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Winter Garden, FL apartments
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95 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.

Stay A While - Winter Garden, FL
9.8 168 reviews
Winter Garden, FL
29/07 – 31/08
£78/nighttotal: £2574 (33 )

Stay A While

1 2
apartment , Winter Garden
This one-bedroom flat in Winter Garden is located just 40 kilometres from Orlando International Airport and a 25-minute drive from theme parks and nightlife. The apartment is rated excellent for location, cleanliness, and user experience.
The flat has a spacious, open layout and comfortably accommodates up to five guests. Amenities include a shared swimming pool, a garden, dedicated parking, and a kitchen with a fridge and microwave.
Lakefront Getaway! Close To Everything! - Winter Garden, FL
10 8 reviews
Winter Garden, FL
26/06 – 02/07
£220/nighttotal: £1320 (6 )

Lakefront Getaway! Close To Everything!

1 5
apartment , Oakland
This three-bedroom, two-bathroom flat is located in Oakland, offering lakefront living with direct access to paddleboarding and a lakeside fire pit, just 1.6 kilometres from the West Orange Trail and under 1.6 kilometres from Costco and local shops.
This property accommodates up to eight guests and features air conditioning, internet, a kitchen, parking, and a barbecue grill, with daily views of Disney fireworks.
2701 The Enclave Orlando: A Magical Retreat - Winter Garden, FL
10 1 review
Winter Garden, FL
26/06 – 02/07
£181/nighttotal: £1086 (6 )

2701 The Enclave Orlando: A Magical Retreat

2 4
apartment , Orlando
This Orlando condo is situated in the International Drive District, offering waterfront views and convenient access to Universal Studios Florida and Universal's Islands of Adventure, both less than 3.2 kilometres away, and within a short drive of SeaWorld Orlando and Walt Disney World Resort.
This family-friendly apartment boasts 54 square metres of living space with two bedrooms and two bathrooms, accommodating up to seven guests, and features a unique Harry Potter-themed bunk bedroom alongside community amenities including a swimming pool, hot tub, and fitness centre.
Winter Garden Charm, Near Disney - Winter Garden, FL
8.8 3 reviews
Winter Garden, FL
29/07 – 31/08
£174/nighttotal: £5742 (33 )

Winter Garden Charm, Near Disney

1 2
apartment , Winter Garden
This Winter Garden apartment, situated on Plant Street, offers easy access to Winter Garden's historic downtown area, with its restaurants and boutiques, and is within a 32km radius of Walt Disney World.
The 1100 square metre (approx. 11840 sq ft) property features a modern two-bedroom, two-bathroom layout, accommodating up to four guests and includes a swimming pool, terrace, parking, and a fully equipped kitchen with a fridge, microwave, and dishwasher.

Best Winter Garden, FL holiday apartments with a kitchen

29 - Universal, International Dr,convention Center - Winter Garden, FL
9.5 161 reviews
Winter Garden, FL
19/10 – 26/10
£126/nighttotal: £882 (7 )

29 - Universal, International Dr,convention Center

2 3
apartment , Orlando
This two-bedroom apartment is situated on International Drive, a bustling area in Orlando, within easy reach of Universal Studios, SeaWorld, and the Convention Center. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment is perfect for families or groups of up to five guests, offering comfortable sleeping arrangements and a fully equipped kitchen. It boasts a range of amenities including a swimming pool, Jacuzzi, fitness centre, and free parking, making it an ideal base for exploring Orlando's attractions.
Updated 4-bedroom Winter Garden House In Golf Cart District 20 Min From Disney - Winter Garden, FL
10 4 reviews
Winter Garden, FL
26/06 – 02/07
£255/nighttotal: £1530 (6 )

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

4 4
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.
Clermont Home Just 18 Minutes From Walt Disney World® Resort - Winter Garden, FL
10 4 reviews
Winter Garden, FL
26/06 – 02/07
£130/nighttotal: £780 (6 )

Clermont Home Just 18 Minutes From Walt Disney World® Resort

3 5
apartment , Horizon West
This three-bedroom, two-bathroom holiday home, offered as 'Clermont Home Just 18 Minutes From Walt Disney World® Resort', is situated in Horizon West, Florida, approximately 3 km from Lake Louisa State Park and within 10 km of Northeast Regional Park and Lake Davenport.
The 8-guest property boasts a fully equipped kitchen, in-house laundry, barbecue facilities, a swimming pool, and terrace, alongside convenient amenities such as a Smart TV and coffee maker, making it ideal for families seeking a self-catering base for exploring the local parks and attractions.
Newly Renovated Lakeview Vista Cay Condo - Winter Garden, FL
9.4 136 reviews
Winter Garden, FL
19/10 – 26/10
£157/nighttotal: £1099 (7 )

Newly Renovated Lakeview Vista Cay Condo

1 3
apartment , Williamsburg
This apartment is situated in Orlando, just 2.9 kilometres from the Orange County Convention Center, offering easy access to major attractions like the Wheel at ICON Park Orlando and SeaWorld Orlando. The property has received excellent ratings for location, cleanliness, and user experience.
The apartment is spacious, measuring 191 square metres, and is suitable for families and groups. Guests can enjoy a range of amenities including a swimming pool, jacuzzi, terrace, garden, bar, fitness centre, tennis court, and parking.

