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Our top choices for Windermere condo rentals

Magical Moment Vacation Condos

Magical Moment Vacation Condos
4.0 star property
International Drive District
10.0 out of 10, Exceptional, (1 review)
"Very Clean room staff were great !! Definitely would stay again !"
United States
stephanie
$333 nightly
The price is $376
Apr 28 - Apr 29
Total with taxes and fees
Magical Moment Vacation Condos

Welcoming Cozy 2BR/2BA Condo Near Downtown Orlando & Attractions with Pool

Welcoming Cozy 2BR/2BA Condo Near Downtown Orlando & Attractions with Pool
Lake Frederica
9.0 out of 10, Wonderful, (2 reviews)
"The property is in a good location. Easily accessible to places we wanted to visit. The condo was clean and ready for our arrival."
United States
Myra W.
$268 nightly
The price is $299
Apr 13 - Apr 14
Total with taxes and fees
Welcoming Cozy 2BR/2BA Condo Near Downtown Orlando & Attractions with Pool

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (3,794 reviews)
"Nice place to stay and close to the parks. "
United States
Kena
$107 nightly
The price is $122
May 3 - May 4
Total with taxes and fees
Vacation Village Orlando, Celebration

Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
Kissimmee
9.2 out of 10, Wonderful, (161 reviews)
"Excellent accommodations."
United States
Raychelle
$179 nightly
The price is $200
Apr 5 - Apr 6
Total with taxes and fees
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

2 BR/2 bath Clermont cottage w/ Heated Olympic Pool/basketball/lake access

2 BR/2 bath Clermont cottage w/ Heated Olympic Pool/basketball/lake access
Vacation Village
10.0 out of 10, Exceptional, (6 reviews)
"Excellent host, very clean, coffee bar, and access to great facilities. Would highly recommend this place."
United States
Jodi
$246 nightly
The price is $270
Apr 20 - Apr 21
Total with taxes and fees
2 BR/2 bath Clermont cottage w/ Heated Olympic Pool/basketball/lake access

Bright Ground Floor Condo Minutes to Parks

Bright Ground Floor Condo Minutes to Parks
Kissimmee
$282 nightly
The price is $300
Apr 26 - Apr 27
Total with taxes and fees
Bright Ground Floor Condo Minutes to Parks

Lake Eola view 1 bedroom Thornton Park

Lake Eola view 1 bedroom Thornton Park
South Eola
10.0 out of 10, Exceptional, (12 reviews)
"good area"
United States
Carlos F.
$156 nightly
The price is $173
Apr 5 - Apr 6
Total with taxes and fees
Lake Eola view 1 bedroom Thornton Park

Vintage 2 Bedroom 1.5 Bathroom Condo Lake View

Vintage 2 Bedroom 1.5 Bathroom Condo Lake View
South Eola
10.0 out of 10, Exceptional, (10 reviews)
"The condo was exceptionally clean and well-maintained, and the view was stunning. I would not hesitate to recommend this property to others and would gladly consider staying here again in the future."
United States
Laurie
$184 nightly
The price is $205
Apr 5 - Apr 6
Total with taxes and fees
Vintage 2 Bedroom 1.5 Bathroom Condo Lake View

Renovated Condo Lake Eola View Great Location

Renovated Condo Lake Eola View Great Location
South Eola
10.0 out of 10, Exceptional, (13 reviews)
"Great place to stay! Quiet and in a great neighborhood! "
United States
Nick L.
$166 nightly
The price is $184
Apr 5 - Apr 6
Total with taxes and fees
Renovated Condo Lake Eola View Great Location

Dazzling Newly Renovated Condo 1.5 miles to Disney

Dazzling Newly Renovated Condo 1.5 miles to Disney
Kissimmee
9.4 out of 10, Exceptional, (95 reviews)
"Good stay It was nice but the toilet didnt flush very well. Im sure they can fix that easily Great location, close to Disney"
United States
Pali Spruill
$162 nightly
The price is $181
Apr 28 - Apr 29
Total with taxes and fees
Dazzling Newly Renovated Condo 1.5 miles to Disney

Beautiful 2 Bedroom/2 Bathroom Condo Close to Disney!

