Villas and Beach houses in Winter Garden, FL

30 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Winter Garden, FL villas
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

30 Villa rentals in Winter Garden, FL

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

3-bedroom Villa In Enjoyable Orlando With Fitness Room, Ac, Wifi - Winter Garden, FL
Winter Garden, FL
29/07 – 31/08
1705 ﺩ.ﺇ/nighttotal: 56265 ﺩ.ﺇ (33 )

3-bedroom Villa In Enjoyable Orlando With Fitness Room, Ac, Wifi

1 2
house , Doctor Phillips
This three-bedroom, three-bathroom villa in Doctor Phillips, Orlando, offers convenient access to Arnold Palmer's Bay Hill Golf Club and Disney Springs.
Sleeping up to 12 guests, the property boasts a swimming pool, Jacuzzi, free WiFi, and a fitness room, alongside a microwave, dishwasher, and parking.
Festival Resort 98 - Two Bedroom Apartment, Sleeps 4 - Winter Garden, FL
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.
New 5br Villa Near Disney I Resort Lazy River - Winter Garden, FL
10 2 reviews
Winter Garden, FL
29/07 – 31/08
1552 ﺩ.ﺇ/nighttotal: 51216 ﺩ.ﺇ (33 )

New 5br Villa Near Disney I Resort Lazy River

5 2
house , Williamsburg
This non-smoking villa is located in Orlando's downtown district, 644 metres from the Orange County Convention Centre and 1.1 kilometres from The Orlando Eye, offering convenient access to major amusement parks.
This 178 square metre property accommodates up to 14 guests across 5 bedrooms and 5 bathrooms, featuring a communal swimming pool, garden, fitness centre, and a fully equipped kitchen with Wi-Fi and air conditioning.
Last Minute Disney Getaway! Luxury Villa With Private Patio. Book Now! #115911 - Winter Garden, FL
Winter Garden, FL
29/07 – 31/08
964 ﺩ.ﺇ/nighttotal: 31812 ﺩ.ﺇ (33 )

Last Minute Disney Getaway! Luxury Villa With Private Patio. Book Now! #115911

5 2
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).

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

Last Minute Disney Getaway! Private Patio & Themed Bedrooms. Book Now! #115909 - Winter Garden, FL
Winter Garden, FL
29/07 – 31/08
856 ﺩ.ﺇ/nighttotal: 28248 ﺩ.ﺇ (33 )

Last Minute Disney Getaway! Private Patio & Themed Bedrooms. Book Now! #115909

3 2
house , Lake Butler
This Windermere holiday home, near Lake Butler, is situated 0.16 km from the Windermere Farmers' Market and 2.4 km from the Butler Chain of Lakes scenic boat tour.
The three-bedroom, two-bathroom property sleeps up to eleven guests and boasts a private patio, garden, swimming pool, spa, and home gym; an EV charger is also available.
Last Minute Disney Getaway! Luxury Villa With Private Pool. Book Now! #102051 - Winter Garden, FL
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.
Welcome To The Farm House! Excellent Location, Pet Friendly! - Winter Garden, FL
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.
Spacious Home, Close To Attractions, Sleeps 4 - Winter Garden, FL
8.5 25 reviews
Winter Garden, FL
29/07 – 31/08
8640 ﺩ.ﺇ/nighttotal: 285120 ﺩ.ﺇ (33 )

Spacious Home, Close To Attractions, Sleeps 4

2 2
house , Orlovista
This two-bedroom house in Orlando is located just a short drive from Universal Studios Orlando, Islands of Adventure, and Camping World Stadium. The property enjoys excellent ratings for location, cleanliness, and overall user experience.
The 111 square metre house offers a comfortable living space with a fully equipped kitchen, a private patio, and modern entertainment features. Guests can enjoy a range of amenities including a swimming pool, a spa, a tennis court, and a garden, making it ideal for families or groups seeking a relaxing and enjoyable stay.

