Search Guest Houses in Winter Garden

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Compare 73 Guest Houses in Winter Garden with updated reviews, rates, and availability.

The Estate at Mount Dora
3.5 star property
9.2 out of 10, Wonderful, (296)
"My family loved the place. Just loved the nature and the vintage interior of the house. It may be old but still well kept and maintained. We just enjoyed our stay and wished to stay more days at Mount Dora. "
The price is $89
$125 total
includes taxes & fees
May 2 - May 3
The Estate at Mount Dora
The Heirloom Inn
3.0 star property
8.6 out of 10, Excellent, (167)
"The bathroom floor had 6 to 7 drops of dried blood on it . We cleaned it up. That was the only issue. Enjoyed and will return some day. TY"
The price is $88
$147 total
includes taxes & fees
May 2 - May 3
The Heirloom Inn
SPRING LAKE GETAWAY SUITE (Detached Guest House)
10.0 out of 10, Exceptional, (41)
"I don't think we could have chosen a better location, or had nicer hosts! The property is lovely, central to everywhere we needed, and well appointed. 5 ⭐️ all around, and will definitely stay with them again."
SPRING LAKE GETAWAY SUITE (Detached Guest House)
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Royal Park Orlando Peaceful Room with 2 DBL Beds and Pool
9.6 out of 10, Exceptional, (12)
"The room we stayed in was pretty much exactly what we expected from the pictures and description. All the staff was very friendly, we never had any issues with our stay, and the price was much better than other places we looked at."
The price is $53
$81 total
includes taxes & fees
May 20 - May 21
Royal Park Orlando Peaceful Room with 2 DBL Beds and Pool
Winter Park Getaway
10.0 out of 10, Exceptional, (3)
"The host was very helpful and welcoming without being overbearing as some can be. The space was clean, cute, and well stocked."
Winter Park Getaway
Tasteful Room with 2 DBL Beds Near Local-favorite Spots
9.2 out of 10, Wonderful, (12)
"We drove 15 hours to go to Disney and needed a one night recharge before our adventure began. This was very well located for both Disney and dinner after a long day, and a perfect place for us to sleep."
The price is $61
$90 total
includes taxes & fees
May 5 - May 6
Tasteful Room with 2 DBL Beds Near Local-favorite Spots
Tiny Cottage Farm House!
9.8 out of 10, Exceptional, (15)
"Not only was the tiny farmhouse great, it was Super Cute!! All the thoughtfulness put into everything including the funny signs all over made my trip very enjoyable! Tanya was very responsive and respectful of my privacy (she lives on the property) I felt very safe and comfortable. Would highly recommend her place. Thanks again Tanya for creating a wonderful space 🤗"
Tiny Cottage Farm House!
Kissimmee Family Vacation Room with 2 DBL Beds & Pool
9.6 out of 10, Exceptional, (4)
"We enjoyed our recent stay, it was perfect for me, my husband, and our daughter. Our flight arrived late but the desk had someone available who checked us in quickly even though it was the middle of the night. Housekeeping came by every day to make our beds and give us fresh towels which was amazing! The property is pretty close to the Disney parks too. My only complaint is the cleanliness upon arrival. The cabinet doors were standing open, the floors weren’t clean, and the mirrors were dirty....
The price is $53
$81 total
includes taxes & fees
May 22 - May 23
Kissimmee Family Vacation Room with 2 DBL Beds & Pool
2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR
9.8 out of 10, Exceptional, (11)
"EASY! Convenient. Quiet nice neighborhood!"
2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR
Peaceful Room with 2 DBL Beds A Short Ride to Theme Parks
10.0 out of 10, Exceptional, (3)
"Property was nice and clean. Not to many bells and whistles but a very clean stay. Great price as well! Would definitely stay again."
The price is $57
$85 total
includes taxes & fees
May 20 - May 21
Peaceful Room with 2 DBL Beds A Short Ride to Theme Parks
Weekend Getaway Room w 2 DBL Beds in the Entertainment District
