Compare best Airbnb in Winter Garden, FL from 100+ providers!
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Best Vacation rentals and Airbnb offers in Winter Garden, FL
8.7 16295 reviews
Winter Garden, FL
06/26 – 07/02
$238/nighttotal: $1428 (6 )
Westgate Blue Tree Resort
2 5
resort , Lake Buena Vista
The Sonesta ES Suites Orlando - Lake Buena Vista is a 3-star hotel located just a 4-minute drive from Walt Disney World Resort and a short walk from restaurants and shops at the Crossroads shopping center. Guests have consistently rated the hotel "very good" for its overall experience and "excellent" for its location. The hotel offers spacious suites with fully equipped kitchens and sofa beds, perfect for families or groups. Amenities include a heated outdoor pool, a gazebo, outdoor barbecue facilities, a fitness center, free Wi-Fi, and a tennis court.
9.6 37 reviews
Winter Garden, FL
07/29 – 08/31
$250/nighttotal: $8250 (33 )
Fire Pit & Yard: Updated Winter Garden Home!
2 2
apartment , Winter Garden
This Winter Garden vacation rental is conveniently located near downtown Winter Garden, offering easy access to Walt Disney World and Lake Apopka. The 1,669-square-foot house features two bedrooms, two bathrooms, a fully equipped kitchen with a fridge, microwave, and dishwasher, and an outdoor space with a gas grill; it comfortably sleeps four guests and includes free WiFi and keyless entry.
9.2 10 reviews
Winter Garden, FL
07/29 – 08/31
$102/nighttotal: $3366 (33 )
All-you-need Studio Apartment Near Downtown
1 2
apartment , Winter Garden
This studio apartment is situated in Historic Downtown Winter Garden, a short walk to shops, cafes, the Winter Garden Farmers Market, and the bike trail, offering convenient access to highways and attractions. This accommodation for two features a Queen bed, a compact kitchenette, a modern bathroom, complimentary WiFi, and off-street parking for one vehicle, ideal for exploring Winter Garden's amenities and nearby recreational paths.
9.8 17 reviews
Winter Garden, FL
07/29 – 08/31
$132/nighttotal: $4356 (33 )
Modern Luxury Unit In Beautiful Down Town Winter Garden With Wifi, Cable & Pool
1 2
apartment , Winter Garden
This ground-floor condo offers easy access in downtown Winter Garden, located two blocks from restaurants, entertainment, the farmers market, and the West Orange Trail, and two minutes from the 429 highway. This 910 sq ft furnished residence features one bedroom, one bathroom, and can accommodate up to four guests, with a king bed and an additional queen mattress, plus on-site amenities including a fitness room and swimming pool.
8.4 3727 reviews
Winter Garden, FL
06/26 – 07/02
$285/nighttotal: $1710 (6 )
The Point Hotel & Suites
2 5
resort , Orlando
Sonder at The Point is located in Orlando, near International Drive, just 1.2 miles from ICON Park and 1.6 miles from Universal Studios. The aparthotel has excellent ratings for location, cleanliness, and overall user experience. The property offers spacious studios and apartments with modern amenities. Guests can enjoy a swimming pool, jacuzzi, fitness center, and a restaurant, all while being close to Orlando's top attractions.
9.7 112 reviews
Winter Garden, FL
06/26 – 07/02
$323/nighttotal: $1938 (6 )
Orlando 1 Acre 4 Bd Home Central Near Universal
4 5
apartment , Orlovista
This Orlovista vacation rental is conveniently located just a short drive from the Central Florida Fairgrounds and the University of Central Florida Valencia West, making it a great choice for families and groups visiting the area. The property has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay. The home offers 2360 square feet of space, accommodating up to 13 guests in 4 bedrooms and 2 bathrooms. Enjoy a private yard perfect for outdoor gatherings, relax in the spa tub, and take advantage of the fully equipped kitchen, barbecue grills, and fireplace.
10 1 review
Winter Garden, FL
06/26 – 07/02
$122/nighttotal: $732 (6 )
Condo Near Universal Studios With Pool & Hot Tub
1 5
apartment , Orlando
This Orlando condo offers prime access, situated 2 miles from Universal Studios Florida and Universal's Islands of Adventure, and is also 2 miles from the Orange County Convention Center, with The Wheel at ICON Park just a 17-minute walk away. This 540 square foot apartment accommodates up to 11 guests and features a kitchen with a fridge, microwave, and dishwasher, air conditioning, on-site swimming pool and hot tub, garden, free private parking, and disabled guest accessibility.
