This holiday cottage in Castle Hill, Clermont, is situated approximately 27-32 kilometres from major Orlando theme parks including Magic Kingdom, Blizzard Beach, Walt Disney World, The Wizarding World of Harry Potter, and Epcot. This 58 square metre abode accommodates up to 11 guests across 2 bedrooms and features a private swimming pool, complimentary high-speed WiFi, free on-site parking, and a fully equipped kitchen.
8.8 16 reviews
Winter Garden, FL
29/07 – 31/08
£149/nighttotal: £4917 (33 )
Resort Style Family Friendly Vacation Villa
3 2
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 13 reviews
Winter Garden, FL
29/07 – 31/08
£145/nighttotal: £4785 (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.
Winter Garden, FL
29/07 – 31/08
£165/nighttotal: £5445 (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.
8.3 14 reviews
Winter Garden, FL
29/07 – 31/08
£118/nighttotal: £3894 (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.
Winter Garden, FL
29/07 – 31/08
£120/nighttotal: £3960 (33 )
Cottage-pvt Lake & Pool Access Near Disney Wporch
2 2
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.
9.7 324 reviews
Winter Garden, FL
29/07 – 31/08
£74/nighttotal: £2442 (33 )
Boat House (West Of Orlando)
1 2
cabin , Ocoee
This lakeside property is situated just 10 kilometres from the town of Winter Garden, offering stunning views of the lake and Disney fireworks. The property has consistently received excellent ratings for location, cleanliness, and user experience. This charming house can comfortably sleep up to four guests and features a well-equipped kitchenette with a fridge and microwave. Guests can enjoy a range of amenities including a fire pit, fishing poles, and a kayak, making it an ideal choice for those looking to relax and enjoy the water.
Winter Garden, FL
29/07 – 31/08
£115/nighttotal: £3795 (33 )
Spacious Condo With A Kitchen, Ac, Pools, Hot Tubs, Tennis, & Gym
2 2
house , Orlando
This apartment is situated in Orlando, 1.9 kilometres from The Wheel At Icon Park Orlando and 2.6 kilometres from Universal Studios' Islands of Adventure. This air-conditioned accommodation offers 54 square metres of living space with 2 bedrooms and 2 bathrooms, sleeping up to 11 guests, and features a kitchen with a fridge, microwave and dishwasher, plus a swimming pool, hot tub, sauna and fitness centre.
9.5 2 reviews
Winter Garden, FL
29/07 – 31/08
£157/nighttotal: £5181 (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.
Winter Garden, FL
29/07 – 31/08
£167/nighttotal: £5511 (33 )
7 Mi To Disney World Orlando Home With 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.
9.4 54 reviews
Winter Garden, FL
29/07 – 31/08
£186/nighttotal: £6138 (33 )
Apopka Single-story Home With Private Lanai And 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
£116/nighttotal: £3828 (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.
Handpicked Holiday Houses with a Swimming Pool in Winter Garden, FL
Enjoy a swim whenever you like, as these holiday homes in Winter Garden, FL feature excellent on-site pool facilities.
Winter Garden, FL
29/07 – 31/08
£346/nighttotal: £11418 (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.
8.0 1 review
Winter Garden, FL
29/07 – 31/08
£94/nighttotal: £3102 (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.
8.0 1 review
Winter Garden, FL
29/07 – 31/08
£216/nighttotal: £7128 (33 )
Lilac Loft- Lake, Pool, Pickle Ball, Disney, Fun!
2 2
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
29/07 – 31/08
£174/nighttotal: £5742 (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.
Best family friendly Winter Garden, FL villas and holiday home
Among the 30 accommodations in Winter Garden, FL, here are the 4 best family friendly villas and holiday homes
9.4 26 reviews
Winter Garden, FL
29/07 – 31/08
£112/nighttotal: £3696 (33 )
88 M² House ∙ 2 Bedrooms ∙ 5 Guests
2 2
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.
Winter Garden, FL
29/07 – 31/08
£203/nighttotal: £6699 (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
£209/nighttotal: £6897 (33 )
Vista Cay 3br Townhome W/ Resort Access
3 2
house , Williamsburg
This modern townhome is located in the Vista Cay Resort, Orlando, just 1 minute by car from Epic Universe and a short distance from Universal Studios and International Drive. This family-friendly accommodation offers 4 bedrooms, 4 bathrooms, and a guest capacity of 9, with full access to resort amenities including pools and a fitness centre, and is managed by a local team providing 24/7 support.
