Villas and Holiday homes in Winter Garden, FL

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Winter Garden, FL holiday homes
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30 Villa rentals in Winter Garden, FL

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.

Last Minute Disney Getaway! Modern Condo With Amazing Views. Book Now! #147473 - Winter Garden, FL
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.
Luxury 5br Villa Near Disney & Conv Center - Winter Garden, FL
9.6 4 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.
Beautiful Condo, Near Epic Universe And Occc-2018 By Vista Cay Resort - Winter Garden, FL
Winter Garden, FL
29/07 – 31/08
£186/nighttotal: £6138 (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.
Last Minute Disney Getaway! Private Patio & Themed Bedrooms. Book Now! #115909 - Winter Garden, FL
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

88 M² House ∙ 2 Bedrooms ∙ 5 Guests - Winter Garden, FL
9.4 26 reviews
Winter Garden, FL
26/06 – 02/07
£136/nighttotal: £816 (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 Of Both Worlds Lakehouse - Winter Garden, FL
9.6 9 reviews
Winter Garden, FL
26/06 – 02/07
£379/nighttotal: £2274 (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.
Spacious Condo With A Kitchen, Ac, Pools, Hot Tubs, Tennis, & Gym - Winter Garden, FL
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.
Vista Cay Jewel Luxury By Universal Orlando Rental - Winter Garden, FL
8.4 33 reviews
Winter Garden, FL
31/08 – 01/09
£364/nightfor 1 night

Vista Cay Jewel Luxury By Universal Orlando Rental

3 2
house , Williamsburg
This spacious Williamsburg apartment, sleeping up to 19 guests, is situated near Universal Orlando Resort, 2.9 kilometres from the Orange County Convention Center, and within 4.8 kilometres of ICON Park and SeaWorld.
The 188 square metre property boasts three bedrooms, two bathrooms, a fully equipped kitchen including a dishwasher, and a private balcony; on-site amenities include a swimming pool, jacuzzi, fitness centre, tennis court, and bar.

Frequently asked questions about villa rentals in Winter Garden, FL

Destinations nearby

Best Winter Garden, FL villas and holiday homes with parking

Cottage-pvt Lake & Pool Access Near Disney Wporch - Winter Garden, FL
Winter Garden, FL
03/07 – 04/07
£264/nightfor 1 night

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.
Tasteful Town Home. Near Attractions - Winter Garden, FL
9.3 205 reviews
Winter Garden, FL
29/07 – 31/08
£211/nighttotal: £6963 (33 )

Tasteful Town Home. Near Attractions

3 2
apartment , Williamsburg
This four-star town home is located in Orlando, Florida, just 1.6 kilometres from the Orange County Convention Center and 3.2 kilometres from Aquatica. It has received excellent user ratings for its location, cleanliness and overall experience.
The 162 square metre town home offers three bedrooms and three bathrooms, perfect for families or groups. Amenities include a swimming pool, fitness centre, restaurant, concierge service, and parking, ensuring a comfortable and enjoyable stay.
Super Ritzy - 9bdrs-9bas W Theme Rooms Loft & Pool - Winter Garden, FL
Winter Garden, FL
31/08 – 01/09
£638/nightfor 1 night

Super Ritzy - 9bdrs-9bas W Theme Rooms Loft & Pool

9 2
house , Williamsburg
This nine-bedroom, nine-bathroom Orlando holiday home is situated 2.1 kilometres from SeaWorld, 2.4 kilometres from Discovery Cove, and 4.8 kilometres from the Orange County Convention Center.
This 702-square-metre property boasts a private pool, jacuzzi, fitness centre, and ample parking, comfortably accommodating up to 20 guests with a fully equipped kitchen and free Wi-Fi.
Best Place For Vacation Or Business Comfort, Safety - Winter Garden, FL
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.

Best Winter Garden, FL villas and holiday homes with a garden

Apopka Single-story Home With Private Lanai And Pool! - Winter Garden, FL
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.
Hope Home - Winter Garden, FL
10 5 reviews
Winter Garden, FL
26/06 – 02/07
£154/nighttotal: £924 (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.
Lilac Loft- Lake, Pool, Pickle Ball, Disney, Fun! - Winter Garden, FL
8.0 1 review
Winter Garden, FL
26/06 – 02/07
£140/nighttotal: £840 (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.
Charming Villa Near Disney, Pool, 4 Beds, Sleeps 5 - Winter Garden, FL
8.0 3 reviews
Winter Garden, FL
31/08 – 01/09
£184/nightfor 1 night

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.
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