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

Winter Park Citrus Escape - Winter Park, FL
9.8 82 reviews
Winter Park, FL
10/07 – 18/07
283 €/nighttotal: 2264 € (8 )

Winter Park Citrus Escape

1 4
apartment , Goldenrod
This apartment is located in the Winter Park neighbourhood, just a short drive from the attractions of Central Florida, including theme parks, shopping, dining, and outdoor activities. The property has been awarded excellent ratings for its location, cleanliness, and overall user experience.
The apartment has three bedrooms and two bathrooms, comfortably accommodating up to eight guests. It offers a range of features, including a private pool, a fully equipped kitchen, a cosy living room, a screened-in patio, and a selection of entertainment options, perfect for families and groups.
Puravida Lakehouse Oasis W. Private Beach - Winter Park, FL
9.8 9 reviews
Winter Park, FL
10/07 – 18/07
383 €/nighttotal: 3064 € (8 )

Puravida Lakehouse Oasis W. Private Beach

1 4
apartment , Orlando
This jungle-inspired urban lake house, a 3-bedroom, 3-bathroom flat for up to 6 guests, is located in Orlando, 24 kilometres from Universal Studios, 48 kilometres from Walt Disney World, and 80 kilometres from Cocoa Beach, with Orlando International Airport a mere 24 kilometres away.
Guests can enjoy direct lake access with a private beach, complimentary non-motorised water sports equipment, and a fully-equipped kitchen offering lake views, alongside a private outdoor space with a deck, hammock, dining area, and fire pit, all within a 3-bedroom, 3-bathroom flat that boasts a unique Pura Vida ambiance and free parking.
Retreat | Lake Hot Tub Paddle Boards Speakeasy - Winter Park, FL
9.8 182 reviews
Winter Park, FL
10/07 – 18/07
397 €/nighttotal: 3176 € (8 )

Retreat | Lake Hot Tub Paddle Boards Speakeasy

4 4
apartment , Orlando
This Orlando home is conveniently located just a short distance from the airport, Downtown, Amway Center, UCF, and the Convention Center, making it an ideal base for exploring the city. It consistently receives excellent reviews for its cleanliness, location, and overall guest experience.
The four-bedroom, three-bathroom house comfortably accommodates up to 14 guests, providing ample space for families or groups. Enjoy a private lakefront setting with a tropical backyard, a hot tub, fishing, paddleboards, a commercial sound system, and a fully equipped kitchen, ensuring a relaxing and enjoyable stay.
3bd In Winter Park, 10 Min Park Ave/rollins, Pets - Winter Park, FL
9.8 37 reviews
Winter Park, FL
03/09 – 08/09
226 €/nighttotal: 1130 € (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.

Best Winter Park, FL holiday apartments with a kitchen

The Summerlin Sanctuary - Winter Park, FL
9.8 21 reviews
Winter Park, FL
10/07 – 18/07
170 €/nighttotal: 1360 € (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.
"The Sweet Suite" - Private & Quiet, Near 408/417 - Winter Park, FL
9.9 67 reviews
Winter Park, FL
03/07 – 10/07
60 €/nighttotal: 420 € (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.
Alluring 2bd/2ba In East Orlando. - Winter Park, FL
9.4 16 reviews
Winter Park, FL
03/09 – 08/09
152 €/nighttotal: 760 € (5 )

Alluring 2bd/2ba In East Orlando.

2 2
apartment , Orlando
This Orlando property is conveniently located near Ventura Country Club, with Rio Pinar Country Club and The Plaza Theatre within a 9.6km radius.
This two-bedroom, two-bathroom house sleeps four guests and boasts a fully equipped kitchen, private swimming pool, terrace, garden, on-site fitness centre, and WiFi; housekeeping is available on request.
Luxury 𝕄𝕠𝕕𝕖𝕣𝕟 𝔽𝕒𝕣𝕞𝕙𝕠𝕦𝕤𝕖 𝙲𝚁𝚎𝚊𝚃𝚒𝚅𝚎 𝙷𝚞𝙱 Near Downtown - Winter Park, FL
9.6 234 reviews
Winter Park, FL
28/07 – 01/08
112 €/nighttotal: 448 € (4 )

Luxury 𝕄𝕠𝕕𝕖𝕣𝕟 𝔽𝕒𝕣𝕞𝕙𝕠𝕦𝕤𝕖 𝙲𝚁𝚎𝚊𝚃𝚒𝚅𝚎 𝙷𝚞𝙱 Near Downtown

1 2
apartment , Orlando
This one-bedroom flat is situated in the Mills District, just a short distance from museums, parks, bike trails, the Science Center, Leu Gardens, Florida Hospital, and the downtown business district. The property has received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The flat is modern and fully updated, comfortably accommodating up to four guests with a full bed and a queen pull-out sofa bed. Guests can enjoy a full kitchen with a blender, toaster, pots and pans, wine glasses, and an opener, along with high-speed Wi-Fi and Smart TVs, making it easy to prepare meals at home and stay connected.

