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Nov 28 - Nov 30
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Condo Rentals in Windermere

Condo, 2 Bedrooms | Pool
Storey Lake Resort 2bd Condo Overlooking Water #840 2 Bedroom Condo

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
$423 nightly
The price is $480
Nov 14 - Nov 15
Total with taxes and fees
Storey Lake Resort 2bd Condo Overlooking Water #840 2 Bedroom Condo
A heated pool
Magnificent Award Winning Newly Renovated Condo Near Disney 2+2 Great Amenities

Magnificent Award Winning Newly Renovated Condo Near Disney 2+2 Great Amenities

Champions Gate
9.4 out of 10, Exceptional, (153)
"Worked for us and was great that they allowed us to bring our two St Bernards!"
United States
Scott B.
$172 nightly
The price is $192
Nov 11 - Nov 12
Total with taxes and fees
Magnificent Award Winning Newly Renovated Condo Near Disney 2+2 Great Amenities
Property grounds
Gated community luxury new designer remodeled condo minutes from parks

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.
$216 nightly
The price is $240
Nov 11 - Nov 12
Total with taxes and fees
Gated community luxury new designer remodeled condo minutes from parks
Pool
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, (84)
"We enjoy everything"
United States
Jorge H.
$162 nightly
The price is $181
Nov 12 - Nov 13
Total with taxes and fees
Dazzling Newly Renovated Condo 1.5 miles to Disney
Exterior
Luxe King Suite Bliss Getaway Condo Near Disney

Luxe King Suite Bliss Getaway Condo Near Disney

Kissimmee
9.6 out of 10, Exceptional, (23)
"Very clean and updated. But the comfort of the sofa could have been a little better. Especially after a long trip."
United States
Julie N.
$134 nightly
The price is $149
Nov 16 - Nov 17
Total with taxes and fees
Luxe King Suite Bliss Getaway Condo Near Disney
Interior
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, (12)
"Enjoyed everything!"
United States
Caroline W.
$263 nightly
The price is $294
Nov 17 - Nov 18
Total with taxes and fees
BEAUTIFULLY remodeled 3/2 condo near DISNEY and MARGARITAVILLE RESORT!⭐️⭐️⭐️⭐️⭐️
Exterior
Spacious condo close to Disney with heated pools, hot tubs, lots of amenities!

Spacious condo close to Disney with heated pools, hot tubs, lots of amenities!

Bahama Bay
9.4 out of 10, Exceptional, (17)
"Love the grounds, pools, tiki bar and restaurant"
United States
Carole H.
$217 nightly
The price is $240
Nov 11 - Nov 12
Total with taxes and fees
Spacious condo close to Disney with heated pools, hot tubs, lots of amenities!
Private kitchen
Resort apartment in Kissimmee

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 12 - Nov 13
Total with taxes and fees
Resort apartment in Kissimmee
Pool
Upstay Condo w Pool & Sauna—Sleeps 8

Upstay Condo w Pool & Sauna—Sleeps 8

2.5 star property
Winter Garden
9.0 out of 10, Wonderful, (7)
"Everything was awesome! And a quick 12 minute drive from ESPN Wide World Complex!"
United States
Ebony M.
$239 nightly
The price is $267
Nov 12 - Nov 13
Total with taxes and fees
Upstay Condo w Pool & Sauna—Sleeps 8
Aerial view
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

3.0 star property
Kissimmee
8.6 out of 10, Excellent, (3019)
"Room was lovely and pool was a highlight!"
United States
Anthony
$123 nightly
The price is $139
Nov 30 - Dec 1
Total with taxes and fees
Vacation Village Orlando, Celebration
Interior
All new renovated 3/2 Condo close to Parks

All new renovated 3/2 Condo close to Parks

Kissimmee
9.4 out of 10, Exceptional, (24)
"Great place for a family vacation. You feel at home in the house. Close to parks and shops."
United States
Aneta K.
$231 nightly
The price is $258
Nov 11 - Nov 12
Total with taxes and fees
All new renovated 3/2 Condo close to Parks
Fridge, microwave, oven, stovetop
Remodeled 3/2 condo minutes to Parks, shopping and entertainment

