Search Guest Houses in Winter Garden

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Check prices for these dates

Next weekend
30 May - 1 Jun
In two weeks
6 Jun - 8 Jun
In one month
20 Jun - 22 Jun
In two months
18 Jul - 20 Jul

Compare 78 Guest Houses in Winter Garden with updated reviews, rates, and availability.

The Estate at Mount Dora
Exterior

The Estate at Mount Dora

3.5 star property
9.2 out of 10, Wonderful, (362)
"Very interesting and nice place!"
The price is AED 309
AED 440 total
includes taxes & fees
2 Jun - 3 Jun
The Estate at Mount Dora
The Heirloom Inn
Front of property

The Heirloom Inn

3.0 star property
8.8 out of 10, Excellent, (209)
"It was so quaint and comfortable and perfectly located in walking distance to main areas of interest. "
The price is AED 353
AED 612 total
includes taxes & fees
22 May - 23 May
The Heirloom Inn
Disney Proximity Escape - Comfort in Kissimmee
Outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas, sun loungers

Disney Proximity Escape - Comfort in Kissimmee

3.0 star property
8.2 out of 10, Very Good, (27)
"Was just a nice experience stayung there"
Disney Proximity Escape - Comfort in Kissimmee
Royal Park Orlando Peaceful Room with 2 DBL Beds and Pool
Iron/ironing board, free internet, bed sheets, wheelchair access

Royal Park Orlando Peaceful Room with 2 DBL Beds and Pool

9.6 out of 10, Exceptional, (18)
"Very friendly nice rooms and the pool was just right"
The price is AED 213
AED 317 total
includes taxes & fees
26 May - 27 May
Royal Park Orlando Peaceful Room with 2 DBL Beds and Pool
Downtown Lake Eola Historic House 1 OR 2 BED
Miscellaneous

Downtown Lake Eola Historic House 1 OR 2 BED

8.8 out of 10, Excellent, (30)
"We had an amazing time staying at this property. Everything was clean and the communication with the owner was amazing!"
The price is AED 264
AED 578 total
includes taxes & fees
21 May - 22 May
Downtown Lake Eola Historic House 1 OR 2 BED
SPRING LAKE GETAWAY SUITE (Detached Guest House)
Property grounds

SPRING LAKE GETAWAY SUITE (Detached Guest House)

10.0 out of 10, Exceptional, (69)
"I'd absolutely stay here again. "
SPRING LAKE GETAWAY SUITE (Detached Guest House)
Weekend Getaway Room w 2 DBL Beds in the Entertainment District
Iron/ironing board, free internet, bed sheets, wheelchair access

Weekend Getaway Room w 2 DBL Beds in the Entertainment District

8.6 out of 10, Excellent, (8)
"The main property is under renovations according to the staff at the desk but this room is phenomenal! And it’s located right next to a Raceway so food and snacks and drinks are right next door! The room was clean and cozy and exactly as shown in the pics. There were dishes and silverware provided and a surprisingly good amount of closet space. The tv was a little older and the hdmi ports didn’t work but that was minor. We loved our stay and had a wonderful experience!! Definitely want to...
The price is AED 213
AED 317 total
includes taxes & fees
27 May - 28 May
Weekend Getaway Room w 2 DBL Beds in the Entertainment District
Winter Park Getaway
Terrace/patio

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
Weekend Getaway Room with 2 DBL Beds Near Theme Parks
Iron/ironing board, bed sheets, wheelchair access

Weekend Getaway Room with 2 DBL Beds Near Theme Parks

8.0 out of 10, Very Good, (4)
"Not good at all"
The price is AED 213
AED 317 total
includes taxes & fees
28 May - 29 May
Weekend Getaway Room with 2 DBL Beds Near Theme Parks
Cozy Tiny Cottage Farm House!
Terrace/patio

Cozy Tiny Cottage Farm House!

