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Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

Compare 76 Guest Houses in Windermere with updated reviews, rates, and availability.

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, (17)
"Very friendly nice rooms and the pool was just right"
The price is AED 213
AED 317 total
includes taxes & fees
19 May - 20 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 312
AED 631 total
includes taxes & fees
26 May - 27 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)
"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
21 May - 22 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 250
AED 357 total
includes taxes & fees
26 May - 27 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)
"Super spacious for a tiny house and fit 6 of us perfectly! Had everything we needed"
Cozy Tiny Cottage Farm House!
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 643
AED 1,382 total
includes taxes & fees
27 May - 28 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
14 May - 15 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. "
The price is AED 257
AED 565 total
includes taxes & fees
14 May - 15 May
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
26 May - 27 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 481
AED 1,091 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)
"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 213
AED 317 total
includes taxes & fees
21 May - 22 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 250
AED 357 total
includes taxes & fees
21 May - 22 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
14 May - 15 May
Spacious Suite in a Highly Desirable Location Near Theme Parks
Adorable 1bed 1 bath guest house
Smart TV

Adorable 1bed 1 bath guest house

10.0 out of 10, Exceptional, (25)
"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
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
Kissimmee Modern Room with 2 DBL Beds & Tennis Court
Iron/ironing board, free internet, bed sheets, wheelchair access

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 AED 213
AED 317 total
includes taxes & fees
26 May - 27 May
Kissimmee Modern Room with 2 DBL Beds & Tennis Court
Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio
Full-size fridge, microwave, oven, stovetop

Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio

9.6 out of 10, Exceptional, (15)
"Had a lovely visit in Orlando! Easy to find, host is very nice, communicative and helpful! Would definitely stay again"
Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio
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
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (2090)
"Great stay"
The price is AED 259
AED 357 total
includes taxes & fees
25 May - 26 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, (8702)
"Great location for attractions. "
The price is AED 575
AED 756 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
9.0 out of 10, Wonderful, (1933)
"Great place to stay."
The price is AED 639
AED 814 total
includes taxes & fees
26 May - 27 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.