Rustic Hideaway - Modern Estate - Great Location + Pet Friendly!
5 2
house , Windermere
This Windermere estate, located near Winter Garden Village (approximately 13km away), offers easy access to major theme parks (32km), golf courses (16km), and various lakes within a 5-32km radius. This 264 square metre property sleeps up to 11 guests in five bedrooms with smart TVs, boasts a spa, private garden with fire pit and BBQ, plus ample indoor games including ping-pong and shuffleboard; nearby Windermere Recreational Park is just 3 minutes away.
Winter Garden, FL
26/06 – 02/07
690 ﺩ.ﺇ/nighttotal: 4140 ﺩ.ﺇ (6 )
Cottage-pvt Lake & Pool Access Near Disney Wporch
2 5
house , Clermont
This Castle Hill holiday home is located 27 kilometres from Disney's Magic Kingdom and 29 kilometres from Disney's Blizzard Beach Water Park. This 67 square metre holiday let offers two bedrooms, two bathrooms and accommodates up to 11 guests, featuring a private lake and pool, a fully equipped kitchen with a dishwasher and oven, air conditioning, and complimentary Wi-Fi and parking.
Winter Garden, FL
26/06 – 02/07
1218 ﺩ.ﺇ/nighttotal: 7308 ﺩ.ﺇ (6 )
Last Minute Disney Getaway! Luxury Villa With Private Patio. Book Now! #115911
5 5
house , Windermere
This Windermere holiday home is situated in southwest Orange County, Florida, 4km from Lake Butler, 0.16km from the Windermere Farmers' Market, and within 4.6km of several golf courses including the Isleworth Golf & Country Club. The five-bedroom, four-bathroom property sleeps up to 11 guests, offering a fully equipped kitchen, alfresco dining, indoor games (shuffleboard, foosball), a fireplace, covered patio, private patio with table tennis, and a balcony terrace; plus a mid-stay clean for bookings over 28 days and pet-friendly accommodation (fees apply, pets must be approved).
Winter Garden, FL
29/07 – 31/08
917 ﺩ.ﺇ/nighttotal: 30261 ﺩ.ﺇ (33 )
Beautiful Condo, Near Epic Universe And Occc-2018 By Vista Cay Resort
1 2
house , Williamsburg
This Orlando condominium is located 1.9 kilometres from Universal Epic Universe and 5.9 kilometres from Universal Studios' Islands of Adventure, offering convenient access to theme parks, and is also 3.9 kilometres from SeaWorld Orlando and 4.7 kilometres from SeaWorld's Discovery Cove. This spacious 214 square metre property sleeps up to 13 guests and features a fully equipped kitchen, air conditioning, a swimming pool, a hot tub, and free WiFi, with the Orange County Convention Centre just 1.9 kilometres away, ideal for business travellers.
Winter Garden, FL
29/07 – 31/08
999 ﺩ.ﺇ/nighttotal: 32967 ﺩ.ﺇ (33 )
Last Minute Disney Getaway! Luxury Villa With Private Pool. Book Now! #102051
3 2
house , Williamsburg
This Orlando property, situated within the Vista Cay Resort, offers convenient access to major theme parks; it's under 16km from Walt Disney World, and within 8km of Universal Studios and SeaWorld. The three-bedroom, two-bathroom condo, sleeping up to six guests, boasts a fully equipped kitchen, private balcony, and access to resort amenities including a pool, fitness centre, and game room; complimentary Wi-Fi and parking are also provided.
Winter Garden, FL
29/07 – 31/08
690 ﺩ.ﺇ/nighttotal: 22770 ﺩ.ﺇ (33 )
Festival Resort 98 - Two Bedroom Apartment, Sleeps 4
2 2
house , Orlando
This two-bedroom apartment, sleeping four, is situated in Orlando's International Drive district, 8km from Walt Disney World Resort, 26km from Universal Studios Florida, and 40km from Orlando International Airport. The 1230 square metre property boasts a fully equipped kitchen, private balcony, swimming pool access, and resort amenities including a fitness centre and children's splash park; making it ideal for families visiting Orlando's theme parks.
9.0 1 review
Winter Garden, FL
26/06 – 02/07
1445 ﺩ.ﺇ/nighttotal: 8670 ﺩ.ﺇ (6 )
1-acre Backyard & Gym: Spacious Apopka Escape!
