Best apartment offers in Winter Garden, FL

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Winter Garden, FL apartments
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95 Holiday apartments Winter Garden, FL

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

Among the 95 accommodations in Winter Garden, FL, here are the 4 best family friendly holiday apartments

Pumba's Place - Fun, Lake, Pool- No Cleaning Fees! - Winter Garden, FL
9.8 7 reviews
Winter Garden, FL
26/06 – 02/07
SG$289/nighttotal: SG$1734 (6 )

Pumba's Place - Fun, Lake, Pool- No Cleaning Fees!

2 5
apartment , Clermont
This lakeside Clermont property, situated within 1.6km of Legends Golf & Country Club and Kings Ridge Driving Range, and 3.2km of Kings Ridge Golf Club and Lake Louisa State Park, offers serene views and easy access to local attractions.
This 88 square metre house boasts two bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen, swimming pool, spa, and free Wi-Fi; on-site BBQ facilities and a nearby water park add to the appeal.
Luxury Pet Friendly Condo, Near Clubhouse & Pool - Winter Garden, FL
9.4 239 reviews
Winter Garden, FL
29/07 – 31/08
SG$243/nighttotal: SG$8019 (33 )

Luxury Pet Friendly Condo, Near Clubhouse & Pool

3 2
apartment , Williamsburg
This eco-friendly condo is located in Orlando, just 1.2 miles from the Orange County Convention Center, making it a convenient choice for those attending events or exploring the area. The apartment has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The property offers three bedrooms and two bathrooms, providing ample space for families or groups of friends, with a total floor area of 131 square metres. Guests can enjoy a range of amenities including a swimming pool, Jacuzzi, terrace, garden, restaurant, bar, fitness centre, tennis court, and parking, offering a variety of activities and comforts for a relaxing and enjoyable stay.
Lilac Loft- Lake, Pool, Pickle Ball, Disney, Fun! - Winter Garden, FL
10 13 reviews
Winter Garden, FL
26/06 – 02/07
SG$234/nighttotal: SG$1404 (6 )

Lilac Loft- Lake, Pool, Pickle Ball, Disney, Fun!

2 4
apartment , Clermont
This two-bedroom, two-bathroom holiday home in Clermont's Vacation Village is situated less than 1.6km from Legends Golf & Country Club and Kings Ridge Driving Range, and under 3.2km from Lake Louisa State Park.
The 91 square metre property offers a private pool, free Wi-Fi, a fully equipped kitchen, and accommodates up to six guests, with in-house games and books provided.
4 Bedroom Plus, Lake View Condo, Vista Cay | 1008 - Winter Garden, FL
9.6 223 reviews
Winter Garden, FL
26/06 – 02/07
SG$471/nighttotal: SG$2826 (6 )

4 Bedroom Plus, Lake View Condo, Vista Cay | 1008

4 5
apartment , Williamsburg
This Williamsburg apartment, ideal for families, is excellently located near Shingle Creek, a 15-minute walk from the Shingle Creek Conference Centre and Golf Course, and under 5 kilometres from the Orange County Convention Center and ICON Park™.
This spacious 214-square-metre property boasts four bedrooms, two bathrooms, and sleeps eight, offering a swimming pool, jacuzzi, spa, fitness centre, tennis court, and parking, alongside a fully equipped kitchen and free Wi-Fi.

Best Winter Garden, FL holiday apartments with a kitchen

Fire Pit & Yard: Updated Winter Garden Home! - Winter Garden, FL
9.6 37 reviews
Winter Garden, FL
29/07 – 31/08
SG$322/nighttotal: SG$10626 (33 )

Fire Pit & Yard: Updated Winter Garden Home!

2 2
apartment , Winter Garden
This Winter Garden holiday home is conveniently located near Winter Garden's town centre, offering easy access to Walt Disney World (around 30km away) and Lake Apopka.
The spacious 155 sq m property boasts two bedrooms, two bathrooms, a fully equipped kitchen with a fridge, microwave, and dishwasher, and an outdoor area with a gas grill; it comfortably sleeps four guests.
Snowbirds! Villa W/ Private Lake, Golf, Pickleball, Disney/universal - Winter Garden, FL
10 6 reviews
Winter Garden, FL
26/06 – 02/07
SG$262/nighttotal: SG$1572 (6 )

Snowbirds! Villa W/ Private Lake, Golf, Pickleball, Disney/universal

2 5
apartment , Clermont
This Clermont villa, situated in Vacation Village, offers convenient access to Lake Louisa State Park (approx. 8km) and Disney World (40-56km).
The 71 square metre, two-bedroom, two-bathroom property sleeps five guests and features a fully equipped kitchen, private parking, a swimming pool, and smart TVs; nearby amenities include Publix, Walgreens, and various restaurants.
Enclave Apartments At International Drive - Winter Garden, FL
9.2 914 reviews
Winter Garden, FL
19/10 – 26/10
SG$216/nighttotal: SG$1512 (7 )