9.9 56 reviews
Winter Garden, FL
07/29 – 08/31
$137/nighttotal: $4521 (33 )
Cozy Cottage In Winter Garden
1 2
apartment , Winter Garden
This newly renovated Winter Garden home is located near downtown, minutes from the West Orange Trail and under a 30-minute drive from Disney World and Universal Studios. This two-bedroom, two-bathroom house sleeps four guests and features a kitchen, air conditioning, internet, parking, and is close to restaurants, cafes, and the Winter Garden Farmers Market.
10 4 reviews
Winter Garden, FL
06/26 – 07/02
$174/nighttotal: $1044 (6 )
Clermont Home Just 18 Minutes From Walt Disney World® Resort
3 5
apartment , Horizon West
This Clermont vacation home, offered as "Clermont Home Just 18 Minutes From Walt Disney World® Resort," is located in Horizon West, Florida, 1.9 miles from Lake Louisa State Park and within 6 miles of Northeast Regional Park and Lake Davenport. The three-bedroom, two-bathroom house sleeps eight guests and features a fully equipped kitchen, laundry facilities, a swimming pool, barbecue grills, and a smart TV, providing ample space and amenities for a family vacation near Walt Disney World.
Winter Garden, FL
06/26 – 07/02
$161/nighttotal: $966 (6 )
Orlando Comfort Close To Top Attractions
1 5
apartment , Orlando
This Orlando condo is located within a few miles of Universal Studios' Islands of Adventure (1.9 miles), Universal Epic Universe (2.4 miles), and Universal Studios Orlando (2 miles), and is a 17-minute walk to The Wheel At Icon Park Orlando. This 540 sq ft, 1-bedroom apartment accommodates up to 9 guests and features air conditioning, free WiFi, a fully equipped kitchen with a dishwasher, and access to a communal pool, with complimentary on-site parking provided.
9.8 168 reviews
Winter Garden, FL
07/29 – 08/31
$105/nighttotal: $3465 (33 )
Stay A While
1 2
apartment , Winter Garden
This Winter Garden apartment is a short drive from supermarkets, shopping stores, and 25 minutes from theme parks and nightlife, offering a peaceful retreat just 40 minutes from Orlando International Airport. The apartment has received excellent ratings for location, cleanliness, and overall experience. The one-bedroom, one-bathroom apartment comfortably accommodates up to 5 guests and features an open and comfortable living space. Enjoy amenities like a swimming pool, a garden, and a private parking space, along with a washer and dryer for added convenience.
9.2 3129 reviews
Winter Garden, FL
06/26 – 07/02
$274/nighttotal: $1644 (6 )
Westgate Palace Hotel - Universal - I-drive
2 5
resort , Orlando
Westgate Palace Hotel / Universal / I-drive is located in the lively Florida Center, within walking distance of Pirate's Dinner Adventure and CoCo Key Water Resort. Universal Orlando Resort and The Wheel at ICON Park™ are also within a mile. The hotel has very good user ratings, excellent location and cleanliness ratings. The smoke-free apartments feature two bathrooms and a shower, providing ample space and comfort. Guests can enjoy an outdoor swimming pool, a fitness center, a tennis court, and room service. The hotel also offers a concierge, a restaurant, a bar, and a garden, ensuring a memorable and convenient stay in Orlando.
Discover Family-Friendly Vacation Rentals in Winter Garden, FL
The right family vacation rental in Winter Garden, FL makes all the difference, keeping you close to top city attractions.
Winter Garden, FL
06/26 – 07/02
$231/nighttotal: $1386 (6 )
Studio With Kitchen Near Epic & I-drive
2 5
studio , Orlando
This studio apartment is located near Orlando's entertainment district, 1.2 miles from The Wheel at Icon Park and within 1.6 miles of Universal Studios. This 480 sq ft unit accommodates up to 7 guests with 1 bedroom and 1 bathroom, featuring a kitchenette with a fridge and microwave, air conditioning, a swimming pool, jacuzzi, fitness center, and complimentary parking and WiFi.
