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Winter Park, FL place to stay
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319 Lodgings in Winter Park, FL

Best family friendly Winter Park, FL lodging

Among the 319 accommodations in Winter Park, FL, here are the 4 best for families

Virelli Apartments Upscale King Suite In The Heart Of Orlando W Pool - Winter Park, FL
10 1 review
Winter Park, FL
10/07 – 18/07
₹23610/nighttotal: ₹188880 (8 )

Virelli Apartments Upscale King Suite In The Heart Of Orlando W Pool

1 4
apartment , Orlando
This downtown Orlando flat offers convenient access to attractions, being a 1.3-kilometre walk from the Kia Centre and 1.1 kilometres from Church Street Station, with Camping World Stadium a short drive away.
This 74 square metre apartment accommodates up to seven guests with one bedroom and one bathroom, featuring air conditioning, complimentary WiFi, on-site parking, a fully equipped kitchen, and access to a communal swimming pool and garden.
Renovated Luxury 6000 Sqft Mansion In Downtown Orlando Sleep 14 Near Theme Parks - Winter Park, FL
9.6 19 reviews
Winter Park, FL
28/06 – 18/07
₹142954/nighttotal: ₹2859080 (20 )

Renovated Luxury 6000 Sqft Mansion In Downtown Orlando Sleep 14 Near Theme Parks

6 1
apartment , Orlando
This six-bedroom Orlando holiday home is centrally located, within a 2.4km walk of Lake Eola and the Dr Phillips Center for the Performing Arts, and under 5km from Camping World Stadium and the Kia Forum.
The 557 square metre property boasts a private water park, on-site arcade, and sleeps up to 14 guests, offering a fully equipped kitchen, swimming pool, spa, and a relaxing garden with a living plant wall.
Cozy 4/2, King Beds, Pergola & Hot Tub, Local Pool - Winter Park, FL
9.7 143 reviews
Winter Park, FL
28/06 – 01/07
₹28032/nighttotal: ₹84096 (3 )

Cozy 4/2, King Beds, Pergola & Hot Tub, Local Pool

1 4
apartment , Casselberry
This newly renovated farmhouse is located in Casselberry, just under 6 miles from Winter Park and less than 12 miles from downtown Orlando. The apartment boasts excellent user, location and cleanliness ratings, making it a popular choice for travellers.
The property has four bedrooms and two bathrooms, comfortably accommodating up to 13 guests. Enjoy a fully equipped kitchen, a large living room with a Smart TV, a dedicated office space with high-speed Wi-Fi, a Marvel Arcade for entertainment, a private hot tub, an above-ground pool, a patio with a pergola, and a fenced-in backyard.
Remodeled Home In The Orlando Area W/ Fire Pit! Close To Universal And Disney! - Winter Park, FL
10 10 reviews
Winter Park, FL
28/06 – 01/07
₹25555/nighttotal: ₹76665 (3 )

Remodeled Home In The Orlando Area W/ Fire Pit! Close To Universal And Disney!

3 4
apartment , Casselberry
This three-bedroom Casselberry property, a short drive from Walt Disney World Resort and Universal Orlando Resort, offers easy access to major attractions and shopping malls such as Winter Park Village and Altamonte Mall.
The 119 square metre (1280 square feet) self-catering apartment boasts a modern, spacious layout, sleeping up to 11 guests, and includes amenities such as a fully-equipped kitchen, private fenced backyard with fire pit and grill, high-speed Wi-Fi, and Smart TVs.

Best Winter Park, FL lodging with a pool

Among the 319 accommodations in Winter Park, FL, here are the 4 best ones with a pool

76 M² Ferienwohnung ∙ 2 Schlafzimmer ∙ 4 Gäste - Winter Park, FL
Winter Park, FL
10/07 – 18/07
₹13006/nighttotal: ₹104048 (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.
Modern Luxury By Disney & Airport | Pool & Patio - Winter Park, FL
9.8 31 reviews
Winter Park, FL
28/06 – 01/07
₹33991/nighttotal: ₹101973 (3 )

