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Condo Rentals in Windermere

Luxe King Suite Bliss Getaway Condo Near Disney

Kissimmee
9.6 out of 10, Exceptional, (23)
"Attractive place. "
United States
Kathryn B.
$127 nightly
The price is $142
Nov 23 - Nov 24
Total with taxes and fees
Luxe King Suite Bliss Getaway Condo Near Disney

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

Kissimmee
10.0 out of 10, Exceptional, (12)
"Enjoyed everything!"
United States
Caroline W.
$269 nightly
The price is $302
Dec 1 - Dec 2
Total with taxes and fees
BEAUTIFULLY remodeled 3/2 condo near DISNEY and MARGARITAVILLE RESORT!⭐️⭐️⭐️⭐️⭐️

Storey Lake Resort 2bd Condo Overlooking Water #840 2 Bedroom Condo

3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1)
"we had a great time and enjoyed the condo for the short time we were there."
United States
Sherri Ann
$443 nightly
The price is $503
Dec 6 - Dec 7
Total with taxes and fees
Storey Lake Resort 2bd Condo Overlooking Water #840 2 Bedroom Condo

Buena Vista Resort Condo w/ Pool & Private Patio

Orlando
9.2 out of 10, Wonderful, (13)
"Condo was as advertised clean and close to everything. Would highly recommend this property for any Disney vacation."
Canada
Derek M.
$216 nightly
The price is $242
Dec 1 - Dec 2
Total with taxes and fees
Buena Vista Resort Condo w/ Pool & Private Patio

Gated community luxury new designer remodeled condo minutes from parks

Florida Center
9.0 out of 10, Wonderful, (174)
"Place was clean and comfortable. Host is easy to get ahold of and responds in a timely manner. "
United States
Jessi V.
$219 nightly
The price is $243
Nov 20 - Nov 21
Total with taxes and fees
Gated community luxury new designer remodeled condo minutes from parks

Homelike Waterview-condo 2BR/2BA with elevator 10 min to Disney

Kissimmee
9.4 out of 10, Exceptional, (6)
"the location was excellent for our needs, just minutes from Walt Disney World. the booking was easy and precise. the check-in information was simple, but complete. all around experience was top notch."
United States
Gary S.
$277 nightly
The price is $310
Dec 7 - Dec 8
Total with taxes and fees
Homelike Waterview-condo 2BR/2BA with elevator 10 min to Disney

Warm and cozy 1 bed/1 bath Condo Just 7 miles from Disney!

Kissimmee
9.4 out of 10, Exceptional, (80)
"Our stay was wonderful! The place was adorable, well kept, clean, and comfortable. Would stay again! "
United States
Jaime M.
$210 nightly
The price is $235
Nov 22 - Nov 23
Total with taxes and fees
Warm and cozy 1 bed/1 bath Condo Just 7 miles from Disney!

Resort apartment in Kissimmee

Kissimmee
9.6 out of 10, Exceptional, (12)
"Clean and convenient. The pool was great for relaxing after parks and entertainment. "
United States
Rita H.
$263 nightly
The price is $294
Nov 20 - Nov 21
Total with taxes and fees
Resort apartment in Kissimmee

Remodeled 3/2 condo minutes to Parks, shopping and entertainment

Royal Palm Bay
9.4 out of 10, Exceptional, (44)
"Property owner was very responsive to any and all questions and concerns. Location was ideal for convention center but you definitely need to leave time to deal with traffic. We stayed for volleyball tournament and had a lot of early morning games. "
United States
Melissa J.
$231 nightly
The price is $258
Nov 20 - Nov 21
Total with taxes and fees
Remodeled 3/2 condo minutes to Parks, shopping and entertainment

Disney 8mi~Heated Resort Pool~Hot Tub~Oasis

Kissimmee
$379 nightly
The price is $384
Nov 22 - Nov 23
Total with taxes and fees
Disney 8mi~Heated Resort Pool~Hot Tub~Oasis