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

Royal Palm Bay
9.4 out of 10, Exceptional, (44)
"The location was perfect for our needs and true to it's online description."
United States
Angie S.
$231 nightly
The price is $258
Nov 11 - Nov 12
Total with taxes and fees
Remodeled 3/2 condo minutes to Parks, shopping and entertainment
Fridge, microwave, oven, stovetop
Reunion Resort - Near Theme Parks & Airport

Reunion Resort - Near Theme Parks & Airport

Reunion
9.6 out of 10, Exceptional, (50)
"this property was as listed. no complaints. very comfortable "
United States
tim t.
$293 nightly
The price is $328
Nov 17 - Nov 18
Total with taxes and fees
Reunion Resort - Near Theme Parks & Airport
Terrace/patio
DOUBLE FLAT STUDIO - UNIVERSAL STUDIOS & INTERNATIONAL DRIVE

DOUBLE FLAT STUDIO - UNIVERSAL STUDIOS & INTERNATIONAL DRIVE

International Drive District
9.2 out of 10, Wonderful, (9)
"Right off the beaten path but such easy access to so many of the hot spots! Had everything we needed, and was super clean!"
United States
Stephanie R.
$248 nightly
The price is $276
Nov 11 - Nov 12
Total with taxes and fees
DOUBLE FLAT STUDIO - UNIVERSAL STUDIOS & INTERNATIONAL DRIVE
Dining
Vista Cay 3-Bedroom, across from Universal's Epic Universe and Conv. Center

Vista Cay 3-Bedroom, across from Universal's Epic Universe and Conv. Center

Orlando
9.4 out of 10, Exceptional, (233)
"Overall awesome "
Canada
Paul D.
$386 nightly
The price is $428
Nov 29 - Nov 30
Total with taxes and fees
Vista Cay 3-Bedroom, across from Universal's Epic Universe and Conv. Center
Property grounds
Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo

Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo

3.0 star property
Kissimmee
$526 nightly
The price is $526
Nov 14 - Nov 15
Total with taxes and fees
Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo
Fridge, microwave, oven, stovetop
Warm and cozy 1 bed/1 bath Condo Just 7 miles from Disney!

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

Kissimmee
9.4 out of 10, Exceptional, (80)
"Nice place. We just used it to sleep in. Wa comfortable. Very nice stay"
United States
Eric S.
$195 nightly
The price is $218
Nov 13 - Nov 14
Total with taxes and fees
Warm and cozy 1 bed/1 bath Condo Just 7 miles from Disney!
2 bedrooms, iron/ironing board, WiFi, bed sheets
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, (1)
$248 nightly
The price is $272
Nov 11 - Nov 12
Total with taxes and fees
2 BR/2 bath Clermont cottage w/ Heated Olympic Pool/basketball/lake access
Fridge, microwave, oven, stovetop
Lake Eola view 1 bedroom Thornton Park

Lake Eola view 1 bedroom Thornton Park

South Eola
9.8 out of 10, Exceptional, (7)
"The location was perfect, the apartment clean and tidy. We were only there overnight but it was exactly what we were looking for."
United States
Jim M.
$150 nightly
The price is $166
Nov 13 - Nov 14
Total with taxes and fees
Lake Eola view 1 bedroom Thornton Park
Children's area
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, (146)
"Not far at all to Animal and Magic Kingdom. Close to restaurants!"
United States
Jamie F.
$170 nightly
The price is $190
Nov 16 - Nov 17
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

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
"GREAT "
Joseph 1-night trip
Posted 9 hours ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Find out more about Windermere

Windermere Condo Rentals information

Number of reviews
4,044
Accommodation
5910 Condo Rentals
Lowest Price
$139
Highest Price
$526

Frequently asked questions

How much do condos in Windermere cost?
You'll pay from $139 to $526 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 9.3. 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 $139 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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