Beautiful 2 Bedroom/2 Bathroom Condo Close to Disney!
Kissimmee
9.8 out of 10, Exceptional, (40 reviews)
"It was excellent and very comfortable. It was clean, well-maintained, and fully furnished with everything needed for a pleasant stay. I really enjoyed my time there and would highly recommend it to others."
United States
aqsa
$256 nightly
The price is $288
Apr 22 - Apr 23
Total with taxes and fees
Beautiful 2 Bedroom/2 Bathroom Condo Close to Disney!

Bahama Bay, Davenport, Florida Oversize 2 Br condo

Bahama Bay, Davenport, Florida Oversize 2 Br condo
Bahama Bay
9.4 out of 10, Exceptional, (10 reviews)
"Spacious and clean unit. Quiet, clean and nice property overall (nice pool options and walking paths). Short drive to amenities and activities. Host was responsive."
United States
Holly
$213 nightly
The price is $236
Apr 13 - Apr 14
Total with taxes and fees
Bahama Bay, Davenport, Florida Oversize 2 Br condo

Spacious Home in FantasyWorld

Spacious Home in FantasyWorld
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Thanks you so much for everything for sure this place is AMAZING, everything went perfect and resort staff was very nice and helpful all the time and yes is same as the pictures and eve more better in person. "
United States
Harley Gustavo
$301 nightly
The price is $319
Apr 13 - Apr 14
Total with taxes and fees
Spacious Home in FantasyWorld

Sunny Family Escape/ Private Pool & Themed Rooms

Sunny Family Escape/ Private Pool & Themed Rooms
Kissimmee
9.6 out of 10, Exceptional, (4 reviews)
"Great location!"
United States
Heather
$373 nightly
The price is $417
Apr 27 - Apr 28
Total with taxes and fees
Sunny Family Escape/ Private Pool & Themed Rooms

Newly Renovated, Modern Two Bedroom Condo Minutes Away From Disney

Newly Renovated, Modern Two Bedroom Condo Minutes Away From Disney
Kissimmee
9.6 out of 10, Exceptional, (122 reviews)
"The property matched the description accurately. Everything was clean and well maintained - exactly as advertised, so there were no surprises. The property had everything that a family would need - making it convenient and easy to settle in. Check in was stress free and communication with host was very clear with quick turn around time. Location is a major highlight with close proximity to theme parks and restaurants. Overall, had a great stay at this property and would highly recommend!"
United States
Venkatesan
$200 nightly
The price is $224
Apr 17 - Apr 18
Total with taxes and fees
Newly Renovated, Modern Two Bedroom Condo Minutes Away From Disney

PAY LATER!! SALE!! Beautiful lake view, newly decorated, next to Disney & FUN!!

PAY LATER!! SALE!! Beautiful lake view, newly decorated, next to Disney & FUN!!
Orlando
9.4 out of 10, Exceptional, (65 reviews)
"Room was great! Will stay again "
United States
gina
$272 nightly
The price is $302
Apr 4 - Apr 5
Total with taxes and fees
PAY LATER!! SALE!! Beautiful lake view, newly decorated, next to Disney & FUN!!

Luxe King Suite Bliss Getaway Condo Near Disney

Luxe King Suite Bliss Getaway Condo Near Disney
Kissimmee
9.2 out of 10, Wonderful, (33 reviews)
"Everything was perfect; location and shopping "
United States
Shandell E.
$146 nightly
The price is $163
Apr 7 - Apr 8
Total with taxes and fees
Luxe King Suite Bliss Getaway Condo Near Disney

Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2

Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2
Kissimmee
9.6 out of 10, Exceptional, (201 reviews)
"Yes, everything was very nice.! We enjoyed our stay."
United States
Diane M.
$192 nightly
The price is $215
Apr 22 - Apr 23
Total with taxes and fees
Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2

Buena Vista Resort Condo w/ Pool & Private Patio

Buena Vista Resort Condo w/ Pool & Private Patio
Orlando
8.4 out of 10, Very Good, (16 reviews)
"Great resort with plenty of amenities in close walking range, including 2 pools, a convenience store, Irish pub, and Pizza Hut express. Within minutes of just about anything in Kissimee/Orlando. We highly recommend this place!"
United States
Lindsey
$260 nightly
The price is $292
Apr 8 - Apr 9
Total with taxes and fees
Buena Vista Resort Condo w/ Pool & Private Patio

