This modern, family-friendly house in Pine Hills, a suburb of Orlando, Florida, is approximately 29 kilometres from Orlando International Airport and offers convenient proximity to major theme parks. This 929 square metre property boasts one bedroom, two bathrooms, and sleeps twelve guests, featuring a fully equipped kitchen, private patio, Jacuzzi, garden, parking, and in-unit laundry facilities.
Winter Garden, FL
29/07 – 31/08
566 ﺩ.ﺇ/nighttotal: 18678 ﺩ.ﺇ (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.
10 1 review
Winter Garden, FL
31/08 – 01/09
1571 ﺩ.ﺇ/nightfor 1 night
Prime Location 3 Suites Townhome Near Universal
3 2
house , Williamsburg
This Orlando townhouse, near the Orange County Convention Center, SeaWorld Orlando, and ICON Park (within a 2-8 mile/3-13 km radius), offers convenient access to major attractions. This three-bedroom, three-bathroom property boasts 164 square metres of floor space, accommodating up to 14 guests and including a private balcony, swimming pool, jacuzzi, fitness centre, and parking; in-unit laundry facilities and free Wi-Fi are also provided.
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.
Winter Garden, FL
03/07 – 04/07
1938 ﺩ.ﺇ/nightfor 1 night
Fire Pit & Yard: Updated Winter Garden Home!
1 2
cottage , Winter Garden
This Winter Garden bungalow is situated 200 metres from the West Orange Trail and 4.6 kilometres from Lake Butler, offering convenient access to outdoor pursuits and scenic views. This family-friendly abode provides 155 square metres of living space, featuring air conditioning, a fully equipped kitchen with a dishwasher and microwave, two bathrooms, and a fireplace, with complimentary WiFi available in common areas.
8.0 1 review
Winter Garden, FL
26/06 – 02/07
623 ﺩ.ﺇ/nighttotal: 3738 ﺩ.ﺇ (6 )
Family Friendly Villa Near Disney, Pool, Sleeps 5
2 5
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.
Winter Garden, FL
03/07 – 04/07
5929 ﺩ.ﺇ/nightfor 1 night
Super Cielo - 12bdr 11bas - Fun Theme W Pool
12 2
house , Williamsburg
This twelve-bedroom Orlando holiday home is situated approximately 5 kilometres from SeaWorld, 5 kilometres from Discovery Cove, and 5 kilometres from ICON Park. The 444-square-metre property boasts eight bathrooms, a private pool, Jacuzzi, and parking, comfortably accommodating up to 22 guests, with a fully equipped kitchen and free Wi-Fi.
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.
9.7 6 reviews
Winter Garden, FL
03/07 – 04/07
1256 ﺩ.ﺇ/nightfor 1 night
~ Fisherman’s Cottage ~ Entire House
1 2
house , Windermere
This two-bedroom flat in Windermere offers a quiet residential setting, just a short drive from Walt Disney World Resort and Universal Studios, and is a few steps from Lake Bessie. This pet-friendly apartment accommodates up to four guests and features a fully equipped kitchen, fast WiFi, a dedicated nursery with a crib, and is conveniently located near Winter Garden Village for shopping and dining.
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.
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.
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.
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
Winter Garden, FL
26/06 – 02/07
4563 ﺩ.ﺇ/nighttotal: 27378 ﺩ.ﺇ (6 )
2026 New 12bedrooms12bathroom At Paradiso Grande
12 5
house , Williamsburg
This 12-bedroom residence in Orlando's Paradiso Grande is located 2.4 kilometres from SeaWorld Orlando and 7.1 kilometres from Universal Epic Universe. This spacious property offers accommodation for 47 guests, featuring 11 bathrooms, a fully equipped kitchen with a dishwasher and microwave, air conditioning, a swimming pool, spa, fitness centre, and on-site 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).
8.4 33 reviews
Winter Garden, FL
31/08 – 01/09
1791 ﺩ.ﺇ/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.
