Find short term rentals in Winter Garden, FL at the best prices

85 available short term rental offers

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Winter Garden, FL short term rentals
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Best Short term and Weekly rentals in Winter Garden, FL

Best family friendly Winter Garden, FL Short term rentals

Among the 85 accommodations in Winter Garden, FL, here are the 4 best family friendly rentals

Lakefront Getaway! Close To Everything! - Winter Garden, FL
10 8 reviews
Winter Garden, FL
26/06 – 02/07
$412/nighttotal: $2472 (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.
Vcr4-308 - Deluxe Condo - Convention Center - Winter Garden, FL
9.8 5166 reviews
Winter Garden, FL
29/07 – 31/08
$266/nighttotal: $8778 (33 )

Vcr4-308 - Deluxe Condo - Convention Center

4 2
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.
Vista Cay 3 Bedroom  Just Across From Epic!! - Winter Garden, FL
9.2 76 reviews
Winter Garden, FL
29/07 – 31/08
$264/nighttotal: $8712 (33 )

Vista Cay 3 Bedroom Just Across From Epic!!

3 2
apartment , Williamsburg
This apartment is located at the Vista Cay resort, just a short distance from the many historical attractions of Williamsburg. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment provides comfortable accommodation for a large group or family, with a king-size bed in the master bedroom, a queen-size bed in the second bedroom, and two double beds in the third bedroom. Guests have access to a wide range of amenities, including a swimming pool, a Jacuzzi, a fitness centre, a concierge service, and a host of other activities for families.
Walkable Winter Garden Bungalow: 3 Blocks To Dtwn - Winter Garden, FL
9.8 172 reviews
Winter Garden, FL
29/07 – 31/08
$181/nighttotal: $5973 (33 )

Walkable Winter Garden Bungalow: 3 Blocks To Dtwn

1 2
house , Winter Garden
This modern bungalow is situated in Orlando, just a short drive from Winter Garden, making it ideal for exploring both the vibrant city centre and the charming town. The property has received excellent ratings for its location, cleanliness, and overall user experience.
This one-bedroom holiday home, spanning 59 square metres, comfortably accommodates up to four guests. The property features a fully equipped kitchen, a private patio, a gas barbecue, and free Wi-Fi, ensuring a relaxing and enjoyable stay.

Best Winter Garden, FL lodging with a kitchen

Modern Luxury Unit In Beautiful Down Town Winter Garden With Wifi, Cable & Pool - Winter Garden, FL
9.8 17 reviews
Winter Garden, FL
29/07 – 31/08
$184/nighttotal: $6072 (33 )

Modern Luxury Unit In Beautiful Down Town Winter Garden With Wifi, Cable & Pool

1 2
apartment , Winter Garden
This ground-floor flat is located in Winter Garden's town centre, just 320 metres from local restaurants, entertainment, and the West Orange Trail, and under 48 kilometres from Universal Studios Florida, SeaWorld, and Orlando International Premium Outlets.
The 85 square metre apartment accommodates up to four guests with a king bed and a queen mattress, offering a full kitchen, fast WiFi, two televisions, air conditioning, a swimming pool, spa, fitness room, and parking.
Orlando Comfort Close To Top Attractions - Winter Garden, FL
Winter Garden, FL
26/06 – 02/07
$225/nighttotal: $1350 (6 )

Orlando Comfort Close To Top Attractions

1 5
apartment , Orlando
This Orlando flat offers convenient access to major attractions, located a 17-minute walk from The Wheel At Icon Park and 3.06 kilometres from Universal Studios' Islands of Adventure.
This air-conditioned one-bedroom apartment, covering 50 square metres, accommodates up to nine guests and features a fully equipped kitchen with a dishwasher, complimentary on-site parking, free Wi-Fi, and access to a shared pool.
Fire Pit & Yard: Updated Winter Garden Home! - Winter Garden, FL
9.6 37 reviews
Winter Garden, FL
29/07 – 31/08
$350/nighttotal: $11550 (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.
Winter Garden Guest Suite - Winter Garden, FL
10 32 reviews
Winter Garden, FL
29/07 – 31/08
$142/nighttotal: $4686 (33 )

Winter Garden Guest Suite

1 2
B&B , Winter Garden
This Winter Garden guest suite is situated in a peaceful residential neighbourhood, a short walk (approx. 0.8km) from Winter Garden's downtown area, the West Orange Trail, and about 0.8km from Lake Apopka.
The self-catering studio offers a private entrance, sleeps two, includes a kitchenette with fridge and microwave, a small fenced patio, and Smart TV with streaming services; nearby attractions include the Farmer's Market and Music on the Plaza.