Renovated Condo Lake Eola View Great Location

South Eola
10.0 out of 10, Exceptional, (8)
"It was a great stay in a great area with an amazing view! "
United States
Valerie
$160 nightly
The price is $178
Nov 23 - Nov 24
Total with taxes and fees
Renovated Condo Lake Eola View Great Location

DEAL 119+/N NOV 16-20, DEC 16-29 2.5 BDRS 2 BTHS 25FT BALCONY & DISNEY FIREWORK

Orlando
9.6 out of 10, Exceptional, (174)
"The location is very close to the Disney parks and in walking distance to food and COFFEE!"
United States
janice b.
$279 nightly
The price is $309
Nov 20 - Nov 21
Total with taxes and fees
DEAL 119+/N NOV 16-20, DEC 16-29 2.5 BDRS 2 BTHS 25FT BALCONY & DISNEY FIREWORK

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

Vacation Village
10.0 out of 10, Exceptional, (1)
$248 nightly
The price is $272
Nov 20 - Nov 21
Total with taxes and fees
2 BR/2 bath Clermont cottage w/ Heated Olympic Pool/basketball/lake access

Vacation Village Orlando, Celebration

3.0 star property
Kissimmee
8.6 out of 10, Excellent, (3046)
"Great place to stay"
United States
Jose
$123 nightly
The price is $140
Dec 2 - Dec 3
Total with taxes and fees
Vacation Village Orlando, Celebration

Lake Eola view 1 bedroom Thornton Park

South Eola
9.8 out of 10, Exceptional, (8)
"The location is exactly what I wanted without breaking the bank. The host was very informative and quick to respond. I will stay here again. "
United States
Judy G.
$150 nightly
The price is $166
Nov 23 - Nov 24
Total with taxes and fees
Lake Eola view 1 bedroom Thornton Park

Splendid Renovated 2 + 2 Condo Near Disney with Amazing Amenities

2.0 star property
Champions Gate
9.6 out of 10, Exceptional, (27)
"Host was very communicative, simple check in & check out. Will stay again at this property. "
United States
Anonymous traveler
$208 nightly
The price is $233
Nov 23 - Nov 24
Total with taxes and fees
Splendid Renovated 2 + 2 Condo Near Disney with Amazing Amenities

Minutes to Magic - Pool • Gated Resort • Family-Friendly

Kissimmee
9.8 out of 10, Exceptional, (6)
"Large property. Worked really well for us. Great location close to Disney. Excellent gated community. Loved it!"
United Kingdom
Elizabeth M.
$205 nightly
The price is $229
Dec 1 - Dec 2
Total with taxes and fees
Minutes to Magic - Pool • Gated Resort • Family-Friendly

DOUBLE FLAT STUDIO - UNIVERSAL STUDIOS & INTERNATIONAL DRIVE

International Drive District
9.2 out of 10, Wonderful, (9)
"Enjoyed our stay, very close to everything, in a safe neighborhood."
United States
Marie A.
$268 nightly
The price is $297
Dec 2 - Dec 3
Total with taxes and fees
DOUBLE FLAT STUDIO - UNIVERSAL STUDIOS & INTERNATIONAL DRIVE

☆✴2 miles to Disney, W/Free WaterPark, Heated Pool, Hot tub, Game Room🕹 Mickey☆

Windsor Hills
9.8 out of 10, Exceptional, (20)
"Good stay, good location and the host were accommodating! Would definitely recommend for your Disney stay!!"
United States
Ben S.
$336 nightly
The price is $376
Nov 20 - Nov 21
Total with taxes and fees
☆✴2 miles to Disney, W/Free WaterPark, Heated Pool, Hot tub, Game Room🕹 Mickey☆

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

Kissimmee
9.2 out of 10, Wonderful, (147)
"We enjoyed our stay."
United States
Barry W.
$185 nightly
The price is $207
Nov 30 - Dec 1
Total with taxes and fees
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
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
3,742
Accommodation
5910 Condo Rentals
Lowest Price
$140
Highest Price
$503

Frequently asked questions

How much do condos in Windermere cost?
You'll pay from $140 to $503 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 9.4. 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 5910 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 $140 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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