8.8 16 reviews
Winter Garden, FL
29/07 – 31/08
735 ﺩ.ﺇ/nighttotal: 24255 ﺩ.ﺇ (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.
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
Winter Garden, FL
29/07 – 31/08
1819 ﺩ.ﺇ/nighttotal: 60027 ﺩ.ﺇ (33 )
Modern 5br Villa W/ Pool 15 Min To Disney
6 2
house , Williamsburg
This detached property in Orlando's Paradiso Grande Resort is conveniently located 24 kilometres from the Walt Disney World Resort and 16 kilometres from Orlando International Airport (MCO), with Universal Studios a short drive away. This 6-bedroom, 5-bathroom villa accommodates 10 guests and features a private swimming pool, fridge, microwave, dishwasher, and air conditioning, with optional pool heating and a BBQ grill available for hire.
9.8 4 reviews
Winter Garden, FL
03/07 – 04/07
1275 ﺩ.ﺇ/nightfor 1 night
2bdrm Home Near Orl Fairgrd, Downtwn, Wekiva Sprng
2 2
house , Pine Hills
This holiday home is situated in Orlando, just 8 kilometres from the Orlando Fairgrounds and 9 kilometres from Downtown Orlando, offering easy access to both the city's attractions and the nearby Wekiva Springs. The property is also conveniently located near Camping World Stadium, Amway Center, and Church Street Station. This two-bedroom, two-bathroom house offers 100 square metres of space and can accommodate up to six guests. The property features a fully equipped kitchen, air conditioning, free Wi-Fi, and private parking.
9.1 20 reviews
Winter Garden, FL
31/08 – 01/09
1785 ﺩ.ﺇ/nightfor 1 night
Vista Cay Getaway Luxury By Universal Orlando
3 2
house , Williamsburg
This Williamsburg apartment is situated near Universal Orlando Resort, 2.9 kilometres from the Orange County Convention Center, and a short distance from ICON Park and SeaWorld. This spacious three-bedroom flat offers 194 square metres of living space, accommodating up to 10 guests and boasting a private balcony, swimming pool, fitness centre, and on-site bar.
Winter Garden, FL
26/06 – 02/07
4129 ﺩ.ﺇ/nighttotal: 24774 ﺩ.ﺇ (6 )
Marriott's Harbour Lake, Orlando (2 Bedroom)
2 5
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.
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
9.7 318 reviews
Winter Garden, FL
29/07 – 31/08
1121 ﺩ.ﺇ/nighttotal: 36993 ﺩ.ﺇ (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.
8.9 85 reviews
Winter Garden, FL
31/08 – 01/09
2170 ﺩ.ﺇ/nightfor 1 night
Tropical Treasure
1 2
house , Williamsburg
Tropical Treasure is situated just 1.9 km from the Orange County Convention Center in Orlando, Florida, offering easy access to the area's attractions. The house has consistently received very good ratings for its location and overall experience, and an excellent rating for cleanliness. This spacious house offers 116 square meters of living space. The property features a range of amenities, including a swimming pool, jacuzzi, terrace, garden, restaurant, bar, fitness centre, tennis court, and 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.
8.1 45 reviews
Winter Garden, FL
26/06 – 02/07
1043 ﺩ.ﺇ/nighttotal: 6258 ﺩ.ﺇ (6 )
Rustic Hideaway - Modern Estate - Great Location + Pet Friendly!
5 5
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
9.6 4 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.
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.
Winter Garden, FL
31/08 – 01/09
3141 ﺩ.ﺇ/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.
9.9 79 reviews
Winter Garden, FL
31/08 – 01/09
975 ﺩ.ﺇ/nightfor 1 night
Spacious Garage Apartment In Winter Garden
2 2
house , Winter Garden
This Winter Garden guest house, situated a short walk or cycle from the downtown area and West Orange Trail, offers convenient access to Winter Garden's attractions and Orlando's theme parks. The self-contained property, sleeping four guests in two bedrooms and one bathroom, features a spacious layout with large windows, a fully equipped kitchen including dishwasher, shared laundry facilities, and the use of two bicycles (liability applies).