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.

Destinations nearby

Best Winter Garden, FL holiday apartments with air conditioning

Stylish 2br • Pool & Gym • Minutes To Disney - Winter Garden, FL
8.8 5 reviews
Winter Garden, FL
26/06 – 02/07
£207/nighttotal: £1242 (6 )

Stylish 2br • Pool & Gym • Minutes To Disney

1 4
apartment , Winter Garden
This two-bedroom flat is centrally located in Downtown Winter Garden, a short walk from the historic Winter Garden Theatre and Plant Street Market, and 1.3 kilometres from the West Orange Trail.
This property offers a swimming pool, fitness centre, and parking, with accommodation for up to five guests and modern amenities including air conditioning and internet.
Condo Near Universal Studios With Pool & Hot Tub - Winter Garden, FL
10 1 review
Winter Garden, FL
26/06 – 02/07
£91/nighttotal: £546 (6 )

Condo Near Universal Studios With Pool & Hot Tub

1 5
apartment , Orlando
This Orlando condominium is conveniently located 3.2 kilometres from Universal Studios Florida and the Orange County Convention Centre, with The Wheel at Icon Park Orlando a 17-minute walk away.
This 50-square-metre flat accommodates up to 11 guests, offering a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, hot tub, garden, and private parking, with accessibility features for disabled guests.
Lovely Third-floor Vista Cay Resort Condo - Winter Garden, FL
9.3 149 reviews
Winter Garden, FL
19/10 – 26/10
£158/nighttotal: £1106 (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.
New! Fabulous Vista Cay Luxury Dream Near All Theme Parks, And Walk To The Convention Center - Winter Garden, FL
9.7 635 reviews
Winter Garden, FL
19/10 – 26/10
£161/nighttotal: £1127 (7 )

New! Fabulous Vista Cay Luxury Dream Near All Theme Parks, And Walk To The Convention Center

3 3
apartment , Williamsburg
This three-bedroom apartment is situated in Orlando, Florida, just a short distance from the Orange County Convention Center, ICON Park, and SeaWorld. The apartment has received excellent ratings for location, cleanliness, and user experience.
The apartment is spacious and comfortable, offering ample room for families or groups of friends. Guests can enjoy a wide range of amenities, including a swimming pool, Jacuzzi, fitness centre, and tennis court, as well as a restaurant and bar on-site.

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.

Updated 4/2 Winter Garden Home 20 Min From Disney! - Winter Garden, FL
10 3 reviews
Winter Garden, FL
26/06 – 02/07
£285/nighttotal: £1710 (6 )

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

1 4
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.
New Modern Vista Cay Reserve Condo - 6003 - Winter Garden, FL
9.6 52 reviews
Winter Garden, FL
26/06 – 02/07
£296/nighttotal: £1776 (6 )

New Modern Vista Cay Reserve Condo - 6003

3 4
apartment , Williamsburg
This Williamsburg apartment, ideally located near Universal Boulevard, offers easy access to Universal Studios and Islands of Adventure.
The 116 square metre property features three bedrooms, two bathrooms, sleeps eight guests, and includes a swimming pool, spa, and on-site parking.
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
£781/nighttotal: £4686 (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.
Hook's Cabin- Lake & Pool Near Disney A-frame - Winter Garden, FL
9.8 7 reviews
Winter Garden, FL
19/10 – 26/10
£134/nighttotal: £938 (7 )

Hook's Cabin- Lake & Pool Near Disney A-frame

2 3
apartment , Clermont
Hook's Cabin is located in the gated community of Vacation Village in Clermont, just 25 minutes from Disney and other Orlando theme parks and 5 miles from the National Training Center, offering a peaceful escape close to all the excitement. The cabin has two bedrooms and two bathrooms, sleeping up to eight guests comfortably in its 88 square metres of space. Guests can enjoy a private lake access, a heated Olympic-sized pool, tennis and basketball courts, playgrounds, a modern kitchen with stainless steel appliances, a peaceful outdoor patio, and a spa.
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