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Our top choices for Windermere condo rentals

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (4,352 reviews)
"Great stay"
United States
Martena
The price is CA $96
CA $144 total
includes taxes & fees
Jun 28 - Jun 29
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, (168 reviews)
"Not far from Disney properties. Great amenities!"
United States
DELMA T.
The price is CA $99
CA $306 total
includes taxes & fees
Jun 21 - Jun 22
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

Family condo w/ pool near Florida parks

Family condo w/ pool near Florida parks
Kissimmee
The price is CA $122
CA $430 total
includes taxes & fees
Jun 22 - Jun 23
Family condo w/ pool near Florida parks

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, (209 reviews)
"Close to Disney and restaurants "
United States
Kristine M.
Fantastic Award Winning Newly Renovated Condo 4 miles to Disney 2+2

Lake Eola view 1 bedroom Thornton Park

Lake Eola view 1 bedroom Thornton Park
South Eola
10.0 out of 10, Exceptional, (15 reviews)
"Clean and quiet spot with an easy check-in process. Super close to the lake with lots of restaurants within walking distance. Parking was easy to access and made getting in and out quite easy."
United States
Caroline V.
The price is CA $127
CA $269 total
includes taxes & fees
Jun 21 - Jun 22
Lake Eola view 1 bedroom Thornton Park

Sensational Water View 1 Mile to Disney Newly Renovated Superb Location

Sensational Water View 1 Mile to Disney Newly Renovated Superb Location
Orlando
9.8 out of 10, Exceptional, (219 reviews)
"Condo is in a perfect location, close to everything. Loved that a Starbucks was right there. Place was clean and had everything we needed. Really nice view! Would def stay here again. Great hosts. Thank you!"
United States
Elizabeth
The price is CA $85
CA $296 total
includes taxes & fees
Jun 22 - Jun 23
Sensational Water View 1 Mile to Disney Newly Renovated Superb Location

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
9.4 out of 10, Exceptional, (10 reviews)
"Excellent host, very clean, coffee bar, and access to great facilities. Would highly recommend this place."
United States
Jodi
The price is CA $170
CA $389 total
includes taxes & fees
Jul 13 - Jul 14
2 BR/2 bath Clermont cottage w/ Heated Olympic Pool/basketball/lake access

Lovely 1 bed/1 bath Condo, Just 7 miles from Disney!

Lovely 1 bed/1 bath Condo, Just 7 miles from Disney!
Kissimmee
9.4 out of 10, Exceptional, (90 reviews)
"We had a wonderful stay at this cute one-bedroom rental in Florida. The space was very clean, comfortable, and exactly as described. It had everything we needed for a relaxing stay, and the layout made great use of the space."
United States
Kristine M.
The price is CA $101
CA $337 total
includes taxes & fees
Jun 22 - Jun 23
Lovely 1 bed/1 bath Condo, Just 7 miles from Disney!

Toy Story Room at Bahama Bay | Sage Vacations

Toy Story Room at Bahama Bay | Sage Vacations
Bahama Bay
9.4 out of 10, Exceptional, (15 reviews)
"The kids loved the Toy Story room!"
United States
Sadie H.
The price is CA $106
CA $417 total
includes taxes & fees
Jul 10 - Jul 11
Toy Story Room at Bahama Bay | Sage Vacations

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 reviews)
"The location was perfect for our needs and true to it's online description."
United States
Angie S.
The price is CA $126
CA $365 total
includes taxes & fees
Jun 22 - Jun 23
Remodeled 3/2 condo minutes to Parks, shopping and entertainment

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)
"Home was clean, loved the wine when we arrived late and easy access"
United States
Denis B.
The price is CA $145
CA $473 total
includes taxes & fees
Jun 21 - Jun 22
BEAUTIFULLY remodeled 3/2 condo near DISNEY and MARGARITAVILLE RESORT!⭐️⭐️⭐️⭐️⭐️

