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Winter Garden, FL apartments
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95 Apartments or condos in Winter Garden, FL

Find the Best Family-Friendly Vacation Apartments in Winter Garden, FL

Family trips to Winter Garden, FL are better in a vacation apartment that offers plenty of room and easy access to city attractions.

Cozy Vacation Condo W/ Pool Access Near Universal - Winter Garden, FL
Winter Garden, FL
06/26 – 07/02
$137/nighttotal: $822 (6 )

Cozy Vacation Condo W/ Pool Access Near Universal

1 4
apartment , Orlando
This Orlando apartment rental is conveniently located near Universal Orlando Resort and the Orange County Convention Center, a 15-minute walk from Pirate's Dinner Adventure and CoCo Key Water Resort.
This 540-square-foot unit features two bedrooms, one bathroom, sleeps four guests, and includes a full kitchen, fitness center access, swimming pool, jacuzzi, and on-site parking.
Cozy Condo Wprivate Balcony & Free Resort Access - Winter Garden, FL
8.9 53 reviews
Winter Garden, FL
10/19 – 10/26
$209/nighttotal: $1463 (7 )

Cozy Condo Wprivate Balcony & Free Resort Access

2 3
apartment , Williamsburg
This Williamsburg apartment is conveniently located just 2.2 miles from the Orange County Convention Center and 2.3 miles from SeaWorld Orlando, offering easy access to popular attractions. It boasts a very good user rating, an excellent location rating, and a very good cleanliness rating. This two-bedroom home provides comfortable accommodations for families or groups of friends. The apartment includes amenities such as a fully equipped kitchen, a private balcony, a swimming pool, a fitness center, a tennis court, and a children's playground, ensuring a relaxing and enjoyable stay.
Ground-floor Vista Cay Condo Near Clubhouse Pool - Winter Garden, FL
9.4 144 reviews
Winter Garden, FL
10/19 – 10/26
$222/nighttotal: $1554 (7 )

Ground-floor Vista Cay Condo Near Clubhouse Pool

3 3
apartment , Williamsburg
This ground-floor condo is located in Orlando, Florida, just 1.2 miles from the Orange County Convention Center and close to major attractions. It’s rated excellent for location, cleanliness, and user experience.
The apartment has three bedrooms and is 1410 square feet. You’ll enjoy a swimming pool, a jacuzzi, a terrace, a garden, a fitness center, a tennis court, and more.
Lake Getaway To Orlando Magic! - Winter Garden, FL
10 7 reviews
Winter Garden, FL
06/26 – 07/02
$587/nighttotal: $3522 (6 )

Lake Getaway To Orlando Magic!

4 5
apartment , Forest City
This four-bedroom, three-bathroom vacation home in Apopka, Florida, is conveniently located within six miles of attractions like Rock Springs Run, Altamonte Mall, and the Wekiva River.
The 8-guest property boasts a fully equipped kitchen, a garden, free Wi-Fi, and on-site amenities such as an arcade/game room and barbecue grills, offering a comfortable stay near Lake Orlando Golf Club and RDV Sportsplex.

Best Winter Garden, FL apartment rentals with a kitchen

Enclave Apartments At International Drive - Winter Garden, FL
9.2 914 reviews
Winter Garden, FL
10/19 – 10/26
$168/nighttotal: $1176 (7 )

Enclave Apartments At International Drive

2 3
apartment , Orlando
Enclave Apartments at International Drive is a great choice for travelers visiting Orlando, conveniently located just a short walk from ICON Park and a short drive from Universal Studios Orlando, in the heart of the bustling International Drive district. The apartment complex consistently receives excellent ratings for user experience, location, and cleanliness, making it a reliable option for a comfortable stay.
The two-bedroom apartment offers 650 square feet of living space, comfortably accommodating up to four guests. Enjoy a variety of amenities including a seasonal outdoor pool, fitness center, indoor pool, fully equipped kitchens, free Wi-Fi, private parking, cable flat-screen TVs, and private bathrooms.
Walkable Winter Garden Bungalow: 3 Blocks To Dtwn - Winter Garden, FL
9.8 172 reviews
Winter Garden, FL
07/29 – 08/31
$116/nighttotal: $3828 (33 )

