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Compare 74 Guest Houses in Windermere with updated reviews, rates, and availability.

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

9.6 out of 10, Exceptional, (15)
"Thought the area would be much nicer"
The price is SAR 218
SAR 324 total
includes taxes & fees
9 Apr - 10 Apr
Royal Park Orlando Peaceful Room with 2 DBL Beds and Pool

Downtown Lake Eola Historic House 1 OR 2 BED

8.8 out of 10, Excellent, (29)
"We had an amazing time staying at this property. Everything was clean and the communication with the owner was amazing!"
The price is SAR 319
SAR 645 total
includes taxes & fees
31 Mar - 1 Apr
Downtown Lake Eola Historic House 1 OR 2 BED

SPRING LAKE GETAWAY SUITE (Detached Guest House)

10.0 out of 10, Exceptional, (63)
"Perfect house, perfect location, and the host is very pleasant and easy to get in contact with. A great stay."
SPRING LAKE GETAWAY SUITE (Detached Guest House)

Weekend Getaway Room w 2 DBL Beds in the Entertainment District

9.0 out of 10, Wonderful, (4)
"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 SAR 218
SAR 324 total
includes taxes & fees
9 Apr - 10 Apr
Weekend Getaway Room w 2 DBL Beds in the Entertainment District

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

8.0 out of 10, Very Good, (4)
"Not good at all"
The price is SAR 236
SAR 344 total
includes taxes & fees
9 Apr - 10 Apr
Weekend Getaway Room with 2 DBL Beds Near Theme Parks

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!

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 1,484 total
includes taxes & fees
8 Apr - 9 Apr
Mills Cottage by the Little Lake

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
30 Mar - 31 Mar
Spacious Park Royal Orlando Suite Near Theme Parks

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

9.2 out of 10, Wonderful, (15)
"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 . "
The price is SAR 308
SAR 628 total
includes taxes & fees
2 Apr - 3 Apr
2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR

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 863 total
includes taxes & fees
8 Apr - 9 Apr
Downtown Orlando Throne Historic Thornton Park

Beautiful Villa with Lake Views

10.0 out of 10, Exceptional, (1)
"UN APPARTEMENT TRES BIEN MEUBLÉ ET BIEN ÉQUIPÉ. UN AGRABLE SÉJOUR."
The price is SAR 368
SAR 964 total
includes taxes & fees
20 Apr - 21 Apr
Beautiful Villa with Lake Views

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
27 Mar - 28 Mar
Peaceful Room with 2 DBL Beds A Short Ride to Theme Parks

Cozy Guesthouse in Orlando, Florida! Convenience and comfort!

9.6 out of 10, Exceptional, (4)
"Very convenient location. New fixtures. Very clean. "
Cozy Guesthouse in Orlando, Florida! Convenience and comfort!

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 255
SAR 364 total
includes taxes & fees
30 Mar - 31 Mar
Vibrant Room w 2 DBL Beds Near Local Attractions & Restaurants

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
29 Mar - 30 Mar
Spacious Suite in a Highly Desirable Location Near Theme Parks

Adorable 1bed 1 bath guest house

10.0 out of 10, Exceptional, (24)
"Samson and Sunny clearly put in the effort to make sure I felt welcome during my stay. The check in and check out processes were very simple (not always the case with properties!) which I really appreciated. "
Adorable 1bed 1 bath guest 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 SAR 218
SAR 324 total
includes taxes & fees
9 Apr - 10 Apr
Kissimmee Family Vacation Room with 2 DBL Beds & Pool

Kissimmee Modern Room with 2 DBL Beds & Tennis Court

9.0 out of 10, Wonderful, (2)
"Hubby had a fishing tournament nearby the stay was nice check in went well there is pretty good places in area for food and drink that was close within walking distance"
The price is SAR 218
SAR 324 total
includes taxes & fees
9 Apr - 10 Apr
Kissimmee Modern Room with 2 DBL Beds & Tennis Court
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 Windermere

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1839)
"Close to the parks."
The price is SAR 295
SAR 399 total
includes taxes & fees
8 Apr - 9 Apr
Vacation Village at Parkway

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very Good, (8483)
"It was an overall great stay. Would have liked a little housekeeping without an extra fee. "
Lake Buena Vista Resort Village & Spa

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5282)
"The Employees were courteous and the property is beautiful. We had a junior condo and it worked perfectly! The only negatives were the washer didn't work properly and the mattress wasn't super comfortable. We wouldn't hesitate to book with Summer Bay again, the next time we visit FL."
The price is SAR 395
SAR 563 total
includes taxes & fees
9 Apr - 10 Apr
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.