10 2 reviews
Winter Garden, FL
29/07 – 31/08
£315/nighttotal: £10395 (33 )
Luxury 5br Villa Near Disney & Conv Center
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.
Frequently asked questions about villa rentals in Winter Garden, FL
What are the best activities in Winter Garden, FL?
There's something for everyone in Winter Garden. You can take a stroll through the beautiful West Orange Trail, a 22-mile paved trail that winds through the town and surrounding areas. For a more relaxing experience, you can visit the Winter Garden Farmer's Market, which takes place every Saturday morning. And if you're looking for a bit of adventure, you can rent a kayak or canoe and explore the scenic waterways of the town.
What are the best holiday homes 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'll also have access to a kitchen and laundry facilities, which can be very convenient for families or groups. And many rentals come with amenities like a pool or hot tub, which can make your stay even more enjoyable.
What are the best holiday homes with a pool in Winter Garden, FL?
Which part of Winter Garden, FL would be ideal for a villa rental?
The area around Lake Apopka is a popular choice for villa rentals. It offers beautiful views and easy access to the lake and its surrounding attractions. The area near the Winter Garden Village is also a good option, as it offers easy access to shopping, dining, and entertainment.
What are the best holiday homes with a jacuzzi in Winter Garden, FL?
Best Winter Garden, FL villas and holiday homes with parking
Winter Garden, FL
29/07 – 31/08
£113/nighttotal: £3729 (33 )
Dog-friendly Condo With A Kitchenette, Ac, Pools, Hot Tubs, Tennis, & Gym
2 2
house , Orlando
This dog-friendly apartment is located in Orlando, within 2 kilometres of The Wheel At Icon Park, Universal Studios' Islands of Adventure and Universal Studios Orlando. This 54 square metre accommodation offers 2 bedrooms, 2 bathrooms, a kitchenette with a dishwasher and oven, and can sleep up to 7 guests, with on-site amenities including swimming pools, hot tubs, tennis courts and a gym.
Winter Garden, FL
29/07 – 31/08
£276/nighttotal: £9108 (33 )
Home With Large Deck & Privacy Fenced In Backyard
3 2
house , Ocoee
This Ocoee dwelling is conveniently located approximately 16 kilometres from Universal Studios’ Islands of Adventure and Universal Studios Orlando, 16 kilometres from the Holy Land Experience, 14 kilometres from the Kia Centre, and 14 kilometres from Camping World Stadium. This holiday home accommodates up to 13 guests with 3 bathrooms, a fully equipped kitchen, air conditioning, WiFi, and private parking, plus a fenced garden and spacious deck for outdoor enjoyment.
9.7 318 reviews
Winter Garden, FL
29/07 – 31/08
£228/nighttotal: £7524 (33 )
Best Place For Vacation Or Business Comfort, Safety
3 2
apartment , Williamsburg
This family-friendly holiday home is situated just 2 kilometres from Shingle Creek Golf Course and The Wheel at ICON Park™, and within 3 kilometres of the Orange County Convention Center and Aquatica, offering easy access to a range of attractions. The property has excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay. This spacious property features 3 bedrooms and 4 bathrooms, providing ample space for families or groups. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, terrace, garden, spa, fitness centre, tennis court, and parking.
Winter Garden, FL
29/07 – 31/08
£118/nighttotal: £3894 (33 )
25 Mi To Disney Home With 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.
Best Winter Garden, FL villas and holiday homes with a garden
Winter Garden, FL
29/07 – 31/08
£154/nighttotal: £5082 (33 )
Hope House- Vacation Village 1 Bedroom With Loft
1 2
house , Clermont
Hope House, a one-bedroom property in Clermont, Florida, is conveniently located 27-35 km from Walt Disney World Resort. This 88 square metre house, featuring a loft bedroom and two bathrooms, comfortably sleeps five guests and includes a fully equipped kitchen, air conditioning, and a garden.
Winter Garden, FL
29/07 – 31/08
£140/nighttotal: £4620 (33 )
Last Minute Disney Getaway! Modern Condo With Amazing Views. Book Now! #147473
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.
8.0 3 reviews
Winter Garden, FL
29/07 – 31/08
£102/nighttotal: £3366 (33 )
Charming Villa Near Disney, Pool, 4 Beds, Sleeps 5
2 2
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.
Winter Garden, FL
29/07 – 31/08
£196/nighttotal: £6468 (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).