4 5
house , Forest City
This spacious house is located in Apopka, just 16 kilometres from Orlando's Amway Center and Church Street Station, offering a peaceful retreat in a suburban setting. The property spans 279 square metres, providing ample space for up to 19 guests across four bedrooms and three bathrooms. The house is equipped with a fully fitted kitchen, a private gym, a large backyard, and free Wi-Fi, ensuring a comfortable and enjoyable stay. Guests can also benefit from the convenient location, allowing easy access to Orlando's attractions and theme parks.
8.8 16 reviews
Winter Garden, FL
26/06 – 02/07
1365 ﺩ.ﺇ/nighttotal: 8190 ﺩ.ﺇ (6 )
Resort Style Family Friendly Vacation Villa
3 5
house , Williamsburg
This three-bedroom Williamsburg villa, offered as a "Resort Style Family Friendly Vacation Villa", is conveniently located within 3.2 kilometres of Shingle Creek Golf Course and Aquatica, and within 4.8 kilometres of the Orange County Convention Center and ICON Park. The self-catering property sleeps eight guests and boasts a private balcony, free Wi-Fi, a fully equipped kitchen, an outdoor pool, a fitness centre, and a games room, ensuring a comfortable and enjoyable family stay.
10 6 reviews
Winter Garden, FL
26/06 – 02/07
1449 ﺩ.ﺇ/nighttotal: 8694 ﺩ.ﺇ (6 )
Luxury Villa, Sleeps 8, Steps To Epic Universe, Pool+resort
3 5
house , Williamsburg
This three-bedroom, four-bathroom Orlando holiday home is conveniently located near major theme parks, within approximately 32 kilometres of both Disney World and Universal Orlando Resort, and is also within walking distance of the Orange County Convention Center. This self-catering property sleeps six guests and boasts a fully equipped kitchen, private in-unit laundry facilities, complimentary parking, and resort amenities including a swimming pool, jacuzzi, and gym; two bedrooms even feature en-suite hot tubs.
Winter Garden, FL
29/07 – 31/08
824 ﺩ.ﺇ/nighttotal: 27192 ﺩ.ﺇ (33 )
7 Mi To Disney World: Orlando Home W/ Private Pool
3 2
house , Doctor Phillips
This Doctor Phillips holiday home is situated approximately 11 kilometres from Walt Disney World Resort and 6.6 kilometres from Universal Studios Florida and Islands of Adventure. This three-bedroom property boasts 151 square metres of floor space, a private pool, free Wi-Fi, and comfortably accommodates up to 19 guests, offering a fully equipped kitchen with dishwasher and microwave.
10 13 reviews
Winter Garden, FL
29/07 – 31/08
712 ﺩ.ﺇ/nighttotal: 23496 ﺩ.ﺇ (33 )
Dtwn Winter Garden Home: 12 Mi To Disney!
3 2
cottage , Winter Garden
This Winter Garden holiday home is situated less than 1km from Winter Garden's town centre, offering easy access to the farmers' market and restaurants, and within 24km of Walt Disney World Resort and 23km of Universal Studios Florida. The 111 square metre property sleeps seven guests across three bedrooms and two bathrooms, boasting a private garden, spa, Wi-Fi, and a well-equipped kitchen with dishwasher, plus off-street parking.
8.3 14 reviews
Winter Garden, FL
29/07 – 31/08
581 ﺩ.ﺇ/nighttotal: 19173 ﺩ.ﺇ (33 )
Welcome To The Farm House! Excellent Location, Pet Friendly!
1 2
house , Lake Butler
This antique farmhouse is located in a rural area near Windermere, Florida, just a 20-minute drive from Universal Studios and Disney World. The property has received very good user ratings, with good ratings for location and cleanliness. The farmhouse offers three bedrooms, two bathrooms, and can accommodate up to 11 guests in its 262 square metres of space. You can enjoy a range of amenities, including a modern kitchen, a gym, a spacious garden, a terrace, and a spa, making it ideal for families or groups seeking a relaxing retreat.