Modern Luxury By Disney & Airport | Pool & Patio

1 4
apartment , Orlando
This Orlando property, a four-bedroom, two-bathroom house sleeping ten, is centrally located minutes from downtown Orlando, offering easy access to restaurants and grocery stores.
The self-catering house boasts a private pool, fitness centre, and all mod cons including a fully equipped kitchen, Wi-Fi, and air conditioning; guests can easily explore nearby attractions.
Lovely 2-bedroom Condo With Pool, Fitness Room And Golfing. Close To Airport - Winter Park, FL
Winter Park, FL
28/07 – 01/08
₹18916/nighttotal: ₹75664 (4 )

Lovely 2-bedroom Condo With Pool, Fitness Room And Golfing. Close To Airport

2 2
apartment , Orlando
This two-bedroom flat in Orlando's Ventura district offers proximity to Florida Mall (2.8 kilometres), Orlando International Premium Outlets (2.8 kilometres), Universal Orlando Resort (7.7 kilometres), and the Kia Centre (9.6 kilometres), with a 10:00 AM check-out.
Accommodating up to five guests with a king bed, twin bed, and playpen, this residence features air conditioning, internet, a fitness room, pool, hot tub, and is situated within a golfing community.
Lakefront Luxury Pool 3100sq Ft On Lake. - Winter Park, FL
9.9 85 reviews
Winter Park, FL
28/07 – 01/08
₹63880/nighttotal: ₹255520 (4 )

Lakefront Luxury Pool 3100sq Ft On Lake.

1 2
apartment , Orlando
This luxurious five-bedroom villa is located near Lake Barton in central Florida, offering convenient access to Orlando's theme parks, though precise distances aren't specified.
Sleeping up to 14 guests, this exceptional property boasts a private heated pool, hot tub, lakefront access with a boat ramp, a full-size volleyball court, and an outdoor kitchen, alongside high-end amenities including bidets in every bathroom.

Frequently asked questions about accommodations in Winter Park, FL

  • What are the top attractions and must-see sites in Winter Park, FL?

    You've got to visit the charming Winter Park Scenic Boat Tour, where you can cruise along the canals and see the beautiful homes. The Charles Hosmer Morse Museum of American Art is a must-see for art lovers, and you can't miss the iconic Winter Park Clock Tower.
  • Which cultural festivals and seasonal events should visitors attend in Winter Park, FL?

    The Winter Park Sidewalk Art Festival is a big one, drawing artists from all over. The Winter Park Farmers' Market is a great spot to find local produce, and the Winter Park Christmas in the Park is a magical event for families.
  • What are the most convenient modes of transportation within Winter Park, FL?

    Winter Park is very walkable, but for longer distances, the Winter Park SunRail is convenient. You can also use the Winter Park Lymmo, a free electric shuttle service.
  • What outdoor activities and adventures are popular in and around Winter Park, FL?

    Head to Kraft Azalea Garden for a stroll amongst the beautiful blooms. The Winter Park Chain of Lakes is great for kayaking, paddleboarding, or just a relaxing walk. For a bit more adventure, you can hike or bike in the Wekiwa Springs State Park.
  • What types of accommodations are available in Winter Park, FL?

    You'll find a range of options in Winter Park, from charming bed and breakfasts to luxury hotels. There are also many vacation rentals available, including apartments and houses.
  • When is the best time to visit Winter Park, FL?

    The best time to visit is during the spring or autumn when the weather is mild and pleasant. Winter can be a bit chilly, and summer gets very hot and humid.
  • What local dishes and culinary experiences are a must-try in Winter Park, FL?

    You have to try the fresh seafood at The Alfond Inn. The Winter Park farmers' market is a great place to sample local produce. And don't miss the Winter Park Restaurant Week for some great deals on dining.
  • In which part of Winter Park, FL should you consider renting accommodation?

    The Park Avenue area is a popular choice, with its charming shops and restaurants. The Winter Park Village area is also great, with easy access to the Winter Park Chain of Lakes. You'll find a variety of accommodation options in both areas.