9.3 389 reviews
Winter Garden, FL
07/29 – 08/31
$126/nighttotal: $4158 (33 )
Superb Renovated Suite, Amazing Water View Best Location To Disney And Universal
1 2
apartment , Orlando
This Orlando apartment is located just a short walk from Pirate's Dinner Adventure and CoCo Key Water Resort, and within a mile of Universal Orlando Resort and ICON Park, making it ideal for exploring the city's attractions. The apartment has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. This vacation rental comfortably sleeps four guests and features a well-equipped kitchen, a private balcony, a swimming pool, a fitness center, and a jacuzzi, providing everything you need for a relaxing and fun-filled getaway.
Winter Garden, FL
06/26 – 07/02
$204/nighttotal: $1224 (6 )
What A Hidden Gem!! Lakehouse Paradise Retreat, Escape... Relax... Rejuvenate...
3 5
apartment , Doctor Phillips
This exclusive lakefront apartment in Deltona, Florida, offers a private 3-acre sanctuary on the Lake Butler Chain, located 6 minutes from major retailers like Walmart and Publix, and a 30-minute drive to New Smyrna Beach. This family-friendly property accommodates up to 7 guests with 3 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, air conditioning, a jacuzzi, spa, garden, and parking, with easy access to Orlando's theme parks for day trips.
9.7 210 reviews
Winter Garden, FL
07/29 – 08/31
$197/nighttotal: $6501 (33 )
Beautiful Condo W Private Balcony Near Universal
3 2
apartment , Williamsburg
This family-friendly apartment is in Orlando, within 3 miles of Shingle Creek Golf Course, Orange County Convention Center, and Aquatica. It has excellent user, location, and cleanliness ratings. The apartment has 3 bedrooms and a floor area of 10 square feet. It features a self-catering kitchen, an outdoor pool, a fitness center, an arcade/game room, and free self-parking.
Best Winter Garden, FL vacation rentals with parking
9.6 223 reviews
Winter Garden, FL
06/26 – 07/02
$366/nighttotal: $2196 (6 )
4 Bedroom Plus, Lake View Condo, Vista Cay | 1008
4 5
apartment , Williamsburg
This Williamsburg apartment rental boasts an excellent location, offering easy access to local attractions. The 2300-square-foot condo features four bedrooms, two bathrooms, sleeps eight guests, and includes a swimming pool, jacuzzi, and fitness center.
9.2 186 reviews
Winter Garden, FL
07/29 – 08/31
$196/nighttotal: $6468 (33 )
4012 Vista Cay
3 2
house , Williamsburg
This Williamsburg vacation home is conveniently located near popular attractions like SeaWorld's Discovery Cove, The Wheel at ICON Park Orlando, and SeaWorld Orlando, all within a short drive. The house has consistently received excellent user ratings for location and overall experience, as well as a very good rating for cleanliness. This 3-bedroom house provides comfortable accommodations for families or groups. Guests can enjoy amenities like a swimming pool, jacuzzi, spa, fitness center, and a fully equipped kitchen, as well as a terrace/balcony, garden, and free parking.
9.1 7015 reviews
Winter Garden, FL
06/26 – 07/02
$323/nighttotal: $1938 (6 )
Hilton Vacation Club Cypress Pointe Orlando
2 5
resort , Lake Buena Vista
Cypress Pointe Resort is located in Lake Buena Vista, just a short drive from Disney Springs and Prime Outlets Orlando, offering easy access to shopping, dining, and entertainment. The resort consistently receives excellent ratings for location, cleanliness, and overall user experience. Cypress Pointe Resort provides comfortable accommodations with private bathrooms and flat-screen TVs. Guests can enjoy a variety of amenities, including a pool, jacuzzi, fitness center, restaurant, bar, and tennis court, making it an ideal choice for families and couples looking for a relaxing and enjoyable vacation.
9.8 179 reviews
Winter Garden, FL
07/29 – 08/31
$118/nighttotal: $3894 (33 )
Spacious Studio Close To Theme Parks
1 2
studio , Orlando
This studio apartment is conveniently located within the Universal Orlando Resort Area, just a short distance from Universal Studios and ICON Park. Guests have rated this property excellent for its location, cleanliness, and overall experience. The studio is a comfortable and well-appointed 410-square-foot space with a fully equipped kitchen, a private balcony overlooking the lake, and access to a swimming pool, jacuzzi, fitness center, and parking.