Best Winter Garden, FL villas and beach houses with a pool
Among the 30 accommodations in Winter Garden, FL, here are the 4 best villas and beach houses with a pool
8.0 3 reviews
Winter Garden, FL
26/06 – 02/07
636 ﺩ.ﺇ/nighttotal: 3816 ﺩ.ﺇ (6 )
Charming Villa Near Disney, Pool, 4 Beds, Sleeps 5
2 5
house , Clermont
This lakefront villa in Clermont's Vacation Village neighbourhood is situated within a gated community, offering a 48 kilometre drive to major theme parks such as Magic Kingdom® Park and Walt Disney World® Resort, and is adjacent to Lake Louisa State Park. This family-friendly holiday home accommodates six guests, featuring two bedrooms, one bathroom, air conditioning, a swimming pool, a jacuzzi, and a kitchen equipped with a fridge, microwave oven, and dishwasher, with community amenities including shuffleboard, tennis, and basketball courts.
8.0 1 review
Winter Garden, FL
29/07 – 31/08
18733 ﺩ.ﺇ/nighttotal: 618189 ﺩ.ﺇ (33 )
Last Minute Disney! Private Pool, Hot Tub, Game Room & Themed Bedrooms. Book Now! #124761
10 2
house , Williamsburg
This ten-bedroom Orlando villa, near SeaWorld (3.2km), Disney World (8km), and Universal Studios (11km), offers convenient access to major theme parks. Sleeping up to 26 guests, the property boasts a private pool, hot tub, games room, home cinema, and fully equipped kitchen; resort amenities include a fitness centre and café.
10 5 reviews
Winter Garden, FL
26/06 – 02/07
759 ﺩ.ﺇ/nighttotal: 4554 ﺩ.ﺇ (6 )
Hope Home
2 5
house , Clermont
Hope Home, a two-bedroom house in Clermont, Florida, is situated approximately 27 kilometres from Walt Disney World's Magic Kingdom and 34 kilometres from Disney's Animal Kingdom. This 88 square metre property sleeps nine guests and boasts a private pool, terrace, garden, free Wi-Fi, and a fully equipped kitchen including a dishwasher; on-site parking is also provided.
9.4 26 reviews
Winter Garden, FL
26/06 – 02/07
671 ﺩ.ﺇ/nighttotal: 4026 ﺩ.ﺇ (6 )
88 M² House ∙ 2 Bedrooms ∙ 5 Guests
2 5
house , Clermont
This three-bedroom A-frame house in Vacation Village, Clermont, Florida, is situated approximately 32 kilometres from Walt Disney World and other major theme parks, offering deeded lakefront access. The 87-square-metre property features a fully equipped kitchen, two bathrooms, a private deck, swimming pool, spa and accommodates up to five guests, with access to community amenities including pickleball and shuffleboard courts.
Best family friendly Winter Garden, FL villas and beach houses
Among the 30 accommodations in Winter Garden, FL, here are the 4 best family friendly villas and beach houses
9.6 9 reviews
Winter Garden, FL
26/06 – 02/07
1864 ﺩ.ﺇ/nighttotal: 11184 ﺩ.ﺇ (6 )
Best Of Both Worlds Lakehouse
4 5
house , Forest City
This lakeside property is located in Orlando, Florida, just 16 kilometres from both Camping World Stadium and Amway Center, offering easy access to the city's attractions. The house has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience. The spacious four-bedroom, three-bathroom dwelling provides ample space for up to 15 guests, spanning 269 square metres. Guests can enjoy a range of amenities including a fully equipped kitchen, a bar, a tennis court, and access to water sports facilities, making it ideal for families or groups seeking a relaxing and active holiday.
Winter Garden, FL
29/07 – 31/08
4148 ﺩ.ﺇ/nighttotal: 136884 ﺩ.ﺇ (33 )
Marriott's Harbour Lake, Orlando (2 Bedroom)
2 2
house , Williamsburg
This two-bedroom, two-bathroom villa in Orlando, Florida offers convenient access to the Orange County Convention Centre (within 5km), Aquatica water park (within 5km), and Orlando Vineland Premium Outlets (within 5km), as well as Pointe Orlando (4.4km). The property sleeps six guests and boasts a fully equipped kitchen with microwave and dishwasher, a private swimming pool, tennis court, spa, and concierge service, alongside free Wi-Fi.
Winter Garden, FL
26/06 – 02/07
841 ﺩ.ﺇ/nighttotal: 5046 ﺩ.ﺇ (6 )
Fun! Poollake Near Disney Fast Wifi Pickleball
2 5
house , Clermont
This holiday home is located in Clermont, 26 kilometres from Magic Kingdom and 27 kilometres from other Walt Disney World parks, with Blizzard Beach Water Park 27 kilometres away. This 67 square metre villa offers accommodation for up to 9 guests in 2 bedrooms and 2 bathrooms, featuring a private swimming pool, complimentary high-speed WiFi, a fully equipped kitchen, and barbecue facilities.
