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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

Cozy Winter Park Retreat - Winter Park, FL
9.8 37 reviews
Winter Park, FL
02/08 – 04/08
₹30726/nighttotal: ₹61452 (2 )

Cozy Winter Park Retreat

1 6
apartment , Goldenrod
This three-bedroom Winter Park house, near Park Avenue, provides easy access to downtown Orlando and Central Florida's theme parks, all within a convenient driving distance.
Sleeping up to 12 guests, this self-catering property boasts a fully equipped kitchen with fridge, microwave, and dishwasher, a lush garden with patio and grill, plus free parking and Wi-Fi.
Cozy 1-bedroom Condo In Luxury Gated Community - Winter Park, FL
9.8 10 reviews
Winter Park, FL
10/10 – 21/10
₹13079/nighttotal: ₹143869 (11 )

Cozy 1-bedroom Condo In Luxury Gated Community

1 4
apartment , Orlando
This renovated condo in Orlando's Ventura neighbourhood offers convenient access, being only 8 kilometres from Orlando International Airport and within a 30-kilometre drive to major theme parks such as Universal Orlando Resort and Walt Disney World.
This family-friendly apartment accommodates up to five guests with a Queen bed, a Twin bed, and a Queen pull-out sofa, featuring air conditioning, Wi-Fi, a fully equipped kitchen, and access to a communal swimming pool and garden, with nearby opportunities for water sports and shopping at Florida Mall and Orlando International Premium Outlets.
#1 Rated Neighborhood|.4 Mi. To Advent Hospital - Winter Park, FL
9.2 17 reviews
Winter Park, FL
03/07 – 31/07
₹12213/nighttotal: ₹341964 (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).
3-bedroom Peaceful Longwood Home  Minutes To Attractions - Netflix - Location - Winter Park, FL
10 3 reviews
Winter Park, FL
21/07 – 04/08
₹15398/nighttotal: ₹215572 (14 )

3-bedroom Peaceful Longwood Home Minutes To Attractions - Netflix - Location

3 1
apartment , Longwood
This Longwood flat is situated in a quiet residential area, offering easy access to local dining, shopping, golf courses, and is a short drive to Orlando's theme parks and the downtown area, with nearby parks and nature preserves for outdoor pursuits.
This family-friendly accommodation sleeps up to 8 guests across three queen-sized bedrooms and features a fully equipped kitchen with a microwave oven and dishwasher, air conditioning, and parking, with a check-out time of 11:00 AM.

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

The Soundwave Retreat  Pool, Spa & Golf Oasis - Winter Park, FL
10 7 reviews
Winter Park, FL
11/08 – 13/08
₹46799/nighttotal: ₹93598 (2 )

The Soundwave Retreat Pool, Spa & Golf Oasis

4 2
apartment , Casselberry
This Casselberry holiday home, near the Casa Feliz Historic Home Museum and Orlando Science Center, offers convenient access to local attractions.
The 229-square-metre property boasts four bedrooms, two bathrooms, sleeps fourteen guests, and includes a private pool, hot tub, and extensive on-site amenities such as a games room and BBQ facilities.
Casa Winter Park - Winter Park, FL
9.7 33 reviews
Winter Park, FL
10/10 – 21/10
₹37051/nighttotal: ₹407561 (11 )

Casa Winter Park

1 4
apartment , Winter Park
This Winter Park house, ideally located within 3.2 kilometres of Park Avenue and a short drive from Rollins College, Full Sail University, Kraft Azalea Garden, the Morse Museum, and Casa Feliz Historic House Museum, offers easy access to Winter Park's key attractions.
The property comprises four bedrooms, four bathrooms, and accommodates eight guests, boasting a swimming pool, parking, and all mod cons including a fully equipped kitchen, Wi-Fi, and air conditioning; pets are welcome (dogs only, fee applies).
Westgate Palace Hotel - Universal - I-drive - Winter Park, FL
9.2 3126 reviews
Winter Park, FL
05/10 – 14/10
₹47654/nighttotal: ₹428886 (9 )

Westgate Palace Hotel - Universal - I-drive

2 4
resort , Orlando
The Signature Two-bedroom Deluxe Villa is located in the Florida Center district, a short walk from Pirate's Dinner Adventure and CoCo Key Water Resort and within a mile of Universal Orlando Resort and ICON Park, offering a quieter alternative to the main tourist areas. It has very good user ratings and excellent location and cleanliness ratings.
This smoke-free apartment building has two bedrooms and bathrooms, providing ample space and comfort. Guests can enjoy an outdoor pool, a Jacuzzi, a terrace, a garden, a spa, a concierge, a restaurant, a bar, a fitness centre, room service, a tennis court, and parking.
Walk Into Tropical Paradise - Pool - Gym - Hot Tub - Winter Park, FL
9.2 17 reviews
Winter Park, FL
17/06 – 23/06
₹47155/nighttotal: ₹282930 (6 )

Walk Into Tropical Paradise - Pool - Gym - Hot Tub

4 1
apartment , Altamonte Springs
This Altamonte Springs holiday home, conveniently located near Interstate 4, offers easy access to Orlando's theme parks and is within a short distance of Altamonte Springs' shopping and dining areas.
Sleeping up to nine guests, this four-bedroom, two-bathroom property boasts a private backyard with a pool, hot tub, mini-golf, and yard games, plus a fully equipped kitchen, home gym, and multiple large-screen TVs.