Walkable Winter Garden Bungalow: 3 Blocks To Dtwn

1 2
house , Winter Garden
This Winter Garden vacation home is within walking distance of the Winter Garden Art Association, Central Florida Railroad Museum, and Winter Garden Heritage Museum. The house has excellent user, location, and cleanliness ratings.
The 640-square-foot house has 1 bedroom, 1 bathroom, and can accommodate up to 4 guests. It features a fully equipped kitchen, air conditioning, a terrace, a garden, a spa, parking, and a sofa bed for additional sleeping arrangements.
Dtwn Winter Garden Home: 12 Mi To Disney! - Winter Garden, FL
9.4 26 reviews
Winter Garden, FL
07/29 – 08/31
$185/nighttotal: $6105 (33 )

Dtwn Winter Garden Home: 12 Mi To Disney!

3 2
apartment , Winter Garden
This charming cottage is located just half a mile from Winter Garden's downtown area, offering easy access to the farmers market, restaurants, and shops. The property has received excellent user ratings, with very good scores for location and cleanliness.
This 3-bedroom, 2-bathroom home comfortably accommodates up to 7 guests. The cottage features a well-equipped kitchen with stainless steel appliances, a private yard, and modern amenities like a Smart TV, free Wi-Fi, and complimentary toiletries.
~ 12 Mi To Disney: Downtown Winter Garden Cottage! - Winter Garden, FL
9.7 170 reviews
Winter Garden, FL
07/29 – 08/31
$197/nighttotal: $6501 (33 )

~ 12 Mi To Disney: Downtown Winter Garden Cottage!

2 2
house , Winter Garden
This Downtown Winter Garden Cottage is conveniently located just 12 miles from Walt Disney World's Magic Kingdom and 13 miles from Camping World Stadium in Orlando, offering easy access to major attractions while still providing a peaceful escape in Winter Garden. Guests consistently rate this rental excellent for location, cleanliness, and overall experience.
The cottage offers 870 square feet of space, comfortably accommodating up to four guests in two bedrooms and one bathroom. Amenities include a fully equipped kitchen, free Wi-Fi, air conditioning, a garden, a spa, and parking, ensuring a relaxing and enjoyable stay.

Frequently Asked Questions about apartment rentals in Winter Garden, FL

  • What are the must-see attractions for a 2 days stay in Winter Garden, FL?

    For a two-day trip, you can't miss the Winter Garden Village, with its unique shops and restaurants. Also, make sure to visit the historic Plant Street Market, a popular spot with a variety of vendors and cafes. And for some outdoor fun, head to the scenic West Orange Trail, a paved trail great for walking, biking, or rollerblading.
  • What are the best apartments in Winter Garden, FL?

    Among the apartments in Winter Garden, FL, The Secret Garden Apartment, Lakeview Garden Studio and Lakeview Sunsets With Loft Escape West Of Orlando are the most popular ones.

  • Which neighborhoods in Winter Garden, FL are best for renting an apartment?

    The best neighborhoods for renting an apartment in Winter Garden are generally considered to be the areas around Winter Garden Village, Plant Street, and the West Orange Trail. These areas offer a mix of residential areas with easy access to shopping, dining, and recreational activities.
  • What are the best apartments with a pool in Winter Garden, FL?

  • What are the top cultural and historical sites in Winter Garden, FL?

    Winter Garden has a rich history, and you can explore it at the Winter Garden Heritage Museum, which showcases local history through exhibits and artifacts. Also, the historic Winter Garden Train Depot, built in 1927, is a beautiful landmark and a reminder of the city's past.
  • What are the best apartments with a jacuzzi in Winter Garden, FL?