Winter Garden, FL
29/07 – 31/08
4084 ﺩ.ﺇ/nighttotal: 134772 ﺩ.ﺇ (33 )
Marriott's Harbour Lake, Orlando (1 Bedroom)
1 2
house , Williamsburg
This Williamsburg house, perfect for families, offers a convenient location with easy access to local attractions. The one-bedroom, one-bathroom property sleeps four guests and boasts a swimming pool, spa, and tennis court, alongside a fully equipped kitchen including a microwave and dishwasher.
Frequently Asked Questions about villa rentals in Winter Garden, FL
What are the must-see attractions in Winter Garden, FL?
Winter Garden is full of charming places to visit. You've got to see the historic Winter Garden Village, with its beautiful architecture and shops. The Plant Street Market is a must-visit for its unique local vendors and restaurants. And don't forget the beautiful Winter Garden Heritage Museum, which showcases the city's rich history.
What are the best villa rentals in Winter Garden, FL?
What indoor activities for families are available in Winter Garden, FL on rainy days?
On rainy days, head to the Winter Garden Recreation Complex for some indoor fun. They have a great indoor playground and a pool. The Winter Garden Library is also a great option for families, with a dedicated children's section and regular storytime events.
What are the best villa rentals with a pool in Winter Garden, FL?
What are the best activities in Winter Garden, FL?
Winter Garden has a lot to offer! You can take a scenic boat ride on Lake Apopka, explore the trails at the West Orange Trail, or relax and enjoy the beautiful gardens at the Winter Garden Botanical Gardens. There's something for everyone!
What are the best villa rentals with a jacuzzi in Winter Garden, FL?
What are the advantages of renting a house or a villa in Winter Garden, FL
Renting a house or villa in Winter Garden gives you more space and privacy than a hotel. You can often find rentals with private pools and gardens, perfect for families or groups. Plus, you can cook your own meals, saving money and giving you more flexibility.
What are the best villa rentals for families and kids in Winter Garden, FL?
What food festivals or culinary events take place in and around Winter Garden, FL?
Winter Garden hosts several food events throughout the year. One of the most popular is the Winter Garden Farmer's Market, held every Saturday morning. You can also find food trucks and festivals at the Plant Street Market throughout the year.
What are the best pet friendly villa rentals in Winter Garden, FL?
What exclusive experiences are available when visiting Winter Garden, FL?
For a truly unique experience, book a private tour of the historic Winter Garden Village. You can also go on a guided hike through the Wekiwa Springs State Park, which is just a short drive away from Winter Garden.
What are the best villa rentals with parking in Winter Garden, FL?
Which part of Winter Garden, FL would be ideal for a villa rental?
The areas around the Winter Garden Village and the Plant Street Market are popular choices for villa rentals. They offer easy access to shops, restaurants, and attractions. You can also find beautiful villas in the more residential areas, which offer more peace and quiet.
Destinations nearby
Best Winter Garden, FL houses with parking
9.4 4873 reviews
Winter Garden, FL
26/06 – 02/07
1459 ﺩ.ﺇ/nighttotal: 8754 ﺩ.ﺇ (6 )
4br 2bath Condo Balcony 5min Conv Center 2020ft
3 5
house , Williamsburg
This 3-bedroom condo is located in Orlando, Florida, just 2 miles from SeaWorld Orlando and 2.1 miles from the Orange County Convention Center, offering easy access to a variety of attractions and activities. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience. The condo provides ample space for families or groups of friends, with a fully equipped kitchen, a washing machine, and free Wi-Fi. It also features a private balcony, a fitness room, concierge service, a swimming pool, a jacuzzi, a tennis court, and a restaurant and bar on site, ensuring a comfortable and enjoyable stay.