Frequently Asked Questions about vacation rentals in Winter Garden, FL
What should a first-time visitor not miss in Winter Garden, FL?
You should definitely check out the Winter Garden Village, a charming outdoor shopping center with unique stores and restaurants. Also, the historic downtown area is a must-see with its beautiful brick buildings and antique shops. And don't forget to visit the Winter Garden Heritage Museum to learn about the city's rich history.
What are the best Airbnb and vacation rentals in Winter Garden, FL?
Which neighborhood in Winter Garden, FL should you consider for a vacation rental?
The area around Plant Street is a popular choice for vacation rentals. It's a vibrant area with lots of restaurants, shops, and a lively atmosphere. You can find a variety of rental options, from cozy cottages to spacious apartments.
What are the most popular Airbnbs in Winter Garden, FL?
What are the top family-friendly attractions in Winter Garden, FL?
The Winter Garden Village is a great place for families, with a playground and a carousel. The West Orange Trail is a great place for a family bike ride or walk. And the Winter Garden Farmers Market is a fun way to spend a Saturday morning, with live music and fresh produce.
What are the best vacation rentals with a pool in Winter Garden, FL?
When is the best time to book a vacation rental in Winter Garden, FL?
The best time to book a vacation rental in Winter Garden is during the shoulder seasons, from April to May or September to October. You'll avoid the crowds and the prices will be lower than during peak season.
What are the best rentals for families and kids in Winter Garden, FL?
What events or festivals should visitors check out in and around Winter Garden, FL?
The Winter Garden Farmers Market is a popular event, held every Saturday morning. The Plant Street Market is another great option, with a variety of food trucks and vendors. And the annual Winter Garden Heritage Festival is a fun celebration of the city's history.
What are the best rentals or Airbnbs with a jacuzzi in Winter Garden, FL?
What are the best budget-friendly activities in Winter Garden, FL?
The West Orange Trail is a great option for a free walk or bike ride. You can also explore the historic downtown area and enjoy the free events at the Winter Garden Village.
What are the best restaurants with local dishes in Winter Garden, FL?
The Winter Garden Farmers Market is a great place to try local produce and food. For a sit-down meal, try The Crooked Spoon or The Ravenous Pig, both known for their fresh, seasonal dishes.
What are the best walking or cycling routes in Winter Garden, FL?
The West Orange Trail is a popular option for both walking and cycling. It's a paved, 22-mile trail that runs through Winter Garden and several other cities. The Winter Garden Heritage Trail is a shorter, 2-mile loop that goes through the historic downtown area.
Are there pet-friendly attractions in Winter Garden, FL?
Yes, many of the parks and trails in Winter Garden are pet-friendly. The West Orange Trail is a great option for a walk with your dog. The Winter Garden Village also has a few pet-friendly restaurants and shops.
What are the benefits of choosing a vacation rental in Winter Garden, FL?
Vacation rentals offer more space and privacy than a hotel room. They also often come with amenities like a kitchen and laundry facilities, which can be helpful for families or longer stays.
What are the top sports attractions and facilities in Winter Garden, FL?
Winter Garden is home to the National Training Center, a world-class athletic facility that hosts a variety of sports events. There are also several public parks with sports fields and courts, such as Winter Garden Village Park and Plant Street Park.
Destinations nearby
Top Vacation Rentals with Balconies in Winter Garden, FL
Wake up to breathtaking views at these Winter Garden, FL vacation rentals with balconies, perfect for your morning coffee.
9.3 149 reviews
Winter Garden, FL
07/29 – 08/31
$175/nighttotal: $5775 (33 )
Lovely Third-floor Vista Cay Resort Condo
3 2
apartment , Williamsburg
This Lovely Third-floor Vista Cay Resort Condo! offers a peaceful setting on a lake with stunning views. Located within easy reach of major attractions like Shingle Creek Golf Course, Orange County Convention Center, and Aquatica, this family-friendly resort has excellent user, location, and cleanliness ratings. The spacious 3-bedroom condo features a fully equipped kitchen, a balcony, and covers an area of 2100 square feet. Guests can enjoy amenities such as a fitness center, a spa tub, an arcade/game room, and barbecue grills.