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Best Winter Garden, FL lodging with laundry available

Luxury Winter Garden Getaway Near Disney And Parks - Winter Garden, FL
9.7 147 reviews
Winter Garden, FL
29/07 – 31/08
$273/nighttotal: $9009 (33 )

Luxury Winter Garden Getaway Near Disney And Parks

1 2
apartment , Winter Garden
This newly renovated Winter Garden house is located a short walk (less than 1 km) from local shops, restaurants, and a farmers' market, and within a few minutes' drive (approximately 20-30 km) of Walt Disney World Resort and Universal Orlando Resort.
Sleeping eight guests, the property boasts three bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, a spacious living room, a private garden with patio, free high-speed internet, and parking; plus golf cart and bike rentals are available nearby.
Cozy 2 Bedroom Apartment In  Winter Garden With Fast Wifi, Pool & Fitness Room - Winter Garden, FL
10 6 reviews
Winter Garden, FL
26/06 – 02/07
$533/nighttotal: $3198 (6 )

Cozy 2 Bedroom Apartment In Winter Garden With Fast Wifi, Pool & Fitness Room

2 5
apartment , Winter Garden
This 109 square metre flat in Winter Garden is situated 27 kilometres from the Kia Centre and 37 kilometres from Magic Kingdom Park, offering convenient access to local attractions.
This residence accommodates up to six guests and features two bedrooms, two bathrooms, a fully equipped kitchen with a microwave and dishwasher, air conditioning, and on-site parking.
~ 12 Mi To Disney: Downtown Winter Garden Cottage! - Winter Garden, FL
9.7 170 reviews
Winter Garden, FL
29/07 – 31/08
$276/nighttotal: $9108 (33 )

~ 12 Mi To Disney: Downtown Winter Garden Cottage!

2 2
house , Winter Garden
This Downtown Winter Garden Cottage is located in Winter Garden, Florida, just a short drive from Orlando's main attractions like Disney's Magic Kingdom and Universal Studios. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The cottage offers two bedrooms and a bathroom across 81 square metres, comfortably accommodating up to four guests. Guests can enjoy a range of amenities including air conditioning, free Wi-Fi, a fully equipped kitchen, a garden, a spa, and parking.
1 Bedroom Apartment Near Disney And Universal - Winter Garden, FL
Winter Garden, FL
26/06 – 02/07
$251/nighttotal: $1506 (6 )

1 Bedroom Apartment Near Disney And Universal

1 5
apartment , Lake Buena Vista
This one-bedroom flat in Lake Buena Vista offers convenient access, being a mere 800 metres from the Disney Parks and Vineland Outlet, and approximately 2.4 kilometres from Universal Studios and International Drive.
This spacious suite accommodates up to six guests, featuring two queen beds and a queen sofa bed, a fully equipped kitchen, separate living and sleeping areas with televisions, and complimentary access to the swimming pool and gym.

Best Winter Garden, FL lodging with air conditioning

Stylish 2br • Pool & Gym • Minutes To Disney - Winter Garden, FL
Winter Garden, FL
26/06 – 02/07
$326/nighttotal: $1956 (6 )

Stylish 2br • Pool & Gym • Minutes To Disney

2 5
apartment , Winter Garden
This two-bedroom flat is situated in Orlando, approximately 19-21 kilometres from prominent attractions such as Camping World Stadium, Universal Studios' Islands of Adventure, and The Wizarding World of Harry Potter.
This 104 square metre apartment accommodates up to eight guests and features a fully equipped kitchen with a dishwasher, air conditioning, free WiFi, a garden with a children's playground and outdoor fireplace, a year-round outdoor pool, a gym, and direct access to a terrace and balcony.
Lilac Loft- Lake, Pool, Pickle Ball, Disney, Fun! - Winter Garden, FL
10 13 reviews
Winter Garden, FL
26/06 – 02/07
$256/nighttotal: $1536 (6 )

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

2 5
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.
Luxury 1br • Pool & Gym • Close To Downtown - Winter Garden, FL
Winter Garden, FL
29/07 – 31/08
$139/nighttotal: $4587 (33 )

Luxury 1br • Pool & Gym • Close To Downtown

1 2
apartment , Winter Garden
This Orlando flat is situated 19 kilometres from Camping World Stadium and The Wizarding World of Harry Potter, and 34 kilometres from Orlando International Airport.
This 85 square metre apartment accommodates up to 7 guests, featuring 1 bedroom, 1 bathroom, a fully equipped kitchen, air conditioning, a terrace, a swimming pool, a fitness centre, and a children's playground, with free Wi-Fi provided.
Updated 4/2 Winter Garden Home 20 Min From Disney! - Winter Garden, FL
10 3 reviews
Winter Garden, FL
26/06 – 02/07
$467/nighttotal: $2802 (6 )

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

1 5
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.
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