Winter Garden, FL
29/07 – 31/08
573 ﺩ.ﺇ/nighttotal: 18909 ﺩ.ﺇ (33 )
Modern & Bright Condo With A Balcony And Ac - Pool, Hot Tub, And Tennis Access
2 2
house , Orlando
This modern apartment is located in Orlando, 1.9 kilometres from The Wheel At Icon Park and 2.6 kilometres from Universal Studios' Islands of Adventure. This 54 square metre condo offers accommodation for up to 7 guests, featuring 2 bedrooms, 2 bathrooms, air conditioning, free WiFi, a fully equipped kitchen, and a private balcony, with access to a communal swimming pool, hot tub, and tennis courts, plus on-site parking.
8.0 1 review
Winter Garden, FL
26/06 – 02/07
690 ﺩ.ﺇ/nighttotal: 4140 ﺩ.ﺇ (6 )
Lilac Loft- Lake, Pool, Pickle Ball, Disney, Fun!
2 5
house , Clermont
This holiday home in Castle Hill, Clermont, is approximately 27-32 kilometres from major Disney attractions including Magic Kingdom, Walt Disney World, and the Wizarding World of Harry Potter. This 79-square-metre property offers 2 bedrooms, 2 bathrooms, a private swimming pool, a garden, tennis court, and parking, with complimentary WiFi and air conditioning.
Winter Garden, FL
26/06 – 02/07
1125 ﺩ.ﺇ/nighttotal: 6750 ﺩ.ﺇ (6 )
Orlando Home 6430: Purpose-driven A-frame Vacation Home
1 5
house , Clermont
This one-bedroom Clermont holiday home, situated 26km from Walt Disney World's Magic Kingdom and 31km from Disney's Boardwalk, offers convenient access to major Orlando attractions. The 944-square-metre property boasts two bathrooms, sleeps nine guests, and includes a fully equipped kitchen, private parking, a swimming pool, spa, fitness centre, and a terrace; nearby activities include visits to Blizzard Beach water park.
Best Winter Garden, FL houses with a garden
Winter Garden, FL
26/06 – 02/07
731 ﺩ.ﺇ/nighttotal: 4386 ﺩ.ﺇ (6 )
Pet Friendly Family Home Close To Everything
3 5
house , Horizon West
This pet-friendly Orlando holiday home in Horizon West, Florida, is situated approximately 21-24 kilometres from Walt Disney World's Animal Kingdom, Blizzard Beach water park, ESPN Wide World of Sports Complex, Hollywood Studios, and the Boardwalk. This three-bedroom property offers 116 square metres of living space, sleeping up to ten guests and including a fully equipped kitchen, in-house laundry, air conditioning, a garden, parking, and free Wi-Fi; nearby attractions include Disney parks.
Winter Garden, FL
29/07 – 31/08
932 ﺩ.ﺇ/nighttotal: 30756 ﺩ.ﺇ (33 )
Orlando-area Family Oasis W/ Lanai, Pool & Yard
6 2
house , South Apopka
This South Apopka holiday home is situated approximately 21 kilometres from Church Street Station and the Amway Center, and 26 kilometres from Universal Studios Florida and Camping World Stadium. This six-bedroom property boasts 232 square metres of floor space, a private pool, and can comfortably accommodate up to 27 guests, offering amenities including a fully equipped kitchen, free Wi-Fi, and ample parking.
9.4 54 reviews
Winter Garden, FL
29/07 – 31/08
915 ﺩ.ﺇ/nighttotal: 30195 ﺩ.ﺇ (33 )
Apopka Single-story Home W/ Private Lanai + Pool!
3 2
house , Apopka
This three-bedroom home is situated in Apopka, Florida, just 19 kilometres from Orlando attractions such as the Camping World Stadium, Amway Center, and Church Street Station. The property has received excellent ratings for location, cleanliness, and overall user experience. The 165 square metre house comfortably accommodates up to ten guests. Enjoy relaxing on the terrace or in the garden, taking a dip in the private pool, or preparing meals in the fully equipped kitchen.
Winter Garden, FL
29/07 – 31/08
580 ﺩ.ﺇ/nighttotal: 19140 ﺩ.ﺇ (33 )
25 Mi To Disney: Home W/ Shared Pool In Orlando
3 2
house , Pine Hills
This Pine Hills holiday home is situated approximately 16-19 kilometres from Orlando attractions including Camping World Stadium, the Amway Center, and Universal Studios Florida, offering easy access to theme parks and city amenities. This three-bedroom property boasts 113 square metres of floor space, accommodating up to six guests and featuring a fully equipped kitchen, air conditioning, a terrace, parking, and free Wi-Fi.