Search Guest Houses in Winter Garden

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Compare 87 Guest Houses in Winter Garden with updated reviews, rates, and availability.

Exterior
The Estate at Mount Dora
3.5 star property
9.2 out of 10, Wonderful, (298)
"Mirror in bathroom is not functional and lighting above mirror was flimsy and loose. Ceiling fan blades are in need of a serious cleaning. Shower faucet handles are loose which makes it difficult to turn water on/off. Lack of lighting at the house entrance door creates a hazard climbing the stairs and entering the home. "
The price is $94
$131 total
includes taxes & fees
May 28 - May 29
The Estate at Mount Dora
Front of property
The Heirloom Inn
3.0 star property
8.8 out of 10, Excellent, (172)
"Loved the convenience to shopping and restaurants, and the lake was easily within walking distance as well. Cozy, cute and clean."
The price is $88
$147 total
includes taxes & fees
May 28 - May 29
The Heirloom Inn
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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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 $57
$85 total
includes taxes & fees
May 28 - May 29
Tasteful Room with 2 DBL Beds Near Local-favorite Spots
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
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!
Exterior
SPRING LAKE GETAWAY SUITE (Detached Guest House)
10.0 out of 10, Exceptional, (43)
"We really enjoyed our stay. Great location for what we needed. Pictures and descriptions accurate. I would recommend this property for 1-2 guests."
SPRING LAKE GETAWAY SUITE (Detached Guest House)
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
May 28 - May 29
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 $61
$90 total
includes taxes & fees
May 28 - May 29
Weekend Getaway Room w 2 DBL Beds in the Entertainment District
A heated pool
Paradise in a country setting. 2 BDRM 1100 SQ FT apartment. 1 King ,1 Queen
10.0 out of 10, Exceptional, (5)
"Beautiful neighborhood, was perfectly centered for us to travel to a tigers game and cape Canaveral . There was a manned launch on one of the nights and we could see it from the deck. Friendly attentive owners, would definitely recommend."
Paradise in a country setting. 2 BDRM 1100 SQ FT apartment. 1 King ,1 Queen
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 29 - May 30
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 $94
$226 total
includes taxes & fees
Jun 22 - Jun 23
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 $61
$90 total
includes taxes & fees
May 28 - May 29
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 $71
$101 total
includes taxes & fees
May 28 - May 29
Spacious Park Royal Orlando Suite Near Theme Parks
Iron/ironing board, internet, bed sheets, wheelchair access
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 28 - May 29
Magnificent Room with 2 DBL Beds Close to Must-see Attractions
1 bedroom, iron/ironing board, internet, bed sheets
Spacious Suite in a Highly Desirable Location Near Theme Parks
8.6 out of 10, Excellent, (4)
"This use to be a hotel and seems to have seen better days but had been reconditioned. Some were in some aspects. Not a top line place but was clean and served our need."
The price is $77
$108 total
includes taxes & fees
May 28 - May 29
Spacious Suite in a Highly Desirable Location 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

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, (7237)
"This property was everything all in one 🤗 "
The price is $176
$224 total
includes taxes & fees
May 28 - May 29
Lake Buena Vista Resort Village & Spa
Outdoor pool, pool umbrellas, sun loungers
Avanti International Resort
3.0 star property
7.8 out of 10, Good, (2105)
"very near everything. very nice to stay"
The price is $76
$102 total
includes taxes & fees
May 30 - May 31
Avanti International Resort
Meeting facility
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, (4857)
"Hyatt hotels never disappoint. We picked this one strictly because of location "
The price is $189
$213 total
includes taxes & fees
May 28 - May 29
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
739
Accommodation
87 Guest Houses
Lowest Price
$53
Highest Price
$184

Recent reviews of Winter Garden hotels
Expedia verified reviews