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Winter Garden, FL apartments
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118 Best apartments in Winter Garden, FL

Search Family-Friendly Self-Catering Apartments in Winter Garden, FL

These family-friendly holiday apartments in Winter Garden, FL provide ample space and put key city attractions within easy reach.

4814 Cayview Avenue #401 - Winter Garden, FL
9.4 107 reviews

4814 Cayview Avenue #401

apartment, Williamsburg
This three-bedroom apartment is situated in Williamsburg, a vibrant district in Orlando, Florida, just 2.9 kilometres from the Orange County Convention Center and 3.4 kilometres from The Wheel at ICON Park Orlando.
The 116 square metre property features a fully equipped kitchen, a private balcony, a swimming pool, a jacuzzi, a fitness centre and parking on site.
New Vista Cay Reserve 3 Bedroom 2 Bath - Next Universal / Conv. Center - Ocean - Winter Garden, FL
9.6 166 reviews

New Vista Cay Reserve 3 Bedroom 2 Bath - Next Universal / Conv. Center - Ocean

apartment, Williamsburg
This three-bedroom Williamsburg apartment, sleeping eight, is located within 3.2 kilometres of Universal Epic Universe (opening May 2025), Shingle Creek Golf Course, and Aquatica, offering convenient access to major attractions.
The 131-square-metre property boasts a fully equipped kitchen, a balcony, free Wi-Fi, and access to an on-site swimming pool, jacuzzi, fitness centre, and garden.
Vista Cay Luxury Mirage. Walk To Epic Universe And The Occc - Winter Garden, FL
9.8 64 reviews

Vista Cay Luxury Mirage. Walk To Epic Universe And The Occc

apartment, Williamsburg
This Williamsburg apartment boasts a superb location, offering easy access to local attractions.
The 165 square metre property features two bedrooms, two bathrooms, a fully equipped kitchen, and a private terrace, sleeping up to four guests and providing access to a swimming pool, fitness centre, and tennis court.
Lake Lucy Waterfront Home With Bbq & Jon Boat - Winter Garden, FL
9.7 40 reviews

Lake Lucy Waterfront Home With Bbq & Jon Boat

apartment, Pine Hills
This waterfront property is located in Pine Hills, just six miles from Orlando Health - Health Central Hospital, Central Florida Fairgrounds, and Westgate Square Shopping Center, offering easy access to local attractions and amenities. The property enjoys excellent ratings for user experience, location, and cleanliness.
This four-bedroom, three-bathroom house spans 192 square metres and comfortably accommodates up to 10 guests. The property offers a range of amenities, including a private water park, a spa tub, a garden, barbecue grills, a fireplace, and a fully equipped kitchen, ensuring a relaxing and enjoyable stay.

Best Winter Garden, FL holiday apartments with a kitchen

1br Suite With Pool And Hot Tub Near Disney - Winter Garden, FL
8.0 2 reviews

1br Suite With Pool And Hot Tub Near Disney

apartment, Orlando
This Sand Lake apartment offers easy access to Orlando's major theme parks, being 4.8km from Universal Studios, 6.4km from SeaWorld, and 11.3km from Walt Disney World.
The 50 square metre self-catering property features two bedrooms, one bathroom, sleeps six, and includes a swimming pool, jacuzzi, and fitness centre; a crib is available for an extra charge.
Breakview Fun & Sun - Winter Garden, FL
9.5 110 reviews

Breakview Fun & Sun

apartment, Williamsburg
This apartment is located in Orlando, Florida, just 3.5 kilometres from SeaWorld Orlando and 3.9 kilometres from The Wheel at ICON Park Orlando. It has excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This apartment offers a well-equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as a terrace or balcony, a garden, a swimming pool, a jacuzzi, a fitness centre, a tennis court, parking, and a restaurant and bar on-site.
Luxury Retreat, Close To Disney - Winter Garden, FL
9.8 30 reviews

Luxury Retreat, Close To Disney

apartment, Winter Garden
This first-floor flat offers a prime Winter Garden location on Plant Street, mere metres from the West Orange Trail and local markets, placing you approximately 32 kilometres from Walt Disney World and 48 kilometres from Universal Orlando.
This well-appointed two-bedroom, two-bathroom residence accommodates up to four guests and features a fully equipped kitchen, air conditioning, a swimming pool, garden, fitness centre, and on-site parking.
Welcome To Your Perfect Home Away From Home. - Winter Garden, FL
9.9 152 reviews

Welcome To Your Perfect Home Away From Home.

apartment, Ocoee
This four-bedroom apartment is located in Ocoee, a short drive from the town centre and its shops and restaurants. It's a quiet spot, with excellent ratings for cleanliness, location and user experience.
The spacious apartment has two bathrooms and can comfortably accommodate up to eight guests. It comes with all the essentials, including a kitchen, air conditioning, parking and internet access.

