. Phillips Center for the Performing Arts, and within 4.8km of Camping World Stadium.
This two-bedroom, one-bathroom apartment sleeps four, includes in-unit laundry, and offers excellent access to Thornton Park's restaurants and shops.
Cozy Orlando Home Close To Parks, Dining, And Downtown Fun - Winter Park, FL
10 2 reviews
Winter Park, FL
28/06 – 01/07
153 €/nighttotal: 459 € (3 )

Cozy Orlando Home Close To Parks, Dining, And Downtown Fun

2 4
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.

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

Family & Pet Friendly (*Additional Pet Fee Applies), Charming Orlando Home! - Winter Park, FL
10 277 reviews
Winter Park, FL
28/06 – 01/07
315 €/nighttotal: 945 € (3 )

Family & Pet Friendly (*Additional Pet Fee Applies), Charming Orlando Home!

2 4
apartment , Orlando
This charming three-bedroom cottage is located in a safe and peaceful neighbourhood just a short distance from Orlando's main attractions. The property consistently receives excellent ratings for its cleanliness, location, and overall guest experience.
The spacious 163 square metre dwelling can comfortably accommodate up to eight guests. It features a fully equipped kitchen, a zen garden, a private backyard with a pergola and a propane grill, as well as an Xbox for entertainment.
3 Bedroom Corner Suite - Winter Park, FL
8.0 1 review
Winter Park, FL
28/06 – 18/07
332 €/nighttotal: 6640 € (20 )

3 Bedroom Corner Suite

3 1
apartment , Orlando
This Orlando apartment is situated in the South Eola district, a short walk from Lake Eola and within 2km of Church Street Station.
The 186 square metre property offers three bedrooms, two bathrooms, sleeps six, and includes a balcony, free Wi-Fi, covered parking, and is close to Universal Orlando Resort and other attractions.
Chris & Tish Cozy Apartments -1 Bedroom With Queen Size Bed. - Winter Park, FL
Winter Park, FL
28/07 – 01/08
102 €/nighttotal: 408 € (4 )

Chris & Tish Cozy Apartments -1 Bedroom With Queen Size Bed.

1 2
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.
Top 1% Modern Japandi Retreat - Jacuzzi No Fee - Winter Park, FL
9.9 59 reviews
Winter Park, FL
28/07 – 01/08
367 €/nighttotal: 1468 € (4 )

Top 1% Modern Japandi Retreat - Jacuzzi No Fee

4 2
apartment , Casselberry
This four-bedroom, three-bathroom apartment in Winter Park, approximately 32 kilometres from Universal Studios and International Drive, and 32 kilometres from Disney World, offers a luxurious retreat close to Casselberry.
The 300 square metre property, including 100 square metres of outdoor space, boasts a Japandi design, a chef's kitchen, outdoor kitchen with grill, dedicated workspace, Smart TVs, and accommodates up to twelve guests.
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