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Compare 67 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)
"Very friendly nice rooms and the pool was just right"
The price is SAR 218
SAR 324 total
includes taxes & fees
10 Mar - 11 Mar
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
9 Mar - 10 Mar
Downtown Lake Eola Historic House 1 OR 2 BED

SPRING LAKE GETAWAY SUITE (Detached Guest House)

10.0 out of 10, Exceptional, (61)
"Nice residential gated community. Excellent welcoming host!"
SPRING LAKE GETAWAY SUITE (Detached Guest House)

Adorable 1bed 1 bath guest house

10.0 out of 10, Exceptional, (22)
"Our stay was perfect. The accommodations and hosts were excellent. Will definitely consider it again if/when coming to orlando. "
Adorable 1bed 1 bath guest house

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 w 2 DBL Beds in the Entertainment District

10.0 out of 10, Exceptional, (3)
"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
10 Mar - 11 Mar
Weekend Getaway Room w 2 DBL Beds in the Entertainment District

Cozy Guesthouse in Orlando, Florida! Convenience and comfort!

9.6 out of 10, Exceptional, (4)
"Very convenient location. New fixtures. Very clean. "
The price is SAR 521
SAR 1,301 total
includes taxes & fees
10 Mar - 11 Mar
Cozy Guesthouse in Orlando, Florida! Convenience and comfort!

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!"
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
9 Mar - 10 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 . "
2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR

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 420
SAR 1,031 total
includes taxes & fees
6 Apr - 7 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
23 Mar - 24 Mar
Peaceful Room with 2 DBL Beds A Short Ride to Theme Parks

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
10 Mar - 11 Mar
Kissimmee Family Vacation Room with 2 DBL Beds & Pool

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
19 Mar - 20 Mar
Downtown Orlando Throne Historic Thornton Park

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
10 Mar - 11 Mar
Vibrant Room w 2 DBL Beds Near Local Attractions & Restaurants

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
10 Mar - 11 Mar
Weekend Getaway Room with 2 DBL Beds Near Theme Parks

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
9 Mar - 10 Mar
Spacious Suite in a Highly Desirable Location Near Theme Parks

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
22 Mar - 23 Mar
Kissimmee Modern Room with 2 DBL Beds & Tennis Court

Tasteful Room with 2 DBL Beds Near Local-favorite Spots

8.0 out of 10, Very Good, (16)
"The property is a sleeper. It’s a good value for the money definitely not high end but perfect for budget minded families and business outings. I stay here often "
The price is SAR 218
SAR 324 total
includes taxes & fees
4 Apr - 5 Apr
Tasteful Room with 2 DBL Beds Near Local-favorite Spots
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, (1654)
"Everything was perfect "
The price is SAR 313
SAR 411 total
includes taxes & fees
19 Mar - 20 Mar
Vacation Village at Parkway

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very Good, (8401)
"Very convenient. Close to the parks. Good parking. Kids loved the pool. Friendly staff. "
Lake Buena Vista Resort Village & Spa

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1236)
"We loved so much about the stay, the cottages were modern but comfortable and smartly decorated. There were all the essentials in the kitchen even a huge amazing blender. The buildings were very attractive and painted lovely colors. Beds were comfortable and bathrooms as well (could have been a little more upgraded, basic shower stalls). The entire unit was very spacious also. The pools were gorgeous with chairs available right in front. However there were a few things we didn't like. We were...
Margaritaville Resort Orlando Cottages by Rentyl
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.