Enclave Apartments At International Drive

2 3
apartment , Orlando
Enclave Apartments at International Drive is conveniently located on International Drive, just 2 kilometres from The Wheel at ICON Park Orlando and 3 kilometres from Universal Studios Orlando, making it easy to explore Orlando's main attractions. This apartment complex has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment offers a comfortable space for up to 4 guests, with 2 bedrooms and a total floor area of 60 square metres. Guests will have access to a range of amenities, including a swimming pool, jacuzzi, fitness centre, tennis court, and a restaurant and bar on-site.
All-you-need Studio Apartment Near Downtown - Winter Garden, FL
9.2 10 reviews
Winter Garden, FL
29/07 – 31/08
SG$132/nighttotal: SG$4356 (33 )

All-you-need Studio Apartment Near Downtown

1 2
apartment , Winter Garden
This flat is located in Historic Downtown Winter Garden, within 100 metres of local businesses, the popular farmers market, and the Winter Garden bike trail, with easy access to major motorways.
This accommodation sleeps two guests and offers a Queen bed, a compact kitchenette, a modern bathroom, complimentary WiFi, and free off-street parking for one vehicle.

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 stay, you should definitely visit the Winter Garden Village, a charming outdoor shopping and dining area. The historic Plant Street Market is a must-see, with its unique shops and restaurants. And you can't miss the Winter Garden Heritage Museum, which showcases the city's rich history.
  • 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 Oasis West Of Orlando Magnificent Sunsets are the most popular ones.

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

    The areas around Winter Garden Village and Plant Street are popular choices for apartment rentals. They offer a mix of residential and commercial areas, with easy access to shops, restaurants, and public transportation. The area near the West Orange Trail is also a good option for those who enjoy outdoor 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?

    The Winter Garden Heritage Museum is a great place to learn about the city's history. The historic train depot is also worth a visit, and you can find a number of historic homes and buildings scattered throughout the city. For a unique cultural experience, check out the Winter Garden Farmers Market, held every Saturday morning.
  • 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.

  • What makes Winter Garden, FL unique or famous?

    Winter Garden is known for its charming downtown area, with its historic buildings, quaint shops, and vibrant restaurants. The city is also home to a number of parks and green spaces, including the Winter Garden Village Park and the West Orange Trail, making it a great place for outdoor recreation.
  • What are the best apartments for families and kids in Winter Garden, FL?

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

    The Winter Garden Farmers Market, held every Saturday morning at the Winter Garden Village Park, is a great place to find local produce, baked goods, and other artisanal products. For a taste of international street food, head to the Winter Garden Village, where you'll find a variety of food stalls and restaurants.
  • What are the best pet friendly apartments in Winter Garden, FL?

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

    Winter Garden has a limited public transportation system, with Lynx buses providing service to the city. However, it's best to rely on a car for getting around, especially if you plan on exploring the surrounding areas.
  • What are the best apartments with parking in Winter Garden, FL?

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

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

    The Winter Garden Farmers Market is a popular event year-round, but it's especially vibrant during the holiday season. The city also hosts a number of festivals throughout the year, including the Winter Garden Art Festival and the Winter Garden Wine & Food Festival.
  • What amenities are typically included in apartments in Winter Garden, FL?

    Apartments in Winter Garden typically include basic amenities such as a refrigerator, stove, and oven. Some apartments may also offer amenities such as a washer and dryer, a balcony or patio, and access to community amenities like a pool or fitness centre.
  • What leisure activities are available for relaxation in Winter Garden, FL?

    Winter Garden offers a variety of leisure activities, including hiking and biking on the West Orange Trail, kayaking on Lake Apopka, and visiting the Winter Garden Village Park. You can also enjoy a relaxing afternoon at one of the many cafes or restaurants in the city.

Destinations nearby

Best Winter Garden, FL holiday apartments with air conditioning

Ground-floor Vista Cay Condo Near Clubhouse Pool - Winter Garden, FL
9.4 144 reviews
Winter Garden, FL
19/10 – 26/10
SG$285/nighttotal: SG$1995 (7 )

Ground-floor Vista Cay Condo Near Clubhouse Pool

3 3
apartment , Williamsburg
This ground-floor apartment is situated in Williamsburg, just 1.6km from the Orange County Convention Center and within 4km of popular attractions like SeaWorld Orlando and the Wheel at ICON Park Orlando. The apartment has received excellent ratings for location, cleanliness and user experience.
The apartment has three bedrooms and covers 131 square metres. Guests can enjoy a range of amenities including a swimming pool, jacuzzi, terrace, garden, bar, fitness centre, tennis court, and parking.
Lovely Third-floor Vista Cay Resort Condo - Winter Garden, FL
9.3 149 reviews
Winter Garden, FL
19/10 – 26/10
SG$272/nighttotal: SG$1904 (7 )