9.8 out of 10, Exceptional, (20)
"Wonderful property, great space for a couple and possibly a family since they have the included loft space! Private, clean, and cutely decorated! Bed was comfortable!"
Cozy Tiny Cottage Farm House!
 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 
Fridge, microwave, oven, stovetop

 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 

10.0 out of 10, Exceptional, (79)
"Excellent place with everything you could need. Michael is a very thoughtful host. Very close and conveniently located to RBC and Ligonier Ministries! Cannot recommend enough!"
 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 
Mills Cottage by the Little Lake
Outdoor pool, a heated pool

Mills Cottage by the Little Lake

10.0 out of 10, Exceptional, (44)
"Awesome property, kind host, great location… 1mile to food and drinks, 15 minutes to universal studios."
The price is AED 522
AED 1,223 total
includes taxes & fees
21 May - 22 May
Mills Cottage by the Little Lake
Spacious Park Royal Orlando Suite Near Theme Parks
1 bedroom, iron/ironing board, bed sheets, wheelchair access

Spacious Park Royal Orlando Suite Near Theme Parks

7.8 out of 10, Good, (6)
"The 2nd bathroom, kitchen and extra space in general made our stay for 5 so much more pleasant!"
The price is AED 261
AED 372 total
includes taxes & fees
21 May - 22 May
Spacious Park Royal Orlando Suite Near Theme Parks
2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR
Smart TV, books

2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR

8.8 out of 10, Excellent, (16)
"One bedroom with comfortable foldout futon in small living room. Small fridge, microwave, kettle were ideal for my stay. "
2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR
Downtown Orlando Throne Historic Thornton Park
Microwave, coffee/tea maker, cookware/dishes/utensils

Downtown Orlando Throne Historic Thornton Park

10.0 out of 10, Exceptional, (3)
"Nice size property great location great host"
The price is AED 312
AED 838 total
includes taxes & fees
21 May - 22 May
Downtown Orlando Throne Historic Thornton Park
Historic lakefront guesthouse
Interior

Historic lakefront guesthouse

10.0 out of 10, Exceptional, (3)
"Great location - property seas very clean and comfortable!"
The price is AED 463
AED 1,067 total
includes taxes & fees
3 Jun - 4 Jun
Historic lakefront guesthouse
Peaceful Room with 2 DBL Beds A Short Ride to Theme Parks
Iron/ironing board, bed sheets, wheelchair access

Peaceful Room with 2 DBL Beds A Short Ride to Theme Parks

9.6 out of 10, Exceptional, (7)
"We stayed two nights, clean and easy to find. The mattress was loud and sunk in a good bit but other than that it was a nice place to stay."
The price is AED 231
AED 337 total
includes taxes & fees
22 May - 23 May
Peaceful Room with 2 DBL Beds A Short Ride to Theme Parks
Vibrant Room w 2 DBL Beds Near Local Attractions & Restaurants
Iron/ironing board, bed sheets, wheelchair access

Vibrant Room w 2 DBL Beds Near Local Attractions & Restaurants

9.0 out of 10, Wonderful, (4)
"They were very nice"
The price is AED 213
AED 317 total
includes taxes & fees
28 May - 29 May
Vibrant Room w 2 DBL Beds Near Local Attractions & Restaurants
Spacious Suite in a Highly Desirable Location Near Theme Parks
1 bedroom, iron/ironing board, WiFi, bed sheets

Spacious Suite in a Highly Desirable Location Near Theme Parks

8.6 out of 10, Excellent, (4)
"Friendly staff and nice property!"
The price is AED 261
AED 372 total
includes taxes & fees
21 May - 22 May
Spacious Suite in a Highly Desirable Location Near Theme Parks
Kissimmee Family Vacation Room with 2 DBL Beds & Pool
Iron/ironing board, bed sheets, wheelchair access

Kissimmee Family Vacation Room with 2 DBL Beds & Pool

9.6 out of 10, Exceptional, (4)
"Everything it was good! I will come back again!"
The price is AED 213
AED 317 total
includes taxes & fees
21 May - 22 May
Kissimmee Family Vacation Room with 2 DBL Beds & Pool
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.
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Other property types in Winter Garden

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (2118)
"Beautiful stay! "
The price is AED 421
AED 541 total
includes taxes & fees
21 May - 22 May
Vacation Village at Parkway
Lake Buena Vista Resort Village & Spa
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, (8724)
"Great location for attractions. "
The price is AED 639
AED 827 total
includes taxes & fees
21 May - 22 May
Lake Buena Vista Resort Village & Spa
Florida Hotel & Conference Center in the Florida Mall
Reception

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.2 out of 10, Wonderful, (1948)
"Great place to stay."
The price is AED 712
AED 896 total
includes taxes & fees
21 May - 22 May
Florida Hotel & Conference Center in the Florida Mall
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.