Destinations nearby

Best Winter Park, FL accommodations with a garden

Walk To Lake Eola 2 Br Balcony Apt + Free Parking - Winter Park, FL
10 103 reviews
Winter Park, FL
28/06 – 01/07
₹21999/nighttotal: ₹65997 (3 )

Walk To Lake Eola 2 Br Balcony Apt + Free Parking

1 4
apartment , Orlando
This Thornton Park flat, in central Orlando, is a short walk from Lake Eola Park and minutes from the city centre, offering easy access to the Dr Phillips Center for the Performing Arts, Universal Studios (32km), and Walt Disney World Resort (48km).
The two-bedroom, two-bathroom apartment sleeps six, features a fully equipped kitchen with modern appliances, a private balcony overlooking Thornton Park, on-site parking for two cars, and keyless entry; Benjamins French Bakery is downstairs.
Heart Of Orlando! Cozy Home Near Baldwin Park - Winter Park, FL
9.1 75 reviews
Winter Park, FL
10/07 – 18/07
₹10107/nighttotal: ₹80856 (8 )

Heart Of Orlando! Cozy Home Near Baldwin Park

1 4
apartment , Orlando
This Orlando flat is peacefully situated near Baldwin Park, a short 16km drive from Downtown Orlando and Winter Park, and within 56km of Disney World and Universal Studios.
The self-catering apartment, sleeping four, boasts a garden, free on-site parking, Wi-Fi, and is conveniently located near the Cady Way Trail, offering easy access to public transport.
Cozy Home On A Quiet Street - Winter Park, FL
10 21 reviews
Winter Park, FL
28/06 – 18/07
₹11975/nighttotal: ₹239500 (20 )

Cozy Home On A Quiet Street

1 1
apartment , Orlando
This Orlando apartment rental sleeps four guests in two bedrooms and one bathroom, offering a fully equipped kitchen including a fridge, freezer, microwave, and dishwasher.
The property includes air conditioning, parking, and a garden, though its precise location within Orlando and proximity to specific attractions remains unspecified.
Renovated ✓Nature ✓Cozy ✓Walk To Mall Park Publix - Winter Park, FL
9.6 117 reviews
Winter Park, FL
28/06 – 18/07
₹9651/nighttotal: ₹193020 (20 )

Renovated ✓Nature ✓Cozy ✓Walk To Mall Park Publix

1 1
studio , Altamonte Springs
This renovated studio apartment in Altamonte Springs is located within 500 metres of the Altamonte Springs Mall, a park, and a Publix supermarket, offering convenient access to local amenities and a peaceful retreat close to Orlando's attractions. This pet-friendly self-contained unit accommodates up to three guests with flexible sleeping arrangements, featuring a kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, a garden, fitness centre, and ample parking.

Best Winter Park, FL accommodations with a kitchen

Fern Park Retreat - Winter Park, FL
9.9 61 reviews
Winter Park, FL
28/07 – 01/08
₹13627/nighttotal: ₹54508 (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.
Cozy Orlando Home Close To Parks, Dining, And Downtown Fun - Winter Park, FL
10 2 reviews
Winter Park, FL
28/06 – 01/07
₹16911/nighttotal: ₹50733 (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.
1-bedroom Vacation Room Just 12 Minutes From University Of Central Florida - Winter Park, FL
9.6 4 reviews
Winter Park, FL
28/07 – 01/08
₹11437/nighttotal: ₹45748 (4 )

1-bedroom Vacation Room Just 12 Minutes From University Of Central Florida

1 2
apartment , Winter Park
This Winter Park studio apartment, near Full Sail University (approximately 1.6km away), offers convenient access to Orlando International Airport, Walt Disney World Resort, and Universal Studios Florida, while maintaining a peaceful neighbourhood setting.
The self-contained unit sleeps two guests, includes a kitchenette with fridge and microwave, a private entrance, parking, and access to a shared swimming pool, spa, and laundry facilities; nearby amenities include pharmacies and petrol stations.
Lakefront Artist's Loft - Relax In Luxury! - Winter Park, FL
9.8 104 reviews
Winter Park, FL
23/06 – 28/06
₹16597/nighttotal: ₹82985 (5 )

Lakefront Artist's Loft - Relax In Luxury!

1 2
apartment , Orlando
This charming house is located in College Park, a short distance from the Camping World Stadium, Kia Center, and Orlando Science Center, offering easy access to the city's attractions. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The house is a comfortable and well-equipped property, with 28 square metres of space and a capacity of two guests. Enjoy a private pool, a spa tub, and a garden, perfect for relaxing after a day of exploring the city.
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