Frequently Asked Questions about villa rentals in Winter Garden, FL

Destinations nearby

Best Winter Garden, FL houses with parking

Upstay Newly Renovated Family Retreat Home Near Epic Universe - Winter Garden, FL
9.5 2 reviews
Winter Garden, FL
29/07 – 31/08
774 ﺩ.ﺇ/nighttotal: 25542 ﺩ.ﺇ (33 )

Upstay Newly Renovated Family Retreat Home Near Epic Universe

1 2
house , Williamsburg
This detached house in Williamsburg, Orlando, is conveniently located 2.2 kilometres from the Orange County Convention Centre and 2.4 kilometres from Universal Epic Universe, with The Wheel At Icon Park Orlando 3.2 kilometres away and SeaWorld Orlando 3.9 kilometres away.
This 186 square metre residence offers air conditioning, a fully equipped kitchen with a dishwasher and oven, free WiFi, and an on-site fitness centre, accommodating up to 23 guests with a 11:00 AM check-out time.
Apopka Single-story Home W/ Private Lanai + Pool! - Winter Garden, FL
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.
Modern & Bright Condo With A Balcony And Ac - Pool, Hot Tub, And Tennis Access - Winter Garden, FL
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.
Rustic Hideaway - Modern Estate - Great Location + Pet Friendly! - Winter Garden, FL
8.1 45 reviews
Winter Garden, FL
29/07 – 31/08
797 ﺩ.ﺇ/nighttotal: 26301 ﺩ.ﺇ (33 )

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.

Best Winter Garden, FL houses with a garden

Last Minute Disney! Private Pool, Hot Tub, Game Room & Themed Bedrooms. Book Now! #124761 - Winter Garden, FL
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.
Modern 5br Villa W/ Pool – 15 Min To Disney - Winter Garden, FL
Winter Garden, FL
29/07 – 31/08
1578 ﺩ.ﺇ/nighttotal: 52074 ﺩ.ﺇ (33 )

Modern 5br Villa W/ Pool – 15 Min To Disney

5 2
house , Williamsburg
This Orlando villa, located in the Williamsburg district, offers convenient access to major attractions, being 2.25 kilometres from SeaWorld Orlando and 2.74 kilometres from Discovery Cove, with Orlando International Airport situated 14 kilometres away.
This spacious property boasts 5 bedrooms and a guest capacity of 19, featuring a private garden, outdoor swimming pool, hot tub, and on-site parking, with free WiFi and a children's playground available for guests.
Casa Bohemia: Modern Retreat Near Winter Garden - Winter Garden, FL
Winter Garden, FL
29/07 – 31/08
814 ﺩ.ﺇ/nighttotal: 26862 ﺩ.ﺇ (33 )

Casa Bohemia: Modern Retreat Near Winter Garden

1 2
house , Ocoee
This independent guest suite in Ocoee offers a private retreat with its own patio and parking, featuring a designer kitchen with quartz countertops, a spiral staircase to a loft workspace, and a lounge with a wooden pool table.
Guests can enjoy a spa bathroom with a soaking tub and bidet, access to a sunken garden and picnic area, and full interior access to a garage/laundry/game room with workout equipment on the second level, accommodating up to four people.
Family Friendly Villa Near Disney, Pool, Sleeps 5 - Winter Garden, FL
8.0 1 review
Winter Garden, FL
29/07 – 31/08
464 ﺩ.ﺇ/nighttotal: 15312 ﺩ.ﺇ (33 )

Family Friendly Villa Near Disney, Pool, Sleeps 5

2 2
house , Clermont
This two-bedroom, two-bathroom villa 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 property offers a fully equipped kitchen, including a fridge, microwave, and dishwasher, sleeps six guests, boasts a private swimming pool and hot tub, and is conveniently located near multiple golf courses and outdoor recreational opportunities.
©2026 cozycozy.com