Search Guest Houses in Winter Garden

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Compare 85 Guest Houses in Winter Garden with updated reviews, rates, and availability.

Front of property
The Heirloom Inn
3.0 star property
8.6 out of 10, Excellent, (170)
"Sweet little property."
The price is $88
$147 total
includes taxes & fees
May 14 - May 15
The Heirloom Inn
Exterior
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 19 - May 20
The Estate at Mount Dora
Private kitchen | Fridge, microwave, oven, stovetop
 Peaceful Three Bedroom Guest House near Wekiva River and State Parks 
10.0 out of 10, Exceptional, (71)
"This experience couldn’t have been better. The home was in perfect condition and had everything that we needed. We were very comfortable and will definitely be back."
 Peaceful Three Bedroom Guest House near Wekiva River and State Parks 
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Property grounds
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
Exterior
SPRING LAKE GETAWAY SUITE (Detached Guest House)
10.0 out of 10, Exceptional, (42)
"Super friendly, convenient, and affordable! Loved our stay here and would def do it again!"
SPRING LAKE GETAWAY SUITE (Detached Guest House)
Iron/ironing board, WiFi, bed sheets, wheelchair access
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 19 - May 20
Royal Park Orlando Peaceful Room with 2 DBL Beds and Pool
Iron/ironing board, internet, bed sheets, wheelchair access
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 $53
$81 total
includes taxes & fees
Jun 13 - Jun 14
Tasteful Room with 2 DBL Beds Near Local-favorite Spots
Property grounds
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!
Iron/ironing board, internet, bed sheets, wheelchair access
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 18 - May 19
Kissimmee Family Vacation Room with 2 DBL Beds & Pool
Smart TV, books
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
Iron/ironing board, internet, bed sheets, wheelchair access
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 $53
$81 total
includes taxes & fees
Jun 13 - Jun 14
Peaceful Room with 2 DBL Beds A Short Ride to Theme Parks
Iron/ironing board, WiFi, bed sheets, wheelchair access
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 18 - May 19
Weekend Getaway Room w 2 DBL Beds in the Entertainment District
Iron/ironing board, internet, bed sheets, wheelchair access
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
Jun 13 - Jun 14
Vibrant Room w 2 DBL Beds Near Local Attractions & Restaurants
Interior
Downtown Orlando Throne Historic Thornton Park
10.0 out of 10, Exceptional, (1)
"Nice size property great location great host"
The price is $85
$232 total
includes taxes & fees
Jun 11 - Jun 12
Downtown Orlando Throne Historic Thornton Park
Outdoor pool, a heated pool
Mills Cottage by the Little Lake
10.0 out of 10, Exceptional, (42)
"My family and I wanted to have fun during the day at all the Disney parks but was interested in staying somewhere quaint and quiet in the evenings. This place was perfect and we would recommend it to everyone. Great price, great location and great host!"
The price is $184
$398 total
includes taxes & fees
May 14 - May 15
Mills Cottage by the Little Lake
Outdoor dining
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!
Flat-screen TV
Adorable! 4Bed 3.5Ba with Splash Pool ☀ by Disney
Adorable! 4Bed 3.5Ba with Splash Pool ☀ by Disney
1 bedroom, iron/ironing board, WiFi, bed sheets
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 $83
$200 total
includes taxes & fees
May 26 - May 27
Tiny Cottage - 3 MI to Downtwn w/ Grill & Hammocks
Iron/ironing board, internet, bed sheets, wheelchair access
Spacious Room with 2 DBL Beds A Short Ride to Theme Parks
The price is $53
$81 total
includes taxes & fees
May 14 - May 15
Spacious Room with 2 DBL Beds A Short Ride to Theme Parks
1 bedroom, iron/ironing board, internet, bed sheets
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 $83
$114 total
includes taxes & fees
May 18 - May 19
Spacious Park Royal Orlando Suite Near Theme Parks
Don't see what you're looking for?
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

Outdoor pool, pool umbrellas, sun loungers
Avanti International Resort
3.0 star property
7.6 out of 10, Good, (2048)
"Overall a very good stay. The night crew at the cafe was not very approachable or friendly. The morning and day staff at cafe was great! The cleaning staff was so helpful. "
The price is $76
$102 total
includes taxes & fees
May 23 - May 24
Avanti International Resort
2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas
Lake Buena Vista Resort Village & Spa
4.0 star property
8.4 out of 10, Very Good, (7171)
"Fabulous place for a family holiday. Would definitely recommend and would love to return here. Apartments spacious and well-equipped. Reception desk very helpful. Good parking. Bus transfer to theme parks. Lovely pool area. Furnishings need a bit of updating but small thing compared with all the positives of this place. Why stay in a hotel room when you can have all the space these apartments provide "
The price is $144
$188 total
includes taxes & fees
May 19 - May 20
Lake Buena Vista Resort Village & Spa
Meeting facility
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, (4806)
"Very convenient. We stayed before our Disney Cruise. "
The price is $199
$224 total
includes taxes & fees
May 29 - May 30
Hyatt Regency Orlando International Airport
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
730
Accommodation
85 Guest Houses
Lowest Price
$53
Highest Price
$184

Recent reviews of Winter Garden hotels
Expedia verified reviews

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

5/5 Excellent
"I liked that there was an ice cream store and a Starbucks on the resort. I also like the space. The only thing I didn't like, was that the room didn't have a microwave but other than that, it was nice and I will stay again at my next visit. "
A verified traveler stayed at DoubleTree by Hilton at the Entrance to Universal Orlando
Posted 4 hours ago
DoubleTree by Hilton at the Entrance to Universal Orlando