10.0 out of 10, Exceptional, (1)
"Definitely enjoyed my partner and I’d cute little getaway to Kissimmee. This property is by the parks and had everything we needed and more. Thank you!"
The price is $53
$81 total
includes taxes & fees
May 15 - May 16
Weekend Getaway Room w 2 DBL Beds in the Entertainment District
Vibrant Room w 2 DBL Beds Near Local Attractions & Restaurants
9.4 out of 10, Exceptional, (3)
"It was the best hotel for the price we stayed at. Great breakfast"
The price is $53
$81 total
includes taxes & fees
May 20 - May 21
Vibrant Room w 2 DBL Beds Near Local Attractions & Restaurants
Downtown Orlando Throne Historic Thornton Park
10.0 out of 10, Exceptional, (1)
"Nice size property great location great host"
Downtown Orlando Throne Historic Thornton Park
Mills Cottage by the Little Lake
10.0 out of 10, Exceptional, (41)
"This trip was for a small gathering to celebrate a friend's birthday. The property is very unique (check out the listing to see it ALL - the amenities are great!) and it made for the perfect space to hang out. Host was excellent."
The price is $184
$397 total
includes taxes & fees
May 2 - May 3
Mills Cottage by the Little Lake
Sunrise to Sunset on private 900 sq ft dock with BBQ!
10.0 out of 10, Exceptional, (96)
"Cute little place on the lake. Awesome dock setup and owners were super friendly"
Sunrise to Sunset on private 900 sq ft dock with BBQ!
Adorable! 4Bed 3.5Ba with Splash Pool ☀ by Disney
Adorable! 4Bed 3.5Ba with Splash Pool ☀ by Disney
Tiny Cottage - 3 MI to Downtwn w/ Grill & Hammocks
10.0 out of 10, Exceptional, (3)
"The property was fantastic. The bed and bedding was so comfortable. Zero complaints. Highly recommended. Great communication with the owners. "
The price is $79
$194 total
includes taxes & fees
May 29 - May 30
Tiny Cottage - 3 MI to Downtwn w/ Grill & Hammocks
Spacious Room with 2 DBL Beds A Short Ride to Theme Parks
The price is $53
$81 total
includes taxes & fees
May 20 - May 21
Spacious Room with 2 DBL Beds A Short Ride to Theme Parks
Spacious Park Royal Orlando Suite Near Theme Parks
9.6 out of 10, Exceptional, (4)
"It was suite 2 rooms 2 queen beds one sofa bed easily accommodate family of six. 2 bathrooms. It’s spacious. The main disadvantage was the floor not clean. Need to have footwear. The AC was working good but little bit loud."
The price is $71
$101 total
includes taxes & fees
May 5 - May 6
Spacious Park Royal Orlando Suite Near Theme Parks
Magnificent Room with 2 DBL Beds Close to Must-see Attractions
9.6 out of 10, Exceptional, (14)
"We stayed 3 nights. The room was pleasant and the breakfast good. I used the pool each day, pretty much had it to myself. Gator land, Universal Studios and Cape Canaveral all within easy reach. Restaurants and shops nearby too."
The price is $53
$81 total
includes taxes & fees
May 8 - May 9
Magnificent Room with 2 DBL Beds Close to Must-see Attractions
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See all available properties in Winter Garden
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Winter Garden

Avanti International Resort
3.0 star property
7.6 out of 10, Good, (1997)
"Highly recommend A "
The price is $76
$102 total
includes taxes & fees
May 12 - May 13
Avanti International Resort
Lake Buena Vista Resort Village & Spa
4.0 star property
8.4 out of 10, Very Good, (7130)
"Everything was good minus the bathroom in the main room. It kept making noises like it was still flushing. "
The price is $162
$208 total
includes taxes & fees
May 2 - May 3
Lake Buena Vista Resort Village & Spa
CoCo Key Hotel and Water Resort 
3.5 star property
7.4 out of 10, Good, (3687)
"Not very quiet but others are OK"
The price is $74
$129 total
includes taxes & fees
May 8 - May 9
CoCo Key Hotel and Water Resort 
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Winter Garden Guest Houses information

Number of reviews
666
Accommodation
73 Guest Houses
Lowest Price
$53
Highest Price
$184

Recent reviews of Winter Garden hotels
Expedia verified reviews