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'd want to check out the Winter Garden Village, a charming outdoor shopping and dining area. It's home to the historic Plant Street Market, with unique shops and restaurants. You should also visit the beautiful Winter Garden Heritage Museum, which showcases the city's history. And don't forget to take a stroll through the scenic West Orange Trail, a 20-mile paved trail perfect 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 Oasis West Of Orlando Magnificent Sunsets are the most popular ones.

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

    The best neighbourhoods for renting an apartment in Winter Garden are generally considered to be downtown Winter Garden, with its historic charm, and the area around the Winter Garden Village, which offers a mix of residential and commercial spaces. These areas are close to shops, restaurants, and attractions, making them convenient for daily life.
  • 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 is rich in history and culture. You should definitely visit the Winter Garden Heritage Museum, which tells the story of the city's founding and development. Another important site is the Winter Garden Historical Society, which preserves and showcases local historical artifacts. The Plant Street Market also has a strong cultural presence, with its eclectic mix of shops and restaurants.
  • What are the best apartments with a jacuzzi in Winter Garden, FL?

  • What makes Winter Garden, FL unique or famous?

    Winter Garden is known for its charming downtown area, with its historic buildings and vibrant Plant Street Market. It's also known for its beautiful parks and green spaces, including the Winter Garden Village, which offers a mix of shopping, dining, and entertainment. The city is also home to the scenic West Orange Trail, a popular spot for walking, biking, and rollerblading.
  • What are the best apartments for families and kids in Winter Garden, FL?

    The best apartments for families and kids in Winter Garden, FL are Your Enchanted *Downtown* Winter Garden Home, The Home Of Sweet Peace and Mid Century Hipster.

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

    Winter Garden has a limited public transportation system. The Lynx bus service operates in the city, but it's not as comprehensive as in larger cities. The best way to get around is by car, but there are also ride-sharing services available. If you're planning to explore the surrounding areas, you can also rent a car.
  • What are the best pet friendly apartments in Winter Garden, FL?

    The best pet friendly apartments in Winter Garden, FL are Your Enchanted *Downtown* Winter Garden Home, Mid Century Hipster and Mid Century Gem Near Theme Parks.

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

    Winter Garden has a great calendar of seasonal events and festivals. The annual Winter Garden Farmer's Market is a highlight, offering fresh local produce and artisanal goods. The Plant Street Market also hosts special events throughout the year, including live music performances and art shows. And don't forget the Winter Garden Christmas Parade, which is a festive event for the whole family.
  • 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.

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

    Apartments in Winter Garden typically include standard amenities such as central air conditioning, laundry facilities, and parking. Some may also offer additional amenities like swimming pools, fitness centres, and community rooms. It's best to check with individual landlords or property managers for specific details.

Popular destinations

Best Winter Garden, FL holiday apartments with air conditioning

Luxurious Condo Wprivate Balcony Amazing View - Winter Garden, FL
9.6 94 reviews

Luxurious Condo Wprivate Balcony Amazing View

apartment, Williamsburg
This apartment is located in Orlando, Florida, 2.7 kilometres from the Orange County Convention Center and 2.7 kilometres from SeaWorld Orlando, offering easy access to popular attractions. The apartment has received excellent ratings for its location, cleanliness, and overall user experience.
This spacious three-bedroom flat, spanning 195 square metres, provides ample room for families or groups. Guests can enjoy a range of amenities including a swimming pool, a jacuzzi, a terrace, a garden, a restaurant, a bar, a fitness centre, a tennis court, and parking.
Vcr4-308 - 3br Condo Next To Pool In Orlando - Winter Garden, FL
9.8 5380 reviews

