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Check prices for these dates

Next weekend
2 Jum. I - 4 Jum. I
In two weeks
9 Jum. I - 11 Jum. I
In one month
23 Jum. I - 25 Jum. I
In two months
20 Jum. II - 22 Jum. II

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, (356)
"The room I stayed in was absolutely perfect! It was recently updated, very clean and had everything I needed. Private patio was a nice touch. The property and surrounding area was very quiet. I have family in the area so I will definitely stay here every time I come back! "
The price is SAR 353
SAR 491 total
includes taxes & fees
5 May - 6 May
The Estate at Mount Dora
The Heirloom Inn
Front of property

The Heirloom Inn

3.0 star property
8.8 out of 10, Excellent, (206)
"Very nice place to stay! We will come again sometime!"
The price is SAR 375
SAR 641 total
includes taxes & fees
28 Apr - 29 Apr
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)
"The room was spacious as is the bathroom, very clean, mattress extremely comfortable, I would recommend putting on the "top bed sheet" and then the white bedspread which was pretty but a bit rough against skin. All areas were new, well kept and very nice. Negatiives: Parking is very stressful, there's a driveway with a 2 car garage and 7 parking spaces....you have to know who is leaving when, which is impossible if you don't know the other guests, you're always afraid of blocking or being...
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, (17)
"Good "
The price is SAR 218
SAR 324 total
includes taxes & fees
28 Apr - 29 Apr
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)
"This was a great option for my friend and I who were traveling. It had two separate bedrooms, a decent kitchen, and a nice seating area. It’s pretty much in downtown, we walked very easily to the Orlando magic stadium and there’s plenty of restaurants within walking distance around the home. would definitely stay here again, and I really appreciated the communication from the property management company. "
The price is SAR 319
SAR 645 total
includes taxes & fees
4 May - 5 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, (68)
"We took a getaway for my birthday and it was the perfect set up for us. Gina’s communication was welcoming. The gated neighborhood gave us appreciated security. Will visit 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, (7)
"Property is centrally located to many attractions and Food. Really nice accommodation without breaking the bank. Very satisfied "
The price is SAR 218
SAR 324 total
includes taxes & fees
28 Apr - 29 Apr
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 SAR 218
SAR 324 total
includes taxes & fees
28 Apr - 29 Apr
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)
"I needed a convenient place to stay while visiting family in Longwood, and this rental was perfect. Tucked away from the main road in a quiet neighborhood, the house was easy to find and check-in was effortless. The efficient space was well-appointed with all I needed for a cozy spot to sleep, have breakfast, and wash a small load of laundry before setting out to spend my day with family. I will be back."
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)
"The house was clean and pretty and perfect!! It’s all updated. Beds were super comfy and warm (it was cold the weekend we stayed). We did have an issue with a couple of minor things but Mike came over instantly and fixed them immediately. He was very attentive and very friendly and I enjoyed talking with him! We stayed for a soccer tournament and it was super close to Seminole Soccer Complex. I would absolutely stay there again! "
 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)
"Upon arriving nice neighborhood drive was seemed small but on our last day with multiple cars on lot it was easy to get out. I was impressed by the whole property, but the vegetation was by far my favorite thing the pool was easy to find there was so many things to keep us occupied if we needed. Owner was quick to respond and even checked in with us. Would definitely stay again!"
The price is SAR 698
SAR 1,450 total
includes taxes & fees
28 Apr - 29 Apr
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)
"Room was great size for the price. Smelled very moldy. Kept getting the same confirmation email sent to me EVERY hour and customer service did not help."
The price is SAR 266
SAR 380 total
includes taxes & fees
28 Apr - 29 Apr
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)
"This place was good for a two night pre cruise stay. Half of what you would pay staying at a hotel. A rental car is a must have for going anywhere. We just slept and showered here as we were out all day and brought takeout back. They provided a nice bottle of wine. I was disappointed that the bedding was not the nice white bedding pictured and was burgundy instead. A decent place to stay short term if you want to save on accommodations . "
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)
"Property is in a great location of Thornton Park. We arrived and parked the car. Walking distance to everything, such an awesome weekend."
The price is SAR 319
SAR 856 total
includes taxes & fees
28 Apr - 29 Apr
Downtown Orlando Throne Historic Thornton Park
Historic lakefront guesthouse
Interior

Historic lakefront guesthouse

10.0 out of 10, Exceptional, (2)
"Overall wonderful stay in a great historic neighborhood! The area was quiet, safe and enjoyable for morning walks or coffee on the balcony with lake views. The villa itself was a lot more spacious than the pictures indicate and all the furnishings and accommodations included were just right for either a short- or long-term stay. The location was in close proximity to many local attractions, shopping, and restaurants, but did not feel crowded. Our host, Jason, was responsive to any questions and...
The price is SAR 480
SAR 1,102 total
includes taxes & fees
26 May - 27 May
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)
"It’s an okay place good vakues"
The price is SAR 218
SAR 324 total
includes taxes & fees
28 Apr - 29 Apr
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 SAR 218
SAR 324 total
includes taxes & fees
28 Apr - 29 Apr
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)
"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 SAR 266
SAR 380 total
includes taxes & fees
28 Apr - 29 Apr
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)
"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 SAR 218
SAR 324 total
includes taxes & fees
28 Apr - 29 Apr
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, (1995)
"The room was quiet and comfortable. Great value stay. Will definitely stay here again. "
The price is SAR 277
SAR 378 total
includes taxes & fees
4 May - 5 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, (8624)
"Great lady at the check in very friendly and efficient. Great proximity to the park and kidos loved the pirate ship!"
The price is SAR 554
SAR 734 total
includes taxes & fees
28 Apr - 29 Apr
Lake Buena Vista Resort Village & Spa
Summer Bay Orlando by Exploria Resorts
5 outdoor pools

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5381)
"All around wonderful place to stay, staff very helpful, we will definitely be back."
The price is SAR 456
SAR 631 total
includes taxes & fees
11 May - 12 May
Summer Bay Orlando by Exploria Resorts
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.