Lovely Third-floor Vista Cay Resort Condo

3 3
apartment , Williamsburg
This apartment is located in Orlando, Florida, approximately 2.7 kilometres from the Orange County Convention Center and 2.8 kilometres from SeaWorld Orlando. The apartment has excellent user, location, and cleanliness ratings, making it a great choice for travellers.
This 3-bedroom flat offers 195 square meters of living space. The apartment offers a range of amenities, including a swimming pool, a jacuzzi, a fitness centre, and a tennis court.
Luxury 2br | Pool, Gym, Near Disney - Winter Garden, FL
10 6 reviews
Winter Garden, FL
26/06 – 02/07
SG$356/nighttotal: SG$2136 (6 )

Luxury 2br | Pool, Gym, Near Disney

2 4
apartment , Winter Garden
This two-bedroom flat offers a prime Winter Garden location on Plant Street, just 300 metres from the historic downtown and 32 kilometres from Walt Disney World.
This accommodation for four guests boasts two bathrooms, a fully equipped kitchen with a dishwasher, air conditioning, a swimming pool, garden, and fitness centre, and is conveniently situated one block from the West Orange Trail and three minutes' walk from the Winter Garden Farmers Market.
Luxury 2br | Pool, Gym, Near Disney - Winter Garden, FL
Winter Garden, FL
26/06 – 02/07
SG$381/nighttotal: SG$2286 (6 )

Luxury 2br | Pool, Gym, Near Disney

1 4
apartment , Winter Garden
This Winter Garden flat is situated on Plant Street, a short walk from the historic downtown area and approximately 32 kilometres from Walt Disney World Resort and Universal Orlando Resort.
This family-friendly property accommodates four guests and includes a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, a balcony, and parking, with quiet hours observed between 10 PM and 8 AM.

Best pet-friendly Winter Garden, FL holiday apartments

Among the 95 accommodations in Winter Garden, FL, here are the 4 best pet friendly holiday apartments

Orlando Bliss Near Disney - Winter Garden, FL
9.1 8 reviews
Winter Garden, FL
19/10 – 26/10
SG$186/nighttotal: SG$1302 (7 )

Orlando Bliss Near Disney

2 3
apartment , Lake Butler
This Orlando flat is located approximately 1.8 kilometres from SeaWorld Orlando and 4.7 kilometres from Universal Epic Universe, offering convenient access to the Orange County Convention Centre at 2.6 kilometres.
This one-bedroom residence, accommodating up to nine guests, boasts 107 square metres of floor area and features a fully equipped kitchen with a dishwasher, air conditioning, complimentary WiFi, a private balcony, an outdoor swimming pool, and a hot tub, with free private parking available.
Dog-friendly Condo With A Kitchenette, Ac, Pools, Hot Tubs, Tennis, & Gym - Winter Garden, FL
8.0 1 review
Winter Garden, FL
29/07 – 31/08
SG$175/nighttotal: SG$5775 (33 )

Dog-friendly Condo With A Kitchenette, Ac, Pools, Hot Tubs, Tennis, & Gym

2 2
apartment , Orlando
This sixth-floor flat in Orlando's International Drive District offers convenient access, being a short drive from Walt Disney World Resort, Universal Orlando Resort, and SeaWorld Orlando, with Orlando International Premium Outlets and Florida Mall also nearby.
This 54 square metre apartment accommodates up to four guests with two bedrooms and two bathrooms, featuring a furnished balcony with pool and lake views, a kitchenette, air conditioning, and access to on-site amenities including heated swimming pools, hot tubs, a fitness room, and tennis courts.
Condo In Best Location. Heated Pool, Near Convention Ctr, Across Epic Universal. - Winter Garden, FL
10 12 reviews
Winter Garden, FL
29/07 – 31/08
SG$272/nighttotal: SG$8976 (33 )

Condo In Best Location. Heated Pool, Near Convention Ctr, Across Epic Universal.

4 2
apartment , Williamsburg
This three-bedroom, two-bathroom apartment in Williamsburg, Orlando, is conveniently located approximately 1 kilometre from Shingle Creek Golf Course and under 5 kilometres from both the Orange County Convention Center and Aquatica water park.
The 3-bedroom property sleeps eight guests and boasts a fully equipped kitchen, swimming pool, fitness centre, and terrace, plus free Wi-Fi and on-site parking; nearby attractions include ICON Park, within a 5-kilometre radius.
Katie's Cove | Chic Villa On I-drive W Upscale Amenities, Luxe Suites & Pvt Pool - Winter Garden, FL
10 2 reviews
Winter Garden, FL
26/06 – 02/07
SG$1345/nighttotal: SG$8070 (6 )

Katie's Cove | Chic Villa On I-drive W Upscale Amenities, Luxe Suites & Pvt Pool

4 5
apartment , Orlando
This Orlando villa is situated on International Drive, a short distance from Universal Orlando Resort and within 32km of Walt Disney World.
This 175 square metre property boasts four bedrooms, three bathrooms, sleeping up to ten guests, and features a private pool, fully equipped kitchen, in-unit laundry, and access to Villatel Orlando Resort amenities including a water park and complimentary shuttle service to theme parks.
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