9.7 500 reviews
Winter Garden, FL
07/29 – 08/31
$192/nighttotal: $6336 (33 )
Is1-110 - Orlando 3br Condo Near Disney | Sleeps 8
4 2
apartment , Williamsburg
This Williamsburg apartment is located just a short distance from major attractions like Shingle Creek Golf Course and the Orange County Convention Center, offering easy access to the area's best activities. It has earned excellent ratings for user experience, location, and cleanliness. This 3-bedroom condo provides comfortable accommodation for families or groups. Guests can enjoy a range of amenities including a swimming pool, jacuzzi, fitness center, and a fully equipped kitchen.
10 1 review
Winter Garden, FL
06/26 – 07/02
$225/nighttotal: $1350 (6 )
Pet Friendly Family Home Close To Everything!
3 5
apartment , Horizon West
This three-bedroom, two-bathroom Clermont vacation home in the Sienna Ridge community of Horizon West is located approximately 20 minutes from Walt Disney World Resort and Disney's Animal Kingdom Theme Park, offering convenient access to Disney Springs and other attractions. This 1,250-square-foot rental boasts an open layout, accommodating up to six guests, and features a private patio overlooking a nature reserve, a fully equipped kitchen with dishwasher, and a pet-friendly policy (fees apply).
Winter Garden, FL
06/26 – 07/02
$321/nighttotal: $1926 (6 )
Landing | Beautiful 3bd, Gym, Clubhouse
3 5
apartment , Apopka
This fully-furnished apartment in Apopka, Florida, is about 10 miles from Wekiwa Springs State Park and 7 miles from Kelly Park, with Camping World Stadium and Kia Center approximately 15 miles away. This 1460 square foot unit offers 3 bedrooms, 2 bathrooms, and can accommodate up to 6 guests, featuring a resort-style saltwater pool, 24/7 fitness center, and in-unit laundry.
Find the Best Dog-Friendly Vacation Rentals in Winter Garden, FL
Travel with ease to Winter Garden, FL with pet-friendly rentals located near local dog parks and scenic city walks.
9.7 147 reviews
Winter Garden, FL
07/29 – 08/31
$195/nighttotal: $6435 (33 )
Luxury Winter Garden Getaway Near Disney And Parks
1 2
apartment , Winter Garden
This newly renovated Winter Garden home is a one-minute walk from shops, restaurants, and a farmers market, and minutes from Disney and Universal theme parks. This three-bedroom, two-bathroom house sleeps eight, features a fully equipped kitchen with modern appliances, a spacious backyard with a patio, free Wi-Fi, and offers golf cart and bike rentals for exploring the area.
This 2-bedroom apartment in Orlando is located 3.6 miles from Holy Land Experience and 3.8 miles from The Wizarding World of Harry Potter, with Universal Studios' Islands of Adventure 4.1 miles away and Universal Studios Orlando 4.3 miles away. The 980 square foot residence accommodates up to 6 guests and includes a full kitchen, air conditioning, free WiFi, on-site parking, a swimming pool, a garden, and a fitness center, with pets allowed.
8.7 150 reviews
Winter Garden, FL
07/29 – 08/31
$216/nighttotal: $7128 (33 )
Seaworlddisneyuniversal Villa 5 Beds 3 Bed2bath
1 2
apartment , Williamsburg
This Williamsburg apartment is ideally located near SeaWorld Orlando, just 2 miles away, making it a convenient base for exploring the city's attractions. The apartment has received excellent ratings for its cleanliness, location, and overall experience. The three-bedroom apartment offers 1250 square feet of space. Guests can enjoy a range of amenities, including a private pool, a fully equipped kitchen, a fitness center, and a bar, making it a comfortable and enjoyable stay for families and groups.
9.7 275 reviews
Winter Garden, FL
07/29 – 08/31
$102/nighttotal: $3366 (33 )
New Studio - Minutes To Convention Center, Disney,universal ,Intl Dr
1 2
studio , Doctor Phillips
This apartment in the heart of Doctor Phillips is within walking distance of Dr. P. Phillips Hospital and a short drive from Orange County Convention Center and Aquatica. It has excellent user, location and cleanliness ratings. The apartment has one bedroom and one bathroom, and can accommodate up to two guests. It has a floor area of 400 square feet. The kitchen is equipped with a refrigerator and microwave oven, and there is also a washing machine for added convenience. Other amenities include air conditioning, a terrace or balcony, a garden, parking, and free Wi-Fi.