Vcr4-308 - 3br Condo Next To Pool In Orlando

apartment, Williamsburg
This family-friendly apartment is located in Williamsburg, just a short distance from the bustling city centre, offering easy access to local attractions and amenities. The property consistently receives excellent ratings for its location, cleanliness, and overall guest experience.
The apartment comfortably accommodates families or groups with its three bedrooms, spanning 135 square metres. It offers a range of amenities, including a swimming pool, jacuzzi, terrace, garden, spa, fitness centre, tennis court, and parking facilities, ensuring a relaxing and enjoyable stay.
Epic Universe Beautiful Lakeview Condo, Vista Cay Orlando - 3013 - Winter Garden, FL
9.3 118 reviews

Epic Universe Beautiful Lakeview Condo, Vista Cay Orlando - 3013

apartment, Williamsburg
This family-friendly apartment is situated in Williamsburg, just a short distance from the historic district and its iconic landmarks.
The 139 square metre apartment offers three bedrooms, two bathrooms, a fully equipped kitchen, and a host of amenities including a swimming pool, Jacuzzi, and fitness centre, making it ideal for families or groups of up to six guests.
Updated 4/2 Winter Garden Home 20 Min From Disney! - Winter Garden, FL
10 5 reviews

Updated 4/2 Winter Garden Home 20 Min From Disney!

apartment, Winter Garden
This Winter Garden flat is situated within the town's golf cart district, less than 1 kilometre from the town centre and a 20-minute drive from both Disney World and Universal Orlando Resort.
This 4-bedroom, 2-bathroom flat accommodates up to 8 guests with a king bed, two queen beds, and a triple bunk, featuring air conditioning, internet, a fully equipped kitchen with a dishwasher, and optional golf cart hire for local exploration.

Discover Pet-Friendly Holiday Apartments in Winter Garden, FL

A great holiday apartment in Winter Garden, FL makes all the difference, and you have plenty of quality options to choose from here.

Efficiency Apt Near Downtown & Bike Trail, Apt #6 - Winter Garden, FL
No reviews

Efficiency Apt Near Downtown & Bike Trail, Apt #6

apartment, Winter Garden
This studio apartment is located in Winter Garden, directly opposite the West Orange Bike Trail and a short 500-meter walk from the historic downtown area.
This property offers accommodation for two guests with a queen bed, a kitchenette, Wi-Fi, air conditioning, and complimentary parking, just 32 kilometres from Walt Disney World and 24 kilometres from Universal Studios.
Updated 4-bedroom Winter Garden House In Golf Cart District 20 Min From Disney - Winter Garden, FL
10 4 reviews

Updated 4-bedroom Winter Garden House In Golf Cart District 20 Min From Disney

apartment, Winter Garden
This four-bedroom, two-bathroom flat is situated in Winter Garden's golf cart district, less than 1.6 kilometres from the town centre and a 32-kilometre drive from Magic Kingdom® Park and Universal Studios.
This 186 square metre residence accommodates up to eight guests, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace, and parking, with optional golf cart hire available for exploring the area.
Enchanted 3 Bedroom Home Near Downtown Winter Garden - Winter Garden, FL
9.5 129 reviews

Enchanted 3 Bedroom Home Near Downtown Winter Garden

house, Winter Garden
This non-smoking villa is located in Winter Garden, a mere 500 meters from a theme park, with convenient access to the Central Florida Railroad Museum, Garden Theatre, Isleworth Golf and Country Club, and Walt Disney World®.
This 116-square-meter detached house offers accommodation for up to 8 guests across 3 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, complimentary Wi-Fi, air conditioning, a private garden, and is ideal for families seeking outdoor activities such as cycling, kayaking, and water skiing.
Epic Universe New Beautiful Lakeview Condo Near The Parks - 1026 - Winter Garden, FL
9.7 3 reviews

Epic Universe New Beautiful Lakeview Condo Near The Parks - 1026

apartment, Williamsburg
This three-bedroom, two-bathroom apartment in Orlando's Williamsburg district is conveniently located 2.9 kilometres from the Orange County Convention Centre and 3.2 kilometres from SeaWorld Orlando, with Universal Studios' Islands of Adventure 9.8 kilometres away.
Offering 214 square metres of space for up to 11 guests, this pet-friendly residence features a fully equipped kitchen, air conditioning, and access to a swimming pool, jacuzzi, and fitness centre, with lake views and on-site children's play equipment enhancing the stay.