    The best apartments with a jacuzzi in Winter Garden, FL are Luxury Apt With Lake View - Cable & Fast Wifi, Have This Entire Spacious House For Yourself and Perfect Place.

  • Where can you find the best local markets and street food in Winter Garden, FL?

    The Plant Street Market is a popular spot for local vendors and street food, with a variety of options to choose from. The Winter Garden Farmers Market, held on Saturdays, is another great place to find fresh produce and local goods.
  • What are the best apartments for families and kids in Winter Garden, FL?

  • How is the public transportation system in Winter Garden, FL?

    Winter Garden has a limited public transportation system, with Lynx bus routes connecting the city to neighboring areas. However, for getting around within Winter Garden, driving or biking is generally recommended. You can also use ride-sharing services.
  • What are the best pet friendly apartments in Winter Garden, FL?

  • Which seasonal events or festivals should apartment renters look forward to in Winter Garden, FL?

    Winter Garden hosts several seasonal events, including the Winter Garden Farmers Market, held every Saturday, and the annual Winter Garden Art Festival, a popular event showcasing local artists. The Plant Street Market also hosts various events throughout the year.
  • What are the best apartments with parking in Winter Garden, FL?

    The Secret Garden Apartment, Lakeview Garden Studio and Lakeview Sunsets With Loft Escape West Of Orlando are the best apartments with parking in Winter Garden, FL.

  • What amenities are typically included in apartments in Winter Garden, FL?

    Apartments in Winter Garden typically offer standard amenities like central air conditioning, laundry facilities, and parking. Some may also include swimming pools, fitness centers, and community spaces, depending on the complex.
  • What leisure activities are available for relaxation in Winter Garden, FL?

    Winter Garden offers a variety of leisure activities, including exploring the West Orange Trail, visiting the Winter Garden Village, or enjoying a relaxing stroll through the Plant Street Market. There are also several parks and green spaces for outdoor recreation.

Destinations nearby

Best Winter Garden, FL apartment rentals with air conditioning

1921 Bungalow In Historic Downtown Winter Garden - Winter Garden, FL
10 17 reviews
Winter Garden, FL
07/29 – 08/31
$219/nighttotal: $7227 (33 )

1921 Bungalow In Historic Downtown Winter Garden

2 2
apartment , Winter Garden
This historic 1920s bungalow is located in downtown Winter Garden, one block from Plant Street's shops and restaurants, and 12 miles from Walt Disney World.
This pet-friendly rental accommodates up to 6 guests with 2 bedrooms and 1 bathroom, featuring a sunroom, large yard, and firepit, and offers convenient access to the West Orange Trail and Lake Apopka.
The Garden Luxe Retreat, Near Disney - Winter Garden, FL
9.9 45 reviews
Winter Garden, FL
07/29 – 08/31
$209/nighttotal: $6897 (33 )

The Garden Luxe Retreat, Near Disney

1 2
apartment , Winter Garden
This Winter Garden apartment rental is ideally located on Plant Street, a short walk from downtown Winter Garden, three minutes from Plant Street Market, and one block from the West Orange Trail.
The two-bedroom, two-bathroom unit sleeps four guests and features a fully equipped kitchen with stainless steel appliances, a smart TV, high-speed Wi-Fi, free on-site parking, and access to a swimming pool, fitness center, and garden.
Orlando Comfort Close To Top Universal's Attractions - Winter Garden, FL
Winter Garden, FL
06/26 – 07/02
$159/nighttotal: $954 (6 )

Orlando Comfort Close To Top Universal's Attractions

1 5
apartment , Orlando
This Orlando condo offers a prime location on International Drive, just a 6-minute drive to Universal Studios and a 5-minute drive to Universal's Volcano Bay, with Orlando International Premium Outlets 10 minutes away and Orlando International Airport 20-25 minutes away.
This suite sleeps up to 5 guests with two queen beds and a sofa bed, featuring a full kitchen, pool view, complimentary parking, and access to a gym and swimming pool, with a paid shuttle service to theme parks nearby.
Winter Garden 2 Bedrooms/2 Bath Home (Downtown) - Winter Garden, FL
9.5 31 reviews
Winter Garden, FL
07/29 – 08/31
$157/nighttotal: $5181 (33 )