BEAUTIFULLY remodeled 3/2 condo near DISNEY and MARGARITAVILLE RESORT!⭐️⭐️⭐️⭐️⭐️

BEAUTIFULLY remodeled 3/2 condo near DISNEY and MARGARITAVILLE RESORT!⭐️⭐️⭐️⭐️⭐️
Kissimmee
10.0 out of 10, Exceptional, (13 reviews)
"Enjoyed everything!"
United States
Caroline W.
$304 nightly
The price is $341
May 3 - May 4
Total with taxes and fees
BEAUTIFULLY remodeled 3/2 condo near DISNEY and MARGARITAVILLE RESORT!⭐️⭐️⭐️⭐️⭐️
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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Top Windermere Hotel Reviews

Find out more about Windermere

Windermere Condo Rentals information

Number of reviews
4,392
Accommodation
5832 Condo Rentals
Lowest Price
$122
Highest Price
$417

Frequently asked questions

How much do condos in Windermere cost?
You'll pay from $122 to $417 per night for condos in Windermere. No matter your budget, an epic stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best condos in Windermere?
You can pick from multiple condos in Windermere with a total average guest review rating of 9.5. Vista Cay Commons By Ovh360 comes highly recommended if you're traveling with the kids or simply want extra space. This 3.5-star stay also features a swimming pool and individually decorated rooms. 3bd 2ba Condo Gold Rvc31032 B is another top option. It has a 4-star rating and amenities such as a swimming pool and express check-out services.
How many condos are there in Windermere?
Work out your vacation dates and then choose from 5832 condos in Windermere. For official business travel, a family getaway or anything in between, Expedia can help you find the perfect space in just a click or two.
What are the best cheap condos in Windermere?
With condos starting from just $122 per night, you may want to extend your visit to Windermere! One property that's easy on your finances is 3bed Lakeview Balcony Vista Cay. It comes with the space you need as well as a swimming pool and a lake view. Another favorite is 5024 Shoreway Loop #205 - 2 Bedroom Condo By Redawning, which offers a swimming pool and a barbecue grill. If you're sightseeing in Windermere and want to save money, there are lots of terrific free attractions to add to your itinerary. Universal CityWalk and Lake Bryan are always favorites. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly condos in Windermere?
Put your feet up at Vista Cay Commons By Ovh360, a 3.5-star option not far from downtown. Amenities here include individually decorated rooms and a swimming pool. Another family-friendly condo is 3bd 2ba Condo Gold Rvc31032 B. A swimming pool and WiFi help make this 4-star escape a traveler favorite. Windermere boasts an array of family-friendly attractions to discover that'll entertain the kids. Walt Disney World® Resort and Universal Studios Florida promise a fun day out for visitors of all ages.
Are there any 5-star condos in Windermere?
Unfortunately, there are no 5-star condos in Windermere. But you will find some terrific 4-star stays. Reserve your spot at 3bd 2ba Condo Gold Rvc31032 B, about 7 miles from downtown. A swimming pool and a balcony are a couple of the many conveniences here. 3bd 2ba Condo Gold Rvc30533 Bedroom Rhof is another upmarket option. It comes with a swimming pool and a balcony and is located around 7 miles from the center of Windermere.
Why book your condo in Windermere with Expedia?
Expedia makes it a breeze to find your dream condo in Windermere. Looking for a high-end stay? Take advantage of our filters to search for properties with a 5-star rating. If you have a set budget, choose how much you're willing to spend and then check out our fabulous deals. We'll help you find the perfect pad whatever your style of travel or plans.
How can I find cheap condos in Windermere?
Expedia can help you look for cheap condos in Windermere. To book the perfect stay in a couple of clicks, simply use our handy filter tool to refine your search results by amenities, budget and star rating.
What is there to do in Windermere near my condo?
The ultimate travel accessory is a well-planned itinerary. Isleworth Golf and Country Club is a top place to begin your exploration of Windermere.

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