Brand New 2bd/2 bth condo 300

Brand New 2bd/2 bth condo 300
davenport
9.8 out of 10, Exceptional, (9 reviews)
"Super clean. ~5min drive to all essentials. Quiet and private!"
United States
Jasmin
The price is CA $147
CA $676 total
includes taxes & fees
Jul 1 - Jul 2
Brand New 2bd/2 bth condo 300

Spring Special, Stylish, Relaxing, Stunning Lakeview Resort near Disney

Spring Special, Stylish, Relaxing, Stunning Lakeview Resort near Disney
Orlando
9.4 out of 10, Exceptional, (49 reviews)
"Great stay!"
United States
Petra K.
The price is CA $135
CA $422 total
includes taxes & fees
Jun 22 - Jun 23
Spring Special, Stylish, Relaxing, Stunning Lakeview Resort near Disney

Luxe King Suite Bliss Getaway Condo Near Disney

Luxe King Suite Bliss Getaway Condo Near Disney
Kissimmee
9.2 out of 10, Wonderful, (39 reviews)
"Everything was perfect; location and shopping "
United States
Shandell E.
The price is CA $88
CA $219 total
includes taxes & fees
Jun 28 - Jun 29
Luxe King Suite Bliss Getaway Condo Near Disney

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
10.0 out of 10, Exceptional, (1 review)
The price is CA $150
CA $794 total
includes taxes & fees
Jun 22 - Jun 23
Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo

Amazing Water View, 1 Mile to Disney,Newly Renovated

Amazing Water View, 1 Mile to Disney,Newly Renovated
Orlando
9.6 out of 10, Exceptional, (134 reviews)
"We had a wonderful stay in this condo! The location was perfect for Disney activities and local shops and restaurants. The view was fantastic! We will come again!"
United States
Mary M.
The price is CA $99
CA $311 total
includes taxes & fees
Jun 21 - Jun 22
Amazing Water View, 1 Mile to Disney,Newly Renovated

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 reviews)
"Very clean, had everything we needed, good host communication. Would stay there again."
United States
Stacey N.
The price is CA $126
CA $365 total
includes taxes & fees
Jun 22 - Jun 23
All new renovated 3/2 Condo close to Parks

Luxurious Award Winning Newly Renovated 2+2 Condo Near Disney and Universal

Luxurious Award Winning Newly Renovated 2+2 Condo Near Disney and Universal
Champions Gate
9.2 out of 10, Wonderful, (125 reviews)
"This rental was really cute, quiet and private. The bed in the master bedroom was especially comfortable, and the large washer and dryer came in very handy. We had a great stay here and would highly recommend. "
United States
Katie M.
The price is CA $85
CA $289 total
includes taxes & fees
Jun 22 - Jun 23
Luxurious Award Winning Newly Renovated 2+2 Condo Near Disney and Universal

Splendid Renovated 2 + 2 Condo Near Disney with Amazing Amenities

Splendid Renovated 2 + 2 Condo Near Disney with Amazing Amenities
Champions Gate
9.4 out of 10, Exceptional, (44 reviews)
"Place was in great area and decorated nicely! "
United States
Tifany W.
The price is CA $99
CA $317 total
includes taxes & fees
Jun 22 - Jun 23
Splendid Renovated 2 + 2 Condo Near Disney with Amazing Amenities

Recently Renovated, Award Winning, Brand New Furniture , Near Disney 2+2

Recently Renovated, Award Winning, Brand New Furniture , Near Disney 2+2
Champions Gate
9.4 out of 10, Exceptional, (128 reviews)
"The place was clean and close to activities Champions Gate Omni hotel and conf center. Great value and nice accommodations."
United States
My E.
The price is CA $92
CA $299 total
includes taxes & fees
Jun 25 - Jun 26
Recently Renovated, Award Winning, Brand New Furniture , Near Disney 2+2
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
5,559
Accommodation
5821 Condo Rentals
Lowest Price
CA $144
Highest Price
CA $794

Frequently asked questions

How much do condos in Windermere cost?
You'll pay from CA $144 to CA $794 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 travelling 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 5821 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 CA $144 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 favourite 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 favourites. 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 traveller favourite. 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 11 kilometres 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 11 kilometres from the centre 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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