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Best Winter Park, FL holiday apartments with air conditioning

Suites By The Wellborn - Winter Park, FL
8.8 74 reviews
Winter Park, FL
10/07 – 18/07
220 €/nighttotal: 1760 € (8 )

Suites By The Wellborn

2 4
apartment , Orlando
Apartment rental with an excellent rating of 88% based on 74 reviews. This accommodation is based in Orlando.
Services and facilities include air conditioning, a fridge and a room service. This apartment also has a garden!
The Guest House Orlando - Winter Park, FL
10 15 reviews
Winter Park, FL
10/07 – 18/07
175 €/nighttotal: 1400 € (8 )

The Guest House Orlando

1 4
apartment , Orlando
This Orlando guesthouse is situated in a peaceful, wooded neighbourhood, offering convenient access to the city's attractions, though precise distances aren't specified.
Sleeping up to five guests, the self-catering property features two bedrooms, one bathroom with a walk-in shower, a full kitchen with modern appliances, a spacious dining area, and a large garden with a deck – perfect for families.
Beautiful Flat In Winter Park - Winter Park, FL
Winter Park, FL
28/06 – 18/07
93 €/nighttotal: 1860 € (20 )

Beautiful Flat In Winter Park

1 1
apartment , Winter Park
This Winter Park flat provides excellent access to Orlando's main tourist spots, with major medical facilities and theme parks like Walt Disney World and Universal Orlando Resort a short drive away.
This property accommodates up to three guests and features a kitchen, air conditioning, and a swimming pool, making it ideal for exploring Central Florida's dining, shopping, and cultural attractions.
Modern, Charming Home In The Heart Of Winter Park- Perfect For A Couples Retreat Or Small Group! - Winter Park, FL
9.8 17 reviews
Winter Park, FL
03/09 – 08/09
255 €/nighttotal: 1275 € (5 )

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.

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

The Frogs Castle - Winter Park, FL
9.4 222 reviews
Winter Park, FL
08/01 – 29/01
198 €/nighttotal: 4158 € (21 )

The Frogs Castle

3 2
apartment , Longwood
This spacious Longwood house, situated in a peaceful, tree-lined neighbourhood near I-4, offers easy access to Wekiwa Springs State Park (9.7km), Rock Springs Run State Reserve (22.5km), and Blue Spring State Park (33.8km).
The 177 sq m property boasts a three-bedroom, two-bathroom layout sleeping eight, with a fully equipped kitchen, including a dishwasher, a large master bathroom with a jacuzzi, air conditioning, a garden, parking for five vehicles, and free Wi-Fi.
Modern 3br | Walk To Restaurants, Bars & Publix - Winter Park, FL
9.9 33 reviews
Winter Park, FL
10/07 – 18/07
137 €/nighttotal: 1096 € (8 )

Modern 3br | Walk To Restaurants, Bars & Publix

1 4
apartment , Orlando
This Orlando apartment rental is situated in the Mills 50 district, a short drive (approx. 32km) from Walt Disney World and 16km from Universal Studios Florida, offering easy access to Kadence, a Michelin-starred restaurant, and a Publix supermarket.
The three-bedroom, two-and-a-half-bathroom property sleeps eight guests, features a fully equipped kitchen, private backyard with BBQ, and a dedicated workspace; enjoy nearby bars and restaurants, plus Lake Eola Park (approx. 10km).
Beautiful East Orlando Home Near Everything - Winter Park, FL
Winter Park, FL
03/09 – 08/09
97 €/nighttotal: 485 € (5 )

Beautiful East Orlando Home Near Everything

1 2
apartment , Orlando
This holiday flat is situated in Orlando's Azalea Park district, a mere 3-4 minute drive from Ventura Country Club and East Orlando Shopping Centre.
This one-bedroom, one-bathroom flat accommodates two guests and offers amenities such as air conditioning, a garden, a fire pit, Wi-Fi, and a full kitchen, with convenient access to Universal Orlando Resort, Florida Mall, and Orlando International Premium Outlets.
Nice Apartment In Vibrant Downtown Orlando Near Camping World And Soccer Stadium - Winter Park, FL
Winter Park, FL
08/01 – 29/01
83 €/nighttotal: 1743 € (21 )

Nice Apartment In Vibrant Downtown Orlando Near Camping World And Soccer Stadium

1 2
apartment , Orlando
This one-bedroom flat is located in Orlando's Lake Dot district, offering convenient access to Camping World Stadium and the Soccer Stadium, both within 1 kilometre, and is also close to the Kia Centre.
This pet-friendly apartment accommodates up to four guests and provides essential amenities including air conditioning, Wi-Fi, and two sofa beds, with the Florida Mall and Orlando International Premium Outlets nearby for shopping.
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