Winter Garden 2 Bedrooms/2 Bath Home (Downtown)

1 2
apartment , Winter Garden
This fully renovated two-bedroom, two-bathroom house is centrally located in downtown Winter Garden, Florida, a 30-minute drive from Walt Disney World and Orlando International Airport.
This 4-guest home rental boasts a full kitchen, air conditioning, parking, internet access, and is within walking distance of Winter Garden's shops, restaurants, and farmers' markets.

Top Dog-Friendly Vacation Apartments in Winter Garden, FL

A quality pet-friendly vacation apartment in Winter Garden, FL means nearby dog parks and city walks are just steps away from your front door.

4br 2bath Condo Balcony 5min Conv Center 2020ft - Winter Garden, FL
9.4 4873 reviews
Winter Garden, FL
07/29 – 08/31
$172/nighttotal: $5676 (33 )

4br 2bath Condo Balcony 5min Conv Center 2020ft

1 2
house , Williamsburg
This 3-bedroom condo is located just a short distance from SeaWorld Orlando and the Orange County Convention Center, making it a convenient base for exploring the area. The property has received excellent ratings for location, cleanliness, and overall user experience.
This spacious condo features a balcony, perfect for enjoying the Florida sunshine. Guests can take advantage of amenities like a swimming pool, jacuzzi, fitness center, and tennis court, as well as on-site parking and a concierge service for assistance with local recommendations and booking activities.
Ethans Escape | Cozy, Chic Retreat W/ Island Theme Br, Pool - Next To Universal - Winter Garden, FL
10 6 reviews
Winter Garden, FL
06/26 – 07/02
$1025/nighttotal: $6150 (6 )

Ethans Escape | Cozy, Chic Retreat W/ Island Theme Br, Pool - Next To Universal

4 5
apartment , Orlando
This Orlando vacation home, a private four-bedroom villa, is located on International Drive, less than a mile from Dezerland Park and FunSpot America, and within two miles of Universal Orlando Resort and Epic Universe.
The 1880-square-foot property features three king bedrooms, a themed bedroom, a private pool, a fully equipped kitchen, in-house laundry, and complimentary shuttle service to Disney World and Universal Orlando, accommodating up to ten guests.
Clermont Vacation Rental W/ Pool: 11 Mi To Disney - Winter Garden, FL
9.2 50 reviews
Winter Garden, FL
10/19 – 10/26
$237/nighttotal: $1659 (7 )

Clermont Vacation Rental W/ Pool: 11 Mi To Disney

4 3
apartment , Horizon West
This 4-bedroom vacation rental is located in Orange Tree, a neighborhood in Four Corners, approximately 11 miles from Walt Disney World® Resort and 25 miles from Universal Studios.
The 2,020-square-foot apartment comfortably accommodates up to 12 guests with features including a private pool and spa, a game room, and a fully equipped kitchen.
4br Near Universals Epic Park! 6 Beds + Limited-time Discounts! - Winter Garden, FL
9.5 86 reviews
Winter Garden, FL
07/29 – 08/31
$182/nighttotal: $6006 (33 )

4br Near Universals Epic Park! 6 Beds + Limited-time Discounts!

4 2
apartment , Williamsburg
This Williamsburg apartment is located in the Vista Cay Resort community, just a short distance from the area's attractions, dining, and shopping. It has received excellent ratings for user experience, location, and cleanliness.
The apartment is spacious, with over 2,100 square feet and room for up to 10 guests. It has a modern kitchen, a converted den, and a range of amenities like a swimming pool, jacuzzi, fitness center, and parking.
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