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

Quiet Retreat 15 Minutes From Downtown Orlando, Orlando Airport International! - Winter Park, FL
9.6 24 reviews
Winter Park, FL
28/06 – 18/07
₹19096/nighttotal: ₹381920 (20 )

Quiet Retreat 15 Minutes From Downtown Orlando, Orlando Airport International!

3 1
apartment , Azalea Park
Golden Cove Rental is situated in Azalea Park, a peaceful residential neighbourhood in Orlando, just 15km from Orlando International Airport, Interstate 4, and the city centre. This apartment has received very good user ratings, making it a popular choice for travellers.
This three-bedroom, two-bathroom property can accommodate up to 10 guests, making it ideal for families or groups. The apartment offers a range of amenities, including a fully equipped kitchen, air conditioning, a garden, a tennis court, and parking.
Walk To Bike Trail, Baldwin Lake - Winter Park, FL
9.4 82 reviews
Winter Park, FL
03/07 – 10/07
₹13596/nighttotal: ₹95172 (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.
2br/2ba Duplex | Dubsdread Golf | Central Orlando - Winter Park, FL
9.4 87 reviews
Winter Park, FL
11/08 – 13/08
₹14748/nighttotal: ₹29496 (2 )

2br/2ba Duplex | Dubsdread Golf | Central Orlando

1 2
apartment , Orlando
This Orlando flat is situated adjacent to the Dubsdread golf course, offering a 4-minute drive to downtown Orlando and Lake Eola, with the I-4 highway just 2 minutes away for convenient travel.
This duplex accommodation provides two bedrooms with ensuite bathrooms, a shared garden with seating and market lights, dedicated workstations, and Roku-enabled televisions, comfortably accommodating up to five guests.
Azalea House: Cozy 2 Bed Stay In Winter Park - Winter Park, FL
10 3 reviews
Winter Park, FL
03/07 – 10/07
₹18710/nighttotal: ₹130970 (7 )

Azalea House: Cozy 2 Bed Stay In Winter Park

1 2
apartment , Winter Park
This two-bedroom flat, suitable for four guests, is centrally located in Winter Park, a 10-minute drive from Rollins College and Park Avenue, 20 kilometres from Downtown Orlando, and 35 kilometres from the Disney and Universal attractions.
This pet-friendly property offers a private garden, air conditioning, and a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, providing a comfortable base for exploring the area.

Best Winter Park, FL accommodations with a kitchen

Tiny Hidden Cottage - Winter Park, FL
9.5 118 reviews
Winter Park, FL
03/09 – 08/09
₹11565/nighttotal: ₹57825 (5 )

Tiny Hidden Cottage

1 2
cottage , Longwood
The Hidden Tiny Cottage II is located in Longwood, offering a secluded retreat on the back side of a property on Beach Ave. The cottage has received excellent ratings for its cleanliness, location, and overall experience.
This charming cottage offers a comfortable and private stay for two guests. It features a fully equipped kitchen, air conditioning, a Jacuzzi, a garden, a spa, a fitness centre, and parking, making it a perfect choice for a relaxing getaway.
Condo With Pool, Gym, Golf, Jacuzzi And Game Areas - Winter Park, FL
Winter Park, FL
10/10 – 21/10
₹10969/nighttotal: ₹120659 (11 )

Condo With Pool, Gym, Golf, Jacuzzi And Game Areas

1 4
house , Orlando
This apartment is located approximately 8 kilometres from Church Street Station, 8.6 kilometres from the Kia Centre, and 8 kilometres from Orlando International Airport.
This property offers 63 square metres of living space, accommodating up to seven guests with one bathroom, a fully equipped kitchen, complimentary WiFi, air conditioning, a swimming pool, jacuzzi, balcony, garden, and on-site fitness centre.
Priv. Modern Cozy Cp 1b/1ba Suite Near Dt Orl & Wp - Winter Park, FL
9.9 158 reviews
Winter Park, FL
17/06 – 23/06
₹9307/nighttotal: ₹55842 (6 )

Priv. Modern Cozy Cp 1b/1ba Suite Near Dt Orl & Wp

1 1
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.
Camper Near Theme Parks, Airport, Major  Highways - Winter Park, FL
9.6 101 reviews
Winter Park, FL
03/07 – 31/07
₹5797/nighttotal: ₹162316 (28 )

Camper Near Theme Parks, Airport, Major Highways

1 2
cabin , Azalea Park
The Antonio D'camper is delivered to campgrounds within 97 kilometres of Orlando, close to Celebration, a planned community with a charming town centre. It has received excellent ratings for cleanliness, location and user experience.
The campervan has two bedrooms and a bathroom, comfortably accommodating up to five guests. It comes with a fully equipped kitchen, air conditioning, a garden, and slide-outs that expand the living space.
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